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The "TRUE SAILING EXPERIENCE"  Private Luxury Sailing Charters .

Rent a Sailboat Near You | Charter Your Next Experience on the Water

Are you looking for sailboat rentals near me (you)? Whether you are looking for a sightseeing tour on the water in your city or for a week-long sailing vacation in an exotic yachting paradise, we have you covered. Set sail on a beautiful Sailo boat to feel the wind in your sails, connect with the water and weather and have a truly unique sailing experience at the helm or next to your professional captain and crew. On Sailo you can rent a sailboat for a daily trip or for a week-long adventure with family or friends. Use our advanced filters to customize your search by location, dates when you want to travel, number of guests, or price range. For our weekly charters, make sure to check the price and live-availability calendar on the boat page to see the early bird prices, low-season discounts and high-season offers.

How much does it cost to rent a sailboat charter near you for a week?

Your real-time quote for a weekly sailing vacation will vary depending on the season, with very affordable off-season or early booking rental prices that sometimes are doubled during high-season. An important part of your budget will be the skipper cost for the week, unless you would prefer to rent a sailboat without a captain (bareboat). A lot of our week-long rentals also have the charter pack as mandatory add on, which usually includes the price of the end cleaning, bed linen, towels, starter kit, outboard fuel and some gas bottles, and the transit log).

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10 Best Small Sailboats (Under 20 Feet)

Best Small Sailboats Under 20 Feet | Life of Sailing

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.

Table of contents

{{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!

Related Articles

Daniel Wade

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

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  • Sailboat rental
  • Boat rental

Rental Sailboat Bavaria Bavaria Cruiser 51 Port de Pollença

Port de Pollença

BAVARIA 51, a dream within everyone's reach (2017)

  • Skipper mandatory
  • Super owner

From  $478 / day

Rental Sailboat Beneteau Oceanis 45 Puerto de Andratx

Puerto de Andratx

Sailboat Beneteau Oceanis 45 14.00m (2017)

  • Skipper optional

From  $683 / day

Rental Sailboat Beneteau Cyclades 43.4 Palma de Mallorca

Palma de Mallorca

Beneteau Cyclades 43.4 (2008) (2008)

From  $463 / day.

Rental Sailboat Bavaria Bavaria 46 Mallorca

Sailboat Bavaria Bavaria 46 14.00m (2007)

From  $367 / day.

Rental Sailboat Beneteau Oceanis 62 Palma de Mallorca

Beneteau 62 (2017)

  • Skipper offered

From  $1,407 / day

Rental Sailboat Bavaria 36 Cruiser Mallorca

Sailboat Bavaria 36 Cruiser 10.96m (2010)

  • Without captain

From  $319 / day

Rental Sailboat Bavaria Cruiser 50 Palma de Mallorca

Sailboat Bavaria Cruiser 50 14.99m (2012)

From  $557 / day.

Rental Sailboat Belliure 50 MS Port d'Andratx

Port d'Andratx

Enjoy sailing through the Balearic Islands without worries. Skipper and fuel included. (1986)

  • Fuel included

From  $716 / day

Rental Sailboat Jeanneau Sun Odyssey 519 Palma de Mallorca

Sailboat Jeanneau Sun Odyssey 519 14.98m (2019)

From  $509 / day.

Rental Sailboat  Oceanis 41.1 Port de Pollença

Sailboat Oceanis 41.1 12.00m (2020)

From  $539 / day.

Rental Sailboat Beneteau Oceanis 46.1 Palma de Mallorca

Bénétéau Oceanis 46.1 - II (2024)

  • Flexible cancellation

From  $1,169 / day

Rental Sailboat Bavaria Cruiser 32 Alcúdia

Sailboat Bavaria Cruiser 32 10.85m (2002)

From  $382 / day.

Rental Sailboat  Oceanis 45 Port de Pollença

Sailboat Oceanis 45 13.00m (2018)

From  $547 / day.

Rental Sailboat Beneteau Oceanis 30.1 Palma de Mallorca

Oceanis 30.1 REEF (2021)

From  $302 / day.

Rental Sailboat  Dufour 460 Grand Large Port de Pollença

Sailboat Dufour 460 Grand Large 14.00m (2016)

From  $571 / day.

Rental Sailboat Beneteau Oceanis 41.1 Palma de Mallorca

Beneteau Oceanis 41.1 IBIZA (2019)

From  $589 / day.

Rental Sailboat Beneteau Oceanis 38.1 Palma de Mallorca

Oceanis 38.1 - OCEAN (2019)

From  $493 / day.

Rental Sailboat Beneteau Oceanis 41.1 Palma de Mallorca

Beneteau Oceanis 41.1 - OASIS (2019)

Why should i rent a sailboat.

Looking forward to set sail with your sailing boat for a unique escape. Well, a sailboat rental may seem like a fancy choice for a sailing vacation, but it's actually a highly practical option. Sailboats are designed to harness the power of the wind, making them a highly efficient and eco-friendly mode of transportation. Plus, their ability to sail upwind means that you can easily explore coastal destinations that would be more difficult to reach by motorboat.

In addition to their practicality, sailboats also offer a certain sense of elegance and sophistication. There's something romantic about sailing across the water with nothing but the wind to guide you. And with their classic lines and graceful movement, sailboats are sure to turn heads wherever you go.

Sailboat charters offer a unique opportunity for adventure and exploration. Sailing requires a certain level of skill and knowledge, which means that renting a sailboat is more than just a leisurely activity - it's a chance to challenge yourself and learn something new.

With Click&Boat, there are countless sailing destinations to choose from, the possibilities for adventure are truly endless. You can choose to rent a sailboat with a captain if you are new to the sport, or without a captain if you are a seasoned sailor. So are you ready to set sail on a once-in-a-lifetime adventure?

What is the price of renting a sailboat?

When it comes to renting a sailboat, the cost can vary greatly depending on a number of factors. The type of sailboat you choose, the number of guests you will have on board, and the length of the rental are just a few of the factors that can impact the cost. Generally, it is possible to rent a sailboat for less than $100 per day, making it an affordable option for those who want to experience sailing without breaking the bank.

However, for those who are looking for a more luxurious experience, the cost can be much higher. A luxury sailboat can cost $2,100 or more per day. On average, the cost to rent a sailboat is approximately around $450 per day.

It's important to keep in mind that the average price may vary depending on the location you are traveling to, and also on the type of sailing boat. Additionally, if you charter your sailboat with a captain, this will add more to the final price. To get a better understanding of the cost of renting a sailboat, contact local boat owners through Click&Boat's messaging system to find out all the details of the price.

Do I need a boat license to rent a sailboat?

Exploring new countries and islands with a sailing boat charter can be an unforgettable experience, but it's crucial to be aware of the requirements before you set sail. In some countries, possessing a nautical license is mandatory for renting a sailboat, which can be challenging if you're unfamiliar with the process.

For your sailboat rental in Europe , obtaining a nautical license isn't typically necessary. Most countries, including sought-after sailing destinations such as Greece and Croatia , allow boat rentals without special qualifications. Nonetheless, some countries have exceptions, such as Italy , where a certificate of competence is required to rent a sailboat. This can be obtained by taking a sailing course or passing an exam at a sailing school.

If you lack the necessary license or nautical permit, Click&Boat offers the option of renting a sailboat with a captain. 

Where to sail?

The Mediterranean is a perfect destination  for a first-time or advanced sailor. With transparent and calm waters, beautiful beaches, and picturesque coastal towns, the conditions are perfect. Some of the most popular sailing destinations in the Mediterranean include Greece , Croatia , and Italy . There are also tons of small islands and lesser-known beaches that are beautiful hidden places as well.

