best trailerable pocket cruiser sailboat

9 Best Trailerable Sailboats

Last Updated by

Daniel Wade

December 28, 2023

Sailing is an excellent activity for the weekends, especially in remote mountain lakes or sheltered waterways. The United States is full of small isolated waterways, inland lakes, and rivers—which make the perfect environment for an adventure in a small sailboat .

Unfortunately, many people are put off by the idea of owning a sailboat due to the associated docking and maintenance fees. Weekend sailors often don’t want to pay for a long-term slip, and there’s no question that the added expense can be a pain.

Luckily, you don’t have to permanently dock a sailboat to enjoy this great pastime.

Instead of docking a large boat, you can purchase a small trailerable sailboat. A trailerable sailboat is a perfect option for part-time sailors and people with busy lives. Trailer sailors are some of the most popular boats in the country, and they’re not limited to light winds and calm seas. Many trailerable sailboats have made some impressive passages both offshore and coastal. In this article, we’ll go over some of the top new and used trailerable sailboats that you can purchase today. 

Table of contents

Best Trailerable Sailboats

1) west wight potter 15.

{{boat-info="/boats/west-wight-potter-15"}}

The West Wight Potter 15 is perhaps one of the most capable 15-foot sailboats around. This neat little vessel is as seaworthy as it is easy to handle, and it’s a great choice for all kinds of cruising adventures.

The West Wight Potter 15 is a 15-foot sloop with an aluminum mast and tiller. This tiny boat also features a small cabin, which has ideal sleeping accommodations for a cruising couple. The cabin itself is spartan compared to its larger relatives, but it’s the perfect design for the minimalist cruiser.

This small sailboat is easily trailerable and can be stored in some garages with relative ease. The West Wight Potter 15 is ideal for inland and coastal waters and sets up (and takes down) fast with minimal fuss. Don’t let the small design fool you—this craft is surprisingly seaworthy.

The West Wight Potter 15 has an impressive cruising record, including a trip from England to Sweden in the brutal North Atlantic. The West Wight Potter 15 can be purchased new from International Marine, and thousands of craft are in circulation already.

2) West Wight Potter 19

{{boat-info="/boats/west-wight-potter-19"}}

We thought it fitting to include the Potter 15’s big brother, the West Wight Potter 19, on this list of the best trailerable sailboats . West Wight Potter boats are well known for their robust design and easy handling, and the Potter 19 is no exception.

The West Wight Potter 19 boasts the seaworthiness and ease-of-handling offered by its little brother, with the benefit of greater sailing comfort and cabin accommodations. This 19-foot sailboat is constructed of fiberglass. The hull contains a liberal amount of positive flotation, which makes the boat practically unsinkable.

The cabin features generous accommodations for a boat of its size, featuring space for a vee-berth, a small stove, a sink, and a portable head. Additionally, the West Wight Potter 19’s cabin can be wired for electricity from the factory, further increasing the level of comfort in this capable trailer sailor.

Like its smaller alternative, the West Wight Potter 19 has a history of some impressive cruises. An individual sailed this craft thousands of nautical miles from California to Hawaii —a single-handed voyage usually reserved for boats twice its size.

That’s not to say that the Potter 19 is a purpose-built long-haul sailboat. This design is ideal for larger lakes, rivers, and coastal cruising. However, the design has demonstrated toughness and seaworthiness rarely found in smaller boats.

The Potter 19, like the Potter 15, is a centerboard craft. This sailboat is available new from International Marine and offers a wide range of options packages and upgrades.

3) Newport 27

{{boat-info="/boats/capital-yachts-newport-27"}}

The Newport 27 is a massive step-up in size and amenities compared to the other boats on this list so far. This comfortable trailerable sailboat originated in 1971—at the height of the fiberglass boat boom. The Newport 27 measures 27-feet in length and feature a flush-deck design similar to the famous Cal 20.

This sailboat, despite its trailerable size and weight, features surprisingly good handling characteristics and generous accommodations. A full 6-feet of standing headroom is available in the cabin, making this boat exceedingly comfortable for longer journeys.

This sailboat is an excellent choice for the trailer sailing sailor who dreams of longer journeys but spends much of the time just hopping around local ports.

Despite its modest size and weight, the design of this small sailboat is proven. Many people sail them long distances and enjoy the quick handling characteristics of its design.

The Newport 27 is a true pocket cruiser, if not slightly larger than most. The Newport 27 isn’t produced anymore, but there is a healthy second-hand market for the boat.

4) Cape Dory 28

{{boat-info="/boats/cape-dory-28"}}

The Cape Dory 28 is a legendary Carl Alberg design known for its commodious living spaces and well-rounded performance both offshore and inland. This spacious little cruiser has the styling and capability of many larger boats, featuring traditional styling and generous amounts of varnished teak and brass. This cozy boat is a great choice for traditionalist sailors.

The Cape Dory 28 features a proven, simple, and robust rig, and it functions gracefully in a variety of conditions. While a 28’ sailboat is hardly considered trailerable by many, it can certainly be hauled-out and transported with relative ease. This is the kind of sailboat that’s just as happy in the boatyard or a permanent mooring.

The Cape Dory 28 offers attractive features for long-haul voyages, plus ease-of-handling and quickness that is necessary for tighter coastal waters. The Cape Dory 28 is ideal for salt-water cruising, though it’s a bit large for small lakes and narrow rivers.

This is certainly not a shoal-draft cruiser—with a draft of 4-feet, it's primarily at home in the water. 

5) Islander 24

{{boat-info="/boats/islander-24"}}

The Islander 24 is a common fiberglass classic that makes an ideal trailer sailing setup. This 24-foot fiberglass boat features a robust design and ease-of-maintenance rarely found on boats with similar capabilities.

The design has been around for over 40 years, and it’s served weekender and cruising sailor alike. The Islander 24 is a well-rounded cruising vessel with a spacious cabin for two (or more). The cabin features a forward vee berth, space for a head, and tables for a sink, stove, or navigation.

The boat is single-handed with ease, and the rig is simple enough to be stowed without too much hassle. The Islander 24 is a relatively common trailer sailor, though many owners leave it in the water.

A vessel of this size is ideal for cruising coastal waters, though some sailors have attempted longer voyages in this vessel. The Islander 24 is available on the used market all over the country. 

6) Contessa 26

{{boat-info="/boats/contessa-26"}}

The Contessa 26 is an excellent classic trailerable sailboat. Don’t let its modest size fool you—this cruising craft has a long-standing reputation for seaworthiness. The Contessa 26 is a fiberglass boat that debuted in 1965 and has since earned a bit of a cult following.

These rather innocuous looking crafts are as fun and capable as they are easy to handle. The boat features a spacious cabin, comfortable cockpit, and plenty of available cruising upgrades. The rig is well-built and resembles the rig of a much larger boat.

The Contessa 26 is an ideal pocket cruising setup for a moderately experienced sailor. The vessel has a narrow beam, which contributes to heeling. The boat is known to heel rather violently, but it stiffens up shortly after and becomes a joy to sail.

A boat like this knows its capabilities and is sure to impress anyone. The Contessa 26 is a safe, hardy, and comfortable cruising boat for minimalists, and one of the best tailorable sailboats in the mid to large-size category.

This boat is a little harder to come by than many other vessels on this list, as around 300 were built. However, if you’re lucky enough to locate one on the used market, it’s definitely worth considering. Contessa built a fine boat, and the Contessa 26 meets the standard with confidence.

7) Hunter 27 

{{boat-info="/boats/hunter-27"}}

If you’ve made it this far down the list, you’re probably surprised that the Hunter 27 hasn’t come up yet. This famous little boat has quite a reputation and happens to be one of the most popular modern trailerable cruisers available.

The Hunter 27 isn’t a traditionalist’s dream, but it offers the modern amenities and capabilities you’d expect from Hunter. This capable little sailboat has the handling characteristics of a truly seaworthy boat and manages well in all kinds of conditions.

The Hunter 27 has a reputation for amazing durability, and the design is sound from keel to masthead. Now, let’s get into some of the features that make the Hunter 27 a very attractive option. The Hunter 27 is a purpose-built small cruising vessel, but the accommodations appear to be a shrunken version of a boat 10 feet longer.

