small sailboat

Best Small Sailboats for Beginners

There are a number of classic trainers used by yacht club youth programs as well as techie new designs. Without mentioning specific models and brands, it’s difficult to outline which small boats are best but here are things to look for in good teaching boats.

Some of the best small sailboats for beginners include:

• Boats with tillers steering
• Boats with no winches
• Sailing dinghies
• Small sloops
• Small catamarans
• Rotomolded boats
• Trailerable sailboats

Explore All Sailboat Types

Boats with Tiller Steering

Steering by tiller (rather than a wheel) can make a difference when learning. Tillers are directly connected to the rudder that manages the boat’s direction. Tillers provide quick feedback about the strength and direction of the wind as well as the boat’s turning agility at various speeds.

Boats with No Winches

Boats that require no winches to manage the sheets and halyards are best for youngsters and new sailors. These boats usually don’t experience the same forces on the sails and rigging as larger boats, which can be a handful when the wind starts to blow. Winches are usually replaced with cam or jam cleats, which are easy to use.

Sailing Dinghies

Sailing dinghies are usually rigged with one mast and one sail and offer kids and new sailors simplicity so it’s easy to learn the ropes. Less overwhelming than boats with two sails, dinghies are light and responsive. They also have a shallow draft due to side or centerboards so they can be sailed just about anywhere. In some cases (whether from a wind gust or sudden crew weight shift) sailing dinghies can capsize so students should wear lifejackets and know how to swim. Sailing dinghies are usually sailed by one or two people.

Small Sloops

Small sloops with a mast that carries head and mainsails are the next step so students learn how sails work together. Headsails can be hanked on or attached to a small roller furler. These boats may have some or no winches, which also makes them easier to maintain. These boats can usually be sailed with one to four people.

Some sloops can scale up, providing a more challenging experience for sailors as they develop skills. Certain models can carry spinnakers and larger headsails to teach sail combinations and new sail trim techniques. Others offer the ability to hike out (shift crew weight well outboard to balance the boat against the wind pressure in the sails). This kind of sailing is more advanced.

Small Catamarans

Small catamarans provide extra stability for those who may be nervous about capsizing or aren’t fond of heeling (tipping while sailing). With two hulls providing a wide and stable base, catamarans area ideal for beginners, which may be why they’re often used by resorts as their beach sailing tourist boats. Rigged with one or two sails, small cats are tiller steered and usually have a trampoline that the students sit on and sail.

Rotomolded Boats

Small rotomolded boats are very forgiving due to their durable construction. Unlike fiberglass or wooden boats, rotomolded (a type of plastic construction technique) trainers can bounce off docks or other boats and cause or sustain little damage. Dinghies and catamarans can both be made via rotomolding.

Trailerable Sailboats

Finally, small sailboats that can be trailered to different locations add variety and that makes learning fun. Students can learn to sail in different wind and water conditions and enjoy their boats differently on vacation or with new friends.

Learning to sail involves all the senses and requires a level head and lots of practice and although it can be learned in many ways, the best way is to start with a boat that’s small, simple, safe and durable.

Read Next: Small Boats: What Are My Options?

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An Easy Guide to the 8 Best (And Funnest) Small Sailboats to Learn to Sail

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It’s no accident most of the world’s top professional sailors got their start in small boats. But for those of us that missed the boat learning to sail as a kid, here’s the great news — there’s no age limit on learning to sail! And you don’t need to eye up an F50 foiling catamaran in SailGP to have a good time either. Whether you’re 24 or 40, sailing small boats can provide a much needed escape and open up a whole new world of practical skills, fun on the water and break from work and routine. 

If you're looking to enjoy the tranquillity of cruising on a lake or exploring the coastline, or have your sights set on the vast expanse of the open ocean, mastering the art of a sailing dinghy is a rewarding and affordable way to begin your sailing adventure. But how do you know which is the best boat for you? And where do you try one first? And how much will it cost?

In this article, you’ll get answers to all the FAQs about learning to sail so you can feel confident to give it a go. And we’ll look at the 8 best, most fun small sailboats for you to try!

FAQs: Why can’t I learn on a big boat? What are the benefits of learning in a small boat? Is learning to sail expensive? Where can I try a small boat out first? How much does a small boat cost? Where can I buy a small sailboat? What’s the best small boat for me?

8 Funnest Small Sailboats to Learn to Sail: 1. Optimist 2. Flying Junior (FJ) 3. RS Feva 4. Laser 5. Sunfish 6. 420 7. Wayfarer 8. Hobie Cat

Small boats are better than big boats for learning to sail in

Why can’t I learn on a big boat? 

You can! Plenty of sailors have learned to sail through crewing on bigger keeler boats. But I 100% recommend starting out in sailing dinghies for many reasons:

They’ll teach you more quickly how the boat moves in wind

You’re in control and your own actions and adjustments are immediate and obvious (you’ll learn quicker what went wrong, or right!)

You’ll experience the effects of those in a safe environment, with no major consequences – aside from getting wet!

What are the benefits of learning in a small boat?

Small boats are good for your budget.

Sailing dinghies are an awesome way to give sailing a go without a big investment up front. After all, you want to make sure you enjoy it first right? Smaller boats are much cheaper to buy, maintain and repair, and store.

It’s fun for everyone

Get your family, or a group of mates involved — it’s an awesome way to spend time together mucking about in the water. On a small boat, it’s quick and easy to set up to give it a go and have a great laugh. Small boat sailing’s a pretty fun summer session — and if you’ve got kids doing it with you — that’s the kind of fun experience they’ll remember forever #memories.

You’ll experience tiller steering

A small sailing dinghy has tiller steering — that’s a long lever attached directly to the rudder (as opposed to a steering wheel, which is connected via a mechanical, electrical, or hydraulic system). The benefits of learning to sail with a tiller is that you’ll start to immediately feel if the boat is out of balance, compared to wheel steering which is less intuitive. Your ability to feel the boat responding and keep wind, sail and boat position in balance will be more sensitive learning with a tiller.

You can give racing a go

Sailing small boats may just ignite your competitive spirit with racing regattas! There are many different classes of sail racing offered through most clubs, from dinghy sailing through to keeler races. While many at a high-level do have age class brackets, there are still plenty of options to get involved with at any age. There are plenty of women only sailing events if you’re keen to get involved for the first time . 

Is learning to sail expensive?

Only if you buy a big boat ! Learning to sail doesn’t have to cost a lot. There’s likely a local club nearby that runs affordable adult and family friendly learn to sail classes — either for a one off course fee, or as part of the club membership. Most clubs have an ageing membership and are actively encouraging new people to sail so membership fees are kept as low as possible. They’re especially supportive of the younger generation!

Regarding sailing gear, don’t rush out and buy any expensive sailing gear until you get a feel for sailing, your style of boat, and what the conditions are like for your area. Then you can better choose a wet weather jacket and sailing gear that’s going to suit you. I do recommend you invest in a pair of sailing gloves early on though ( see my top glove picks here )

Where can I try a small boat out first?

Look for a local club with Learn to Sail classes — you’ll be able to get out on the club boats and try those. Most have a fleet of Sunfish (or similar) dinghies to learn to sail and race in. Once you’re comfortable and the sailing bug has bit (it’s catchy and sorry I don’t have the cure) you can look to buy a small boat of your own.

How much does a small boat cost?

Anywhere from $100 to $12,000US depending on the age and type of boat. It’s highly likely you can pick up a used sailboat for a good price, but if you want to spend more (and deck your boat out with the latest high-specs) — you’ll be able to! Remember with costs you will need to factor in the transportation or storage of your boat too. For example, you may need to buy a trailer to transport your small boat, or pay rental to a local marina or yacht club to store this onsite.

Where can I buy a small sailboat?

If you’re looking for a second hand boat, sailing clubs often have small boats available to sell — whether they’re retiring some of their own fleet, or there are members who have upgraded. Keep an eye out on club noticeboards, newsletters or ask around. If you’re in the Learn to Sail classes, you’ll likely meet someone who knows someone who’s got the boat for you!

Alongside my detailed list of the best places to buy a used boat , here are the most popular websites that sell small sailboats:

Boats.com (International) Sailsport Marine (USA) Dinghy Shop (USA) Apollo Duck (UK) Dinghy Mart (UK) Kajiji (Canada) Boat Sales (Australia) Gumtree (Australia) Trademe (New Zealand)

What’s the best small boat for me?

For beginners, selecting the right boat to buy is crucial, as it can make the process of learning more manageable and enjoyable. That’s why I recommend trying a few boats out through a local sailing club first. It’s good to know about the common types of small boats and how they’re different from each other, so now we’ll explore some of the best small boats on which you can learn the ropes and sail with confidence. Note: Sailing dinghies are specifically designed to be sailed by a certain number of crew, and sail at their optimum speed with maximum boat and crew weight ranges (this is more important in racing class rules). For example, adults usually skip the Opti dinghy (usually sailed by under 15’s) and go straight to a bigger size sailboat like the Sunfish or Laser. To guide you on boat size and if you’re looking to sail on your own or with others, I’ve included the length of boat over the water, and indication of number of people and sails onboard.

8 Popular Small Sailboats to Learn to Sail In

Optimist dinghy.

Smallest of the dinghies is the Optimist

Length: 7.67ft / 2.34m Designed for 1 or 2 kids or petite adult, 1 sail

The Optimist dinghy, commonly referred to as the Opti, is a globally recognized sailboat that has introduced countless young sailors to the world of sailing. Its compact size, stability, and simplicity make it an ideal vessel for beginners, especially children. With a single sail and a manageable rigging system, the Opti allows newcomers to grasp the fundamentals of sailing without feeling overwhelmed. Moreover, its buoyant hull design ensures safety, instilling confidence in young sailors as they navigate the basics of wind dynamics and boat control.