The Caribbean is also a popular destination for a sailing vacation. With its warm, tropical climate, turquoise waters, and beautiful islands, the Caribbean is a true paradise for sailing enthusiasts. Popular sailing destinations in the Caribbean include the British Virgin Islands , the Grenadines , and the Bahamas .

For those looking for a more remote and adventurous sailing experience, the South Pacific is an excellent choice. The islands of Tahiti , Fiji , and Tonga offer some of the most spectacular sailing destinations in the world, with blue waters, beautiful coral reefs , and stunning scenery. Whether you're an experienced sailor or a beginner, there's something for everyone in the South Pacific .

Our itineraries for sailing destinations:

  • Sailboat rental British Virgin Islands
  • Sailboat rental Barcelona
  • Sailboat rental Ibiza
  • Sailboat rental Greece
  • Sailboat rental Italy

What brands/models can I rent at Click&Boat?

Click&Boat has a wide range of sailboats for you to rent. Bavaria yachts, with their spacious design, are a great choice for families seeking a sailing experience. Jeanneau sailboats are known for their excellent performance and are great for both racing and cruising.

Beneteau sailboats are designed for easy handling and a comfortable sailing experience, making them great for beginners. Dufours , known for their high-quality and innovative sailboats, are designed for performance and speed.

To narrow down your search, you can use the filters on Click&Boat provided on the left-hand side of the page to select your preferred capacity, size, and power. With these options, finding the perfect sailboat for your needs is a breeze. Once you've found the sailboat of your dreams, simply book it and get ready to set sail.

At Click&Boat, we make it easy for you to find the sailboat that's right for you. With our wide selection of sailboats and user-friendly platform, you're sure to find the perfect vessel for your next adventure on the high seas.

small sailboat rentals near me

Average Sailboat Renting Prices: 6 Types & Sizes (With Pictures)

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Daily rentals for an average size sailboat can range from $350 per day to well over $1,000 per day, depending on the sailboat. Hourly sailboat rental rates start from around $ 90.

Rental prices on sailboats can vary according to the boat and the area it is in. For instance, sailboat rentals in Florida may be more expensive than in Chicago.

 Let’s explore what to expect in terms of rental costs below.

Table of Contents

small sailboat rentals near me

6 Examples of What You Can Expect to Pay

How much you should expect to pay varies a lot from one renting company to the other.

However, the prices below seem to be the norm.

PS: You can see more info and images from the boats we mention in the section below!

J/22 $70 per hour
J/30 $105 per hour
T10 (Tartan Ten) $105 per hour
Beneteau Yacht $165 per hour
Hunter 326 $145 per hour
Catalina 400 $200 per hour

As you can tell from the above examples, rent prices on sailboats vary from boat to boat.

While one cannot say that it will cost you $ 105 to hire a J/30 anywhere in the United States, one can certainly say that a J/30 will be more expensive to hire than a J/22. How much you pay and what the intended purpose of your rental is, will also determine which boat you rent.

For example, you probably aren’t going to rent a big trimaran for just 2 people. And you won’t hire a J/22 for a large group or party event.

Check also: Average sailboat prices per type .

6 Popular Sailboat Rentals With Prices

If you like the idea of being your own captain and taking to the water, you will not struggle to find a sailboat rental to help you make it happen. All across the United States, sailboats are available for rent by owners as well as rental companies and yacht clubs.

The brands and makes vary and there are a plethora to choose from.

The following sailboats seem to be popular choices, although there are many more that are not mentioned here:

small sailboat rentals near me

The J/22 offers easy handling which makes it the best choice for both experienced and novice sailors. Its design can be accurately described as comfortable.

Their rental price is average – it appears to be an affordable option that’s choice by many.

You should expect to pay around $70 per hour for this boat.

The J/22 can carry 5 people.

small sailboat rentals near me

The J/30 is quite a spacious sailboat but considered an entry-level rental for many. This particular sailboat is often chosen because it is so simple and easy to operate.

You should expect to pay around $105 per hour for this boat.

Those who use it often do so because it handles water well and boasts a quality, comfortable design.

T-10 (Tartan Ten)

small sailboat rentals near me

The T-10 seems to be a popular choice. Although it is not particularly cheap – it is not too pricey either. Groups often hire this boat as they find the flat wide deck the perfect spot for socializing and entertaining.

With a flat deck, less trip and fall incidents can be expected too.

Beneteau Yacht

small sailboat rentals near me

This sailboat is a popular choice for those who like a little bit of speed. The design of the boat doesn’t compromise on comfort just for speed though!

You should expect to pay around $165 per hour for this boat.

The Beneteau yacht offers the best of both worlds. This is not the cheapest boat to rent as a result.

small sailboat rentals near me

The Hunter 326 is sailboat that is loved for its cruising ability.

It goes fast and it goes smooth making for an exhilarating ride.

If you like a bit of space while sailing, you will find that the inside is comfortable and there is also a large dry storage area below.

These perks make the Hunter 326 slightly pricey to rent.

You should expect to pay around $145 per hour for this boat.

Catalina-400

small sailboat rentals near me

This particular boat is often a firm favorite for experienced sailors who want to sail fast. It is a sleek boat offering a comfortable ride. Inside, the boat is spacious and offers a large cockpit area and plenty of entertainment space and zones.

You should expect to pay around $200 per hour for this boat.

If you want on-water opulence or are a group, the Catalina-400 is a great option. Of course, this boat’s rental price is on the more expensive end of the spectrum.

The Type of Rental Determines the Price

The type of rental you opt for will determine how much you pay for your sailboat rental.

Some sailboat rental types include:

Seasonal rentals

Seasonal rental is when you rent the sailboat for the entire boating season. When you do this, you can use it as much as you like.

This is a popular option for those who have their sailing license and like to get out on the water but don’t want to commit to buying their own sailboat. This is the most affordable option for someone who likes to sail often.

Hourly rentals

Hourly sailboat rentals are popular for those who travel in a new country/area and want to see the area from a different perspective. It is also a popular rental choice for those who are having a party or just want to get out on the water for a very short period of time.

This is an expensive option for someone who wants to sail often – it’s a better option for a one-off or very sporadic sailing trips.

Daily rentals

These are usually for days out and for groups just looking for a bit of fun on the water for a day. If you want to sail often, the daily rental rate can rack up quite quickly.

Daily rentals are not suitable for regular sailors. If you want to plan a special date or celebration or have a free day and want to do something different, then is a good rental option.

Charter rentals

Charter rentals are a great option for groups and for a defined duration, like a week.  A charter is when a group hires a boat to use for a defined period of time. Usually it is a specially planned trip. Some rental companies even offer catered chartered rentals which can be expensive, but include everything required for the trip from crew members to onboard comforts and even cooked meals!

4 Reasons for Sailboat Rental Price Fluctuations

After doing a bit of research, it was found that the prices can fluctuate according to a number of varying factors.

You might notice that a sailboat that is priced very high seems to have similar features to another sailboat that just so happens to be priced considerably lower.

Does this mean you are being ripped off? What is the reason for this?

This sort of price fluctuation doesn’t necessarily mean you are being ripped off. Often it’s a case of sailboat qualities differing or different levels of demand in different areas.

Just like anything in life – two items can be worlds apart in terms of cost. It is a fact that boat rental prices can be high or low, but there are always fairly logical reasons for it.

Below are a few reasons why one boat has a higher rental price attached to it then another:

1) The manufacturer brand

Each sailboat brand comes with a certain reputation attached to it.

If you own an inferior brand, chances are that the cost of the boat is considerably lower than a high-end brand. The more high-end the brand, the higher you can expect the rental price to be.

According to Sail Magazine, the best sailboat brands for cruising, currently on the market in 2019 include (but not limited) the likes of:

  • Beneteau Oceanis 46.1,
  • Dufour Grand Large 360,
  • and Jeanneau Sun Odyssey 319.

To name just a few. (You can expect to rent these brands to come at a price.)