Down below, the Hunter 27 features a full galley, head, a full standing shower, berths, and generous storage space. The Hunter 27 is a truly livable trailer sailor, featuring accommodations that make it suitable for extended cruising or even living aboard. The salon features over 6 feet of standing headroom, with plenty of seating and counter space throughout.

The rig is sturdy and easy to handle. And remember, the Hunter 27 is still a trailer sailor. The boat features a shoal draft of under 4-feet and a displacement of less than 8,000 pounds. The Hunter 27 is available used, and this boat is still produced and available brand-new by Marlow-Hunter. 

{{boat-info="/boats/cal-20"}}

How could we forget the little Cal 20? We didn’t—and it’s certainly worth including the famous Trans-Pac underdog on this list. The Cal 20 is reminiscent of the glory days of fiberglass sailing in the 1960s and 1970s.

This flush-deck racer is a fantastic trailer cruiser for anyone wanting big-boat handling and speed in a compact package. The accommodations on this boat leave something to be desired, but many people find them cozy and acceptable.

The cabin features sitting headroom and a berth, along with small tables for a stove or sink. The Cal 20 has a history of impressive voyages and was a popular choice for daring sailors on long offshore journeys. However, the boat is designed to be quick, safe, and fun on inland passages and coastal cruises.

The Cal 20 is common on the used market and makes a great entry-level cabin sailboat. The Cal 20 features an enormous cockpit, making it ideal for a day on the bay with friends or family.

The boat is easy to handle, and upgrades abound. The Cal 20 is a great little sailboat with a fun history and a massive fan base. This stout little yacht makes an excellent weekender too, and the cabin makes overnighting comfortable. 

9) Pacific Seacraft Flicka 20

{{boat-info="/boats/pacific-seacraft-flicka-20"}}

One of the most legendary small trailerable cruisers is the full-keel Pacific Seacraft Flicka 20. A limited number of these boats were produced by Pacific Seacraft during the 20th century, and they have a reputation for incredible seaworthiness and long-range voyaging.

These sailboats have the hull shape of boats twice their size, with a long, deep, full keel running the length of the hull. The boat can handle some serious offshore cruising and features the capabilities of other full-keel sailboats.

The Pacific Seacraft Flicka 20 is an amazing find on the used market, as owners tend to cling to them due to their incredible characteristics. There aren’t many trailerable offshore cruisers available, which is because it’s not easy to design a small boat with offshore capabilities.

However, Pacific Seacraft did just that and built one incredible trailer sailor. This vessel is not really designed for shallow lakes and rivers.

The Flicka 20 is known to be a truly seaworthy ocean-going sailboat, which happens to be small enough to fit on an average-sized boat trailer.

Wherever you choose to sail, a trailerable sailboat is often a great choice. The boats listed here are by no means the only options—in fact, there are dozens of excellent trailerable sailboat models on the market. If you enjoy sailing but want to avoid the hassle of a permanent mooring, or if you travel to sail, a trailer sailor is a great choice.

Many sailors pick trailerable sailboats to sail multiple oceans. Many people would agree that it’s a lot more practical to haul your boat from the Pacific to the Atlantic, especially when the alternative option is the Panama Canal .

A trailerable sailboat can give you access to a multitude of sailing adventures—the lake one weekend, the coast the next, and perhaps an offshore voyage or island hopping in the delta.

And with this list of the best trailerable sailboats, you can find the boat that fits your needs (and your budget) and hit the water in no time.

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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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14 Great Pocket Cruisers in 2023

• By Victor Tan
• Updated: July 20, 2023

Pocket cruisers and mini yachts are generally vessels under 50 feet in length overall, and can include express cruiser designs, flybridge yachts as well as either monohull or catamaran hull forms. They are cruising boats easily handled by a small, or even shorthanded, crew. Pocket cruisers generally have wave-taming hull designs and have the ability to take on sporty seas, offer comfortable accommodations belowdecks with one or two staterooms for extended voyages, “homelike amenities,” and the ability to cruise as slowly or as quickly as an owner desires with inboard- and outboard-power options. These pocket-cruising boats have the range for longer voyages , can pull up in skinny water at the sandbar thanks to shallow drafts, and head over the horizon where cruising adventure awaits. Pocket cruisers are true multitasking yachts. When it comes to family and couples cruising, it’s hard to beat a well-built and well-equipped and pocket cruiser.

Best Cruising Boats Under 50-Feet

The following 14 pocket cruisers and mini yachts are all vessels we’ve seen, been aboard, and tested. They are listed in no particular order.

• Hood 35 LM: high-tech, family-friendly pocket cruiser
• Galeon Yachts 375 GTO: mid-size boat with plenty of below-deck space
• Aquila 42: sleek power catamaran ready to entertain
• Azimut Verve 42 : small, yet mighty yacht ready for open water
• Hinckley Yachts 35: luxury picnic cruiser with range
• Beneteau Gran Turismo 45: sleek cruising yacht with all the amenities
• Solaris Power 48 Open: eye-catching power yacht with 360-degree views
• Cruisers Yachts 42 GLS: luxury cruiser yacht with powerful outboard options
• Back Cove 34O: modern outboard power combined with classic Downeast styling
• Picnic Boat 40: speedy and fuel-efficient vessel with great looks
• Aquila 36: comfortably seat up to 20 guests for fun on the salt
• Boston Whaler 350 Realm: multitasker built for fishing and entertaining
• MJM 35z: sporty, aesthetically pleasing, cruising-conscious features and elegant lines
• Greenline 39: sturdy-looking lines and environmentally-friendly power

When Android co-founder, Rich Miner, wanted a new family-friendly pocket cruiser , he turned to a custom-penned C.W. Hood design and a Lyman-Morse-built 35-footer, which has a timeless Down East profile matched to seriously modern technology under the hood.

This yacht looks like a traditional, cold-molded Down East dayboat, but actually, it has everything, from Hamilton HJX Series water-jet drives to a planned Sea Machines autonomous command-and-control system . Top speed: 40-plus knots.

Quick Specifications

Galeon Yachts 375 GTO

Even the remnants of Hurricane Ian, couldn’t dissuade the Galeon Yacht 375 GTO from its cruising mission. The small yacht’s wave-splitting hull form is paired to torque-filled 600 hp Mercury Verado outboards , giving this fun-in-the-sun boat a 47-knot top hop.

The 375 GTO is a speedster, to be sure, but it’s also so much more. Just about every aspect of the main deck seating is transformable and multifunction, from the aft seating to the alfresco dining abaft the helm, and beyond. It also has a family-size and eminently cruise-worthy belowdecks space for four guests, all while providing a foredeck entertaining lounge too.

The Galeon Yachts 375 GTO ticks all the boxes for an easy-to-handle and sporty cruiser.

Aquila 42 Yacht Power Catamaran

Following the success of its 44-, 54- and 70-foot power catamaran models, Aquila has launched the stable-as-a-table, owner-operator-ready Aquila 42 Yacht Power Catamaran .

The Aquila 42 is the entry point into the builder’s yacht line and is noteworthy for its ability to accommodate anywhere from a two- to four-stateroom layout, depending on the owner’s cruising requirements. There are alfresco spaces to manage the sunset cruise with friends and family, including a foredeck lounge area that can be accessed via centerline steps from the flybridge. The Aquila 42 is available with several Volvo Penta diesel-engine options .

Azimut Verve 42

Want to cruise from Florida to Bimini in about an hour? The Azimut Yachts Verve 42 can do that thanks, in part, to triple 450 hp Mercury Racing outboards and a hull designed to dice-and-slice a seaway. Top hop: 45 knots. The Verve 42 also has style for miles with a fine entry, raked hardtop, and a razorlike sheerline accented by sweeping hull glass from bow to stern. It’s striking.

With accommodation for a family of four, the Verve 42 is also solid under the hull tokeep everyone safe on those passages. The Verve 42’s hull is built of fiberglass and uses vinylester resins for blister protection. The yacht’s deck and hardtop are comprised of carbon fiber for strength without added weight. This all means that the Azimut Verve 42 is built to CE Classification Type A , making it suitable for sea voyages where winds can exceed 45 mph and seas to 13 feet.