2. Flying Junior (FJ)

Fly along in the FJ

Length: 13.22 ft / 4.03m Designed for 2 crew, 2 sails

The Flying Junior , commonly referred to as the FJ, is a robust and agile sailboat designed for both training and competitive sailing. Its sturdy build, stability and responsive rigging system make it an ideal choice for beginners eager to explore the dynamics of wind and water on a more challenging vessel. With a two-person crew, the FJ emphasizes teamwork and communication, fostering a sense of camaraderie and shared responsibility among novice sailors. Its performance-oriented design encourages learners to master the art of sail trim and weight distribution, preparing them for the intricacies of competitive sailing and more advanced boat handling techniques.

Catch sailing fever in the RS Feva

Length: 13.3ft /4.05m Double-handed dinghy for pre-teens and parent / child teams, 3 sails

The RS Feva is a modern sailboat renowned for its user-friendly design and versatility. With a spacious cockpit and a manageable rig, the RS Feva accommodates both single-handed and double-handed sailing, catering to a diverse range of skill levels and preferences. Its responsive nature and forgiving hull promote a comfortable learning experience, allowing novices to focus on refining their sailing techniques without feeling overwhelmed. The RS Feva's emphasis on adaptability and performance makes it a popular choice for sailing schools and families looking to embark on an engaging and rewarding sailing journey together.

Sharpen your sailing skills with the Laser

Length: 13.88 ft / 4.23m Designed for 1 crew, 1 sail

There are different Laser designs, however the Laser International is an Olympic class dinghy and widely acclaimed small sailboat known for its versatility and sportier performance. While it may appear more challenging compared to the Optimist and Sunfish, the Laser is an excellent option for individuals seeking a more dynamic sailing experience. Everything you need to know about sailing can be learned on this boat. With its responsive nature and adjustable sail controls, the Laser allows beginners to develop a deeper understanding of sail trim and boat balance. The popularity of the Laser International highlights the versatility of a boat — from learning to sail to getting involved in the racing scene.

Fun in the sun with the Sunfish

Length: 13.9ft / 4.24m Designed for 1 or 2 crew, 1 sail

The Sunfish is a super popular choice for those starting their sailing journey. Its uncomplicated design and ease of handling make it an excellent option for novices who want to develop their skills in a straightforward and stress-free manner. With a single sail and a simple setup, the Sunfish promotes a hands-on approach to sailing, allowing beginners to understand the impact of wind and water currents on the boat's movements. Its stability and responsive nature make it an enjoyable vessel for learning to tack and jibe, two fundamental techniques in sailing.

Any time is a good time for enjoying the 420

Length: 13.9ft / 4.2m Designed for 2 crew, 3 sails

The 420 sailboat is a favoured choice for sailing schools and clubs worldwide, renowned for its balanced design and versatility. With a responsive rig and a moderate sail plan, the 420 offers a smooth transition for beginners progressing from smaller boats to slightly larger vessels. Its two-person configuration fosters teamwork and communication, encouraging novices to develop coordination and cooperation while honing their sailing skills. The 420's manoeuvrability and stability make it an excellent platform for learning advanced techniques, such as trapezing and spinnaker handling, laying a strong foundation for future sailing endeavours. This racing dinghy holds status as a World Sailing International Class .

7. Wayfarer

Start your travels on the sea with the Wayfarer

Length: 16ft / 4.82m Designed for 1-4 crew, 3 sails

The Wayfarer cruising dinghy , built by Hartley Boats is renowned for its sturdy construction and versatile design, stands out as an ideal small sailboat for families and sailing enthusiasts seeking a reliable vessel for both leisurely cruising. It’s the most stable dinghy too! With its spacious cockpit, responsive handling, and adaptable seating arrangements, the Wayfarer offers a stable and predictable sailing experience, accommodating various crew sizes and sailing preferences. Its enduring popularity, strong class association, and supportive community make it a beloved classic in the world of small sailboats, embodying a perfect blend of performance, comfort, and inclusivity for sailors of all levels.

8. Hobie Cat

Start a fun hobby with the Hobbie Cat

Length: 16.7ft / 5.04 m Designed for 1 or two crew, 2 sails

For those drawn to the thrill of catamarans, the Hobie Cat (such as the 16 model) offers an exciting platform for beginners to delve into the world of multihull sailing. With its twin hulls and trampoline design, the Hobie Cat combines stability with speed, providing an exhilarating sailing experience for novices eager to explore the nuances of handling a more complex vessel. While it may require a steeper learning curve compared to traditional monohull boats (it’s harder to tack/change direction upwind), the Hobie Cat rewards learners with its ability to harness the wind and speed across the water. This makes it an enticing option for those seeking an adventurous introduction to sailing! Its asymmetrical hulls eliminate the need for dagger boards and is the perfect beach-launching catamaran. If you’d like to see these in action, here’s a great beginner video series for learning to sail Hobie Cats . 

All of these 8 small boats will give you a fun new sailing experience and help you to understand the relationship between wind dynamics, sail control, and boat balance. I have no doubt you’ll find one here that suits your goals and lifestyle. They’ll all give you an incredible foundation for future sailing in bigger boats.

There is a balance between finding the right boat for you, and not overthinking it. Most importantly, the best small boat is one that you have access to right now! Or the one you can manage yourself and will get you out on the water as soon as possible, learning and having fun.

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10 Best Small Sailboats (Under 20 Feet)

Compact, easy to trailer, simple to rig, easy to maintain and manage, and affordable, the best small boats all have one thing in common: they offer loads of fun while out there on the water.

So whether you're on a budget or just looking for something that can offer ultimate daytime rides without compromising on safety, aesthetic sensibilities, alternate propulsion, and speed, the best small sailboats under 20 feet should be the only way to go.

Let's be brutally honest here; not everyone needs a 30-foot sailboat to go sailing. They come with lots of features such as electronics, entertainment, refrigeration, bunks, a galley, and even a head. But do you really need all these features to go sailing? We don't think so.

All you need to go sailing is a hull, a mast, rudder, and, of course, a sail. And whether you refer to them as daysailers, trailerable sailboats , a weekender sailboat, or pocket cruisers, there's no better way to enjoy the thrills of coastal sailing than on small sailboats.

There are a wide range of small boats measuring less than 20 feet available in the market. These are hot products in the market given that they offer immense thrills out on the sea without the commitment required to cruise on a 30-footer. A small sailboat will not only give you the feel of every breeze but will also give you the chance to instantly sense every change in trim.

In this article, we'll highlight 10 best small sailboats under 20 feet . Most models in this list are time-tested, easy to rig, simple to sail, extremely fun, and perfect either for solo sailing or for sailing with friends and family. So if you've been looking for a list of some of the best small sailboats , you've come to the right place.

So without further ado, let's roll on.

{{boat-info="/boats/hunter-15"}}

The Marlow-Hunter 15 is not only easy to own since it's one of the most affordable small sailboats but also lots of fun to sail. This is a safe and versatile sailboat for everyone. Whether you're sailing with your family or as a greenhorn, you'll love the Hunter 15 thanks to its raised boom, high freeboard, and sturdy FRP construction.

With high sides, a comfortable wide beam, a contoured self-bailing cockpit, and fiberglass construction, the Hunter 15 is certainly designed with the novice sailor in mind. This is why you can do a lot with this boat without falling out, breaking it, or capsizing. Its contoured self-baiting cockpit will enable you to find a fast exit while its wide beam will keep it steady and stable no matter what jibes or weight shifts happen along the way.

This is a small sailboat that can hold up to four people. It's designed to give you a confident feeling and peace of mind even when sailing with kids. It's easy to trailer, easy to rig, and easy to launch. With a price tag of about $10k, the Hunter 15 is a fun, affordable, and versatile boat that is perfect for both seasoned sailors and novices. It's a low-maintenance sailboat that can be great for teaching kids a thing or two about sailing.

Catalina 16.5

{{boat-info="/boats/catalina-16-5"}}

Catalina Yachts are synonymous with bigger boats but they have some great and smaller boats too such as Catalina 16.5. This is one of the best small sailboats that are ideal for family outings given that it has a big and roomy cockpit, as well as a large storage locker. Designed with a hand-laminated fiberglass sloop, the Catalina 16.5 is versatile and is available in two designs: the centerboard model and the keel model.

The centerboard model is designed with a powerful sailplane that remains balanced as a result of the fiberglass centerboard, the stable hull form, and the rudder. It also comes with a tiller extension, adjustable hiking straps, and adjustable overhaul. It's important to note that these are standard equipment in the two models.

As far as the keel model is concerned, this is designed with a high aspect keel as the cast lead and is attached with stainless steel keel bolts, which makes this model perfect for mooring or docking whenever it's not in use. In essence, the centerboard model is perfect if you'll store it in a trailer while the keel model can remain at the dock.

All in all, the Catalina 16.5 is one of the best small sailboats that you can get your hands on for as low as $10,000. This is certainly a great example of exactly what a daysailer should be.

{{boat-info="/boats/hobie-16"}}

There's no list of small, trailerable, and fun sailboats that can be complete without the inclusion of the classic Hobie 16. This is a durable design that has been around and diligently graced various waters across the globe since its debut way back in 1969 in Southern California. In addition to being durable, the Hobie 16 is trailerable, great for speed, weighs only 320 pounds, great for four people, and more importantly, offers absolute fun.