2) The age of the sailboat

The older the sailboat is, the cheaper it should be to rent.

While you can expect this, generally, it is important to realize that it is not always the case. Of course, you should not rent a sailboat that has not been well maintained and is no longer safe on the water.

Saving a few dollars is not worth risking your life for. Sailboat rental companies will usually ensure that their vessels are safe.

3) The overall design & available space.

The more cramped or awkwardly designed the sailboat is, the cheaper the rental price has been found to be.

It seems that larger and more spacious sailboats that offer comfortable entertaining and socializing areas are far more expensive to rent – and to a degree, that makes perfect sense.

4) The included features and extras

Hiring a standard baseline sailboat will come at a lower price than hiring a sailboat that is fitted with all the latest components, features, and tech devices.

Do you want some fancy navigation included? Get crew members with your rental?

These things cost!

The Different Types of Sailboats You Can Rent

A bit of research has also uncovered that sometimes it is the type (not only the brand) of sailboat you hire that affects the overall rental price.

There are 3 main differentiating categories that sailboats fall into.

Monohull sailboats

Monohull sailboats might not be as popular a choice as catamarans, but they are certainly a worthy competitor.

They have limited space available and a sloped deck (it can still be a comfortable spot for socializing).

However, they do very well when under sail. In fact, that can be maneuvered with far greater ease than a catamaran.

For the inexperienced captain, the monohull has attractive self-righting abilities, which means it fairs better in an accident than other sailboats would – they tend to turn back the right side up. Monohulls can be speedy, but they are no match for a modern, fast catamaran.

While catamarans offer space, they are not as easy as the monohull to move through tight spaces and narrow channels. Monohull sailboats come in at fairly affordable rental prices.

Catamaran sailboats

small sailboat rentals near me

These are very popular for events and parties, as well as mini charters. They are considered safer in a potential accident. Also, the deck is flat, which means passengers can move around on deck without worrying about accidents (other sailboats have a sloped deck area).

The catamaran typically has two engines, which makes it easy for the driver to dock the vessel.

Catamarans are known to do particularly well in shallow areas. Because of all the space involved with a catamaran, they are ideal for docking in marinas for long periods. The extra space and added comfort make the rental price quite high in comparison to monohull sailboats thought.

All that comfort will cost you more than a monohull.

Trimaran sailboats

The Trimarans have an additional hull. There is one big hull in the middle, with a smaller hull on either side. For big groups and events, trimarans are a popular choice.

They are also quite fun to sail.

This particular boat incorporates the good features of the catamaran and monohull – it is stable and spacious. The trimaran can reach speeds greater than that of the catamaran, which can be dangerous for inexperienced sailors.

Of course, as expected, these are the most expensive type of sailboats to rent.

What is Required to Rent a Sailboat?

When planning a charter or day out on the water, you might wonder if you need a license to rent the sailboat. Of course, you do need some experience on the water – you will not have time to learn all the driving, steering and safety information on the day of hiring the boat.

Whether or not you need a license will depend on how you wish to rent the boat.

Sailboat rentals are offered in two formats as follows:

If you are an experienced sailor, this is probably the option that you will want to go for.

Bareboat is exactly that: just the boat with no crew, no extras, and no provisions.

For many, this is great because it allows a bit more freedom, the opportunity to relax among friends and to do things according to your own schedule.

That brings us to the topic of a license. Most countries will want you to have an internationally recognized boat license in place, before taking one of their vessels out on the water. ICC, Radio License, and CEVNI are licenses usually requested.

If you can present any of these licenses, it serves as proof that you have gone for training and have the skills required for boating safely

Boat with skipper

This is the ideal option for those who want to rent a boat, but do not have a license or any on-water experience.

When you rent a sailboat with a skipper, or with an entire crew, you can sit back and relax while the skipper handles the rest. The hired skipper will ensure that your trip or time out on the water is safe by handling all of the navigation, sailing, and safety procedures on the vessel.

If you want it, your sailboat rental experience would allow you the opportunity to get more involved and learn about sailing that size of boat.

Some skippers will allow passengers to learn a few skills on board and help with some of the functions such as dropping the anchor and raising the sails.

Documents Required When Renting a Sailboat

Sailboat rental prices , whether high or low, are not the only thing that you need to think about when planning a trip or some time on the water.

You will need to provide some documentation too.

When renting a boat, the documents required are usually:

  • Completed rental agreement between you and the rental concern.
  • A list of all the names and passport numbers of every passenger on the boat.
  • A copy of your ID.
  • Sailing license.
  • Passports and visas as required (if you are traveling).
  • Fishing license if you intend to do some fishing.

Rent prices on sailboats vary depending on the boat and where you are renting from. Generally speaking, the rental option you go for will determine what you pay. You should be offered seasonal, hourly, daily, and weekly sailboat rental prices to choose from.

For many sailors, the hassle and expense of owning, storing, and maintaining a sailboat don’t warrant the massive capital outlay. For these people, it makes sense to simply hire the sailboat when a vessel is desired to go out on the water or head out on a charter trip.

But at what cost and is it viable to rent a sailboat? It is difficult to pin down an exact sailboat rental price as there are so many sailboats on the market to choose from and most rental companies determine their rates based on their unique situations.

It is definitely obvious that sailboat rentals are priced according to size, brand, location, and the duration of the rental period.  So, just investigate in the area you want to sail, and pick a boat to rent!

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Annapolis Sailing Logo

Rainbow 24 Sailboat Rental

small sailboat rentals near me

No trip to the sailing capital of America would be complete without getting out on a sailboat. Our fleet of Rainbow 24s provides a safe and fun experience for those looking to have a relaxing time on the water. Feel free to bring lunch and turn it into a picnic as you pass by the sights with the wind carrying you along.

Rentals are available during our sailing season, from the beginning of April to the end of October.

Weekdays – $158 (+taxes and fees) for a full day or any portion of a day between 9 am – 4 pm.

Weekends & Holidays – $225 (+taxes and fees) for a half-day between 9 am – 12:00 pm OR 1:00 pm – 4:00 pm

*If you are a new customer, you are required to complete a 30-minute sailing assessment. The assessment cost $30 in addition to the rental fee.

Reservations

A reservation is needed to ensure that a sailboat is available when you want to go out. At least two adults are required on a rental boat, one of whom must be a qualified sailor. Up to 6 people are permitted on a rental boat; no children under 5 years of age are allowed. No pets are permitted.

A late fee of $75 will be charged per every half-hour overdue.

To reserve a Rainbow Rental, please call 410.267.7205 or email   [email protected]

KeelBoat Club Members: Click the button below to jump to the KeelBoat Club Rainbow Rental’s page. You can also click on the “KeelBoat Club” tab and visit the drop-down labeled “KeelBoat Club Rentals”. Please have your membership ID ready.

KeelBoat Club Rainbow Rentals

Our Rainbow 24 sloops have proven to be nimble, fast, and forgiving. Designed by Sparkman and Stephens specifically for Annapolis Sailing School, the boats are ready to please both novice and experienced sailors. The substantial fixed keel (1100 lbs), cuddy cabin design, and large cockpit combine to produce a boat that is stable, dry, and comfortable.

Qualified Renters

At least one person in the rental party needs to have an ASA 101 certification or its equivalent. New customers must complete a sailing competency evaluation with us prior to their first rental. Renters are required to rig and de-rig their boat. The Rainbows do not have engines, so sailors must be able to depart and dock under sail.

If you need a refresher on rolling and flaking our sails, check out our how-to page here !

Sailing Area

Rentals are restricted to an area close enough to the school so that help can reach you quickly in an emergency situation. Boundaries, determined by management, are subject to change depending on weather and water conditions at the time of your rental. Please understand that going beyond these boundaries makes quick retrieval of the boats difficult in case of emergency. Late returns of boats due to venturing beyond the boundaries will result in late fees. If a renter goes outside the prescribed sailing area and needs to be retrieved, there will be a fee of $75 and the renter will be unable to rent with us in the future.