Hinckley Yachts 35

The Hinckley Yachts 35 takes everything that yachtsmen like about this pedigreed-brand’s classic profile and infuses today’s modern outboard power to create 40 knots of sheer fun wrapped in sheer luxury.

This 35-foot Hinckley is built on a Michael-Peters-penned hull form with a fine entry, wider-than-average chines and a moderate deadrise. While the boat is built to sprint when desired, it’s also a relatively economical cruiser. For instance, a comfortable 24-knot cruise the Hinckley Yachts 35 has a 276-nautical-mile range.

It also has a tech-build thanks to vacuum-infused carbon-fiber composites and epoxy resin. An integrated interior structure is infused with the hull adding rigidity. The hull is then post-cured in an 80-foot oven, further strengthening the structure.

Beneteau Gran Turismo 45

The Beneteau Gran Turismo is the flagship of the builder’s four-model GT series, which also includes 32-, 36- and 41-foot models.

The Gran Turismo 45 ’s cruise-centric layout includes two staterooms and two heads belowdecks, as well as a galley down. There is also a dinette for meals and a settee for rainy-day lounging. Entertaining guests and enjoying the sun is the primary mission of the main deck.

Solaris Power 48 Open

The Solaris Power 48 Open was the first powerboat from this longtime builder known for its sailing yachts, ranging from 40 to 110 feet length overall. The Solaris Power 48 Open is notable for its wave-slicing plumb-bow design, high freeboard forward and 32-knot-plus speed. Power is twin 480 hp Volvo Penta IPS650 diesels.

The high freeboard keeps the deck dry and help creates sizable volume belowdecks with an average 6-foot-6-inch headroom. This enables real estate for either one or two staterooms. With the single-stateroom setup, there is a forepeak master stateroom while an L-shaped settee converts to sleeping accommodations for family or occasional guests. Interior wood options are oak or walnut.

Cruisers Yachts 42 GLS

Outboard-power cruising aficionados will appreciate the triple-engine options for the Cruisers Yachts 42 GLS . The 42 GLS we got aboard had the triple 400 hp Mercury Verados , which produced a top hop of 45 knots, but triple 450 hp Verados are available. Triple 350 hp Mercury Verados are the standard engine option. No matter the power arrangement, this express cruiser can easily be used for wakeboarding and tube towing. The 42 GLS is designed to handle the rough stuff too, with a fine entry and 21-degree transom deadrise.

For cruising enthusiasts, the 42 GLS has a master stateroom with an athwartships and a nearly queen-size berth, and the lower salon’s U-shaped dinette converts to a queen-size berth for the kids.

Back Cove 34O

Combining modern outboard power with classic Downeast styling, the Back Cove 34O touts award-winning standards with cruising in mind. The 34O is equipped with twin 300 hp Yamaha outboards, engines that allow the Newport International Boat Show’s 2018 Best Powerboat Under 35 Feet winner to travel up to 214 nautical miles at 24 knots on a 250-gallon fuel tank.

Belowdecks, the 34O has an island double berth and a split-head arrangement with the toilet to port and a separate shower stall to starboard. On the main deck, a U-shape dinette to port accommodates four or more guests on the Back Cove Yachts vessel. The 34O’s galley is equipped with a Cuisinart microwave, a two-burner Kenyon electric cooktop and a Vitrifrigo fridge and freezer.

Picnic Boat 40

Hinckley Yachts unveiled its first Picnic Boat more than two decades ago. Now, after two previous, sub-40-foot models, the Maine-based boatbuilder has developed its largest and most advanced model to date: the Picnic Boat 40.

Twin 480 hp Cummins diesel engines paired to twin Hamilton 322 jet drives propel the yacht to a 30-knot cruising speed and 34 knots on the pins. With optional twin 550 hp Cummins diesels, cruise and top-end speeds jump to 35 and 38 knots, respectively.

There is an L-shaped settee with a table and a wet bar on the main deck to port. The helm station is forward and to starboard with a benchseat for two. There is also a companion seat across from the helm. Belowdecks, there is 6-foot-2-inch headroom, and the dinette table drops to form a California-king berth for overnights and weekending.

Aquila Power Catamarans started its line with 44- and 48-footers, and now the builder’s Aquila 36 takes the line into the midsize market.

The 36 features a single, main-living area from bow to stern, helped in part by the vessel’s 14-foot, 7-inch beam. The boat can comfortably seat up to 20 guests for fun on the salt. Several Mercury Verado engine options are available for the Aquila 36, including twin 250-, 300- and 350-hp four-strokes. With the 350s, the Aquila has a top-end speed of 37 knots.

Other notable features include a fiberglass hardtop, a dinette, a cooktop, a fridge, a sink and a smokeless grill. Belowdecks, there are two staterooms with nearly queen-size berths, en suite heads and 6-foot-6-inch headroom in each.

Boston Whaler 350 Realm

From fishing and entertaining guests to diving and overnight cruising, Boston Whaler ‘s 350 Realm is a multitasker. And it’s fast, too. It’s powered with either triple 300 hp or triple 350 hp Mercury Verados. The 350 Realm can reach a top speed of 46 knots.

At the helm, two Raymarine displays provide vital navigation data. The captain can take in the displays’ view from a doublewide helm seat. There’s a flip-down platform for standing when needed and a footrest when desired.

There is a V-shaped berth that converts into a double berth with a filler cushion. The separated head has a VacuFlush MSD and a hot-and-cold shower. Owners also have the option to add a microwave and a flat-screen TV.

The MJM 35z can reach a top speed of 44 knots and a cruising speed of 33 knots on its optional 350 hp Mercury Verado outboards; twin 300 hp outboards are standard on this MJM Yachts vessel. Additionally, the 35z can travel up to 304 nautical miles on its 250-gallon fuel tank.

The 35z has a flush-deck layout and to port is space for an electric grill, a baitwell, a sink, an ice maker and a fridge. There are two Stidd helm seats—one for the helmsman and the other for a copilot—that rotate to face the rest of the seating aft. In the cabin is V-shaped seating forward that can be converted to a berth.

Owners also have the option of adding a Seakeeper 3 gyrostabilizer and a full-length Bimini top to shade the cockpit.

Greenline 39

Greenline Yachts ‘ vessels are aptly named for their environmentally friendly means of moving about; the Greenline 39 is no different. The Slovenian yacht manufacturer produces two types of this model: hybrid and solar.

If owners opt for the latter, the 39’s four solar panels atop the salon power all of the vessel’s systems for three hours. With the power of the sun, the 39 can achieve a max speed of 6.5 knots and a cruising speed of 4 knots. The hybrid type uses those same panels to help power a 220 hp Volvo Penta D3 with a Mahle electric-drive system. Owners have the option of replacing the standard engine with a 370 hp Yanmar 8LV diesel.

Belowdecks, scissor berths provide accommodations for long weekends.

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Better Sailing

Best Small and Trailerable Sailboats

Cruising with a trailerable sailboat means that you can voyage in a small and comfy sailboat with the advantage of saving some serious costs. Having a trailerable sailboat saves you money for storage fees, boatyard haulout, and boat insurance, among others. There are two main categories of trailerable sailboats; performance-oriented boats and all-round pocket cruisers.   So, if you’re a part-time sailor but still want to experience the joys of sailing continue reading this article so as to find out which are the best small and trailerable sailboats on today’s market. Know that there are many decent trailerable sailboats that managed both offshore and coastal cruising. So, keep reading and find the one that suits you best!

Catalina 22 Sport – The Best Trailerable Sailboat

Catalina brand is one of the most constructed sailboats in the US and has manufactured a great deal of capable and robust sailboats. The Catalina 22 Sport is one of the most preferred pocket and race cruisers since 2004. The model pioneers for the one-piece hull liner that has become standard in most high volume small boats. Furthermore, it has enough trim along with a well-proportioned rig and a hand-laid fiberglass hull construction. Other great features include a retractable lead keel, a roomy cabin, a spacious cockpit, and a fractional rig with a mainsail and a roller-furling jib. You can get a used Catalina 22 for as low as $5,000 and a brand spanking new one for around $40,000.

>>Also Read: Beneteau vs. Catalina: Which Is a Better Sailboat?