With a remarkable figure of over 100,000 launched since its debut, it's easy to see that the Hobie 16 is highly popular. Part of this popularity comes from its asymmetric fiberglass-and-foam sandwiched hulls that include kick-up rudders. This is a great feature that allows it to sail up to the beach.

For about $12,000, the Hobie 16 will provide you with endless fun throughout the summer. It's equipped with a spinnaker, trailer, and douse kit. This is a high-speed sailboat that has a large trampoline to offer lots of space not just for your feet but also to hand off the double trapezes.

Montgomery 17

{{boat-info="/boats/montgomery-17"}}

Popularly known as the M-17, The Montgomery 17 was designed by Lyle C. Hess in conjunction with Jerry Montgomery in Ontario, California for Montgomery Boats. Designed either with keel or centerboard models, the M-17 is more stable than most boats of her size. This boat is small enough to be trailered but also capable of doing moderate offshore passages.

This small sailboat is designed with a masthead and toe rail that can fit most foresails. It also has enough space for two thanks to its cuddly cabin, which offers a sitting headroom, a portable toilet, a pair of bunks, a DC power, and optional shore, and a proper amount of storage. That's not all; you can easily raise the deck-stepped mast using a four-part tackle.

In terms of performance, the M-17 is one of the giant-killers out there. This is a small sailboat that will excel in the extremes and make its way past larger boats such as the Catalina 22. It glides along beautifully and is a dog in light air, though it won't sail against a 25-knot wind, which can be frustrating. Other than that, the Montgomery 17 is a great small sailboat that can be yours for about $14,000.

Norseboat 17.5

{{boat-info="/boats/norseboat-17-5"}}

As a versatile daysailer, Norseboat 17.5 follows a simple concept of seaworthiness and high-performance. This small sailboat perfectly combines both contemporary construction and traditional aesthetics. Imagine a sailboat that calls itself the "Swiss Army Knife of Boats!" Well, this is a boat that can sail and row equally well.

Whether you're stepping down from a larger cruiser or stepping up from a sea kayak, the unique Norseboat 17.5 is balanced, attractive, and salty. It has curvaceous wishbone gaff, it is saucy, and has a stubby bow-sprit that makes it attractive to the eyes. In addition to her beauty, the Norseboat 17.5 offers an energy-pinching challenge, is self-sufficient, and offers more than what you're used to.

This is a small, lightweight, low-maintenance sailboat that offers a ticket to both sailing and rowing adventures all at the same time. At about 400 pounds, it's very portable and highly convenient. Its mainsails may look small but you'll be surprised at how the boat is responsive to it. With a $12,500 price tag, this is a good small sailboat that offers you the versatility to either row or sail.

{{boat-info="/boats/sage-marine-sage-17"}}

If you've been looking for a pocket cruiser that inspires confidence, especially in shoal water, look no further than the Sage 17. Designed by Jerry Montgomery in 2009, the Sage 17 is stable and should heel to 10 degrees while stiffening up. And because you want to feel secure while sailing, stability is an integral feature of the Sage 17.

This is a sailboat that will remain solid and stable no matter which part of the boat you stand on. Its cabin roof and the balsa-cored carbon-fiber deck are so strong that the mast doesn't require any form of compression post. The self-draining cockpit is long enough and capable of sleeping at 6 feet 6 inches.

The Sage 17 may be expensive at $25k but is a true sea warrior that's worth look at. This is a boat that will not only serve you right but will also turn heads at the marina.    

{{boat-info="/boats/laserperformance-laser-sb3"}}

Having been chosen as the overall boat of the year for 2008 by the Sailing World Magazine, the Laser SB3 is one of the coolest boats you'll ever encounter. When sailing upwind, this boat will lock into the groove while its absolute simplicity is legendary. In terms of downwind sailing, having this boat will be a dream come true while it remains incredibly stable even at extraordinary speed.

Since its debut in 2004, the Laser SB3 has surged in terms of popularity thanks to the fact that it's designed to put all the controls at your fingertips. In addition to a lightweight mast, its T- bulb keel can be hauled and launched painlessly. For about $18,000, the Laser SB3 ushers you into the world of sports sailing and what it feels to own and use a sports boat.

{{boat-info="/boats/fareast-18"}}

As a manufacturer, Fareast is a Chinese boat manufacturer that has been around for less than two decades. But even with that, the Fareast 18 remains a very capable cruiser-racer that will take your sailing to the next level. In addition to its good looks, this boat comes with a retractable keel with ballast bulb, a powerful rig, and an enclosed cabin.

Its narrow design with a closed stern may be rare in sailboats of this size, but that's not a problem for the Fareast 18. This design not only emphasizes speed but also makes it a lot easier to maintain this boat. Perfect for about 6 people, this boat punches above its weight. It's, however, designed to be rigged and launched by one person.

This is a relatively affordable boat. It's agile, safe, well-thought-out, well built, and very sporty.

{{boat-info="/boats/chuck-paine-paine-14"}}

If you're in the market looking for a small sailboat that offers contemporary performance with classic beauty, the Paine 14 should be your ideal option. Named after its famous designer, Chuck Paine, this boat is intentionally designed after the classic Herreshoff 12.5 both in terms of dimensions and features.

This is a lightweight design that brings forth modern fin keel and spade rudder, which makes it agile, stable, and faster. The Paine 14 is built using cold-molded wood or west epoxy. It has varnished gunnels and transoms to give it an old-time charm. To make it somehow modern, this boat is designed with a carbon mast and a modern way to attach sails so that it's ready to sail in minutes.

You can rest easy knowing that the Paine 14 will not only serve you well but will turn heads while out there.

{{boat-info="/boats/wd-schock-lido-14"}}

Many sailors will attest that their first sailing outing was in a Lido 14. This is a classic sailboat that has been around for over four decades and still proves to be a perfect match to modern small boats, especially for those still learning the ropes of sailing.

With seating for six people, the Lido 14 can be perfect for solo sailing , single-handed sailing, or if you're planning for shorthanded sailing. While new Lido 14 boats are no longer available, go for a functional used Lido 14 and you'll never regret this decision. It will serve you well and your kids will probably fall in love with sailing if Lido 14 becomes their main vessel during weekends or long summer holidays.

Bottom Line

There you have it; these are some of the best small sailboats you can go for. While there are endless small sailboats in the market, the above-described sailboat will serve you right and make you enjoy the wind.

Choose the perfect sailboat, invest in it, and go out there and have some good fun!

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Daniel Wade

I've personally had thousands of questions about sailing and sailboats over the years. As I learn and experience the community, I share the answers that work and make sense to me, here on Life of Sailing.

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12 Perfect Small Sailboats

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Last Updated on August 23, 2024 by Jonathan Holmes

Easy to rig, simple to toe, compact, manageable, maintainable, and affordable, all the perfect small sailboats have one thing in common: they always provide an adventurous tour in the sea.

So, either you are looking for something light on the pocket or just an adventure enthusiast wanting some safe daytime ride, the perfect small sailboats are the sole good means to fulfill your call.

After all, honestly, everybody does not need large 30 ft sailboats for cruising. However, large boats offer a lot of features like bunks, refrigeration , entertainment, and electronics. But are these features necessary for just boating? Well, I guess not.

When cruising, you only require a boat, a sail, a rudder, and a mast. Thus, nothing can offer you the ultimate adventures of coastal cruising better than small sailboats. Small sailboats not only provide you a breezy feel in the water but also offer you the opportunity to sense every change in trim instantaneously.

Table of Contents

12Best Small Sailboats

The market has a wide variety of small sailboats that measure less than 20 ft in size. Moreover, they are quite hit products as they offer great fun in the water.

With this guide, you may equip yourself with all the necessary information about the top 12 small sailboats. My top picks are just perfect as they’re simple to sail, easy to rig, and time-tested. Thus, if you were looking for a listing of the perfect small sailboats, you’re certainly on the right post.

Keep scrolling to read on for the best small sailboat picks.

Hunter 22 is a clever boat for a very fair price. It retains the hull of its predecessor- Hunter 216, featuring an open transom and a large cockpit. However, it is made of fiberglass with balsa-cored topsides and a solid bottom section.

Furthermore, the deck is a bit changed, having a 40 sq. ft. larger rig. Similar to Hunter 216, it, too, features a hydraulic ballast keel. The Hunter 22 is primarily designed to offer a thin line between “go-fast mini-sport boat” and “fun family daysailer and weekender”.

You can select between either half of them according to your requirements.

The cruising package features a simple electrical system, a portable toilet, and a V-berth in the small cuddy cabin. Whereas, the performance package offers an asymmetric spinnaker, a retractable bowsprit, mid-cockpit traveler, hiking grips, and straps in the cockpit.

• Hunter 22 is a daysailer.
• It offers a portable toilet.
• The manufacturers offer an optional electrical system with Hunter 22.
• The boat features a large cockpit and open transom.
• It offers a cuddy cabin and twin bunks.
• It features a hydraulic lifting centerboard and laminated fiberglass deck and hull.
• Comfortable
• Fair priced
• Easy for trailing
• Faster than most of the other boats available in the market
• Versatile and family-friendly
• Might need some replacement parts

Catalina 22 Sport

The retractable keel and basic amenities allow the Catalina 22 Sport to be trailered easily. Basically, the Catalina 22 Sport is an updated design of its predecessor Catalina 22.

