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7 Best Trailerable Sailboats for Cruising

Many sailors balk at the idea of leaving their boat in the water at a marina. Slip fees are expensive, and maintenance bills get bigger the longer you leave a boat in the water. However, if you want a boat under 30 feet long, there are trailerable sailboats that will fit the bill.

Like any boat purchase, you’ll need to analyze precisely what kind of trailer sailer you want. Will a simple weekend sailboat suffice, or do you really need the best trailerable cruising sailboat you can find? 

Here’s a look at some of the pros and cons of the best trailerable sailboat. Plus, we’ll look at how to compare them for your purposes.

Table of Contents

Best trailerable sailboats, easy to launch trailerable sailboats, quick setup time, towing weight, catalina 22/25 “pop-top”, com-pac horizon cat for classic coastal cruising, marshall sanderling — small, portable, classy, west wight potter 19 — the tiny go-anywhere sailboat, seaward 26rk with retractable lead keel, corsair f-24 trimaran – sporty sailing, macgregor 26m — maximum speed meets maximum living space, long-range cruising boats, 7 best trailerable boats – a recap, what’s the best trailerable sailboat for a cruise, trailerable sailboats faqs.

• Catalina 22/25
• Com-Pac Horizon Cat
• Marshall Sanderling
• West Wight Potter 19
• Seaward 26RK
• Corsair F-24 Trimaran
• MacGregor 26M

We’ll get into more detail about each brand in my post today, so hang tight!

What Is a Trailerable Sailboat, Exactly?

For this article, the priorities for a trailerable sailboat are:

• Easy to launch
• Require minimum setup to launch and store
• Lightweight enough to be towed by the average vehicle

Before you can really classify a sailboat as trailerable, you need to evaluate and narrow your search criteria. Truthfully, 50-plus-foot ocean-going sailboats are regularly put on trailers. But that’s done commercially, on a big rig, with special permits for oversized loads, and even led cars.  

That probably isn’t what most people mean when they think of a trailerable sailboat. But what is the priority here, the trailerable part or the sailboat part? Compromises are going to have to be made somewhere. 

If you’re looking at the 20-foot-and-under sailboat crowd, finding a trailerable example should not be hard. Most sailboats this size are designed for trailers anyway since they aren’t the sort of boats people want to pay to leave in a slip year-round.

Things get more interesting when you look at the 20 to 30-foot boats. In this class, there are stout ocean-going cruisers with deep keels and lightweight centerboard trailer sailboats designed from the get-go to be trailered by the average car or SUV. The differences between these boats are night and day.

Sailboats often have a hard time at boat ramps. First, deep keels mean that the trailer must extend farther into the water than the average boat ramp allows. This means the ramp needs to go back far enough, and the trailer tongue needs to be long enough not to swamp the car. 

If you have a boat like this, you’ll need to find the right boat ramps. Unfortunately, not all ramps are created equally. If your boat draws more than two or three feet on the trailer, you’re going to be limited to steep, paved, and high-quality boat ramps. Unfortunately, those aren’t standard features, so your cruising grounds are going to be limited.

Usually, ramps aren’t built steeply because they are often slippery. Your tow vehicle will need excellent traction and torque to pull your fully loaded boat out of a steep ramp. The steeper the ramp, the more trouble you’ll have. 

The alternative to finding steep ramps is to use a trailer tongue extender. This lets you get the trailer into deeper water without swamping the tow vehicle. But it also means that the ramp needs to extend deep enough. Many ramps end abruptly. Allowing your trailer to sink off the edge is an excellent way to get stuck or pop a tire.

Pick a boat as easy to launch and retrieve as a similarly sized powerboat to remove all of these boat ramp problems. The soft chines of most sailboats will always require a little more water, but a swing keel and the hinged rudder raised mean that the boat can sit low on the trailer bunks. That way, you only need one or two feet of water to launch, an easy feat at nearly every boat ramp you can find.

The next consideration for a sailboat to be portable enough to call it “trailerable” is the amount of time it takes to step the mast and get it ready to cruise. 

To accomplish this, you need a mast that can be stepped by a two-person team–maximum. Ideally, it will have some tabernacle hardware to enable one person to do the task for solo sailing.

There is an entire family of pocket cruisers that could ideally fit on trailers. But you won’t find the Fickas or the Falmouth cutters on my list, simply because they aren’t easy to launch or easy to rig. But, of course, they’re also too heavy for most vehicles to tow, which leads us to the final point of excluding them this trailable pocket cruiser’s list.

One of the most significant financial burdens the trailer sailer faces is their tow vehicle. You are all set if you already drive a two-ton dually diesel pickup truck. But if your daily driver is an SUV or light pickup, you need to think long and hard about the math of the towing equation. 

Whatever boat you buy cannot exceed the towing rating limits of your tow vehicle. If you don’t have a tow vehicle, you’ll need to buy one. This will double or triple the cost of getting a trailer sailer in most cases. For the same money, you may want to look at a boat that stays in the water at a traditional boat slip. For the cost of a trailer sailer and a tow vehicle, you can probably step into a nice boat that is larger and more comfortable than any towable.

If you have a tow vehicle, you need a light enough vessel for it to tow. Most modern SUVs tow less than 2,500 pounds. Anything more than 5,000 will require a full-size pickup. Remember that the tow weight isn’t just the boat’s displacement—it’s the empty hull weight, plus the weight of the trailer and any extra gear you need to pack into the boat. 

Finding a vessel that fits these limitations on weight isn’t easy. If the manufacturer’s goal is to make it towable, immediate limits are placed on the materials they can use. This means less seaworthiness since boats are built light and thin. As far as stability goes, lead keels are generally out, and water ballast systems or centerboards might be used instead. It doesn’t mean these boats aren’t safe and fun, but they aren’t designed for rough conditions, crossing oceans, or living on in the water full-time .

7 Best Trailerable Cruising Sailboats

There are more trailerable sailboats out there than you might imagine. Here’s a look at seven popular options of all shapes and sizes to give you a taste of what you might want to take to sea.