Sailing is entirely dependent upon wind and weather. We recommend that renters check marine.weather.gov three days before the rental date to see what the forecast is for that day. If small craft advisories or worse are in effect at the start of the rental, the rental may be postponed, canceled, or otherwise restricted at the discretion of the management. In that case, the rental can be re-booked at no additional cost. In low wind situations, you will need to plan your sail so that you can be back at the dock on time.

Cancellations

Rental reservations are charged at the time of booking. Rescheduling within three calendar days of the originally scheduled start of the reservation will result in a $50 rescheduling fee per occurrence. Cancellations made within two calendar days of the scheduled day of the reservation will receive no refund. Refunds are not available for lack of wind.

The boats are covered by insurance. Please inform management of any damage that occurred during the rental. The Lessee has no liability for repairs. However, Annapolis Sailing School is not responsible for personal injury or damage to other boats. You should check your own insurance coverage before sailing.

Other Restrictions

  • Children on board must be at least 5 years old
  • No alcohol allowed on boats
  • No pets allowed on boats
  • No swimming off the boats allowed
  • No anchoring
  • Boats are not permitted to dock at other marinas or facilities other than Annapolis Sailing School

Want to stay in the know about Annapolis Sailing School? Sign up for our new monthly newsletter here to receive information on classes, events, schedules and more!

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No, you do not need a license to rent a boat. With Getmyboat you can rent a boat that includes a licensed captain so that you can enjoy your time on the water. If you want to drive the boat yourself, depending on the specific location you will need to at the very least have a Boating Safety Certificate.

Depending on availability, you can rent anything from a pontoon boat to a motor yacht. Getmyboat has rental options for every type of boater. We have sailboats, wakeboarding boats, yachts, and party boats all for rent through our easy-to-use platform.

Renting a boat has never been easier thanks to Getmyboat. It’s simple, just search Getmyboat by the location you wish to visit, filter the boats based on type and group size, and submit a rental inquiry once you find a boat you like. Boat owners will respond with a custom offer and you can confirm and pay for the rental all through the website.

Typically a half-day boat rental is any rental duration that lasts 4 hours. Boat owners usually like to split the day into two rentals, one in the morning for 4 hours and then a second for the later part of the day. Through Getmyboat you can specify what timeframe you would like to reserve and the owner will let you know if they can accommodate your rental times.

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10% Off Fall Sailing! (Oct & Nov Only)

Go Sailing NYC

Go Sailing NYC

logo, Go Sailing NYC offers the best boat rides in NYC

Private Sailboat Charters in NYC

Luxury boat charter for 2-6 guests. Complete captain & crew service with champagne, catering, open bar packages, decoration services, and premier amenities.

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Sailboat Charters

starting at $600 Your passport to the perfect sailing trip NYC. Enjoy 3 luxury lounges, well-appointed amenities, and your own captain and crew. Let’s go sailing!

Sunset Sail

starting at $660 Catch the Golden Hour on a sunset sailboat cruise. Grab front row seats to nature’s light show, and immerse yourself in the colors of the sky and water. Enjoy a luxury sunset sailing experience.

Brunch Sail

starting at $600 + $55pp Start the day with a lavish morning on a luxury yacht charter with champagne, mimosas, classic bagels & smoked salmon, fresh pastries, & seasonal fruit. All-inclusive and distinctly New York, the finest private NYC brunch cruise by the Statue of Liberty.

starting at $600 + $44pp The perfect day sail. Sailor’s lunch with open bar and a feast of sandwiches and salads. Enjoy personal sightseeing and private entertaining.

Champagne & Appetizer Sail

starting at $660 + $45pp Sail in style! Champagne & appetizers for the perfect NYC sailing experience. Wine and dine by the Statue of Liberty.

Romantic Boat Ride

starting at $600 Sailing is simply romantic! Private boat ride NYC for 2 with champagne, flowers, decorations, catering, concierge service, & breathtaking views. Fall in love all over again on a couples boat ride.

Sailing Birthday Party

starting at $600 + $45pp Sail into your personal new year on a luxury sailboat charter. Champagne, cake, open bar, catering and decoration services — everything you need for the perfect sail-abration. Welcome aboard!

Luxury Yacht Charter NYC

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The Magic Of A Private Sailing Charter

Private sailboat rentals are an unprecedented opportunity to become immersed in the sailing experience. Discover the quiet serenity of traveling by wind and water. Feel the sun on your face and the wind in your hair. Hear the distant sound of a bell at sea. Marvel at the beauty of NYC through fresh eyes. With a luxury yacht charter, you’re sure to fall in love with the world of sailing.

Captain’s Swagger: Three Lounges!

For the urban adventurer, the high seas meet high-end chic on a private sailing charter NYC. Enjoy not one, not two, but three lounges — perfect for sightseeing and entertaining. The spacious deck lounge boasts table seating for six under a canopy with full shade. Slip into the cabin lounge, a spacious haven wrapped in varnished wood and crisp white upholstery with additional table seating for six. For those craving the warmth of the sun, head to the cushioned sun pad at the bow of the boat to bask in the sun and the views.

Worried about missing the comforts of land? Fear not! Enjoy the state-of-the-art sound system with Bluetooth connection for your personal playlist. Even the lavatory is complete with personal cloth towels for the utmost comfort onboard. And if you’re chilled by a sea breeze, soft wraps and blankets will appear. Exclusive luxury has found a new favorite in this NYC sailing charter.

VIP Service: Luxury Yacht Charter

Experience celebrity service the moment you arrive, with captain and crew welcoming you at the dock. Start your voyage with a glass of champagne from the open bar. Select an all-inclusive brunch or lunch, or generous appetizers served on solid wood platters. For the ultimate floating celebration, choose a decoration package to transform the vessel for special occasions. With concierge service on land and onboard, entertaining and sightseeing on a sailboat rental NYC is a seamless experience. Whether you’re celebrating a birthday, embarking on a romantic rendezvous, proposing to your beloved, or tying the knot, this luxury yacht charter NYC is your moment to shine.

Best Views On A Boat Charter NYC

Sailing always comes with the best sights and experience — Statue of Liberty, Ellis Island, Brooklyn Bridge, Financial District, World Trade Tower, Governors Island, and stunning views of the city skyline. Beyond sightseeing, sailing is an immersive experience. Wtih a US Coast Guard licensed captain at the helm, the sails will unfurl and you’ll feel the power of the wind carrying you across the water. Sail NYC and lose yourself in the ever-expanding sky.

This is not your average New York yacht rental; it’s an invitation to embrace the untamed beauty of the sea. Keep an eye out for natural wonders — seals are back, fish are jumping, even fin whales have been spotted in the waterways. Catch nature’s light show during the evening cruise NYC, or go for the glamour of a night boat tour NYC.

Your Moment to Shine Luxury Boat Charter NYC

Celebrate personal milestones on a private NYC boat charter, perfect for birthday parties , bachelor and bachelorette parties, celebrations, holidays , reunions, team-building, graduation, employee recognition, and client entertaining. 

For you and your beloved, a romantic sailboat enhances date nights, anniversaries, marriage proposals and private weddings.

Sailing is not just a boat ride; it’s a destination.

Manhattan Sailboat Charter

Pier 59 at Chelsea Piers New York, NY 10011

Central, convenient, and next door to major landmarks including The Highline, Chelsea Market, and Little Island.

Even though all streets lead to the waterfront, the city sometimes forgets its an island. Step off the sidewalk into a nautical wonderland. Discover the true nature of the city. Live like an islander.

Explore. Dream. Discover.