West Wight Potter 15

The West Wight Potter 15 is one of the best small trailerable and seaworthy 15-foot sailboats of all time. It’s easy to handle and great for both coastal and offshore cruising. She has an aluminum mast and tiller, a small cabin that comfortably sleeps a couple and also we can’t miss referring to her elegant design. Furthermore, it can be easily stored, it’s relatively cheap to buy and can be purchased both as a new or used boat, as many sailors prefer it for stepping up from a dinghy to a pocket cruiser.

>>Also Read: Best Pocket Cruisers Under 20 Feet

This small trailerable boat features a modern design and can be a top choice for many sailors, both for beginners or even for experienced ones. She surprisingly manages well in different weather conditions and she’s also relatively easy to handle. As a result, she has earned by right the title of a truly seaworthy small cruising vessel. Moreover, her robust design from the masthead to keel design is proven to be highly durable and comes with a mainsail and 110% genoa. A great feature of this model is the comfy and interior layout that offers a great amount of space for her size.

And that’s why the Hunter 27 is a great liveable sailboat having enough storage space, 6ft of standing headroom, berths, as well as plenty of counter space and seatings. Lastly, as a true trailer sailor, she has a shoal draft of under 4ft and a displacement of less than 8,000lbs. You can find her in today’s market as a used or brand-new model with a price ranging from $20,000 to $45,000.

>>Also Read: Best Sailboats Under 100k

BayRaider 

The BayRaider from UK’s Swallow boats is a somehow newcomer to the small trailerable boat market in the US. She features a large and open cockpit, is ketch-rigged, and has a gunter-style mainmast. As for the topmast and mizzen, they’re both carbon-fiber; you can also apply this to the mainmast. This model can be sailed with a dry hull in lighter weather conditions or if you want to maximize its stability you can do so by removing the 300lbs of water ballast. The water ballast offers great performance in light to medium winds and makes the boat suitable for different sailing or weather conditions and levels of experience. Lastly, as she has the centerboard and hinged rudder raised she can be maneuvered even in the thinnest water. She has a self-tacking rig and is easy to trailer; all these features make her a great choice for novices.

>>Also Read: Most Popular Sailboats

Contessa 26

The Contessa 26 is an all-time-classic and small trailerable sailboat. Even if this vessel is quite small she has proven her seaworthiness and is still preferred as an ideal pocket cruiser. She has a roomy cabin and comfortable cockpit, so there’s no need to worry about below deck space. As for the rigging, it’s quite easy to handle and is rigged as a masthead sloop. Also, her construction comprises of a deep keel and hull-mounted rudder; and that’s why she was also used as a racer. The main downside is her narrow beam which contributes to heeling although she stiffens up quickly and becomes easy to sail. In any case, there are many who admit that she’s one of the most reliable sailboats in the mid-size category.

The Hunter 22 is a great daysailer and features an open-transom cockpit and sloop rig, making her the ideal choice for friends and family outings. Moreover, the considerable amount of below-deck space has twin bunks, a roomy cabin, and a portable toilet. Rigging also includes an asymmetric spinnaker and a mainsheet traveler in case you’re keen on racing. Her construction is made out of laminated fiberglass hull and deck, molded-in nonskid, and a hydraulic lifting centerboard. Last but not least, she’s fast, stable, responsive, and is, therefore, an ideal starter-boat for novices.

Islander 24

The 24-foot Islander is a classic choice in the small trailerable sailboat market. This fiberglass model features a sturdy design and has proven her seaworthiness for coastal and family-day cruising. This model was first built in 1961 but is still available on the used market. She has a masthead sloop rig, simple overall rigging, and is appropriate for single-handing. As for below-deck space, she has a spacious cabin for two with a V-berth, and space for a head. Last but not least, many sailors admit that she’s a lot more capable than many of the later model boats in this size range.

>>Also Read: Best Sailboats Under 30 Feet

Macgregor 25

This trailerable cruising sloop is a safe, easy-handling, and robust sailboat for 2 persons; perfectly suitable for coastal cruising. The boat has a spacious cabin and great safety features like foam flotation as well as the ability to self-right. Its innovative design features a retracting keel, pop-up rudder, and an easy mast-stepping system that enhances its cruising performance. Moreover, it has a large foredeck and cockpit and its lifelines and shrouds are equipped with handholds. You can easily find a Macgregor 25 on the used market with just $9,500.

>>Also Read: Best Small Sailboats To Sail Around The World

Cape Dory 28

The Cape Dory 28 is a popular trailerable sailboat known for its great performance both offshore and inland. Even though it has a small size it offers comfortable living spaces below the deck. In addition, she has proven to be more capable than other larger sailboats. It’s designed with a well-balanced deck arrangement along with a full-length keel with an attached rudder, a low freeboard, and a well-proportioned traditional trunk cabin. These sailboats were originally rigged as sloops with self-tending and club-footed jibs. This sail plan is really great for stiff weather conditions. Lastly, it can be easily hauled-out and transported regardless of its 28ft size. Ideal for salt-water cruising and for tighter coastal waters you can find a used model for $12,900.

>>Also Read: How Much Do Sailboats Weigh?

The Newport 27 is an all-time-classic that was first built in 1971 and is still considered a common choice for small sailboats amongst sailors. Although it has a small size it doesn’t lack interior space. The standing headroom is just over 6ft, there’s a V-berth, a head, and a hanging locker forward of the bulkhead. Also, settees measure 6ft in length and extend to either side of the saloon. Some variations include a fixed dinette with raised seating fore and aft, a starboard quarter berth, and an aft-placed head. You can find them on the used market from $10,000 to $18,000, depending on their condition and any possible upgrades. Even though it’s not a really robust offshore cruiser, the Newport 27 is still a capable trailerable sailboat and if upgraded and equipped accordingly it can definitely offer decent coastal cruising to a singlehander or a couple.

>>Also Read: What Are The Best Beginner Sailboats?

Trailerable sailboats are a great choice for beginner sailors as well as for couple and family outings. Keep in mind that the aforementioned boats are not the only options on today’s market. I recommend these boats because they’re easy to handle, small but roomy, easy to trailer, and have an overall robust design. Generally, a trailer sailor will save you costs for purchasing but also for marina fees. Keep in mind that many sailors choose to sail overseas with a trailerable sailboat, so there are suitable models for a long-passage voyage. Lastly, small sailboats can offer different kinds of sailing adventures; weekend cruising, coastal cruising, island hopping, and sometimes an offshore voyage. I hope that you enjoyed reading this article and that it will help you out in order to pick the right trailerable sailboat for your needs.

Peter is the editor of Better Sailing. He has sailed for countless hours and has maintained his own boats and sailboats for years. After years of trial and error, he decided to start this website to share the knowledge.

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7 Trailerable Sailboats That Have Standing Headroom

Trailering your boat is a great way to sail in a lot of different places while keeping your boat budget in control. You can take a smaller boat a long way to launch it somewhere new, and you don't get saddled with a lot of mooring and dockage fees while your boat sits around unused.

That sounds great, but one key word in about trailerable sailboats is small . To move a boat on a street legal trailer without special permits and problems, it has to stay within certain size limits.

You may struggle to find a trailer sailer with head room when you're down below. But there are some out there that an average person doesn't have to sit to work in the galley, and we've put together a list of seven great pocket cruisers you can stand up in (if you're not too tall!).

On this page:

Standing headroom and trailering, westerly pageant, catalina 25, grampian 26, beneteau first 27, macgregor 26m / tattoo 26, corsair 760.

Our list includes some old classics dating back to the 70s, new boats in production today, and even a high performance multihull. The range of trailer sailers to pick from is enormous, but if you want something you can stand up in, here's a good place to start.

• Catalina 25 (poptop)
• MacGregor 26

The terms "trailerable" and "standing headroom" are both a little vague. Many boats can be moved by trailer, but you wouldn't want to move them that way every weekend. Bigger boats require heavier trucks and trailers, and once they get past eight feet of beam, you may need permits, special routing, and commercial equipment. Just because you can get it on a trailer doesn't mean it's "trailerable" in this context.

And standing headroom means something very different to different people. It's not just tall and short people who need different space, but what space in the boat you can stand in. Most people can stand up inside a small boat with the companionway open, but can you cook standing up with your head out in the cockpit? Or stand and stretch on a rainy day?