The boats here are selected for their storage and living space. With these boats and a little outfitting, you can spend weeks gunk-holing in the Chesapeake Bay or island hopping the Bahamas. If you broaden your scope to include daysailers with no cabin space, there are countless more options.

One of the worst parts of a small trailerable sailboat or pocket cruiser is the lack of stand-up headroom. One clever solution that you’ll find on some weekend sailboat types is the pop-top. 

The pop-top is simply an area around the companionway hatch that extends upward on struts. So when you’re at the dock or anchor, you get standing headroom down below—at least right inside the pop-top.

You can build a canvas enclosure for your pop-top to use it in all weather. A pop-top makes your boat feel much larger than it is and allows you to move freely to cook or get changed down below or even do a nice boat bed area. 

Later models of the Catalina Sport 22 and Capri 22s lacked this cool pop-top feature, so if you want it, you’ll need to seek out an older model on the used market.

Com-Pac has been building small sailboats since the early 1970s. They currently sell two lines, each with various-sized boats. All are well built, and a majority of their boats are trailerable. 

Most interesting at the Com-Pac traditional catboats . The rigging is more straightforward than modern sloops, with only one large mainsail. Com-Pac boats come with a unique quick-rig system to make getting on the water fast and simple.

The Horizon Cat Coastal Cruising has a displacement of 2,500 pounds with a 2’2″ draft when the board is up. She has a separate head forward and space to lounge either topside or down below. The smaller Sun Cat has slightly few amenities but shaves off a few feet and pounds, making it easier to tow and it is one of these amazing small sailboats. Com-Pacs features stub keels, so their centerboard and hinged rudder do not take up space in the cabin.

On the sloop rig side, the Com-Pac 23 comes in a 3,000-pound traditional sailboat or a very interesting pilothouse. Both are incredibly livable for their size , with shallow two-foot-long fixed keels and high-quality construction.

Another option if you like catboats is the Marshall Sanderling. This salty 18-footer oozes traditional charm , all while being easy to sail and easier to tow. And while she has wooden boat lines, she has a modern laminated fiberglass hull.

The Sanderling has a 2,200-pound displacement, so tow weights will be around 3,000 pounds. At only 18-feet, she’s on the small side for cruising. The cuddy cabin has no galley, and the portable toilet is not enclosed. But that small size means a simple boat that’s easy to maintain and take anywhere. 

An electric motor package is an exciting option on this weekend sailboat!

View this post on Instagram A post shared by @marshallmarinecat

You can’t mention tiny trailer sailers without touching on the famous West Wight Potter . These 15 and 19-foot pocket cruisers have earned a worldwide reputation as the ultimate go-anywhere coastal cruiser.

The West Wight Potter 19 offers the most living space for staying aboard and cruising. So even though its dimensions are diminutive, this little boat packs a lot in. There’s a single burner hotplate and sink and a porta-potty tucked under a cushion. Yes, it’s tight—but the company claims the little boat can sleep five people. Any more than two will feel pretty crowded, however.

The boat comes standard with a mast-raising system that a single person can manage alone. It has a daggerboard for a shallow draft of a half-foot when the board is up. The total towing weight is around 1,500 pounds, which means nearly any car can tow a West Wight Potter.

This little-known trailer sailer is produced at the same Florida factory that makes Island Packet Yachts. That should give you a little bit of an idea of what sort of boat it is—trailerable, yes, but also high-quality, beautiful, and built for cruising. In other words, it’s one of the nicest all round pocket cruisers and it feels like a much larger boat.

The Seaward is easily the saltiest boat on this list . It’s beefy and seaworthy. Instead of a lightweight centerboard, Seaward fits the RK with a bulb-shaped retracting keel. Other big-boat items include a Yanmar diesel inboard motor and an enclosed head. The spacious cabin of the boat features a double berth and is ready for salt water cruising.

According to sailboatdata.com , the tow weight of the 26RK is 6,000 pounds. With the keel up, the draft is 1.25 feet.

Multihull sailors need not feel left out from the trailer sailer club and the pocket cruiser. Beyond the ubiquitous beach Hobie Cat, there are not many options for catamarans. But trimarans are uniquely suited to be towed.

Why? For one thing, performance oriented boats like trimarans are based on it being built light. There is no ballast—a trimaran’s stability comes from its two outer hulls. Additionally, the living space is entirely housed in the central hull–the outer floats are small and sometimes foldable. Finally, there are no keels on tris, so they are extremely shallow draft and perfect for trailering.

If you’re looking for adrenaline-pumping sporty and fun sailing, it’s impossible to beat what a trimaran will offer. Let’s not beat around the bush—most of the trailer sailers on this list have hull speeds around five knots. The Corsair has no such limits, routinely sailing at 15 knots or more .

The new Corsair 880 trimaran has an unloaded weight of 3,659 pounds. It is trailerable behind a big SUV or small pickup and is probably the most fun sailing option that is trailerable at all.

An even more portable option is the older Corsair F-24. It has a light displacement of under 2,000 pounds—so nearly any SUV can tow it.

MacGregor owns the market on trailerable motor sailers since they more or less created the product to fit the bill. The MacGregor 26 is not like other boats. The design combines a planing powerboat with a centerboard sailboat. Imagine scooting along at 20 knots or more when the wind is down or enjoying a sporty sail on a breezy day–in the same boat.

The entire boat is built from the ground up for towing and long-range sailing. So if you want a big sailboat that you can tow behind pretty much any SUV, the MacGregor has to be on your list. 

Depending on the model, the 26-foot-long boats have incredibly light dry weights of between 1,650 and 2,350 pounds. Considering the massive volume of the roomy cabin, the ability to tow such a large vessel opens up an entire world of opportunities for owners. 

It’s not all good news, of course. MacGregor owners love their boats, but they are built light and are not ideally suited for offshore cruising or rough weather. But in bays and for coastal sailing on nice days, few boats can get as much use as a MacGregor. 

The motorboat capability of the 26M and 26X might not appeal to hardcore sailors, but for those looking to maximize their use of the boat depending on the weather, their mood, or location, it makes a lot of sense. 