#1 Sailboat Charter In NYC ★★★★★

Go Sailing NYC

Perfect experience for a family, small group of local friends, or tourists. Stunning city skyscapes and incredible sunset views! Gino and Caleb were an amazing staff - friendly, knowledgeable and so accommodating. The night had an unexpectedly perfect ending with a fireworks show over the Hudson, too. Could not recommend more!

We LOVED our sail today! Captain Caleb and Gino were both knowledgeable and accommodating. My family and I went to celebrate my birthday. We highly recommend the sail to anyone looking to see NYC and the sites from a different vantage while enjoying the water and an awesome boat ride. We can’t wait to do it again!!!!

Wonderful brunch cruise along the Hudson River. We were made very welcome, the captain and crew really looked after us, very relaxed. This is a must on your trip to NYC. I will definitely do this again on this gorgeous boat! Thank you for such a lovely time.

We loved our experience with them! Boarding was super easy and the captain was experienced and witty. They set us up with drinks and music right at the beginning and really let us do our own thing the entire trip checking in to see what we needed often. None of us had any experience on a boat but anything we needed to know they explained early on (not a whole lot other than safely moving around the boat because they handled everything). All 6 of us would do it again, loved it! Phenomenal way to view the city skyline and Statue of Liberty!

We had such a wonderful time sailing yesterday. The boat was just the right size, the captain and crew provided excellent service. We hope to make this a monthly experience with you all. It was one of the most peaceful experiences we had in nyc. It was an excellent way to experience the city.

Go Sailing NYC

We decided to treat ourselves for a birthday/Anniversary private sail around the NY harbor. This sunset sail was absolutely beautiful and totally exceeded our expectations. Thank you Caleb and Gino for a wonderful evening.

Wow !! what a beautiful ride. The captain and crew were so accommodating, kind, and helpful. They really went out of their way to make it the best evening it could be. Thank you! Highly recommend, and hope to be back!

I had the absolute pleasure of working with Captain Martin this year and highly recommend sailing and/or boating with this company! All of the staff and crew were wonderful and I plan on returning as a passenger for years to come. Sailing in the harbor is a must for all NYC residents and visitors!

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Harbor Sailboats

San Diego Sailboat Rentals

As a member of Harbor Sailboats, you can charter from the newest and most well-kept fleet of sailboats in Southern California. Our large fleet of boats range from 22′ to 51′ and feature the newest designs from Beneteau and Catalina.

For information on anchorages, fuel docks, local knowledge, and more, visit our Boaters Guide. Don’t forget to check out our Rental Specials!

The Harbor Sailboats Fleet

Yacht Monday-Thursday Friday-Sunday/Holidays
2019 Capri 22 Morning / Afternoon $85 / $105 $105 / $140
2019 Capri 22 All Day $140 $195
2006 Catalina 28 – Dee $300 $325
2006 Catalina 28 – Louis $300 $325
2022 Oceanis 30.1 – Ms. NautiGirl $465 $480
2013 Oceanis 31 – Jessica $395 $435
2017 Oceanis 31 – Laura $435 $450
2018 Oceanis 31 – Camaya $435 $450
2019 Oceanis 31 – Evocative $465 $480
2011 Oceanis 34 – Ruth $470 $485
 2023 Oceanis 34.1 – Bijou $575 $630
2015 Oceanis 35 – Silver Lining $490 $540
2018 Oceanis 35.1 – CJ $525 $575
2021 Oceanis 35.1 – Re-Berth $550 $605
2021 Oceanis 35.1 – Why Knot $550 $605
2017 Oceanis 37 – Jasmine $580 $640
2021 Oceanis 38.1 – Knotty Berth $685 $770
2019 Oceanis 41.1 – Keelin It $785 $870
2020 Oceanis 41.1 – Nancy Jean II $810 $900
 2020 Oceanis 46.1 – Isla $965 $1,070
2019 Oceanis 51.1 – Luna Sea $1,090 $1,205

Additional Information

Port Services Fee is added to all rentals 3-day cancellation policy per booked day Pump outs and fuel overages not included No solo sailing/no pets Rates subject to change without notice

Fleet Photos and Details

2019 capri 22 (12).

Brand new, 2019 model, day-sailors and training boats. Tiller driven with self-tailing winches, furling head sails, and classic mainsails. The Capris have a snug and cushioned interior with a self-contained head. Our 22’s are high-performance boats that are fun to sail in any condition, yet easy and stable for beginner skippers.

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2006 Catalina 28 (2)

The smallest of our cruisers, the Catalina 28 offers a large cockpit with wheel steering, inboard diesel engine, and all control lines leading aft. A comfortable interior offers a full galley, two cabins, a head, shower, and salon table. A great boat for a small crowd and the most popular amongst our newly certified ASA 103 sailors.

2022 Oceanis 30.1

Performance hull design, large cockpit, a folding swim step, and her twin helm  makes the Oceanis 30.1 fun and fast in a small package. Below are two cabins, a very spacious head/shower combo, and room for the entire family to gather around her collapsible salon table.

2019, 2018, 2017, 2013, Oceanis 31

A modern and luxurious sailboat in a small package. Easy to sail for newly certified ASA 103 members, yet a popular choice for experienced skippers. Teak cockpit floors and seats, choice of furling or classic mainsail, and electronics, all under the shade of a bimini top. Full interior with two cabins, a galley, head, shower, and salon table.

2011 Oceanis 34

The larger sister of the Oceanis 31 with the same lines but much larger throughout. Teak cockpit floors and benches, a furling mainsail, and a full electronics package under her bimini. A spacious interior with an L-shaped galley, salon table, two private cabins, and a head/shower complete her interior.

2023 Oceanis 34.1

Sleeker, lighter, and faster.  The new Oceanis 34.1 will turn heads. A familiar interior with an L-shaped galley, as well as a full-beam salon with two large sofas. The larger bow section creates a roomy and functional forward cabin, in addition to the aft stateroom. Her upgraded Selden rig package with a  German-style mainsheet makes for easy mainsail furling.

2015 Oceanis 35

A modern performance hull design featuring a hard chine, as well as twin rudders, a wide beam, twin helms, and an oversized cockpit, all under a bimini and connector shade. Below is an open loft-style with a linear galley and an exposed forward cabin.  Her drop-down transom extends the cockpit at anchor and allows easy access to the ocean.

2021 (2), 2018 Oceanis 35.1

Identical hull design to the Oceanis 35, but with an upgraded cockpit table, electronics, and dodger. Sail handling is a breeze on the 35.1s with a wide beam, twin rudder, hard chine, and deep keel. Below is a classic L-shaped galley to port with a forward cabin opening through French-style doors, as well as an electric head with a separate shower room. Featuring a drop-down transom to extend the cockpit at anchor.

2017 Oceanis 37

The larger sister of the Oceanis 34’s, the Oceanis 37’s are bigger and better! More sail area delivers more power and a longer length overall means more comfort. Auto pilot, electric anchor windlass, and a large cockpit table are all shaded under her bimini. Below, the Oceanis 37 has three private cabins for larger families, a full galley with ample counter space, a head and shower, an  inverter, and a spacious salon.

2021 Oceanis 38.1

The chined hull of the Oceanis 38.1 offers particularly surprising comfortability while cruising. Nice and taut to aft, and low on the water, the rigidity under sail of this cruiser takes her further and faster, and with exceptional stability. Three cabins below allow for family overnights, and above deck, her skipper will appreciate an electric mainsail winch, bow thruster, radar, and two B&G screens at the helm. The Oceanis 38.1 fights above her weight class!

2020, 2019 Oceanis 41.1

An updated version of the Oceanis 41, the Oceanis 41.1 delivers a sleeker and more spacious design. A lighter boat with more sail area, the 41.1 is fast, yet controllable. A skipper’s dream featuring twin wheels, three chart plotters, an electric swim platform, and an electric mainsail winch. Below are three spacious cabins, a folding salon table that seats 8, and new, larger windows that bring in more light and create an illusion of even more space.