The large cockpit is enough to seat a crowd. It offers a fractional rig with a mainsail and a roller-furling jib, a cabin that provides bedding for four with a forward hatch for ventilation, and a retractable lead keel.

In essence, the Catalina 22 Sport is more of a family-friendly racer. Also, it offers an alternative to choosing an older boat.

Besides, the Catalina 22 Sport offers the value and quality Catalina has come to expect since 1970. It is simple to rig and an excellent sail to step up from dinghy sailing to budget cruising.

• Catalina 22 Sport is a daysailer.
• It offers an adjustable outboard motor bracket.
• The boat features a comfortable cockpit with contoured coamings.
• It has an anodized aluminum mast and boom.
• It offers low stretch halyards and internal halyards.
• Catalina 22 offers a complete standing and running rigging.
• Many interior features, including Fiberglass Hull Liner, molded Headliner, and Low Glare Texture.
• Easy for trailing with its swing keel
• Family-friendly
• Simple to rig without a complicated setup
• Fast in speed
• Stability and reliability
• Features spacious cabin
• If you choose some old models, you will need some replacement parts.
• Not much trendy considering the interior and upholstery

Hobie Cat 16

The legendary Hobie Cat 16 has revolutionized boating . Firstly, it belongs to a proud watersports lineage, which within a few years of the foundation was loved by thousands.

Secondly, The Hobie Cat 16 is either used as a daysailer or a racer. The double banana-shaped hulls easily cut through the water, and the boat gets going fast even in light winds, as the aluminum alloy frame and two sails catch wind considerably.

Thirdly, there would certainly be no complete roundup of fun, trailerable, and small sailboats without any mention of the venerable Hobie Cat 16. The large trampoline provides a spacious platform to move about. Moreover, it offers many optional features, including a beach dolly, trailer, douse kit, a spinnaker, and a main and a jib.

In essence, it is a classic boat; enthusiasts and collectors covet it alike. Undoubtedly, it has the pedigree to prove that it is the red Ferrari in the world of cruising.

• The mast is 26 ft 6 inches tall and weighs about 320 pounds.
• The boat is 16 ft 7 inches in length and 7 ft 11 inches in width.
• Two color options are available.
• The dual-trapeze rig offers you harness its sheer power.
• The asymmetrical fiberglass hulls offer lift
• Low maintenance sailboat
• Reasonably priced
• Perfect for a Small Crew
• Easy to trailer
• Simple to rig
• Sailing may be hard when you’re alone.

Norseboat 21.5

In essence, the Norseboat 21.5 offers everything an expensive trailer-sailer does. It features a sensible centerboard arrangement, contemporary, good fit and finish, high-quality construction, and sea-kindly underbody.

The value of Norseboat 21.5 lies in its charm. You will easily fall under its spell if you are into the idea of a solid and easy-to-sail boat . The price tag looks much higher for a small 21 ft boat. However, the hype of Norseboat 21.5 tells you that it’s worth it.

Moreover, the NorseBoat 21.5 offers several configurations: one with a small cockpit and cabin that has a double berth for two adults and an optional berth for children, and another with an open cockpit and smaller doghouse.

Each of them comes with a ballasted stub keel and centerboard and carries the brand’s exclusive carbon fiber gaff-rigged mast. Also, the lightweight design of the Norseboat 21.5 offers easy rowing and a simple trailer.

• Norseboat 21.5 offers a lightweight design.
• It offers two different configuration options.
• Norseboat 21.5 has rowing stations.
• It features an electric outboard.
• The hull and deck are of fiberglass with a wood core.
• Comfortable and versatile
• Expensive compared to the other sailboats on the list

Barney Lehman and W.D. Schock designed the Lido 14. It is an American sailing dinghy that was built in 1958 for the very first time.

In essence, the Lido 14 is a classic sailboat that proves to be a perfect pick to suit small boats, especially for the owners who are still learning the ropes of boating.

The Lido 14 is just perfect for shorthanded racing, single-handed sailing, and solo sailing. It offers seating arrangements for about six people at most.

In the first year of its launch, two hundred Lido 14 boats were ordered. And, around 6300 Lido 14s had been built for 40 years. Today, a new Lido 14 boat is not available in the market; however, you will not regret ever getting a functional used boat.

Thus, the Lido 14 makes your investment worth it and serves you well throughout the journey.

• It offers a retractable centerboard raised with stainless steel straps.
• The hull features a near-vertical transom, a spooned plumb stem, and a transom-hung rudder controlled by a tiller.
• It has a fractional sloop rig with a loose-footed mainsail and anodized aluminum spars.
• Non-intimidating
• Has the car top capability
• Easy in handling
• New models not available

RS Sailing is primarily known for its line of racing dinghies. It built the 16-ft, 4-in sized Venture, which is such a perfect training and cruising dinghy.

The Venture offers a large, self-draining cockpit that can accommodate a group of friends or a family. Whether you are just messing about with your family or friends, club sailing , or just up for casual racing, RS Venture delivers the best with all its features. It is among the most versatile and nimble dinghies for sailing the masses.

In addition, the RS Venture can carry up to eight people in its self-draining cockpit. The excellent performance makes it adventurous; the multiple equipment options allow several boat configurations.

Moreover, the RS Venture is the winner of multiple awards. The excellent stability makes the boat ideal on coastal water, offering an advantage to those learning the sport.

More importantly, The RS Venture has the potential to carry more people in it than its dinghy rivals.

• The RS Venture offers a spacious platform.
• It features a rear back storage.
• The boat also offers reverse transmission.
• It has an open cockpit with high buoyancy.
• The exterior is composed of plastic and dual carbide.
• Can be car toped
• Versatile and stable
• Simple to handle
• Good looking
• A bit expensive

Super Snark

The Super Snark is a simple, lightweight, lateen-rigged daysailer, marketed as the “Super Sea Snark.” It is fun sailing, easy to learn, unsinkable, and simple to set up, and transport. Most of the people who get it find it satisfying to their sailing requirements.

Moreover, Super Snark is highly portable and storable. It can easily load onto your vehicle due to its construction and light-weight. In addition, the roof racks with slide-out loading bars make moving much easier.

Termed as unsinkable, the Super Snark is built with EPS foam, with the external hull and deck, which is vacuum-formed to the deep with ABS. polymers. The Super Snark weighs approximately 50 lbs having a capacity load of 310 lbs. It can carry two people at once.

• It has the capacity for two people.
• The internal hull leaves no void as it is filled with EPS foam, making the boat unsinkable.
• Mast, spar, and boom are of aluminum.
• It is made of recycled plastic.
• It weighs approximately 50 lbs
• Lightweight
• Car top-able
• Recyclable construction material
• Easy to learn
• Simple to setup
• Not family-friendly

The Laser is one of the most popular single-handed racing sailboats available in the market. With its simple rigging and simple design, Laser started single-handed racing 50 years ago when it came out. Interestingly, with over two lacs made, it is the most popular race boat in the world.

Everyone enjoys the Laser, from club racers to Olympians. It is a simple vessel to own and rig, which rewards practice and good sailing techniques. The Laser is built with updated foils and sail controls.

Moreover, a three rigs system allows the sailors to enjoy boating. It offers a seating capacity for two people. This boat is a fiberglass lightweight model easy for capsize and recovery.

• It has the capacity for two people seating.
• Includes the upgraded Vang, Cunningham, and Outhaul controls
• The boat features heavy fiberglass hull construction with aluminum spars.
• It has a small rudder with a lower boom.
• Worldwide popular and recognized racer
• Car top capability
• Stable and easy to handle
• A bit hard to sail

If you are looking for a good looking sailboat with excellent performance, the Paine 14 is here for you. It features a contemporary fin keel and spade rudder, which makes it more agile and faster.

In essence, Paine 14 is an old-time appeal with its varnished gunnels and transoms. However, it offers all the modern features every updated boat has. You can rig this boat with a gaff or a Marconi rig and can trailer it behind a vehicle.

In fact, Paine 14 can sail under mainsail alone due to the large flotation compartments fore and aft. The rig is simple, with an unstayed carbon-fiber mast and a mainsail bent onto its spars.

Overall, the Paine 14 feels like a favorite classic daysailer when you sit in it. The bronze hardware, the slatted-wood cockpit sole, and the varnished trim; all of these are elegantly designed. The cockpit ergonomics are seamless, and the sail controls fall perfectly to hand.

• It features a modern fin keel and spade rudder.
• The boat is built in seamless epoxy cold-molded wood construction.
• It has parallelly fitted fiberglass battens to the luff, which extend from the leech to the foot of the sail.
• Easy for trailing with its fin keel
• Good prevention of slippage
• Features spacious platform
• Not much trendy in looks

FAR EAST 18

The FarEast 18 is a low maintenance 19-ft vessel that offers high speed cruising in the sea.

Equipped with an open deck, the Far East 18 offers excellent performance. It offers great safety and stability due to its design. The hull has a beautiful shape that can be easily handled.

The lifting keel and the removable rig makes it easy to transport by a trailer. It takes a square-top fixed mainsail and an asymmetrical spinnaker, which is a driving force for buoy racing. The Far East 18 can compete with six crew but also offers bedding for three people when you are staying out overnight.

Moreover, this vessel features an updated bulb keel with carbon structure, vacuum-infused foils, and fiberglass hull. Best of all, a single person can easily rig and launch FarEast 18. Moreover, you can trailer this boat easily with a displacement below 1500 pounds.

All in all, Far East 18 is an excellent little sailboat available in the market.