MacGregor shut down in 2015, but the daughter and son-in-law of the original owners took over production and renamed the boat the Tattoo 26 . The company will soon release a smaller version, the Tattoo 22 .

If the 26 is a bit big to make your list of best trailerable small sailboats, consider the smaller Powersailer 19. It’s nearly identical to the 26, just smaller and lighter.

View this post on Instagram A post shared by Dale Roddick (@droddick33)

What Do You Want Your Trailer Sailer To Do?

After you’ve settled on how you will tow and launch your trailer sailer, now it’s time to dream about what you want it to do. Where will it take you? 

The beauty of a towable boat is that you can travel anywhere. A boat in the water might take weeks or months to move a few hundred miles. But if you can attach it to your car and do 65 mph on the interstate, you could sail on the Pacific on Monday, the Gulf of Mexico on Wednesday, and the Atlantic on Friday.

We can divide our trailerable sailboats into three groups – daysailers, weekenders, and cruisers.

These are designed with open cockpits and no space to sleep. This is a majority of the sub-22-foot boats on the market. They are designed to be launched, play for the day, and return to the ramp or dock.

A weekender will have rudimentary sleeping facilities. Think of it as a floating tent—it’s not a five-star hotel, but you can sleep under the stars or get out of the rain. Conceivably you could stay aboard indefinitely, but it doesn’t have much room for gear. So most people are ready to get off after a day or two. 

A cruising boat has sleeping, cooking, and toilet facilities built-in. These might be small and simple, but in any quantity, they mean you can disconnect from shore for a long time. Unfortunately, squeezing all of this into a tow-friendly package isn’t easy, and very few boats do it well. 

The best trailer sailor for your adventures will depend on many factors. Like any boat, whatever you decide on will be a compromise – boats always are. But there are plenty of choices out there, no matter what size your tow vehicle is and no matter what sailing adventures you have in mind.

What size sailboat is trailerable?

Even large yachts are routinely transported by towing across land, so the question is more of how big a sailboat can you tow? Your tow vehicle will be the limiting factor. The upper limit for most large SUVs and trucks is usually a sailboat around 26 feet long.

Sailboats are generally very heavily built, with ballast and lead keels. Sailboats specifically made to be trailer sailers are lighter. They may use drainable water ballast tanks instead of fixed ballast and have fewer fixtures and amenities.

To find the best trailer sailer, you need to balance the total tow weight, the ease of rig setup at the boat ramp, and the boat’s draft. Shallow draft boats with centerboards are the easiest to launch and retrieve.

Is a Hunter 27 trailerable?

No. The Hunter 27 is a one of those fixed-keel larger boats built from 1974 to 1984. The boat’s displacement is 7,000 pounds, not including trailer and gear. That alone makes it too heavy to tow by all but the beefiest diesel trucks. 

Furthermore, the fixed keels had drafts between 3.25 and 5 feet, all of which are too much for most boat ramps. In short, the standard Hunter Marine 27 is too big to tow for most people.

On the other hand, Hunter has made several good trailer sailers over the years. For example, the Hunter 240 and 260 were explicitly designed for trailering. They have drainable water ballast and shallow keel/centerboard drafts less than two feet. 

Is a Catalina 22 trailerable?

Yes, the Catalina 22 is easily trailerable and makes a wonderful weekend sailboat. In fact, there were over 15,000 Catalina 22s made and sold over the years. 

The boat’s displacement is 2,250 pounds, which means your total tow weight with trailer and gear will be under 3,000 pounds. This is within the capabilities of most mid to full-size SUVs and light trucks. Be sure to check your vehicle’s towing capacity, of course.

The centerboard on the Catalina 22 is another factor in its easy towing. With the board up, the boat draws only two feet. This makes it easy to float off the trailer at nearly any boat ramp. You should avoid fixed keel versions of the 22 for towing unless you have access to extra deep ramps. 

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.

Can someone tell me why no other manufacturer makes pop tops? Those who have them, love them. Makes sense for head space with a trailerable boat too. Catalina stopped making them decades ago, yet people still swear by them. So, why isn’t there any newer models?

MacGregor put pop tops on many of its trailerables

My cousin back in the Netherlands had a Neptune 22 with pop top. But that was mid 80’s

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20 Best Small Sailboats for the Weekender

• By Mark Pillsbury
• Updated: May 24, 2024

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

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

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

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

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

Marblehead 22 Daysailer

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

Catalina 22 Sport

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

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

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

BayRaider from Swallow Boats

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

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

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

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

West Wight Potter P 19

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

NorseBoat 17.5

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

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

Montgomery 17

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

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

Sun Cat from Com-Pac

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

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

Catalina 16.5

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

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

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

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

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

Super Snark

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

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

Norseboat 21.5

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

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

Flying Scot

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

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

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

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

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

WindRider WRTango

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

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

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13 Biggest Trailerable Sailboats: Cheap But Good

If you're looking for a sailboat that's easy to transport and store, trailerable sailboats are the way to go. These vessels provide the perfect balance between portability and performance if you want the flexibility to explore various destinations without the hassle of marina storage fees or dependence on docking facilities.

The biggest trailerable sailboats that are cost-effective and good are:

MacGregor 26

Catalina 22, san juan 21, precision 21, com-pac horizon cat, seaward 26rk, beneteau first 235, west wight potter 19, cape dory 28, marshall sanderling, islander 24.

These 13 sailboats are all relatively lightweight and compact. Generally, a mid-size SUV or pickup truck with a towing capacity of 3,500 to 5,000 pounds should be sufficient to tow most of these sailboats.

• Smaller trailerable boats are perfect for relaxed weekend outings, while larger ones are suited for extended coastal cruising.
• Among the list, Cape Dory 28 is the largest, widest, and heaviest trailerable sailboat.
• Most of these sailboats can accommodate 4 to 6 people onboard.
• The not-so-cheap item on the list, the Seaward 26RK, costs between $30,000 and $50,000.

On this page:

Biggest trailerable sailboats, the size of sailboat you can trailer, what makes a good, cheap, and big trailerable sailboat.