For our purposes, we're going to use the following definitions:

A trailerable boat is one you can launched, rig, and recover with the crew which sails it, an move on normal roads with no special permits or commercial tow vehicles. Many boats will fit on a trailer, but to be "trailerable" it needs to be reasonable to use for a trip on a long weekend, starting from and ending on a trailer. Most roads in North America have a vehicle width limit of a little over eight feet without special permits. This eliminates any boat with a beam much over eight and a half feet.

Standing headroom for this discussion means a person of average height (5'10" or 178 cm for men) can stand inside the main saloon, out of the elements. It doesn't mean you can stand everywhere down below, but you should be able to stand and move around a bit, get dressed and undressed without doing calisthenics, and hopefully work in the galley if there is one. "Headroom" on a boat is a very fuzzy measurement, and is distorted by marketing hype and wishful thinking. There isn't a standardized measurement for it, so we'll work with our own.

Within these parameters, there are many boats. If you can deal with some inconvenience in your trailering, or you only plan to move your boat by trailer once or twice a season, you can get more boat and still get the headroom you want. But that's not what's on our list.

Built by Westerly Marine in the 1970s, the Pageant is a 23' bilge keeled cruiser with full standing headroom in the saloon. At 4,300 pounds, it's heavy for its size and is known more for comfort than speed. The bilge keels may make getting onto a trailer interesting and require modifications to accommodate its under water layout.

There is a fin keeled version marketed as the Kendal 23/24, with a four-foot draft and two hundred pounds less displacement. They built only a few, so they're difficult to find.

The Catalina 25 is one of the most popular pocket cruisers built, with almost 6,000 hulls built between 1978 and 1994. A variety of keel styles and rigs were built, including a fin keel, swing keel, winged keel, and a tall rig. But the most distinctive feature of these boats is the "pop top" over the companionway, which enabled the entire area in the saloon under the companionway to lift for standing headroom. Some owners built covers and sides, enclosing this area into a true part of the belowdecks space.

The pop top was an option prior to 1987, but became standard after that through the end of the production run. It's important to know the build year for any Catalina 25 you consider, since the features varied considerably. Always check pictures for the pop top!

This trimaran is fast, but still has six feet of headroom. With the amas folded, the boat is narrow enough to trailer and with a 3,000 displacement is light and easy to move. While you won't have the interior beam of an eight-foot wide monohull in the living space, you will have quite a comfortable space with room to stand. But unlike most of the shallow draft, trailerable monohulls on this list, this one can hit fifteen knots under sail.

The Canadian-built Grampian 26 was built from the late sixties through the late seventies, and many of the almost 1,000 boats that were built are still around. It has six feet of headroom inside, an enclosed head, and a galley. It's an ideal weekender for a couple, or even a couple with a small child. Some boats had inboard engines, others had outboards. Additional options were for a keel or a centerboard model; with 4'3" of draft, the keel model is still easy to trailer.

One of the few new and in production boats in this list, the Beneteau First 27 is a fraction of an inch under our 5'10" qualifier (technically 5′9 5/16"), but it's such a roomy and quick boat that it seems appropriate to waive a few millimeters. This lightweight boat has sleeping space for up to six, and has a galley, fridge, and a proper marine head.

Don't confuse this boat with the earlier First 27 from 1978 or the First 27 SE (for "Seascape"), sold as the First 27 from 2018 to 2020 after Beneteau acquired Seascape. Those were quite different boats, though they had their own merits and strengths. They didn't have quite the headroom or interior volume as the newest model, and the earlier boat had too much beam for easy trailering.

Finds specs here

The MacGregor 26 series of boats is the most popular trailer sailor ever built. The first "Mac 26" was built in 1986, and went through several design upgrades and enhancements, including the 25D (dagger board), 26S (centerboard), 26X (dual rudder, motor sailing) culminating in the 26M (motorsailor with a rotating spar) built from 2002 though 2013. Earlier models have less headroom, but all are water ballasted, lightweight trailerable boats. The later 26X and 26M models can be equipped with rather large outboards (for sailboats) which could hit almost 20 knots under power.

Though the rigs on these boats are undersized and they're lightly built, they're spacious near shore and inland cruisers you can easily rig and de-rig for a weekend of sailing.

The founder of MacGregor Boats, Roger MacGregor, retired in 2013, and his daughter Laura founded Tattoo Yachts and bought the tooling for the 26M. Tattoo continues to build the Tattoo 26, which is a Macgregor 26M with a few modernizations and enhancements.

Corsair Trimarans offers several trailerable tris which meet the headroom test. The Corsair 760 is the smallest current production model, and like the Catalina 25, this 24' trimaran uses a clever pop-top over the companionway to get more headroom. It's sleeps two in the default configuration, though a foldable table can convert to sleep four.

Corsair designs their trimarans for easy setup and breakdown of the amas, and can be setup and launched in under an hour. The very shallow draft allows for anchoring in areas many boats can not, and even beaching.

The larger Corsair 970 is also trailerable with standing headroom, as is the older F-31.

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What Is a Pocket Cruiser Sailboat? – Best Small Boats Under 30 feet 2022

If you want to go on a daysail this week, a week-long vacation over the holidays, and then sail to the Caribbean next year, a pocket cruiser might be the boat for you. Pocket cruisers provide big-boat features with all of the comforts of home but in a small package. Go the distance in a small, easy-to-handle, budget-friendly yacht.

Table of Contents

What is a pocket cruiser sailboat, what makes a great pocket cruiser, budget-friendly pocket cruiser sailboats.

• Functionality 
• Pacific Seacraft Flicka 20 

Falmouth Cutter 22

• Pacific Seacraft Dana 24 

Cape Dory 25D

Contessa 26.

• Morris Frances 26 

Albin Vega 27

Sail away in a pocket cruiser.

Different articles and authorities list different requirements for pocket cruisers. In any case, a pocket cruiser is small, capable, and suitable for the cruising couple who puts a focus on simplicity. A pocket cruiser is a tiny cruising sailboat that can take you out for the weekend or a season. 

In many ways, the pocket cruiser is to sailboats what the tiny house is to home-ownership. It has all the same parts as a regular-sized house, but everything is smaller and requires a different mindset to enjoy.

For this article, I’m choosing to define a pocket cruiser as a boat with these features.

• Under 30 feet
• Seaworthy, ocean-going vessel
• Sleeping accommodations
• Enclosed Head / Toliet facilities

A pocket cruiser should look salty and ready to take on the world’s oceans. The best pocket cruiser sailboats look like they would be home in a postcard sent from the Caribbean, South Pacific, or wherever the boat took her crew. Often these salty sailboats were inspired by hardworking historical vessels and modernized. 

Pocket cruisers often feature opening bronze windows, opening hatches, and teak trim. Lyle Hess designs like the Falmouth Cutter and Nor’Sea 27 have beautiful nautical details. However, some pocket cruisers are more stripped down and focused on speed and easy maintenance. 

Pocket cruisers should have all the necessities for cruising life. These necessities include comfortable sleeping accommodations for at least two people, a functional galley, and a head.

Pocket cruisers should be at home daysailing or blue water sailing.

Is a Pocket Crusier Right for You?

If you are just getting started in cruising, a pocket cruiser can give you a taste of the good life. These smaller boats are affordable, functional, and just plain fun to sail.

The best small cruising sailboat designs are budget-friendly and can fit in a less expensive slip. The purchase price on an older 25-foot boat is likely much less than a comparably maintained but much bigger boat. Everything about a smaller boat is less expensive. For example, replacing an engine or rigging will be more affordable. In addition, the smaller size and fewer complexities make it more likely you can handle maintenance and projects yourself. 

Maintenance on a boat becomes exponentially more challenging and expensive the longer the boat gets. If your pocket cruiser needs to have its portlights re-bedded, you might be able to tackle that project right away and complete it in the weekend. If a cruising boat twice the size needed the same attention, the project might stretch out for weeks. 

Many marinas have a waitlist for slips that can accommodate full-size cruising boats with deeper draft requirements. But those same marinas often have a few slips for smaller boats with shallow drafts. These “less appealing” slips are often available without a waitlist and at attractive prices. 

Instead of saving for years to afford a larger cruising boat , you might be able to afford a smaller cruising boat sooner and start having fun right away.