• Small cabin instead of a reduced deck
• It features an updated bulb keel.
• The boat features a spacious cockpit.
• It has a lightweight structure.
• It is constructed with a vacuum infused polyester sandwich.
• Not too brutal on the pocket
• Comfortable and low maintenance
• Modest Price
• Does not perform well in strong wind

The Sage 17 was designed in 2009 by Jerry Montgomery. It is a small, stable, go-anywhere vessel, featuring a transom with a balsa core, a carbon fiber deck, and a cabin roof.

The Sage 17 is a 1300 pound vessel. It comes with a loose-footed main and a working jib that sheets inside the lifelines. There is a kick-up rudder, a 120-lb centerboard, and a 400-pound lead keel that will not strand while cruising through shallow water.

In addition, this boat is simple enough for beginners and sophisticated enough for experienced sailors. It is manufactured to handle your adventures with safety. It comes with a non-skid covering on the horizontal surfaces, a bow pulpit, transom-mounted boarding ladder, and a self-draining cockpit.

Moreover, this model is hand-built with vinyl ester resin, fiberglass, and carbon fiber in a lapstrake style to offer you enhanced strength. The cabin and deck are made of a balsa core and carbon fiber.

The Sage 17 sails fast in light air and provides unruffled travel as the wind blows more strongly. You will definitely enjoy hindrance free comfort in the airy open cabin. And, you can get customized cabin cushions that are available in different colors.

• Jib downhaul lead for the cockpit
• Cabin-top mounted winches and jib tracks
• Internal halyards
• Single reef main and working jib, with running rigging
• Complete mast and stainless-steel standing rigging
• Fiberglass and vinyl ester lapstrake hull with a carbon fiber
• Carbon fiber and vinyl ester deck with a balsa core
• A variety of options available to choose from
• Simple enough for beginners
• Safe and durable
• Quite reasonably priced, considering all the features
• Might require some replacement gears

Montgomery 17

The Montgomery 17 was designed for Montgomery Boats by Jerry Montgomery in conjunction with Lyle C. Hess. It was manufactured with centerboard and keel models.

The Montgomery 17 offers more stability than most of its rivals. And, when it comes to comfortability, the Montgomery 17 again stands above the rest.

This boat has the capability of going about moderate offshore passages. You can easily trailer it as it is small enough in size.

Moreover, it is designed with a masthead and toe rail that fits most of the foresails. It has a proper amount of storage area, a DC power, an optional shore, and seating arrangements for two people offering a headroom, a pair of bunks, and a portable toilet.

Overall, the Montgomery 17 is among the giant-killers of the market when it comes to performance. Though small in size, it makes its way past its larger rivals and excels in the extremes.

That is not just it; using a four-part gear, you can easily uplift the deck-stepped mast.

• The hull type is swing keel.
• A flush deck version is also available.
• Some versions feature a fixed keel.
• There are three types of keel configurations available; retractable keel, shallow draft fixed keel, and a shallow draft fixed keel in conjunction with a centerboard.
• Comfortability
• Quite faster than its rivals
• Outstanding racing record
• Favorable handicap
• Not suitable for deep sea

The Wrap Up

Hitting the water with the right sailboat can be an overwhelming task for many. To ease this process, the list above has narrowed down the 12 perfect small sailboats.

While there are infinite sailboats available in the market, the sailboats, as mentioned above, will serve you right and make you enjoy the ride.

However, in my opinion, the best of all is none other than the Catalina 22 Sport as it is the most moderate pick of all. You don’t have to compromise on either the quality or affordability.

In my opinion, you must not spend too little or much for too low or too high quality. A moderate model will serve as the perfect pick for you. Thus, Catalina 22 Sport being moderately robust and not-so-expensive wins my heart.

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20 Best Small Sailboats for the Weekender

• By Mark Pillsbury
• Updated: May 24, 2024

In order to go cruising, most of us require a sailboat with a head, a galley, and bunks. The boat, likely a 30-footer and more often a 40-footer, will have electronics for navigation and entertainment, refrigeration if the trip is longer than a coastal hop, an engine for light wind, and, depending on our appetites for food and fun, perhaps a genset to power our toys and appliances.

To go sailing , however, all we really need is a hull, mast, rudder, and sail. To experience the pure joy of sheeting in and scooting off across a lake, bay, or even the open ocean, there’s nothing better than a small sailboat – we’re talking sailboats under 25 feet. You can literally reach out and touch the water as it flows past. You instantly feel every puff of breeze and sense every change in trim.

Some of the boats in this list are new designs, others are time-tested models from small sailboat manufacturers, but every one is easy to rig, simple to sail, and looks like a whole lot of fun either for a solo outing on a breezy afternoon or to keep family and friends entertained throughout your entire sailing season. This list is made up of all types of sailboats , and if you’re looking for a list of some of the best small sailboats for beginners, you’ll find exactly that here.

Any one of these popular boats could be labeled as a trailerable sailboat, daysailer, or even a weekender sailboat. And while most would be labeled as a one or two person sailboat, some could comfortably fit three or even four people.

– CHECK THE WEATHER – The weather changes all the time. Always check the forecast and prepare for the worst case. Safety Tip Provided by the U.S. Coast Guard

Marblehead 22 Daysailer

If you have an eye for elegant lines and your heart goes pitter-patter over just the right amount of overhang beneath a counter transom, the Marblehead 22 daysailer, designed by Doug Zurn and built by Samoset Boatworks in Boothbay, Maine, will definitely raise your pulse. Traditional-looking above the waterline and modern beneath, the cold-molded hull sports a deep bulb keel and a Hall Spars carbon-fiber mast with a wishbone rig and square-top main. The 11-foot-9-inch cockpit can seat a crowd, and a small cuddy forward will let you stow your friends’ gear for the day. samosetboatworks.com

Catalina 22 Sport

Many a harbor plays host to an active fleet of Catalina 22s, one of the most popular small sailboats over the years, given its basic amenities and retractable keel, which allows it to be easily trailered. Recently, the company introduced the Catalina 22 Sport, an updated design that can compete with the older 22s. The boat features a retractable lead keel; a cabin that can sleep four, with a forward hatch for ventilation; and a fractional rig with a mainsail and a roller-furling jib. Lifelines, a swim ladder, and an engine are options, as are cloth cushions; vinyl cushions are standard. The large cockpit will seat a crowd or let a mom-and-pop crew stretch out and enjoy their sail. It’s clear why the Catalina 22 is one of the best sailboats under 25 feet. catalinayachts.com

With its large, open-transom cockpit and sloop rig, the Hunter 22 makes a comfortable daysailer for family and friends. But with its cuddy cabin, twin bunks, optional electrical system, opening screened ports, and portable toilet, a parent and child or a couple could comfortably slip away for an overnight or weekend. Add in the optional performance package, which includes an asymmetric spinnaker, a pole, and a mainsheet traveler, and you could be off to the races. The boat features a laminated fiberglass hull and deck, molded-in nonskid, and a hydraulic lifting centerboard. Mount a small outboard on the stern bracket, and you’re set to go. marlow-hunter.com

Not sure whether you want to race, cruise or just go out for an afternoon sail? Since 1958, sailors have been having a ball aboard the Uffa Fox/George O’Day-designed Daysailer. Fox, who in the 1950s was on the cutting edge of planning-dinghy design, collaborated with Fall River, Massachusetts boatbuilder O’Day Corp. to build the 16-foot Daysailer, a boat that features a slippery hull and a small cuddy cabin that covers the boat roughly from the mast forward. Thousands of Daysailers were built by various builders, and they can be found used for quite affordable prices. There are active racing fleets around the US, and new Daysailers are still in production today, built by Cape Cod Ship Building. capecodshipbuilding.com

BayRaider from Swallow Boats

Easy to rig and trailer, the BayRaider from England’s Swallow Yachts is a relative newcomer to the small-boat market in the United States. Nearly all of its 19 feet 9 inches is open cockpit, though a spray hood can be added to keep the forward sections dry. The BayRaider is ketch-rigged with a gunter-style mainmast. The topmast and mizzen are both carbon-fiber, which is an option for the mainmast as well. The BayRaider can be sailed with a dry hull in lighter conditions or with 300 pounds of water ballast to increase its stability. With the centerboard and hinged rudder raised, the boat can maneuver in even the thinnest water.

$28,900, (904) 234-8779, swallowyachts.com

Big fun can come in small packages, especially if your vessel of choice happens to be the 12 ½-foot Beetle Cat. Designed by John Beetle and first built in 1921, the wooden shallow draft sailboat is still in production today in Wareham, Massachusetts at the Beetle Boat Shop. With a draft of just 2 feet, the boat is well-suited for shallow bays, but equally at home in open coastal waters. The single gaff-rigged sail provides plenty of power in light air and can be quickly reefed down to handle a blow. In a word, sailing a Beetle Cat is fun. beetlecat.com

– LEARN THE NAVIGATION RULES – Know the “Rules of the Road” that govern all boat traffic. Be courteous and never assume other boaters can see you. Safety Tip Provided by the U.S. Coast Guard

West Wight Potter P 19

With berths for four and a workable galley featuring a cooler, a sink, and a stove, West Wight Potter has packed a lot into its 19-foot-long P 19. First launched in 1971, this is a line of boats that’s attracted a true following among trailer-sailors. The P 19′s fully retractable keel means that you can pull up just about anywhere and go exploring. Closed-cell foam fore and aft makes the boat unsinkable, and thanks to its hard chine, the boat is reportedly quite stable under way. westwightpotter.com

NorseBoat 17.5

Designed for rowing and sailing (a motor mount is optional), the Canadian-built NorseBoat 17.5—one of which was spotted by a CW editor making its way through the Northwest Passage with a two-man crew—features an open cockpit, a carbon-fiber mast, and a curved-gaff rig, with an optional furling headsail set on a sprit. The lapstrake hull is fiberglass; the interior is ply and epoxy. The boat comes standard with two rowing stations and one set of 9-foot oars. The boat is designed with positive flotation and offers good load-carrying capacity, which you could put to use if you added the available canvas work and camping tent. NorseBoats offers a smaller sibling, the 12.5, as well; both are available in kit form.