The MacGregor 26 offers a hybrid between a sailboat and a powerboat. It can reach high speeds with an outboard engine. The boat’s water ballast system enhances stability, and its spacious layout makes it suitable for family outings or exciting weekend getaways.

The MacGregor 26 is 26 feet long and weighs around 2,500 lbs, and is best suited for calm or moderate conditions. Retractable keel and rudder allow it to be easily trailered and launched in shallow waters.

MacGregor 26 is one of the 7 trailerable sailboats that have standing headroom . It's also listed as one of the 13 popular trailerable sailboats with lifting keels .

The Catalina 22 is a popular, affordable, and versatile option for any sailor. Known for its easy handling and stability, it makes the perfect entry-level choice for those new to sailing and experienced sailors alike. With a retractable keel, you can easily tow it and enjoy sailing in various water conditions.

Catalina 22 is 22 feet long, weighs around 2,500 lbs, and is best suited for coastal cruising. Spacious cockpit and comfortable cabin make it a popular choice for day sailing and weekend trips. Swing keel allows it to be easily trailered and launched in a variety of locations.

The Hunter 23 is 23 feet long and weighs around 2,500 lbs. It is designed to be easy to handle and maintain, with a simple rigging system and user-friendly features. It is a stable and reliable boat that can handle a range of conditions, although it is best suited for coastal cruising. Water ballast system provides stability and performance under sail. Easy to trailer and launch.

The San Juan 21 is 21 feet long and weighs around 1,300 lbs. The San Juan 21 is a simple and easy-to-use boat that is well-suited for beginners or casual sailors. The San Juan 21 is a stable and reliable boat that can handle a range of conditions, although it is best suited for coastal cruising. It's a simple and affordable option for exploring coastal waters.

The Precision 21 is 21 feet long and weighs around 1,900 lbs. It is designed to be easy to handle and maintain, with a simple rigging system and user-friendly features. The Precision 21 is a stable and reliable boat that can handle a range of conditions, although it is best suited for coastal cruising. Modern design with high-aspect ratio keel and rudder for excellent performance under sail. It has comfortable cabin and enough storage space.

What's the Largest Sailboat You Can Trailer?

Enjoy classic coastal cruising with the Com-Pac Horizon Cat. This charming catboat is renowned for its simplicity, ease of sailing, and unique gaff-rigged sail. With plenty of room in the cockpit and a cozy cabin below, the boat makes for enjoyable days out on the water. Shallow draft allows it to be easily trailered and launched in shallow waters. It is 20 feet long, weighs around 2,500 lbs.

The O'Day 240 is a popular choice for many sailors because of its exceptional handling and trailering abilities. It has a shoal draft keel for shallow water sailing and is relatively easy to maneuver. Its design ensures both performance and comfort on the water. Roomy cabin with amenities including a galley and a head. Swing keel allows it to be easily trailered and launched in a variety of locations. It is 24 feet long, weighs around 3,200 lbs, and is best suited for coastal cruising.

The Seaward 26RK is an innovative boat with a retractable lead keel. This feature allows you to adjust the boat's draft, making it suitable for sailing in shallow waters. Its modern design offers comfort and performance, with a roomy interior and excellent sailing characteristics. It is 26 feet long, weighs around 4,000 lbs, and is designed for offshore sailing.

The Seaward 26RK is a high-quality sailboat with performance under sail and comfortable cabin. Retractable keel and rudder allow it to be easily trailered and launched in shallow waters.

The Beneteau First 235 is 23 feet long and weighs around 3,600 lbs. It is designed to be easy to handle and maintain, with user-friendly features such as a roller furling jib and a self-bailing cockpit. The Beneteau First 235 is a stable and reliable boat that can handle a range of conditions, including offshore sailing. It's a high-performance sailboat designed for racing and cruising. Deep keel and large sail plan provide excellent performance under sail. It has comfortable cabin with amenities.

If you're looking for a compact sailboat, the West Wight Potter 19 is an ideal choice. This small sailboat is very portable, easy to rig, and can go nearly anywhere. With a fully-retracting keel and rudder, the Potter 19 can be easily launched from a trailer and is perfect for weekend getaways.

The West Wight Potter 19 is well-suited for beginners or casual sailors, and can handle a range of conditions, although it is best suited for coastal cruising. The boat has a small cabin and limited storage space, but is relatively easy to assemble and launch, and is built with durable materials.

The Cape Dory 28 is another fantastic choice for a full-keel, trailerable sailboat. Known for its solid construction, seagoing capabilities, and classic design, it provides a great sailing experience for anyone looking for a larger, more capable boat that can still be towed.

The Cape Dory 28 is designed to be easy to maintain, with user-friendly features such as a roller furling jib and a self-bailing cockpit. The boat is stable and reliable, and can handle a range of conditions, including offshore sailing. It has a comfortable cabin and adequate storage space, and is relatively easy to assemble and launch, with a simple rigging system and straightforward instructions.

The Marshall Sanderling is a classic, portable, and elegant catboat. Featuring a single gaff-rigged sail, it's known for its easy handling and stability in various conditions. Its modest draft allows you to sail in shallow waters, and the traditional wooden mast adds charm to this timeless boat. It is a simple and easy-to-use boat that is well-suited for beginners or casual sailors. It is 18 feet long, weighs around 1,500 lbs, and is stable and reliable, although best suited for coastal cruising.

The Islander 24 is a versatile trailerable sailboat for day sailing or overnight trips. This boat offers a good balance of sailing performance, onboard comfort, and ease of trailering. With its retractable centerboard, it's perfect for sailing in shallow waters or cruising in deeper conditions. It has a comfortable cabin with enough storage space. Swing keel allows it to be easily trailered and launched in a variety of locations.

The Islander 24 is 24 feet long, weighs around 3,000 lbs, and is designed to be easy to handle and maintain, with user-friendly features such as a roller furling jib and a self-bailing cockpit. It is also stable and reliable, although best suited for coastal cruising.

You can trailer sailboats that are around 30 feet or less in length and have a beam (width) of 8.5 feet or less, with a standard trailer and towed by a vehicle with a towing capacity of 3,500 to 5,000 pounds.