Functionality

Pocket cruisers are small and delightful, and you’ll want to take your boat out for daysails, weekends away, or long-term cruises. Bigger boats are harder to maneuver in small marina fairways. Bigger cruising boats often don’t leave the slip for a daysail because it seems like too much trouble. However, if you have a small boat, you’re more likely to take her out for the day. This functionality and usability mean you’ll use and enjoy your boat more.

Pocket cruisers are easy to provision and take out for longer jaunts too. Because pocket cruisers have all the comforts of home, there’s no reason you can’t take your micro cruiser long distances. A pocket cruiser is like a Swiss Army Knife or a Tardis. like the perfect sailing knife . It can do anything and take you anywhere.

Best Small Boats Under 30 feet

The biggest requirement for a pocket cruiser is its small size. While cruising boats are getting bigger and bigger, these pocket cruisers retain their charm and functionality. Boats under 30 feet might not suit those who travel with an entourage or need a walk-in closet. However, they are just the ticket for those seeking a simple life on the open water.

Pacific Seacraft Flicka 20

At 20 feet, the Pacific Seacraft Flicka is the smallest bluewater sailboat on our list. This boat is built solidly and has crossed the world’s oceans. The first Flicka’s were home-built from plans, and Pacific Seacraft built the later models. Pacific Seacraft built their Flickas with fiberglass. The mast can be easily removed for trailering. 

The Flicka is 24 feet long overall, has an 18-foot-long waterline, and a three-foot, three-inch draft. Most Flicka’s have a nine-horsepower Yanmar diesel inboard. 

The Flicka features a v-berth forward, a settee opposite the functional galley, and a head. 

As a small, heavy displacement boat, the Flicka isn’t a racer. She usually cruises between four and five knots but can go six knots in the right conditions. Some sailors report the boat pitches and can have a lot of onboard motion in challenging conditions. 

The Flicka is an attractive boat that fits all the attributes cruisers look for in a pocket sailboat. 

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The Falmouth Cutter 22 is so small it could be considered in the micro cruiser sailboats category. This yacht is built to go anywhere, and you’ll want to go everywhere in it. It looks like a traditional sailboat and would be perfectly at home in a period-piece movie. 

While the Falmouth Cutter has traditional looks, the boat’s hull is fiberglass. This construction lends modern strength and durability to the boat’s classic looks. The Falmouth Cutter was designed by Lyle Hess, famous for designing small bluewater boats. Lyle Hess designed the 22-foot boat Seraffyn for Lin and Larry Pardy. These legendary sailors and authors Lin and Larry Pardy sailed around the world in the 1970s. Lin and Larry’s book  Cruising in Seraffyn made Lyle Hess’ pocket sailboat designs immensely popular. 

• Used Book in Good Condition

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The Falmouth Cutter was inspired by traditional working sailboats operating in the challenging waters around Falmouth, Cornwall in England. These cutters had to be small, fast, and carry large loads as they worked the challenging shores.

The forward cabin features a double berth, a hanging locker, and a head. The galley is aft with a two-burner stove, sink, and icebox. The aft area also houses a chart table. The saloon has two settees. Some owners install an outboard engine to free up interior space used by the standard inboard engine. 

The Falmouth Cutter was first built in 1980. It’s 22 feet long on deck with a 20.5-foot waterline. The length overall is 30.5 feet when you include the impressive bowsprit. It has a three-and-a-half-foot draft. Most come with a seven-horsepower Yanmar diesel inboard. 

The Falmouth Cutter offers a comfortable ride. They are beloved by their owners, and few are on the market at any one time. Used Falmouth Cutters are pricey when compared to other 22-foot sailboats. However, if you want to be the most popular small seaworthy boat in the anchorage, these pocket cruisers are worth the price. 

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Pacific Seacraft Dana 24

The Pacific Seacraft Dana 24 was designed by Bill Crealock. The boat debuted in 1984, and over 200 Dana’s have been built since then. The Dana is 27’3″ long overall, 24′ 2″ on deck, and has a waterline length of 21′ 5″. This sturdy boat has an eight-foot, seven-inch beam and over six feet of standing headroom in the cabin. 

The Dana has a v-berth forward, an inviting salon, an efficient galley, and a private head. The floor plan is open, and the interior feels spacious. The interior features rich teak panels for a cozy feel. 

Bill Crealock designed boats that were “ designed to deliver crews to their destinations in comfort, good shape, and refreshed .” While Crealock designed dozens of the world’s best cruising sailboats, the Dana is one of his best pocket cruiser sailboat designs. 

The Dana is cutter rigged and can sail at speeds up to six-and-a-half knots in the right conditions. The Dana 24 is a beautiful example of a pocket cruiser built to go bluewater sailing in comfort and style. 

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The Cape Dory 25 is a daysailer and weekender boat designed by George Stadel. The Cape Dory 25D is one of the best pocket cruiser sailboats designed by Carl Alberg. 

The Cape Dory 25D features a large head in the forward area instead of a v-berth. The salon is comfortable and spacious and features a 5’11” headroom. Each salon settee can be used as a berth, or the cushions can be arranged to make a large double berth. A quarter berth rounds out the sleeping accommodations. The galley is small but functional. 

The Cape Dory 25D has excellent ventilation with opening brass ports and overhead hatches. 

The Cape Dory 25D is 25 feet long, and has an eight-foot beam, a 19-foot waterline length, and a three-and-a-half-foot draft. It has an inboard Yanmar seven-and-a-half horsepower engine. 

The Cape Dory 25D is popular with Carl Alberg fans looking for small cruising sailboats. 

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The Contessa 26 is another small boat that’s famous for its offshore capability. Tania Aebi circumnavigated in a Contessa 26 and described her experiences in her book, Maiden Voyage.

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The Contessa 26 was designed by Jeremy Rodgers and David Salder in the 1960s. Around 650 Contessa 26 sailboats are cruising today. In 1984, the boat became known as the J.J. Taylor 26, but most people stick with the Contessa 26 moniker regardless of the production date.

The Contessa 26 is 25.5 feet long with a 21-foot waterline. It has a seven-foot, six-inch beam and a four-foot draft. The Contessa 26 has a six-and-a-half or seven horsepower inboard engine. The Contessa 26 was hand-built using fiberglass and known to be strong and sturdy. 

The Contessa 26 has three interior layout options. Each layout features v-berth sleeping accommodations, a head, galley, chart table, and salon seating. The interior is small but safe. The cockpit is suited for offshore work. 

The Contessa is easy to single-hand and is popular with cruisers looking for a bluewater sailboat in a small package. 

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Morris Frances 26

The Morris Frances 26 is a beautiful pocket cruiser, perfect for taking the family on a day sail or cruising long-term. Like all Morris yachts, the Frances was designed by legendary designer Chuck Paine. 

Chuck Paine wanted to design a boat “ capable of yearly cruises to and among the Caribbean islands, small enough to fit my limited budget, but large enough to survive a gale at sea. ” This description perfectly describes the best qualities of pocket cruisers. 

The Morris Frances 26 is 26 feet overall, with a 21.25-foot waterline length. She has an eight-foot, four-inch beam and a three-foot, 10-inch draft. The Frances 26 was built in America by Morris Yachts. The Frances 26 was built by Victoria Marine in England, later called Victoria Yachts. The Frances 26 had a flush deck, while later Victoria 26 versions had a larger coachroof and greater interior space. 

The Frances 26 has accommodations for four. It is usually Bermuda rigged as a cutter or sloop.

The Nor’Sea 27 is another Lyle Hess-designed boat. This rugged cruiser has completed at least four circumnavigations and hundreds of ocean crossings. About 450 Nor’Sea 27 sailboats have been built. The Nor’Sea is a trailerable sailboat, making it possible to move the boat to new cruising areas without sailing the whole way.

The Nor’Sea 27 was originally built in 1977 by Heritage Marine. The company was sold and renamed Nor’Sea. The 27 ft long boat has an eight-foot beam and a three-foot, ten-inch draft. The length overall increases to 31 feet when you include the bowsprit.

The Nor’Sea is available in two layouts. Buyers can choose between the popular center cockpit boat with an aft cabin or an aft cockpit with a convertible dinette. In the popular aft cabin model, there’s a forward dinette, a small galley, a private head, and an aft cabin with two berths. 