$19,000, (902) 659-2790, norseboat.com

Montgomery 17

Billed as a trailerable pocket cruiser, the Montgomery 17 is a stout-looking sloop designed by Lyle Hess and built out of fiberglass in Ontario, California, by Montgomery Boats. With a keel and centerboard, the boat draws just under 2 feet with the board up and can be easily beached when you’re gunkholing. In the cuddy cabin you’ll find sitting headroom, a pair of bunks, a portable toilet, optional shore and DC power, and an impressive amount of storage space. The deck-stepped mast can be easily raised using a four-part tackle. The builder reports taking his own boat on trips across the Golfo de California and on visits to California’s coastal islands. Montgomery makes 15-foot and 23-foot models, as well. If you’re in search of a small sailboat with a cabin, the Montgomery 17 has to be on your wish list.

With long overhangs and shiny brightwork, the CW Hood 32 is on the larger end of the daysailer spectrum. Designers Chris Hood and Ben Stoddard made a conscious decision to forego a cabin and head in favor of an open cockpit big enough to bring 4 or 5 friends or family out for an afternoon on the water. The CW Hood 32 is sleek and graceful through the water and quick enough to do some racing, but keeps things simple with a self-tacking jib and controls that can be lead back to a single-handed skipper. A top-furling asymmetrical, electric sail drive and Torqeedo outboard are all optional. The CW Hood 32 makes for a great small family sailboat.  cwhoodyachts.com

Sun Cat from Com-Pac

Shallow U.S. East Coast bays and rock-strewn coasts have long been graced by cat boats, whose large, gaff-rigged mainsails proved simple and powerful both on the wind and, better yet, when reaching and running. The 17-foot-4-inch Sun Cat, built by Com-Pac Yachts, updates the classic wooden cat with its fiberglass hull and deck and the easy-to-step Mastender Rigging System, which incorporates a hinged tabernacle to make stepping the mast a one-person job. If you want a personal sailboat ideal for solo sailing, the Sun Can is a great choice. Belowdecks, the twin 6-foot-5-inch berths and many other features and amenities make this cat a willing weekender.

$19,800, (727) 443-4408, com-pacyachts.com

Catalina 16.5

The Catalina 16.5 sits right in the middle of Catalina Yachts’ line of small sailboats, which range from the 12.5 to the 22 Capri and Sport, and it comes in both an easy-to-trailer centerboard model and a shoal-draft fixed-keel configuration. With the fiberglass board up, the 17-foot-2-inch boat draws just 5 inches of water; with the board down, the 4-foot-5-inch draft suggests good windward performance. Hull and deck are hand-laminated fiberglass. The roomy cockpit is self-bailing, and the bow harbors a good-sized storage area with a waterproof hatch. catalinayachts.com

No roundup of best small sailboats (trailerable and fun too) would be complete without a mention of the venerable Hobie 16, which made its debut in Southern California way back in 1969. The company has introduced many other multihulls since, but more than 100,000 of the 16s have been launched, a remarkable figure. The Hobie’s asymmetric fiberglass-and-foam hulls eliminate the need for daggerboards, and with its kick-up rudders, the 16 can be sailed right up to the beach. Its large trampoline offers lots of space to move about or a good place to plant one’s feet when hanging off the double trapezes with a hull flying. The boat comes with a main and a jib; a spinnaker, douse kit, trailer, and beach dolly are optional features. hobiecat.com

Novice sailors or old salts looking for simplicity could both enjoy sailing the Hunter 15. With a fiberglass hull and deck and foam flotation, the boat is sturdily built. The ample freeboard and wide beam provide stability under way, and the heavy-duty rubrail and kick-up rudder mean that you won’t have to worry when the dock looms or the going grows shallow. Both the 15 and its slightly larger 18-foot sibling come standard with roller-furling jibs.

$6,900/$9,500 (boat-show prices for the 15 and 18 includes trailers), (386) 462-3077, marlow-hunter.com

– CHECK THE FIT – Follow these guidelines to make sure your life jacket looks good, stays comfortable and works when you need it. Safety Tip Provided by the U.S. Coast Guard

Super Snark

Under various owners, the Snark brand of sailboats, now built by Meyers Boat Co., has been around since the early 1970s. The Super Snark, at 11 feet, is a simple, easily car-topped daysailer that’s fit out with a lateen rig and sail. Billed as unsinkable, the five boats in the company’s line are built with E.P.S. foam, with the external hull and deck vacuum-formed to the core using an A.B.S. polymer. The Super Snark weighs in at 50 pounds, and with a payload capacity of 310 pounds, the boat can carry two.

$970, (800) 247-6275, meyersboat.com

Norseboat 21.5

Built in Canada, the NorseBoat 21.5 is a rugged looking craft that comes in a couple of configurations: one with an open cockpit and small doghouse, and another with a smaller cockpit and cabin that houses a double berth for two adults and optional quarter berths for the kids. Both carry NorseBoat’s distinctive looking carbon fiber gaff-rigged mast with main and jib (a sprit-set drifter is optional), and come with a ballasted stub keel and centerboard. Because of its lightweight design, the boat can be rowed and is easily trailered.

$36,000 (starting), 902-659-2790, norseboat.com

Flying Scot

Talk about time-tested, the 19-foot Flying Scot has been in production since 1957 and remains a popular design today. Sloop rigged, with a conventional spinnaker for downwind work, the boat is an easily sailed family boat as well as a competitive racer, with over 130 racing fleets across the U.S. Its roomy cockpit can seat six to eight, though the boat is often sailed by a pair or solo. Hull and deck are a fiberglass and balsa core sandwich. With the centerboard up, the boat draws only eight inches. Though intended to be a daysailer, owners have rigged boom tents and berths for overnight trips, and one adventurous Scot sailor cruised his along inland waterways from Philadelphia to New Orleans.

Known primarily for its line of racing dinghys, RS Sailing also builds the 16-foot, 4-inch Venture, which it describes as a cruising and training dinghy. The Venture features a large, self-draining cockpit that will accommodate a family or pack of kids. A furling jib and mainsail with slab reefing come standard with the boat; a gennaker and trapeze kit are options, as is an outboard motor mount and transom swim ladder. The deck and hull are laid up in a fiberglass and Coremat sandwich. The Venture’s designed to be both a good performer under sail, but also stable, making it a good boat for those learning the sport.

$14,900, 203-259-7808, rssailing.com

Topper makes a range of mono- and multihull rotomolded boats, but the model that caught one editor’s eye at Strictly Sail Chicago was the Topaz Taz. At 9 feet, 8 inches LOA and weighing in at 88 pounds, the Taz is not going to take the whole crowd out for the day. But, with the optional mainsail and jib package (main alone is for a single child), the Taz can carry two or three kids or an adult and one child, and would make a fun escape pod when tied behind the big boat and towed to some scenic harbor. The hull features Topper’s Trilam construction, a plastic and foam sandwich that creates a boat that’s stiff, light, and durable, and shouldn’t mind being dragged up on the beach when it’s time for a break.

$2,900 (includes main and jib), 410-286-1960, topazsailboats.com

WindRider WRTango

WRTango, a fast, sturdy, 10-foot trimaran that’s easy to sail, is the newest portable craft from WindRider International. It joins a line that includes the WR16 and WR17 trimarans. The Tango features forward-facing seating, foot-pedal steering, and a low center of gravity that mimics the sensation of sitting in a kayak. It weighs 125 pounds (including the outriggers and carbon-fiber mast), is extremely stable, and has single-sheet sail control. The six-inch draft and kick-up rudder make it great for beaching, while the hull and outriggers are made of rotomolded polyethylene, so it can withstand running into docks and being dragged over rocks.

$3,000, 612-338-2170, windrider.com

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Best Small Sailboat Brands: How to Choose Your Next Daysailer or Pocket Cruiser

October 12, 2023 by samantha wilson.

Sailing is a relaxing, invigorating pastime that allows you to harness wind and waves in a unique and historic way without requiring a 50-foot yacht to enjoy what’s special about the experience. In fact, small sailboats allow a delightful back-to-basics experience that often gets lost on larger, systems-heavy sailboats.

On a small sailboat you can connect with the sea, feeling the boat move beneath you. The boat is typically easy to rig, simple to sail, and can even be sailed solo. Small sailboats give you the freedom to trailer your or car-top your boat and go anywhere, and they’re perfect for learning the nuances of sailing. There are many excellent brands and models of small sailboat, each with their own appeal, and here we narrow down some of our favorite in the daysailer and pocket cruiser categories under 30 feet. 

Difference Between a Daysailer and a Pocket Cruiser

While there are many different types of sailboat on the market and there is no single definition of either a daysailer or a pocket cruiser, they are used in a particular way, as the names imply. The term daysailer covers a huge array of sailboats, smaller and sometimes larger, and is generally defined as any day boat used for local sailing, with a simple rig, and easy to get underway. A pocket cruiser typically offers a cabin and head, and adequate accommodations for an overnight stay and sometimes longer cruises. Having said that, there is a large overlap between the two in many instances, so the lines may become blurred. 