Sailboats that are trailerable typically range in size from 14 feet to 30 feet in length. However, the actual size of the sailboat that can be trailed will depend on the towing vehicle's capacity and the trailer's design.

It is important to check the specific regulations and requirements in your area before attempting to trailer a sailboat.

Here are a few elements to keep in mind so you can ensure that your chosen boat not only suits your needs but is also budget-friendly and easy to transport:

Size and weight

A boat that is easy enough to tow—usually, sailboats up to 27 feet in length can be trailered safely on the roads. Keep in mind the weight restrictions of your towing vehicle, as well as the boat's beam and overall height .

This not only affects its towing requirements and ease of handling on the water, but also has implications for storage, maintenance, launching, and recovery. It's optimal to choose a sailboat that will fit your needs but is also light enough to tow with your vehicle and can be easily launched and retrieved.

Ease of assembly and disassembly

Consider how easy it will be to step the mast, rig the sails, and set up any other required equipment each time you want to take your sailboat out on the water. A boat with a simple and efficient assembly process will enable you to spend more time sailing and less time setting up.

A good trailerable sailboat should offer features that make it easy to transport, like a retractable or lifting keel , mast raising system , and simple rigging . These features simplify the process of prepping your boat for travel and minimize the time needed to set it up for sailing once you arrive at your destination.

A high-quality, well-built boat will not only last longer, but will also require less maintenance in the long run. Keep an eye out for boats made of durable materials like fiberglass and aluminum , with well-designed hulls and rigging systems that can withstand regular use and exposure to harsh weather and water conditions.

Seaworthiness

Even though you're looking for a budget-friendly option, make sure the boat is seaworthy and safe. A well-designed hull , sturdy construction , and manageable sail plan are characteristics of a good, cheap, and big trailerable sailboat.

Functionality

Think about your needs and sailing preferences. Do you plan to sail mostly on weekends, or are you looking forward to longer cruising trips? The interior space , storage capacity , and available amenities on your boat should match your sailing objectives.

Last but not least, make sure you find a boat that fits your budget. There are plenty of used boats on the market that can provide good value for money. In this list, you can find the best deal for a trailerable sailboat that meets all the criteria mentioned above.

While it can be tempting to opt for the least expensive option, it’s essential to weigh the cost with features like ease of assembly, durability, and size. A slightly more expensive sailboat may save you money in the long run if it requires less frequent repairs and is easier to set up and use. Finding a balance between quality and affordability will ensure you make a smart investment in a sailboat that suits both your budget and your sailing needs.

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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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Biggest Trailerable Sailboats

Many sailboats up to about 27 feet in length can be trailered safely on American roads. These vessels are limited by weight, beam, and overall height.

In this article, we'll go over ten of the best large trailerable sailboats on the market. These vessels feature comfortable cabins, excellent sailing characteristics, and they all meet the requirements for towing on U.S. highways.

The best and largest trailerable sailboats are the Cal 20, the Catalina 22, the O'Day 240, The Islander 24, the Moore 24, the Cal 25, the Helms 25, the MacGregor 26, and the Nor'Sea 27. Most of these vessels can be towed behind a well-equipped truck or SUV.

We sourced information and vessel specifications for this article from sailboat manufacturers and record books. We also considered the opinions of sailors who own these vessels and sail them regularly.

Table of contents

What Makes a Sailboat Trailerable?

Trailerable sailboats must meet certain requirements in order to operate on American roads. The primary limitations are width (beam), as the vessel and its trailer must fit in regular traffic lanes and through tunnels. Another consideration is weight, as the vessel should be light enough to be towed by a 3/4 ton or 1-ton pickup truck.

Generally speaking, there's not a specific limit to boat weight in order to be towed. That said, most single and tandem-axle trailers can't exceed about 3,300 pounds per axle. With that in mind, the upper limit for a trailerable sailboat is around 7,000 to 8,000 pounds.

Keel type is an important factor to consider, as it determines how high off the ground the boat has to ride on the trailer. The majority of trailerable sailboats have a centerboard or swing keel that retracts for towing and beaching. Some vessels have shorter displacement keels or fin keels.

The maximum allowable for a trailerable sailboat is 8 ft 6 in. This is because these dimensions are the maximum limit for standard trailers on American roads. A larger boat can be transported on the road, but only as an oversize load.

In practice, very few trailerable sailboats have a beam of exactly 8 ft 6 in. The majority of large trailerable sailboats have a beam of between 7 1/2 ft and 8 ft 3 in. This makes it easier to negotiate tunnels and tighter traffic lanes.

Overall Length

The maximum trailer length for standard trailers is 65 ft, but it's nearly impossible for a trailerable sailboat of this length to meet the width requirements. In practice, the longest trailerable sailboats are around 30 ft in length or shorter. The average is about 20 to 25 ft.

In most states, the maximum height for a trailer load is 14 ft. This necessitates that the mast folds down and that the keel and vessel height combined doesn't exceed 14 ft. You must also take into account the height of the trailer, as a tall boat may not be able to clear highway overpasses.

10 Largest Trailerable Sailboats

Trailerable sailboats come in all shapes and sizes, including some large and roomy configurations. The vessels we chose range in length from 19 ft to 27 ft, and they offer the best accommodations on the market. Here are ten of the best large trailerable sailboats.

1. West Wight Potter 19

It's impossible to write an article about trailerable sailboats without mentioning the West Wight Potter 19. This vessel is perhaps the best and most capable in its class, and it offers surprisingly comfortable accommodations for a lightweight trailerable sailboat.

The West Wight Potter 19 is easy to sail fast and features a roomy cabin with a sink and space for a head. It's considered a pocket Cruiser, and it is very popular in coastal areas. Due to its lightweight construction, this fiberglass sailboat is trailerable behind an SUV or half-ton pickup.

The West Wight Potter 19 has positive buoyancy material throughout the whole, making it effectively unsinkable. Additionally, the mast and rigging collapse and set up in minutes. These vessels were produced up until recently, so they're common on the used market.