The Nor’Sea 27 is hand-laid and molded-in lapstrakes giving this small yacht a traditional look. If you can’t get enough of Lyle Hess-designed small cruising boats, check out the Bristol Channel Cutter 28. 

The Albin Vega 27 is a well-known ocean voyager. Over 3,000 Vegas were built, and several have circumnavigated. John Neal sailed his Vega from Seattle to the South Pacific and wrote about the voyage in Log of Mahina .

The Albin Vega 27 is 27 feet long, with a 23-foot waterline, eight-foot beam, and three-foot, ten-inch draft. Vegas is equipped with 10 or 13-horsepower diesel inboard engines. 

The Albin Vega 27 features a v-berth, head, and salon with two single bunks. The galley is located over the companionway steps. The interior is small but seaworthy and will suit a couple or a small family. 

The Albin Vega 27 is an affordable cruising boat that can cross oceans while keeping its crew safe and comfortable.

Albin Vega 27 Boat Sails into the Record Books

Jarle Andhoy sailed a Vega to the Arctic and shared his voyage on Norweigan TV. Matt Rutherford circumnavigated the Americas in a Vega and created a documentary film, Red Dot on the Ocean , about his solo voyage.  

During his cruise, Rutherford earned several Guinness World Records.

Pocket cruisers are so appealing — you’ll want to sail away in one. The good news is, that these boats were built to do just that. 

In the words of several famous sailors– go simple and go now .

Matt has been boating around Florida for over 25 years in everything from small powerboats to large cruising catamarans. He currently lives aboard a 38-foot Cabo Rico sailboat with his wife Lucy and adventure dog Chelsea. Together, they cruise between winters in The Bahamas and summers in the Chesapeake Bay.

Great review of pocket cruisers, Matt! It’d be cool if factories produced a few of these today. Cheers.

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4 Types of Pocket Cruisers

The upcoming release of Steve Wystrachs outstanding documentary film Manry at Sea: In the Wake of a Dream about Robert Manry, the former copy editor who sailed across the Atlantic in a 13-foot sailboat, got me thinking again about the virtues of small cruising boats. In my view, there are at least four main types of pocket cruisers. Manrys modified lake boat fits somewhere in between the first two.

Types of Pocket Cruisers

Estuarine Elves -These are the maritime equivalent of the pop-top camper. The poster children are the popular West Wight Potters. The Victoria 18, the Sanibel 18, the ComPac Eclipse and other small catboats with any kind of cabin fall into this category.

These are boats that can creep up the lakes, creeks, and rivers of North America and still manage bay chop. They have enough cockpit space for family daysailing, but also offer a place to sleep, eat and be cozy when its wet and cold.

Trailer Sailers – These are small cruiser/racers like the Rhodes 22, San Juan 21, Catalina 22, Hunter 23, Tanzer 22, that can be Friday-night raced around the cans with other vintage boats, but also cruised.

Like the Estuarine Elves, these are easy to trailer fairly quick to rig and launch, but with longer waterlines, more sail and more efficient hull shapes, they generally perform better. There are too many boats in this category to list.

Auxiliary Pocket Cruisers – These boats can be trailered, but they require vehicles with big towing capacity and take much longer to rig. They usually have more ballast, built-in tanks, and can be equipped with inboard auxiliary engines-something you rarely find in the two smaller categories. Trailerability, in this case, means hauling the boat down to the Keys or Mexico for the winter, not down to the local ramp on a Sunday.

These can be fixed-keel boats like the Contessa 26, the Pearson Ariel, and Cape Dory 25D (both Carl Alberg designs); or swing keels like the Paceship 26 (also available with fixed keel), Yankee Dolphin 24, the Nimble 24, and the Lyle Hess-designed Balboa 26. Although some boats in this category have circumnavigated, going offshore in these boats requires a special breed of sailor.

Bahama-Mamacitas – Multihulls like the Corsair F-24, the Wharram Tiki 21, and the semi-custom trimarans like PS contributing editor Skip Allens new custom Wildflower probably could be shoehorned into the above group, but that would surely incite the wrath of the multihull crowd, so Ill give them their own group here.

Microships – Generally these are fixed-keel boats with hefty ballast- displacement ratios that make them capable of cruising offshore. They are trailerable, but with displacement pushing 10,000 pounds, they require a powerful tow vehicle. Some, like the Bill Crealocks Dana 24, have circumnavigated. Bruce Binghams Pacific Seacraft Flicka 20, or Hesss Falmouth Cutter 22 are other examples of small boats that pop up in far flung ports.

If you have a favorite pocket cruiser, drop me a line at [email protected] .

For more preview of the film, check out the trailer on Vimeo . For more information on the film and related projects visit www.robertmanryproject.com , andclick the subscribe button for information on ordering DVDs and Blu-Ray.

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2022 Boat of the Year: Best Pocket Cruiser/Daysailer

• By Cruising World Editors
• December 15, 2021

During and in the four days immediately following the US Sailboat show in Annapolis, Maryland, the  Cruising World  judges inspected and sailed on 27 boats vying for recognition. Learn more about the boats in our  2022 Boat of the Year  »

From the very beginning, nearly 50 years ago, Cruising World has kept an open mind as to exactly what constitutes cruising. For some, it might mean circling the globe under sail alone. For others, lowering the mast and motoring through America’s rivers, lakes and canals to complete a Great Loop fits the bill. Some seek long bluewater passages, others are content to gunkhole along a lakeshore in a shallow-draft vessel, sleeping under the stars on a cockpit bench or tucked under a boom tent should it rain.

And likewise, since the inception of our Boat of the Year contest a quarter century ago, we’ve asked our independent team of judges to evaluate a wide range of boats and measure them against their stated design brief. It’s not every year that our experts have the opportunity to inspect a category of nifty, smooth-sailing vessels under 30 feet, but for 2022, there was a trio of modestly sized smart, cool boats to put through their paces. The only problem? Each model was designed and built with a vastly different purpose (and sailor) in mind. 

The Tartan 245 was originally conceived as a training boat for sailing schools. J/Boat’s J/9 is an unabashed daysailer, meant to provide exciting spins around the harbor, even under mainsail alone. And, the Beneteau First 27 is fine-tuned to deliver performance, and definitely lives at the racier end of the spectrum. 

The judge’s task? Decide which nominee came closest to fulfilling its stated purpose.

Let’s begin with the J/9 . It’s simple. It’s fun. It’s a totally enjoyable, stress-free sailing experience that can be easily handled by any sailor looking to enjoy a breezy afternoon. And that’s just what the crew at J/Boats was striving for with their new 28-foot daysailer. 

In promotional materials, the company asks, “Is this the most comfortable cockpit ever?” And the answer, after sailing the boat on a blue-sky Annapolis day, would have to be yes. There is plenty of room for a couple of couples to sit comfortably. But the tiller and its extension also allow a singlehander to sit forward and easily reach the jib sheets, led to winches on the low-profile cabin top. Aft, there is even a small swim platform and ladder for when the time comes to douse sails and enjoy a dip on a hot afternoon.

Described from the get-go as a “daysailor,” a small cabin has room for an open V-berth, a couple of settees, a head, and space for a small portable cookstove and cooler. 

Underway in 10 knots or so of breeze, the boat was quite well mannered, even with the jib furled. Judge Tim Murphy notes, “The design writ started off with it being a mainsail-only boat, and then it ended up having a headsail too. But it’s really mainsail-driven. And the big drawing point is the huge cockpit. We sailed the boat under main alone, and sure enough, you could go out for an afternoon with just the main and have a time for yourself. The cockpit is perfect. It really is the strongest part of the boat.”

With the Tartan 245 , longtime Tartan naval architect Tim Jackett, who’s now practically synonymous with the brand, was originally asked to design an easily handled, simply laid-out 24-footer that would be ideal for sailing lessons. 

What he came up with is a delightful little boat that does all that and more. Longtime aficionados of the Carl Alberg-designed Ensign will recognize several features from that classic daysailer (the sailor who commissioned the 245 had a soft spot for Ensigns). The long and spacious cockpit, the tiller steering and the handy cuddy cabin are all perfect. What separates the designs is the Tartan’s lifting keel, which makes it versatile and trailerable. 