What Size is a Small Sailboat?

Small is a relative term of course, but in general—and for the purposes of this article—a small sailboat is one that could be sailed by a small crew, often with one or two people aboard. It will have a simple rig and be trailerable, and it might be either a daysailer or pocket-cruiser style vessel as above. Within those categories, there are many models and styles, but when it comes to length we consider a sailboat as small when it’s under 30 feet in overall length. 

The Best Sailboats Under 30 Feet

Pocket cruiser: Beneteau First 27.  The Beneteau First 27 is a modern example of a pocket cruiser, earning Cruising World ’s Boat of the Year award in the Pocket Cruiser category in 2022. With space for up to six people accommodated in a separated bow-cabin and open saloon, it offers families the chance to go farther, explore more, and cruise in comfort. There is a galley with freshwater and a head, adding to the interior home comforts. The sailboat itself is modern, fast, and stable, designed by Sam Manuard, and has been designed to be incredibly safe and almost unsinkable thanks to its three watertight chambers. The handling is also refreshingly intuitive, with a well-designed cockpit, simple deck controls, and double winches allowing it to be sailed solo, by two people, or a small crew. 

Photo credit: Beneteau

Daysailer: Alerion 28.  You’ll certainly turn heads cruising along in an Alerion 28, a daysailer whose forerunner by the same name was designed by Nathanael Herreshoff in 1912 and then updated with a modern underbody for fiberglass production by Carl Schumacher in the late 1980s. This pretty daysailer manages to combine a traditional silhouette and classic feel, with very modern engineering creating an excellent package. Over 470 of these sailboats were built and sold in the past 30 years, making it one of the most popular modern daysailers on the water. With a small cabin and saloon, complete with miniature galley area, it offers respite from the sun or wind and the option for a night aboard. The cockpit offers a beautiful sailing experience, with plenty of space for the whole family. 

Photo credit: Alerion Yachts

The Best Sailboats Under 25 Feet

Pocket cruiser: Cornish Crabber 24.  British manufacturer Cornish Crabber has been producing beautiful, traditional style small sailboats for decades, ensuring they honor their heritage both in the construction style and appearance of their boats. The Cornish Crabber 24 is the most iconic of their range and dates back to the 1980s. It offers a simple yet surprisingly spacious interior layout with cabin, galley, and head, and a good sized cockpit, as well as seating for up to six people. It’s the perfect family sailboat, with clever use of storage as well as just under 5000 pounds of displacement providing stability and easy tacking. Aesthetically the 24 is simply beautiful, with a traditional silhouette (combined with modern engineering), finished in hardwood trims. 

Photo credit: Cornish Crabber

Daysailer: Catalina 22 Capri.  Catalina sailboats need little introduction, and are one of the world’s best-known, most-respected brands building small sailboats. The Catalina 22 Capri (also available in a sport model) is a great example of what Catalina does so well. While we’ve classified it as a daysailer, it could easily cross into the pocket cruiser category, as it offers excellent sailing performance in almost all conditions as well as having a small cabin, galley, and head. Loved for its safety, stability, ease of handling and simple maintenance, it makes for a good first family boat for getting out onto the bay or lake. 

Photo credit: Catalina

The Best Sailboats Under 20 Feet

Pocket cruiser: CapeCutter 19.  This is another model that combines the beauty of the traditional silhouettes with modern-day advancements. The design originates from the classic gaff cutter work boats, but today offers excellent performance—in fact it’s one of the fastest small gaffers in the world. The interior is cleverly spacious, with four berths, two of which convert into a saloon, as well as a simple galley area. With quick rigging, it can be sailed solo, but is also able to accommodate small groups, making it a capable and hugely versatile pocket cruiser. 

Photo credit: Cape Cutter 19

Daysailer: Swallow Yachts’ BayRaider 20.  Classic looks with modern performance are combined in Swallow Yachts’ beautiful BayRaider 20. This is one of the most capable and safest daysailers we’ve seen, but also incredibly versatile thanks to the choices of ballast. Keep the ballast tank empty and it’s light and fast. Fill the tank up and you’ve got a stable and safe boat perfect for beginners and families. While it’s got an eye-catching traditional style, the engineering is modern, with a strong carbon mast and construction. While this is a true daysailer, you can use the optional spray hood and camping accessories to create an overnight adventure. 

Photo credit: Swallow Yachts

The Best Sailboats Under 15 Feet

Pocket Cruiser: NorseBoat 12.5.  Can we truly call the NorseBoat 12.5 a pocket cruiser? Yes we can! The sheer versatility of this excellent little sailboat has convinced us. These beautiful hand-crafted sailboats offer exceptional performance and are described by the manufacturer as ‘the Swiss Army Knives of sailboats’. The traditionally styled 12.5 can be sailed, rowed, and motored. It can be trailered, easily beached, and even used as a camp cruiser, allowing for overnight adventures. There is no end to the fun that can be had with this easy-to-sail and easy-to-handle boat, which makes it a dream to learn in. With positive flotation, lots of clever storage, and a full-size double berth for camp cruising, it really is the perfect mini pocket cruiser. 

Photo credit: NorseBoats

Daysailer: Original Beetle Cat Boat 12: All across the bays of the US east coast cat boats have long been part of the ocean landscape. Able to access shallow rocky coves yet also withstand the strong coastal winds, these traditional New England fishing boats have an iconic shape and gaff-rigged mainsails. Beetle Cat have been producing elegant wooden cat boats for over 100 years – in fact they’ve made and sold over 4,000 boats to date. Their 12 foot Cat Boat 12 is one of their finest models, offering lovely daysailing opportunities. It has a wide beam and centerboard that lifts up, allowing it to access shallow waters, as well as a forward mast and single sail gaff rig in keeping with the traditional cat boats. To sail one of these is to be part of the heritage of New England and Cape Cod, and to honor the ancient art of hand-made boat building. 

Beetle Cat official website

Photo credit: Beetle Cat

The Best Small Sailboats for Beginners

When it comes to learning to sail, it’s important to have a boat that is easy to handle. There’s no quicker way to put yourself or your family off sailing than to start off with a boat that is either too big or too complicated. When choosing your first boat we recommend the following characteristics:

• Small: The benefits of starting off with a small boat are many, as we’ve seen above. They’re easier to control as well as to moor, and they react more quickly to steering and sails. They can be trailered and launched easily, and the loads generated are much lower than on bigger, heavier boats.
• Easy to sail: You want a boat that is stable and forgiving of mistakes, doesn’t capsize easily, and isn’t too overpowered in a stronger breeze. Keep things simple and learn as you go.
• Simple sail configuration: Choosing a boat that can be rigged by one person in a few minutes, and easily sailed solo, makes it easier to take along inexperienced crews. With regards to the rig, all you need are a halyard to hoist the mainsail and a sheet to control the mainsail.
• Tiller steering: We recommend boats with tiller steering over wheel steering when starting out. The tiller allows you to get a real feel for the boat and how the rudder works as it moves through the water. 

For more information on choosing the best beginner sailboat check out our full guide. There are many popular brands of beginner boats including Sunfish, Laser, and Hunter Marlow. Some of our favorites include;

Hobie 16: The classic Hobie catamaran has been a well-loved beginner sailboat for years, and the Hobie 16 started life back in 1969. Since then they’ve made and sold over a staggering 100,000 of the 16s. It has twin fiberglass and foam hulls, a large trampoline, and a pull-up rudder so it can be sailed straight onto the beach. The basic package comes with an easy to handle main and jib with plenty of extras available too such as a spinnaker and trailer. The Hobie 16 promises a great learning experience and lots of fun in a very nifty and inexpensive package. 

Photo credit: Hobie

Paine 14: You’ll immediately fall in love with sailing when you step into a beautiful Paine 14. Made from seamless epoxy cold-molded wood, the P-14 is simply beautiful and offers the classic sailing experience with the design and innovation of a more modern hull and rig. Two people will be able to enjoy getting out on the water together and learning the ropes. The Paine 14 has a lead ballast keel that accounts for nearly half her weight, giving her the feel of a much larger boat, but is still trailerable and easy to manage offering the best of both worlds.

Photo credit: Chuck Paine

High-Performance Small Sailboats

Small sailboats generally become high performers if they are light, have a lot of sail area, or they have more than one hull. More recently, some of have been designed with foiling surfaces, as well. For the purposes of this article, we’d like to close by pointing out one model that is super fast and has versatile pocket-cruising capabilities.

Corsair 880 trimaran : The Corsair 880 trimaran is the grandchild of the company’s F27, a model that launched the popularity of trailerable leisure trimarans about 40 years ago. The 880 has taken the model to new heights and exemplifies the incredible space benefits you can achieve in a 29-foot sailboat. We’re talking an aft cabin, room to sleep 5 people, an enclosed head, and standing headroom in the galley and main saloon. It brings many of the opportunities that a much larger yacht plus the ability to cruise in extremely shallow water. Whether you want to cruise to the Bahamas or enjoy a high-adrenaline race, the Corsair 880 offers incredible performance and unlimited adventures in a truly pocket size. 

Photo credit: Corsair

Written By: Samantha Wilson

Samantha Wilson has spent her entire life on and around boats, from tiny sailing dinghies all the way up to superyachts. She writes for many boating and yachting publications, top charter agencies, and some of the largest travel businesses in the industry, combining her knowledge and passion of boating, travel and writing to create topical, useful and engaging content.