• Lightweight
• Rigs up fast
• Roomy cabin
• Relatively slow

The Cal 20 has been around for decades, and this capable racing boat is ideal the coastal cruising and sailing in semi-protected waters. That said, it's also quite seaworthy, as several have participated in TransPac races between San Francisco and Hawaii.

The Cal 20 is known for its low-profile cabin and easy trailering. At 20 ft in length overall, the Cal 20 is well within limits for trailering on American roads. While not the lightest trailerable sailboat on the list, a well-equipped pickup truck should tow it without issues.

The Cal 20 isn't the boat to choose if you're looking for the most spacious accommodations. That said, the cabin is functional, and the boat excels in handling. It's fast, safe, and agile, thanks to its long and thin profile. It's also a joy to sail in all kinds of weather conditions.

• Easy to sail
• Stable in high winds
• Spartan cabin
• Deep draft from the fixed keel

3. Catalina 22

The Catalina 22 is one of the most famous large trailerable sailboats ever built. It's one of Catalina's most popular models, and it was a big hit in the 1970s and 1980s. The Catalina 22 has a spacious and thoughtfully designed cabin with a wide companionway and a comfortable V-berth.

The Catalina 22 is a centerboard boat. This means that the keel retracts into the hull for trailering and lowers down easily using a system block-and-tackle or a crank. The vessel is 7.67 feet wide, making it easy to tow on typical American highways.

The vessel is still produced today, and over 15,000 have been built since 1969. This makes it one of the most popular sailboats ever, and hundreds are available on the used market for reasonable prices. Thanks to its superior handling and excellent design, the Catalina 22 is one of the best large trailerable sailboats available.

• Well-designed cabin
• Affordable iconic sailboat
• Minimal headroom
• Finicky companionway hatch

4. O'Day 240

The O'Day 240 is one of the more seagoing trailerable sailboats on our list. It's beamy and stable, and it handles well in rougher weather conditions. It has a surprisingly comfortable cabin for its size and measures just 24 feet in length overall.

The vessel's wide beam contributes to its stability. However, with a width of 8 ft 3 in, the O'Day 240 approaches the upper limit of trailerable dimensions. The vessel weighs more than comparably sized boats, so you'll need a more powerful vehicle to tow it.

The cabin of the O'Day 240 stands out. It features a V-berth, berthing aft, a galley, and space for a head. There's ample headroom throughout the cabin, which makes the O'Day 240 ideal for extended coastal cruising.

• Stable Spacious cabin
• May be too wide for comfortable trailering
• Unusual cabin design

5. Islander 24

Islander is known for its larger sailboats (28 feet and larger), though it has produced a few excellent trailerable models. We chose the trailerable Islander 24, as it's known in the sailing community for its speed, comfort, and easy handling.

The phrase "they don't build them like they used to" applies to the Islander 24. When this vessel was designed in the early 1960s, boat manufacturers used more fiberglass and produced thicker hulls. This practice is costlier and made the boat weigh more. But it produced stronger vessels that last much longer than their flimsier contemporaries.

This fiberglass sailboat is thoughtfully designed and is well-suited for coastal cruising in the 21st century. It features stronger construction than similar models, and its keel design encourages stable and comfortable sailing.

• Strong hull and deck
• Stiff sailing
• Great windward performance
• Small cabin
• Heavy trailer weight

6. Moore 24

The Moore 24 was the first in a new class of vessels called the ultralight displacement sailboat. It has the handling characteristics have a large keelboat but the dimensions of a coastal cruising trailer-sailer.

From the outside, the flush deck of the Moore 24 looks like it couldn't possibly accommodate a cabin. Closer inspection reveals that the vessel has a roomy cabin that resembles that of much larger boats. It features a galley, a head, a V-berth upfront, and attractive paneling throughout.

The Moore 24 is a pocket cruiser by all definitions. It's

an excellent choice for those looking for a trailerable and seaworthy sailboat. Though a bit taller than some other models, the vessel is still well within limits for on-road transportation.

• Excellent handling
• Large cabin
• Heavier than many other 24-foot sailboats

The Cal 25 is essentially a stretched version of the Cal 20. It features the same basic hull design with the iconic flush deck and streamlined cabin. However, it's faster, offers superior accommodations, and it's more seaworthy.

The Cal 25 is known for its stiff handling characteristics in high winds. This is primarily due to its 1,700-pound lead keel, which keeps it upright and tracking straight. However, this does increase the overall weight of the vessel, which is an even 4,000 pounds dry. Thankfully, this is within the towing capacity of most standard pickup trucks.

The interior of the Cal 25 resembles the cabins of larger boats. In other words, it doesn't feel cramped. There's a large sitting area across from the galley and partitions separating the V-berth from the rest of the cabin. Overall, the Cal 25 is an excellent compact sailboat for racing or cruising.

• Good accommodations
• Marginal headroom in some areas

8. Helms 25

The Helms 25 is a compact vessel with a true swing keel. Unlike a centerboard, which descends through the hull straight down, a swing keel swings down on the hinge and occupies less space inside of the vessel. With the removal of the centerboard trunk, the Helms 25 retains its trailerable properties while freeing up living space in the cabin.

The Helms 25 is long and fast but not particularly tall. It fits well on a trailer, and its rounded hull doesn't pound in choppy water. The cabin is comfortable and features a small but usable galley, a table with two seating areas, a V-berth, and additional berthing aft.

Some versions of the Helms 25 also feature a separate head area between the V-berth and the central living spaces. The Helms 25 strikes the perfect balance between comfort, seaworthiness, and trailerability. It's safe and fun to sail and sells on the used market for affordable prices.

• Spacious cabin
• Long, narrow, and shallow
• Not ideal for offshore sailing
• Too long for some trailers

9. MacGregor 26

The MacGregor 26 is larger and more modern than most of the sailboats on our list. As a result, it takes advantage of recent design developments that make it an excellent large trailer-sailer. At 26 ft overall, the MacGregor 26 is also one of the fastest vessels on our list.

At first glance, the dimensions of the MacGregor 26 seem unusual. The hull shape resembles a bathtub, and the vessel's high profile is notable. These characteristics make it stable and easy to handle, and they also give it exceptional headroom in the cabin.