If the J/9’s focus is on simple sailing, the Tartan’s aim is to give students the ability to tweak sails and rig to their hearts’ content in order to learn big-boat handling and racing skills. Numerous control lines are led into the cockpit from the base of the mast, and aft, there is a beefy backstay adjuster.

The boat that the judges sailed in Annapolis was a demo boat for a local sailing school, and was stripped out inside, except for a cushion for the V-berth. But the owner’s plans included towing the boat back to his home in Florida, where he’s contemplating loading aboard a port-a-potty, cooler and stove, and possibly sailing it across to the Bahamas. Outfitted as such, it would be a sporty little vessel for exploring shallow-water venues between the cays.

With two boats that so closely hit the bullseyes described in their design briefs, there was one boat left to assess, and in the end, the Beneteau First 27 turned in a performance that insured it would sail away with the pocket-cruiser hardware.

Built in Slovenia and, before undergoing a branding and systems revamping by Beneteau, this sharp, tidy “sport cruiser” was known as the Seascape 27. By any name, it delivers thrilling performance in a compact, well-reasoned package. 

While the Seascape 27 was originally conceived as a major player in the ever-expanding world of doublehanded offshore racing— CW ’s sister publication, Sailing World , tested and rewarded that boat—the cruisier version was reintroduced this year with several tweaks and the new moniker: First 27. And as a racer/cruiser, it boasts all the amenities necessary for weekend and coastal voyaging: a serviceable head, galley and berths, and a Yanmar diesel. In other words, a couple could easily liveaboard, rather than camp, for short periods of time, but they could also expect to be serious podium contenders should those outings involve a regatta.

In the end, it was the little things that swayed the judges. “The fit-and-finish for the price point is at a different level,” judge Gerry Douglas said. “The equipment level was higher.”

• More: beneteau , Boat of the Year , Boat of the Year 2022 , J/Boats , Sailboats , tartan yachts
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Camping on a keel - trailer sailers for cruisers.

Great compendium Kevin. Also a sensible choice for those who've done the conventional cruising and are looking at phase 2 options. All the best.

While I'm not sure how old this post is, Ill add another boat to consider using your criteria above. We have a S2 7.9 Gran Slam which we cruise locally in Milwaukee and also take a few weeks out of the summer and trailer to better cruising grounds. We pull it with a Chevy Suburban and are quite please with having a performance boat that is straight forward to launch and rig. The beam is actually over legal limit at 9', but these boats have been trailered extensively to one design regattas over many years and I have never heard of anyone being stopped by the hi way revenuers.

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Best trailerable pocket cruiser

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I am searching for a pocket cruiser that is trailerable. I live near the Great Salt Lake and will put the boat in the marina to sail year round. I will be looking to take vacations to the Channel Islands, Puget Sound, and the like for a week or more at a time. I have a V-8 Ford Explorer with a 6000 lb towing capacity. Budget is around $5000. Here is a list of boats available locally I am considering Balboa 26 Coronado 25 Catalina 25 (fin keel) Ranger 23 (tall rig) Clipper 26 All of them are available locally and have trailers. Some like the Coronado and Clipper need some work (rigging) but are going real cheap. I am not afraid of a project boat but would like to have it in the water by the end of summer. I realize that the heavier boats may push the limit of our vehicle if this is the case I will trade the Explorer for a 3/4 ton truck over the winter. Please rate these boats or suggest others for consideration. Thanks Jordan  

The Ranger 23 is the best sailing boat of the bunch but its a fixed keel and so not so easily launched. (Needs a hoist) But they are my favorite boat of this size and era. The Clipper is pure junk (I worked at a place that sold them new commissioning them) The Balboa and Coronados were so-so sailers. The Catalina offers the best balance of accomodations and sailing ability but its not easy to launch and get underway quickly. None of these would fall into my idea of a pocket cruiser. Jeff  

The Best Trailerable Pocket Cruiser Welcome On Board General Boats, The Rhodes 22 Sailboat.  

bubb2 said: The Best Trailerable Pocket Cruiser Welcome On Board General Boats, The Rhodes 22 Sailboat. Click to expand...

Yep I like the Ranger also. Thanks Jeff, The Ranger 23 is on my short list of favorites also as for sail-ability, performance and seaworthyness. The only miss for me on this boat is I wish the V-birth had some more head (sit up) room though. The only one locally is in need of more work than I would want to invest in a boat like this though. If i could find one with a better suit of sales, better rigging and a better trailer I would be all over it. I have been looking all over the country and can't find one equipped like I'd like now that is why I am considering others locally, also I can not find one boat on the market that has sold locally. So I have my choice on some great deals, its hard to be patient when people are give away boats here. Even at 4' draft you figure I would need a hoist to launch all these boats? What does it cost to hoist a boat in and out of the water? I would not be taking the boat for just the weekend but having to find a hoist would limit my options for locations for week long cruise locations. Jordan  

Good Bang for the Buck It is not on your short list but perhaps worth a look. Macgregor makes a decent recreational trailerable pocket cruiser sailboat that can easily be towed behind your vehicle saving you a vehicle upgrade. It can be towed with any vehicle that has a class 3 or higher rating. You will be hard pressed to get one as cheap as the price range you are quoting but what you save on vehicle upgrade can be put towards a higher price point. I have been sailing/towing mine for 7 seasons and quite enjoy it. It has more room below than any other 26' sailboat I have been on. I have sailed it all up and down the Georgia Straight and all through the Pacific Northwest. It is idealy suited to this venue. They are inexpensive to maintain and a used one will likely have every mod and upgrade already done to it. They are versatile, easy to operate and easily singlehanded. I have invested considerably into mine to enhance my own enjoyment and have much more planned for it. This year I'll make another cruise through the San Juans & Gulf Islands and look forward to many more years of sailing it. It may not be everyones choice but definitely worth a look though.  

I wouldn't have called any of the boats on your list "trailerable". You might be able to put them on a trailer, but I don't see how you could launch any of them from a boat ramp (at least not any ramp I have seen). Not a bad list if you are ok with needing a crane to launch. I would also add to the list the Pearson 26. Cheap, available, nice sailer and standing headroom. btw, I would search out a pop-top version of the catalina 25. Its nice to have standing headroom on a vacation, although given the other boats on your list, it doesn't seem to be a must-have for you. If you really want to be able to launch from a ramp easily, you will have to limit yourself to boats with centerboards, swing keels, stub keels and/or water ballast. The Catalina 25 does come in a swing-keel model, making it much easier to launch (although a worse sailer) than its fin keel cousin. If you consider going this route, I would also put the Oday 25 on the list. Stub keel with centerboard for easier launching, similar build quality to Catalina.  

It wight be worth looking at some of the English bilge keel boats. They have a shallow draw and can be very roomy for thier size. Here are some pictures of a Westerly Pageant: Westerly Pageant  

I was able to see the Catalina 27 only yesterday, here are the results It was a 72 Cat 27 The good -The decks felt very solid. I walked all over with my 210lbs and no flexing. -Sails are in awesome shape, better than any boat i have looked at. 155, 110, Spinnaker and Mainsl' -Keel looks solid but it has been painted over the keel bolts look good but I will post photos when I can for your suggestions -Trailer is custom and brand newly altered to fit a C27. -Mast painted in good shape -Standing Rigging brand new never installed. -Some new running rigging components around to install. -No through hulls on the boat. -Rigged for Spinnaker and two jib halyards. The Bad: -Lifelines are all rusted out and will be replaced at some time -Rear pulpit is bent in a spot. Most stantions are loose. -No backing on deck mounted hardware. -Deck hardware looks tired one winch would not spin. -Electrical needs total redoing. -Two water tanks onboard but no other plumbing including sink or head If we choose to buy this our plan would be to reinstall and rebed all the hardware on the deck and a ,motor put the boat in a slip and start sailing. We will then start working on the electrical system and lifelines later. Running Rigging will also be future project. I am trying to get an estimate on what it takes to accomplish the immediate needs for the boat. I could sit there with the West Marine catalog and try to figure it out but having built my own house I know how accurate estimating can be. Can anyone who has done the following task recently tell me the costs and time involved with DIYing Re-beding all deck hardware New electrical system New Halyards Thanks Jordan  

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