2020 Oceanis 46.1

Designed off the plans of the Oceanis 51.1, the 46.1 truly delivers what Beneteau is known for. Fast and easy to sail with a spacious cockpit and comfortable living space. She features electric winches throughout with all lines leading to the helm. Her furling mainsail and self-tacking jib make the skipper’s duties simple with all control lines at the helm. Enjoy three roomy cabins below, including a true master cabin with a private head forward, and additional sleeping with the convertible salon table. 

2019 Oceanis 51.1

The flagship of the Harbor Sailboats fleet, the 51.1 delivers luxury and performance across all her lines. Featuring a cockpit spacious enough for 12, four electric winches leading to the helm, a furling mainsail, self-tacking jib, an electric swim platform, and so much more! Below are four cabins, four showers, three heads, and a convertible salon table.

Oceanis-34-1024x682

Oceanis-34-1024x682

IMG_5039

2010 Oceanis 34

Specifications:

  • Capacity – 8
  • Length – 33′11″
  • Beam – 12′
  • Draft – 6′1″
  • Furling Main – Yes
  • Furling Jib – Yes
  • Cabins – 2
  • Head – Manual
  • Canvas – Bimini
  • Winches – Manual
  • Single Helm
  • Single Rudder

Boat name: Ruth

small sailboat rentals near me

Oceanis 41.1

04/07/3017; Les EMbiez (FRA; 83) - Chantier Beneteau; Oceanis 41.1

04/07/3017; Les EMbiez (FRA; 83) - Chantier Beneteau; Oceanis 41.1

04/07/3017; Les EMbiez (FRA; 83) - Chantier Beneteau; Oceanis 41.1

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2020 and 2019 Oceanis 41.1

  • Capacity – 12
  • Length – 40’9”
  • Beam – 13’9”
  • Draft – 7’1”
  • Cabins – 3
  • Head – Electric
  • Canvas – Bimini, Dodger, Connector
  • Winches – Electric Main
  • Bow Thruster

Boat Name: Nancy Jean II, Keelin It

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2019 Capri 22

  • Capacity – 5
  • Length – 22′
  • Beam – 8′
  • Draft – 4′
  • Furling Main – No
  • Cabins – N/A
  • Head – Enclosed
  • Canvas – N/A
  • Single Tiller
  • Outboard Engine

Dee 2

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Dee 5

2006 Catalina 28 (2 in Fleet)

  • Capacity – 7
  • Length – 29’5″
  • Beam – 10’4″
  • Draft – 5’2″

Boat names: Dee, Louis

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Oceanis31-1024x682

Oceanis 31 Camaya

Oceanis 31 Camaya

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2019, 2018, 2017, 2013 Oceanis 31 (4 in Fleet)

  • Length – 31′8″
  • Beam – 11’11″
  • Draft – 5’1″
  • Furling Main – Yes (Camaya, Evocative, Laura), No (Jessica)
  • Head – Manual (Evocative, Jessica), Electric (Camaya, Laura)

Boat name: Evocative, Camaya, Laura, Jessica

small sailboat rentals near me

Silver Lin 4

Silver Lin 1

Silver Lin 1

Silver Lin 3

Silver Lin 3

  • Length – 32’9″
  • Beam – 12’2″
  • Draft – 6’1″
  • Canvas – Bimini, Connector
  • Twin Rudder

Boat name: Silver Lining

Oceanis 35.1

Oceanis 35.1

35.1

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  • Canvas – Bimini, Connector, Dodger

Boat name: Why Knot & Re-berth, CJ

New Beneteau Oceanis 46.1
Ph: Guido Cantini / Beneteau

New Beneteau Oceanis 46.1 Ph: Guido Cantini / Beneteau

New Beneteau Oceanis 46.1
Ph: Guido Cantini / Beneteau

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  • Length – 47’11”
  • Beam – 14’9”
  • Draft – 8’8”
  • Winches – Electric

Boat name: Isla

©JEAN-BAPTISTE D'ENQUIN - BENETEAU - OCEANIS 34.1

©JEAN-BAPTISTE D'ENQUIN - BENETEAU - OCEANIS 34.1

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Oceanis 34.1

Oceanis 34.1

  • Length – 35’4″
  • Beam – 11’9″
  • Draft – 6’5″

Boat name: Bijou

DJI_0184 Small

DJI_0184 Small

DJI_0200 Small

DJI_0200 Small

51.1

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Oceanis 51.1

Oceanis 51.1

  • Length – 52’4”
  • Beam – 15’9”
  • Draft – 9’5”
  • Cabins – 4

Boat Name:  Luna Sea

Oceanis 30.1

Oceanis 30.1

Voilier Océanis 30.1,shooting Groupe Bénéteau en Finlande

Voilier Océanis 30.1,shooting Groupe Bénéteau en Finlande

Voilier Océanis 30.1,shooting Groupe Bénéteau en Finlande

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Oceanis 30.1

  • Length – 31’2”
  • Beam – 9’8”
  • Draft – 6’1”

Boat Name: Ms. NautiGirl

Oceanis 38.1

Oceanis 38.1

04/07/3017; Les EMbiez (FRA; 83) - Chantier Beneteau; Oceanis 38.1

04/07/3017; Les EMbiez (FRA; 83) - Chantier Beneteau; Oceanis 38.1

04/07/3017; Les EMbiez (FRA; 83) – Chantier Beneteau; Oceanis 38.1

04/07/3017; Les EMbiez (FRA; 83) - Chantier Beneteau; Oceanis 38.1

  • Capacity – 10
  • Length – 37’9”
  • Beam – 13’1”
  • Draft – 6’10”

Boat Name: Knotty Berth

Oceanis-37-768x512

Oceanis-37-768x512

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  • Length – 37’8″
  • Beam – 12’10″
  • Draft – 6.0′

Boat name: Jasmine

OCEANIS45-1024x682

OCEANIS45-1024x682

21/09/2011 – Portofino (ITA) – Chantier Beneteau – Oceanis 45***21/09/2011 – Portofino (ITA) – Chantier Beneteau – Oceanis 45

IMG_8916

2016 Oceanis 45

  • Capacity – 12
  • Length – 45’9”
  • Beam – 14’9”
  • Draft – 7’5”
  • Furling Main – Yes
  • Furling Jib – Yes
  • Head- Electric
  • Canvas- Bimini, Connector, Dodger
  • Winches- Electric

Boat Name: Esperanza

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How to rent a yacht, find the perfect boat.

Enter your desired location and date to explore our fleet of yachts.

Select a captain

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Connect with your boat owner and complete your booking online.

Enjoy your day on the water with friends and family!

Why Boatsetter?

As the global leader in peer-to-peer boat rentals, Boatsetter offers an easy, safe and accessible way to experience on-the-water adventure. With boat rentals in 600+ locations, finding a boat is easy and with the option to tap into the largest network of USCG licensed captains, boating experience is not required.

Boating with Boatsetter

Get out on the water worry-free, knowing our insurance covers every boating trip

Choosing the right boat rental platform is essential to your peace of mind while on the water. That's why we've gone the extra mile to focus on safety through our exclusive partnership with GEICO Marine and BoatUS. As the first and only boat rental marketplace to offer insurance on every peer-to-peer rental, you are protected during all rentals with insurance coverage and on-water assistance through TowBoatUS.

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The boat is in great condition, very friendly crew. Would recommend and definitely booking again.

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Got questions?

Frequently asked questions

What makes Boatsetter different from other boat rental platforms?