The McGregor 26 came in numerous configurations, which are designated with letters such as '26D' and '26M.' These include various cabin window orientations, colors, accessories, and interior layouts. Some versions of the MacGregor 26 came with a dual rudder setup, which is uncommon in its size range.

• Modern design
• Excellent headroom
• Unusual shape

10. Nor'Sea 27

The final trailerable sailboat on our list is also the most capable. The Nor'Sea 27 is a true offshore sailboat with accommodations that rival any mid-size cruising sailboat. the Nor'Sea 27 is a full-keel displacement sailboat that's designed for stability and motion comfort. It's one of the beefiest sailboats that still fits on a trailer.

The Nor'Sea 27 features standing headroom throughout the cabin. It has a head, galley, and berthing area forward that converts into a table. The cabin is lined with attractive wood paneling, and the entire vessel has a very high level of fit and finish.

The Nor'Sea 27 is built for cruising, and it's ideal for longer voyages and offshore passages. If you're looking for a true cruising sailboat that stores well on a trailer, you can't go wrong with the NorSea 27. Due to its size and capabilities, you'll need a larger vehicle to trailer this vessel safely.

• Biggest cabin
• Full-size accommodations
• Offshore capable
• Too large for SUV towing
• Slow to rig and disassemble

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Daniel Wade

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

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Best Trailerable Sailboat Brands to Cruise or Race

December 18, 2023 by samantha wilson.

Being able to trailer your sailboat opens up many possibilities, from cost saving  boat storage solutions to being able to take your boat to new cruising grounds. It's common to see trailered motorboats on the roads in the United States, Canada, and Europe, but sailboats tend to be trailered in smaller numbers.

Of course the act of trailering a sailboat involves a bit more preparation, namely lowering the mast, but as we'll see there are many excellent brands out there ensuring that the sailboats they build can be trailered nearly as easily as a RIB or center console. And they're not just bathtub-sized sailboats either. Some of the best trailerable sailboats are up to 30 feet in length. While it's trickier to trailer a large catamaran due to its wide beam, the multihull world hasn't been left behind, as you can find clever trimarans that fold up in different ways.

We have picked out some of our favorite trailerable sailboat brands in this article but it's important to remember there are many excellent brands building excellent boats.

Corsair Marine photo. 

What Is the Biggest Sailboat I Can Trailer?

Daysailers have long been trailered, thanks to their compact size, simple rigs, and easily lowered, relatively short mast. For those who want a slightly larger boat that they can take the whole family out on or use for overnight trips, then a 20- to 25-foot sailboat may be more useful than a 16- to 19-foot one. Going up a size category allows for a whole new range of activities, with proper galleys, running water, electricity, and an enclosed head to provide more substantial home comforts. But how big is too big to trailer?

You might be surprised to hear that in the United States, sailboats up to around 31 feet in length can be trailered legally. In fact, it typically depends less on length, and more on the weight, beam, and height of the vessel and the trailer together, must meet several legal requirements.

• Weight : While there is no specific weight limit to be towed, the sailboat has to be able to be towed easily by your vehicle, usually a pickup-style truck or full-size SUV with substantial power. Most single- and tandem-axle trailers can handle a maximum combined load of 7,000 to 8,000 pounds, so your weight limit will also be dictated by your trailer.
• Beam : To travel without permits, the trailer and vessel must fit on the road in regular traffic. In the US, that's a maximum width of 8 foot 6 inches (a couple inches less in the EU at 2.55 meters). Most trailerable monohull sailboats will be less than this for ease of maneuvering in traffic, but when it comes to catamarans and trimarans, adjustments have to be made (we'll look at those later).
• Length : The upper length limit of a sailboat can be anything up to 65 feet, but that's a moot point because vessels of that size would never meet the width limits. In reality, a 30-footer is the longest sailboat you're likely to tow, with 15- to 25-footers being much more common.
• Height : Your trailer and sailboat have to fit under bridges and highway overpasses and so for most states the maximum height is 14 feet. This will obviously require lowering the mast onto the deck and including that into your height calculation.

For more advice on the practicalities of trailering see our guide to Buying a Boat Trailer .

The Best Trailerable Cruising Sailboats

The best trailerable cruising sailboat brands.

• Catalina Yachts : As one of North America's best-known sailboat brands of sailboats, Catalina has a long history of building trailerable models. Their entire Sport line cruising boats—except for the 275—can easily be trailered, and the 22 and 22 Sport, in particular, make for a great step up from daysailing to enjoying a pocket cruiser.
• Beneteau : Beneteau 's reputation for affordable, capable yachts spans the globe, and their skill at building trailerable sailboats up to 30 feet is just one of many attributes. Take the First 27SE and 24; they are not luxury cruiser (although the 27SE can sleep six crew!) but they sure can sail fast on short distance races or fast adventure cruises. With impeccable and high-quality design featuring double rudders, these are some of the nicest fast cruisers on the market.

Beneteau First 27SE. Beneteau photo. 

The Best Trailerable Sport Sailboats

Several brands on this list create high performance sports sailboats , and one of the top names you think of in this sector is Laser whose speedy tiny racers are now an Olympic event in themselves. But there are many excellent brands building ultra-fast sports sailboats – several on our list are considerably bigger than a Laser too. Here we take a look at some of our favorite sports dinghies which are the quintessential trailerable sports boat.

