trailer sailboat

My Cruiser Life Magazine

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!

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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.

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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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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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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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