What makes Boatsetter different is peace of mind. Boatsetter is the first and only boat rental marketplace to offer insurance on every peer-to-peer boat rental. We know choosing the right boat rental platform is essential to your experience while on the water. That's why we've gone the extra mile to focus on safety through our exclusive partnership with GEICO Marine and BoatUS. As the first and only boat rental marketplace to offer insurance on every peer-to-peer rental, you are protected during all rentals with insurance coverage and on-water assistance through TowBoatUS.

How to rent a boat on Boatsetter?

At Boatsetter, our mission is to make getting out on the water as easy as possible. With our intuitive booking system, you can rent a boat as soon as today. -First, you must determine your budget and the type of boat you want to rent. -Next, decide where you would like to boat and the kind of boat you would like to spend the day on. -Finally, determine if you will be needing a boat captain and reach out to the boat owner. That’s it! You’re officially on your way to a fantastic day out on the water.

How much does it cost to rent a boat?

The cost to rent a boat depends on whether you are renting for a half-day or a full day, the boat features and the boat size can impact your boat rental price. Rental prices can range from $200 to $1,000 plus depending on the boat rental itself and the length of time of the rental.

How many people can fit on the boat rental?

The number of people who can fit on boat rental largely depends on the boat’s size and how many life jackets are on board. Currently the coast guard allows a maximum of 10-12 people on a Boatsetter boat rental.

How much does it cost to rent a yacht?

The cost of renting a yacht depends on the boat’s size and the amount of time you’ll use the yacht. The onboard amenities and luxurious accommodations also dictate the price. You can contact our yacht specialists for a custom quote by visiting https://www.boatsetter.com/luxury-yacht-charters .

How old do you have to be to rent a boat?

You must be 18 years old to rent a captained boat and 25 years old if you would like to rent a bareboat charter.

Do I need a boating license to rent a boat?

Boating license requirements vary from state to state. As a renter, you are responsible for understanding local state requirements.

Can you rent a yacht for the day?

Boatsetter allows you to rent a yacht for the day. Single-day yacht rentals are available for a select number of yachts. To chat with a yacht specialist please visit https://www.boatsetter.com/luxury-yacht-charters .

Can you rent a yacht for the week?

Boatsetter allows its customers to rent a yacht for the week. Renting a yacht for a week gives you more access to the wide range of yachts available on our platform. You can either book a rental directly through the site or connect with one of our charter specialists to plan your trip here: https://www.boatsetter.com/luxury-yacht-charters .

Can you rent a yacht for the month?

Booking a month-long yacht rental is a detailed and hands-off process when working with our team of yacht charter specialists. We tailor each yacht charter to our client's specific wants and needs. Our luxury yacht charter specialists can be reached at (954) 715-4114 or by visiting https://www.boatsetter.com/luxury-yacht-charters .

How to rent a private yacht?

Renting a private yacht is a very detailed experience that caters to your exact needs while onboard one of our luxury yachts. To plan your private yacht rentals experience please visit https://www.boatsetter.com/luxury-yacht-charters .

How much does it cost to rent a pontoon boat?

The cost of renting a pontoon boat depends on the size, location, and rental time of the boat. Prices can range anywhere from $200 for a half-day rental or just under a $1,000 for longer rentals.

How much does it cost to charter a yacht?

The cost to charter a yacht varies depending on the boat size and the length of the charter. Prices typically range from less than $1,000 to $5,000 plus if you’re wanting to charter the yacht overnight.

How much does it cost to rent a boat for the day?

The cost of renting a boat for the day on average ranges from $200 to $1200. The cost to rent a boat varies depending on the size of the boat and the length of time that you will be using the boat.

How does the boat insurance work?

Boat insurance typically covers loss caused by things such as fire, sinking, storms, and collisions. The extent of the coverage varies depending on the policy.

Do I need my own insurance to rent a boat?

You do not need boat insurance when renting with Boatsetter. Coverage is provided under the Peer-to-Peer Boat Rental Policy, which is underwritten by GEICO Marine Insurance Company. The policy was written from the ground up as a stand-alone recreational boat rental insurance policy covering the period of time that the boat is being rented and is available for all non-commercially insured boats.

Does Boatsetter screen renters?

Yes. We use a system called Cognito to ensure that payment information matches the renter's identity. We also require renters taking out a captained boat to be at least 18 years old and on a bareboat to be at least 25 years old.

Is listing my boat on Boatsetter free?

Yes! Listing a boat is completely free. We only take a commission when your boat is rented. We only make money when you do!

What if I'm not comfortable having a renter drive my boat?

If you are not comfortable having a renter drive your boat, we have an expansive network of licensed and experienced captains. Once your boat is listed, you can filter through our network of captains and favorite captains in your area that you would like to operate your boat.

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Community Boating Inc. 21 David G Mugar Way, Boston MA 02114

Phone: (617) 523-1038

Email: [email protected]

Sailboat Rentals

For experienced sailors, Community Boating offers two-hour keelboat rentals to non-members. We offer one type of sailboat for rent: 

Boat Type Capacity Price Damage Waiver
Cape Cod Keel Mercury 4 person $85 $10

Our sailing area covers the Charles River Basin, stretching between the Mass Ave bridge and the Longfellow bridge. Rentals are conducted on a first-come basis during rental hours. All rentals must return to the dock 30 minutes before sunset. Non-member sailboat rentals are suspended on red flag (high wind) days.

2024 Season Weekdays Weekends
April 1 – June 16 1:00 pm to 30 minutes before sunset 9:00 am to 30 minutes before sunset
June 17 – August 23* 3:00 pm to 30 minutes before sunset 9:00 am to 30 minutes before sunset
August 24 – October 31 1:00 pm to 30 minutes before sunset 9:00 am to 30 minutes before sunset

All rentals must be off the water 30 minutes before sunset.

*Rentals will be closed on Wednesday July 3rd and on Thursday July 4th

Frequently Asked Questions

Yes. Prior to the rental the skipper of the boat will be briefly interviewed by the dockmaster on duty. Rental approval is at the dockmaster’s discretion.

Minimum rental age is 18.

Crew may be under 18 pending parent or guardian approval.

We offer FREE day use lockers on our dock. You can either bring your own lock or purchase a $10  keyed lock from our front desk.

Lifejackets are provided and must be worn at all times.

Damage waivers are available for purchase, covering any accidental damage, with the exception of gross negligence, recklessness, or intentional acts.

No rentals are available on July 3rd or 4th.

No exceptions to boat capacity will be made under any circumstances.  However you may rotate people out on the dock and take turns.

Food and drink is welcome on all of our boats. However, we do ask that you clean up after yourself. The consumption of alcoholic beverages on CBI property or boats is not allowed.

Our dockmaster-on-duty may set additional restrictions for watercraft based on the weather conditions, powerboat boat traffic, special events, incidents, etc. This may include a restricted paddling area or a suspension of rentals.

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(888) 834-2628

9.30AM – close 30 minutes prior to sunset

PHONE HOURS 9AM – 5PM

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Sailboat Rentals

Seaforth offers a wide variety of sailboats and sailing yachts, filter powerboats, catalina 320.

  • 32'-35' Yachts - Up to 10 Passengers
  • 3 and 6 Hour Rentals Available

A step up from our 270, the Catalina 320 continues the ultimate in sailing comfort and modern amenities, with a larger passenger capacity.

CATALINA 350

Experience the thrill of sailing on the sleek and spacious Catalina 350 sailboat. With its elegant design and top-notch performance.

  • 22'-27' Rentals - Up to 6 Passengers

2 or 4 Hour Rentals Available

Our most popular boat with more than 20 in our fleet – the Capri 22 is THE standard for sailing on San Diego’s bays.

COLGATE 26’

Our sleekest tiller-steered sailboat. Equipped with outboard motor.

CATALINA 250

Our largest tiller-steer sailboat, the Catalina 250, is the perfect ocean or bay day sailor.