The Best Trailerable Sport Sailboat Brands

• Melges : Founded in 1945 by Harry C. Melges, Sr., this is an iconic Midwestern brand made famous, in part, by Harry's son, Harry “Buddy” Melges Jr, an Olympic medalist in the ‘60s and National Sailing Hall of Fame member. Today the business is run by Harry III, also a championship sailor, who oversees a range of high performance vessels from the award-winning Melges 14 and 15 dinghies, to A, C, E and MC scow classes, and international sportboat classes, the Melges 20 and 24—the latter has more than 900 boats sailing competitively all over the world. All of their models are trailerable, allowing them to be transported easily to competitions. Melges boats for sale
• J/Boats : The most successful volume builder of trailerable, performance keelboats is also a family-run brand founded by brothers Rod and Bob Johnstone and now led by second-generation Johnstones—Jeff, Al and Stuart. Starting with the J/24 (more than 5,500 boats built) and most recently with the J/70, the company has popularized a series of international racing classes from 22 to 26 feet while also building many popular larger racer/cruiser-style models that don't fit easily on a trailer.  J/Boats for sale
• RS Sailing : British-built RS Sailing performance dinghies and keelboats are spreading in popularity across the world. Distributed widely on the east coast of the US, they're excellent pocket racing dinghies, easily trailered and ultra-fast. Their range of boats runs from 12 feet and 21 feet and includes dinghies, catamarans, and keelboats, allowing you to find exactly the right boat for your experience level and interest, but it's their Racing Series which sets them apart as high performers in the market. They're lightweight, simple in their design, and well-suited to being trailered thanks to their compact sizes.

Melges 24. Melges photo. 

The Best Trailerable Youth Sailboats

Trailerable sailboats designed for younger sailors are lightweight, easy to rig, and easy to sail. They should offer a simple platform in which to learn the mechanics of sailing, the movement of the boat on the water, and the basic maintenance of a sailboat. For more guidance check out our guide to choosing the best beginner sailboat .

The Best Trailerable Youth Sailboat Brands

• ILCA : Formerly known as the Laser, the ILCA design is one of the most popular sailboats of all time, a responsive yet high-performance one-person sailboat that is an excellent step up, particularly for sailors who outgrow their smaller dinghies as teenagers. As a racing class, ILCA offers three different mast sizes so sailors can start in what's called the ILCA 4 class and as they gain weight, move to ILCA 6 and 7. By that time, you're in a class of boat that can take you all the way to the Olympics. Designed in the 1970s by Canadian sailor Bruce Kirby, the 13'10.5” boat teaches high-performance skills, subtle steering and trimming techniques, and astounding speed once on a plane.
• Hobie Cat : We've put Hobie Cat in this category simply because of the brand's long-standing legacy of creating fun, simple, and compact catamarans that are loved by families and easily trailered. The classic Hobie 16 model with more than 100,000 built remains an active international class worldwide for the young and the young at heart; newer models provide a good, stable platform for a variety of off-the-beach and daysailing contexts. Catamarans are obviously wider than their monohull counterparts, but beach cats like the ones made by Hobie are well within the maximum width allowance to be towed on American roads. And because of their lightweight fiberglass or rotomolded hulls, they can be towed by much less powerful vehicles too.

Laser sailboats. Laser Performance photo. 

The Best Small Trailerable Sailboats

There are many benefits to opting for a small towable sailboat , and plenty of excellent brands out there are producing high performance pocket cruisers. A smaller sailboat won't require a large trailer and together they will weigh less and be able to be towed by a regular family car rather than a pick-up truck. Navigating smaller roads or heavier traffic will be less of a consideration, plus getting your sailboat launched will be a simpler affair. Several brands on our list could be in this category but special mention must be made of:

The Best Small Trailerable Sailboats Brands

• Cape Cutter : The traditional beauty of these sailboats, twinned with modern-day advancements, makes them really stand out from the rest. The design originates from the classic gaff cutter work boats, but today it's one of the fastest small gaffers in the world. The interior is cleverly spacious, with four berths, as well as a simple galley area. With quick rigging, it can be sailed solo, but is also able to accommodate small groups, making it a capable and hugely versatile pocket cruiser. At 22 feet long, 7 foot 7 inches wide, and under 5 foot in height with the mast lowered, it's perfect for trailering too. Cape Cutter boats for sale.
• NorseBoat : These beautiful, hand-crafted, and impressively versatile Canadian-built sailboats offer good performance and are described by the manufacturer as "the Swiss Army Knives of sailboats". Whether it's the 12.5 model, which can be sailed, rowed, and motored, or the 17.5 or 21.5 models, they can all be trailered, easily beached, and even used as camp cruisers, allowing for overnight adventures. And with traditional styling they're absolute head-turners whether you're cruising along the road or water.

NorseBoat 17.5. NorseBoat photo. 

The Best Trailerable Catamaran and Trimaran Sailboats

Multihulls have gained popularity in the last 20 years thanks to their stability, lack of keel, performance, and increased space on board compared to a monohull of the same length. Yet there are obvious challenges when it comes to trailering a sailboat with a very wide beam such as a catamaran or even more so a trimaran. In fact, by having three hulls, the trimaran type has bred for some innovative engineering, folding in the two outer hulls thus creating a smaller overall beam for transport. This is trickier with catamarans as they're not foldable in the same way. We've mentioned the well-known Hobie Cat brand of small beach cats above but there are some other innovative brands out there making it easier to trailer multihulls.

The Best Trailerable Catamaran and Trimaran Sailboat Brands

• Nacra : Catamarans are difficult to trailer because their beam is likely to exceed the legal road limits due to their double hull structure. Having said that, small models such as Nacra's lightning fast racing cats will squeeze within the beam limits at 8 foot 5 inches wide including the 15, F16, and F18 Infusion. If you're after trailerable performance and some competition, these cats provide a whole different level for serious and athletic sailors.
• Corsair : Corsair makes some of the best trailerable trimaran sailboats on the market and were pioneers in the folding trimaran sector for more than three decades. Yes you read that correctly…foldable trimarans up to 20 feet in length. With technology straight out of a Transformers movie, a 15-foot beam folds down into a neat little 8-foot wide package ready for trailering. Even the 31 foot 10 inch long 970 Cruze, with its standing room cabin, can be put on a trailer thanks to the folding system and retractable daggerboard and rudder.
• Dragonfly : With a focus on beautiful, cruise-worthy, high-quality, and high-performance trimarans up to 40 feet, Dragonfly offers two models— the 25 and 28—that can be folded and trailered for ease of transport and to allow you the freedom to access different cruising grounds. At a folded width of 8 feet 3 inches, the 28 is still just within legal width for towing on US roads, while offering you a true weekend cruiser complete with saloon, cabin, and galley.

Dragonfly 28.1. Dragonfly photo. 

Written By: Samantha Wilson

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

More from: Samantha Wilson

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