More from: Samantha Wilson

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January 1, 2025

Top 11 Small Sailboat Brands: Your Guide to Choosing the Perfect Daysailer or Pocket Cruiser

Sailing is an incredible and rejuvenating activity that allows you to harness the power of wind and waves in a traditional and unique manner, all without needing a massive yacht. Small sailboats offer a delightful return to the basics, a feeling that is often lost on larger, more complex sailboats.

When you're on a small sailboat, you can truly connect with the sea, feeling the boat move beneath you. These boats are usually easy to set up, simple to sail, and can even be handled solo. They also provide the freedom to trailer or car-top your boat, allowing you to explore different locations, and are ideal for mastering the art of sailing. There are numerous reputable brands and models of small sailboats, each with its own charm. Here, we highlight some of our favorite options in the daysailer and pocket cruiser categories, all under 30 feet in length.

Understanding the Distinctions

When it comes to sailboats, the terms "daysailer" and "pocket cruiser" are not strictly defined, but they do carry specific connotations. A daysailer is generally a smaller sailboat designed for local sailing, with a simple rig that is easy to handle. On the other hand, a pocket cruiser typically offers more accommodations, such as a cabin and head, suitable for an overnight stay or even longer cruises. Despite these general definitions, there is often an overlap between the two categories, leading to some confusion.

Defining a Daysailer

A daysailer is usually a smaller sailboat that is ideal for short trips and day sailing. These boats are designed for simplicity, making them easy to maneuver and get underway quickly. They are perfect for recreational sailing in local waters, offering a fun and relaxing experience without the need for extensive accommodations.

Understanding the Size of Small Sailboats

When we talk about small sailboats, we are referring to vessels that can be managed by a small crew, typically consisting of one or two people. These sailboats are characterized by their simple rig, trailerable nature, and can either be a daysailer or pocket-cruiser style vessel. Despite the variety of models and styles within these categories, small sailboats are generally considered to be under 30 feet in overall length.

Top Sailboats Under 30 Feet

Modern Pocket Cruiser: Catalina 275 Sport.  The Catalina 275 Sport is a prime example of a modern pocket cruiser, recognized for its outstanding performance and design. The boat offers a spacious interior with separate sleeping quarters for up to six people, along with a galley and a head, providing all the comforts of home. Designed with safety in mind, the Catalina 275 Sport features a stable and unsinkable design, making it an ideal choice for families looking to venture out on the water. The intuitive handling and well-designed cockpit make it easy to sail solo or with a small crew, while the modern design ensures fast and stable performance on the water.

Classic Daysailer: Harbor 20.  The Harbor 20 is a classic daysailer that combines timeless aesthetics with modern engineering, offering a unique sailing experience. Originally designed by Stuart Knockabout in the early 1990s, this daysailer has become a popular choice for sailing enthusiasts. With a small cabin and comfortable seating in the cockpit, the Harbor 20 provides a perfect balance of tradition and modern convenience. Its versatile design allows for leisurely day sails or even overnight stays, making it a versatile option for families and sailing enthusiasts alike.

Top Small Sailboats Under 25 Feet

Classic Beauty: Com-Pac Horizon Cat.  Com-Pac Yachts has a reputation for producing high-quality, seaworthy boats, and the Horizon Cat is no exception. This 20-foot sailboat features a gaff-rigged catboat design, offering a spacious and comfortable cockpit with room for up to 6 people. Its classic appearance and modern features make it a standout choice for those who appreciate traditional style combined with modern functionality. With its shallow draft and easy handling, the Horizon Cat is perfect for coastal cruising and daysailing adventures. 

Performance and Comfort: Precision 185.  For those seeking a small sailboat that delivers both performance and comfort, the Precision 185 is an excellent choice. Designed for easy handling and responsive sailing, this 18.5-foot boat offers a roomy cockpit and a well-laid-out interior with comfortable seating. Whether you're a seasoned sailor or just starting out, the Precision 185 provides an enjoyable sailing experience with its stability and maneuverability. Its sleek design and quality construction make it a popular option for day trips and weekend getaways on the water. 

The Top Sailboats for Under 20 Feet

Classic Beauty: CapeCutter 19 The CapeCutter 19 is a stunning blend of traditional design and modern technology. Based on classic gaff cutter work boats, this sailboat offers exceptional performance and is known as one of the fastest small gaffers globally. Inside, it features a cleverly spacious layout with four berths, two of which can convert into a saloon, along with a simple galley area. Its quick rigging allows for solo sailing, while also accommodating small groups, making it a highly versatile pocket cruiser.

Modern Performance: Swallow Yachts’ BayRaider 20 The BayRaider 20 by Swallow Yachts combines classic aesthetics with contemporary performance. It stands out as one of the most capable and safest daysailers available, offering versatility through the choice of ballast. When the ballast tank is empty, the boat is light and fast, but when filled, it becomes stable and secure, ideal for beginners and families. Despite its traditional appearance, the BayRaider 20 features modern engineering, including a sturdy carbon mast and construction. While primarily a daysailer, it can also be equipped with an optional spray hood and camping accessories for overnight adventures.

The Top Sailboats Under 15 Feet

Compact and Versatile: The NorseBoat 12.5 When it comes to pocket cruisers, the NorseBoat 12.5 stands out with its exceptional versatility. These hand-crafted sailboats are often referred to as the ‘Swiss Army Knives of sailboats’ due to their exceptional performance. The 12.5 model can be sailed, rowed, and motored, making it suitable for various modes of navigation. Moreover, it can be easily trailered, beached, and used for overnight camping adventures. With features like positive flotation, clever storage, and a full-size double berth, the NorseBoat 12.5 is the ideal mini pocket cruiser for those looking for both fun and functionality.

Traditional Charm: The Original Beetle Cat Boat 12 Along the bays of the US east coast, the cat boats have been an integral part of the maritime landscape. The Original Beetle Cat Boat 12, with its iconic shape and gaff-rigged mainsails, continues this tradition. Crafted by Beetle Cat, a renowned wooden boat manufacturer with a century-old legacy, this 12-foot model is designed for delightful daysailing experiences. Its wide beam, retractable centerboard, and single sail gaff rig allow it to navigate shallow waters and withstand coastal winds. Sailing the Original Beetle Cat Boat 12 is not just a recreational activity, but a way to connect with the rich heritage of New England and Cape Cod, paying homage to the time-honored craft of hand-made boat building.

Top Small Sailboats Perfect for Beginners

When it comes to getting started with sailing, it's crucial to have a boat that is user-friendly. Starting off with a boat that is too big or too complex can quickly discourage you or your family from pursuing sailing further. Here are some key characteristics to look for when choosing your first sailboat:

• Compact Size: Opting for a small boat offers numerous benefits. They are easier to handle, simpler to moor, and respond more quickly to steering and sails. Additionally, small boats can be easily trailered and launched, and they generate lower loads compared to larger, heavier boats.
• Easy to Handle: Look for a boat that is stable, forgiving of mistakes, and not prone to capsizing easily, especially in stronger winds. Keeping things simple will allow you to learn as you go.
• Straightforward Sail Configuration: Select a boat that can be rigged by one person in a matter of minutes and can be easily sailed solo. This will make it easier to bring along less experienced crews. In terms of the rig, all you need are a halyard to hoist the mainsail and a sheet to control the mainsail.
• Tiller Steering: It is advisable to choose boats with tiller steering instead of wheel steering when you're just starting out. The tiller allows you to truly understand the boat and how the rudder works as it moves through the water.

For more details, refer to our comprehensive guide. There are several well-known brands of beginner boats, such as Sunfish, Laser, and Hunter Marlow. Some of our favorites include;

Hobie 16: The classic Hobie catamaran has been a beloved choice for beginner sailboats for many years, with the Hobie 16 making its debut in 1969. Over the years, they have produced and sold an impressive 100,000 units of the 16s. It features twin fiberglass and foam hulls, a spacious trampoline, and a pull-up rudder for easy beach sailing. The basic package includes a manageable main and jib, with additional options such as a spinnaker and trailer. The Hobie 16 offers an excellent learning experience and plenty of enjoyment in a compact and affordable package.

Paine 14: You'll instantly develop a passion for sailing when you step aboard the elegant Paine 14. Crafted from seamless epoxy cold-molded wood, the P-14 boasts timeless beauty and delivers the classic sailing experience with the innovation of a more modern hull and rig. Two individuals can relish the experience of venturing out onto the water together and learning the ropes. The Paine 14 features a lead ballast keel that makes up nearly half of its weight, giving it the feel of a much larger boat, yet it remains trailerable and easy to handle, offering the best of both worlds.

Discovering High-Performance Small Sailboats

When it comes to small sailboats, achieving high performance is often tied to their weight, sail area, or the presence of more than one hull. In recent times, there has been a trend towards designing sailboats with foiling surfaces, further enhancing their performance. One particular model stands out for its exceptional speed and versatile pocket-cruising capabilities, making it worth mentioning.

The Corsair 880 Trimaran : Reflecting on the legacy of the company’s F27, which revolutionized the world of trailerable leisure trimarans four decades ago, the Corsair 880 trimaran has elevated the model to new levels. This 29-foot sailboat offers remarkable space, featuring an aft cabin, accommodation for 5 individuals, a fully enclosed head, and standing headroom in the galley and main saloon. It encompasses the luxuries typically found in much larger yachts while also enabling cruising in exceptionally shallow waters. Whether you seek a leisurely cruise to the Bahamas or crave the adrenaline rush of a high-speed race, the Corsair 880 delivers outstanding performance and limitless adventures in a compact size.