Our sleekest tiller-steer sailboat, Merit modeled the boat after the popular and fast J/24, and ended up with what’s probably a faster boat.

CATALINA 270

  • 22'-27' Rentals - Up to 8 Passengers

These sailboats provide the ultimate luxury in an eight-person vessel.

JEANNEAU 33'

A tour of the Sun Odyssey 33 will leave you wondering whether you are indeed aboard a 33-footer as you ponder how a sailboat of this size can offer.

JEANNEAU 349

From the very first glance, the Sun Odyssey 349 captivates with her pure lines, generous interior volume and inviting cockpit.

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  • 1-888-834-2628
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  • 1641 QUIVIRA RD., SAN DIEGO, CA 92109
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Mission Bay

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  • Power Yachts
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  • Basic Keelboat Sailing 101
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Pau hana summer series races.

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Winter Pro Series

Reserve your spot today, 2 or 3 hour rentals available.

Starting at 10am, 2pm

Kalevera Twi-Light Experience 6-9pm 3hr

Rent by locations

Max of 10 passengers including children.

(not to exceed 1500 lbs.)

2 Hour Rentals Available

8 passengers.

(not to exceed 1000lbs)

2, 3 and 4 Hour Rentals Available

Coronado, downtown, mission bay, max of 10 passengers, 3 hour rentals available.

3 Hours + Fuel Sail Club: 25% off

Bareboat Charter

Captain charter, bareboat & captain charters available, rent with captain, 9 passengers + captain, 3 hour rental available, captain charters, rent without captain, 10 passengers, bareboat charters, max of 6 passengers including children.

(not to exceed 800 lbs.)

2, 3, or 4 Hour Rentals Available

(not to exceed 1200 lbs.)

Coronado, Downtown

10 passengers.

(not to exceed 1,200lbs)

(not to exceed 1700lbs)

Downtown, Coronado

11 passengers.

(not to exceed 1,700lbs)

1.5 and 3 Hour Rentals Available

Max of 12 passengers including children.

(not to exceed 1700 lbs.)

24 Passengers

Max of 12 passengers, max of 4 passengers, 90 mins rental.

No Captain Required

Rent your boat today!

Max of 10 passengers, 2 hour rental.

2 Hrs + Fuel

2 Hours + Fuel

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San Diego Sailboat Rentals

Set sail with a sailboat rental from Action Sports Rentals! All of our available sailboats are rigged for smooth sailing in the bay.

*Please Note: You must have some sort of sailing experience to be able to take out any of our sailboats. If you would like to get experience on our sailboats, we can set up a skipper lesson. Please contact us for more details.

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18′ Capri Sailboat Rental

The Capri 18’ sailboat comfortably accommodates up to 5 people. This vessel offers rigging simplicity and a fixed keel, making it stable and easy to sail around San Diego Bay.

1 - 8 Hours

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22′ Capri Sailboat Rental

This 22’ sailboat rental comfortably accommodates up to seven passengers. The Capri 22’ sailboat rental offers more room and performance, making it the perfect boat to use to develop your sailing skills in San Diego.

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27′ Catalina Sailboat Rental

Our Catalina 270 is our largest sailboat rental. It’s perfect for groups and families that want to cruise around the bay. This boat has plenty of room, comfortable seating and a working bathroom. You can spread out above or below deck and cruise around the bay all day!

2 - 8 Hours

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Hobie Getaway Catamaran Rental

The Hobie Getaway Catamaran is a ton of fun and can comfortably seat up to 5 passengers! This high-speed catamaran is ideal for those seeking a thrilling & exhilarating sailing adventure!

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410-956-9729

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South River Boat Rentals

Welcome to south river boat rentals, boat rentals and charters on the chesapeake bay, family, social & corporate outings.

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30+ Years Serving Chesapeake Bay Boaters

We had a FANTASTIC time on the Bennington boat. Our Captain Max was a blast! He found multiple spots for us to hang out in the water, and even drove us around tubing! 10/10 recommend for your Annapolis boat rental!

WATER SPORTS AND MORE

We offer water sports – tubing, skiing, wakeboarding, and kneeboarding.

Water Sports on the Chesapeake Bay bring all of your family and friends together.  Whether you enjoy water skiing, wakeboarding, tubing, or knee boarding, we have the water sports for you on the Chesapeake Bay.

Our Rental Fleet

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19' Hurricane (S)

1/2 day: $550 | full day: $900, 6 max / wt limit: 1410 lbs.

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21' Kencraft

6 max / wt limit: 1250 lbs.

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26' Bennington Pontoon

1/2 day: $800 | full day: $1400, 12 max/wt limit 2200 lbs..

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26' Chaparral Sunesta

10 max/wt limit 2600 lbs..

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26' Crest Tritoon

12 max/ wt limit 2400 lbs..

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26' Everglades

1/2 day: $950 | full day: $1700, 10 max including our captain.

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SEE PRICING DETAILS

30 max passengers / includes captain.

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50' LRC Trawler

12 max passengers / includes captain.

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Our Customers Love Us!

 Just Google "South River Boat Rentals" to see all the positive reviews we have earned throughout the years. Customer service and ensuring you have an excellent day on the water is our top priority.

We used South River boat rentals this past weekend for a bachelorette party and had the absolute best time. Special thanks to Captain Chris and the rest of the crew who were all kind, courteous, and informative. Definitely will be returning! - Gabby Cooper

Amazing day on the pontoon boat with our extended family. Graham was a WONDERFUL captain and host. He took us to a quiet area to swim, dragged all 4 kids in the tube, and slowed the boat so we could look at wildlife up close. Worth every penny! Highly recommend requesting Graham as your captain. - Meredith Bove

Thank you for a memorable experience. Would recommend this place to everyone. Can’t wait to make another reservation in the future. A big thank you to Nancy for your amazing customer service and friendly personality!! - Nicole Wilkinson

Thank you for an amazing time. We rented the 26' Chaparral for a day of cruising and tubing. We could not be more grateful. The boat ran perfectly and the staff was king, courteous and accommodating. We will return! - Garrick Muench

Had a great experience with them. I even had to reschedule for a later date and they were able to accommodate! Would definitely recommend the 50' Trawler! - Kourtney Ramseur

Such an amazing company to work with!!! From scheduling, to weather related rescheduling, the captain, and the overall boat condition and experience - I cannot say enough good things about South River Boat Rentals! Definitely will return! - Tara Klimovitz

The boat was ready and waiting for us; the service was good from booking to returning the boat. South River made it an easy and enjoyable experience. - Judy Graham

So much fun renting a boat for the day. Our Captain Wayne was awesome and took us wherever we wanted to go. He gave suggestions based on weather/water conditions/our ideas of what we wanted to do. It was really a great day! - Sarah Edwards

Outstanding Labor Day out on the water thanks to South River Boat Rentals! Best prices in the area, great vessel, easy to use, a lot of fun for our family! - Mark Fratto

The staff was awesome and super hospitable. They walked us through everything and made sure we felt comfortable on the boat. Boat was in great condition too! - Dylan Stoskus

We had a wonderful experience with South River Boat Rental! The boat was in perfect condition, very clean, and the staff was a pleasure to work with. Would highly recommend! - Liz Gillette

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Start with A Free Quote For Your Next Adventure. You can also book online by going here: Book Online

For questions, information and details about your rental/charter please call: 410-956-9729.

IMAGES

  1. BEST Sailboat Rentals

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  2. BEST Sailboat Rentals

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VIDEO

  1. Boatsetter Brings Boat Sharing to Boston Boat Rentals

  2. Micro Cruising adventure! Six days on a tiny sailboat

  3. Boatsetter is the Largest Boat Rental Marketplace

  4. Near free sailboat with 20 hp Yamaha outboard

  5. Small Boat Sailing

  6. A look inside my near-free sailboat

COMMENTS

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