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20 Best Small Sailboats for the Weekender

• By Mark Pillsbury
• Updated: August 4, 2021

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.

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

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

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

• More: 21 - 30 ft , Boat Gallery , day sailing , dinghy , Sailboat Reviews , Sailboats , under 20 ft
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Best Small Sailboats Under 20 Feet

The ideal size boat for beginners is anything under 20 feet. So, what are the best small sailboats under 20 feet? Let’s find out.

October 17, 2023

This article may contain affiliate links where we earn a commission from qualifying purchases.

Smaller boats are easy to navigate and not a hassle to maintain compared to larger yachts, which is why many choose sailboats under 20 feet as the ideal starter boat.

From the Catalina 16.5 to the Beneteau First 20 or the Marlow Hunter 15, there are many smaller sailboats under 20 feet that offer beginner or expert sailors great value for money. Many sailing enthusiasts prefer smaller sailboats because they are easy to handle and are cheaper to own.

No two 20 feet sailboats are made equal, which is why you need to do your research and find the best fit for you. We have gone through many blogs, articles, and videos on the sailing yachts below 20 feet and are here to share with you the best options available in the market today.

As sailing enthusiasts who have owned multiple sailing boats below 20 feet, we are in the ideal position to help guide you through the process so that you are able to make a more informed decision when it comes to investing in a small yacht.

Table of Contents

‍ Best Small Sailboats Under 20 Feet

Small sailboats are the way to go sailing RIGHT NOW, not after you retire or discover the "ideal" bluewater cruising boat. "Go tiny, go simple, go now," is the first premise of cruising philosophy.

Small yachts may be inexpensive, straightforward, and seaworthy. However, they are uncommon in today's cruising grounds. We could count the number of under 30-foot sailboats we've seen after three years and 13,000 nautical miles of bluewater traveling. They were all skippered by persons in their 20s and 30s. Today's anchorages are brimming with 40, 50, and 60-foot ocean sailboats, but that doesn't mean a tiny sailboat can't sail around the world.

The Saffier SE 33 UD

If you're looking for a high-performance daysailer, the Saffier Se 33 UD is a great option. The designers, the Hennevanger brothers, put a lot of effort and money into making this dream boat a reality. The vacuum-infused construction and high-quality polish of the boat demonstrate the production facilities.

Saffier offers a variety of models ranging in size from 21 to 37 feet, all of which have been fully tested for seaworthiness. Given the size of these boats, it's logical to expect that they'll be tough to sail. This is not the case with these boats, though. One person may sail even the largest versions with ease.

In 2014, the Se 33 UD was released with a sporty style. Thanks to its strong sprayhood, it sails effortlessly in all weather. The sailboat has a handy self-draining cockpit that allows any water to drain off. A folding transform and two-meter benches are included in the cockpit. The boat has ample room for a four-person crew, and you can even take a brief snooze below deck.

This high-end yacht is a good choice if you have a large budget. For new boats, the starting price is around $150,000. If you're looking for something really entertaining, check out the new Se 27 model. The latest versions have a top speed of 20 knots.

The Norseboat 17.5

Looking for a one-of-a-kind daysailer that will stand out in a crowd? The Norseboat 17.5 might be exactly what you're looking for. This one-of-a-kind sailboat dubbed the "Swiss Army Knife of Boats," can be sailed or rowed.

But wouldn't row this boat takes a lot of effort? No. With the boat's sheer, no way! The fiberglass hull has a lot of sheers, which is an intentional and effective design for effortless rowing. So, even if there's no wind, you can still have a good time rowing while getting some workout. With strong enough winds, you may sit back and relax while the jib and mainsail take care of the rest.

The Norseboat 17.5 is ideal for daysailers looking for a high-performance boat with classic styling. But whether you're a beginner sea kayaker or a cruising sailor wishing to downsize, you'll find its famous pedigree to be a terrific fit for you.

A small draught, furling headsail, a full battened mainsail, and a trademark curving headboard are just a few of the features. The lightweight boat has two rowing stations and works admirably, whether rowed or driven by the wind. It also offers lots of storage space. The boat's modest weight makes it simple to move. All you need is a mid-sized automobile to haul it.

The Paine 14

This sailboat is modeled after the well-known Herreshoff 12 1/2 e. The Paine 14 is essentially a smaller version of the latter. This daysailer will attract a lot of attention whether sailing or just parked at the marina because of its classic appearance.

However, this yacht is more than just a pretty face. The Paine 14 is lighter than its predecessor due to its smaller size. On the water, it is thus quicker and more agile. Despite this, changes to the keel and rudder design have helped it maintain its stability in the water. Other benefits of its size include ease of trailering, low maintenance, and simple storage and transportation. This sailboat is great if you're seeking a basic sailboat.

The Laser 13”

This is probably one of the smallest boats on this list and is an excellent option for beginners who are not ready to take on the responsibility of maintaining or paying for larger boats just yet. If you are just testing the waters, then this is a smart option if you find that sailing isn’t your cup of tea.

The 13' 10" Laser dinghy is an excellent alternative for one or two persons looking for a workout and adrenaline rush in a breeze or simply plain pleasant sailing in lighter breezes. That is if you don't mind the fiberglass boat's small weight and strong sail making it simple to capsize—and recover from.

The Laser is an international sailing class that competes in everything from Olympic sailing competitions to club races. Most of the 200,000 boats manufactured over the years are just sailed for enjoyment, thanks to the 1969 design's single sail, two-part mast, daggerboard, and kick-up rudder, all of which make it very easy to store, and carry, and launch.

LaserPerformance sells new boats for less money, which is why they are one of the favorites for first-timers and those sailing enthusiasts who are on a budget. LaserPerformance sells yachts for around $7,500, as well as a variety of rigs and sails as well as replacement components. Used boats, as you might expect, are also easily available.

The Hobie 16

It is easy to see why the historic Hobie 16 , which made its debut in Southern California way back in 1969, made it on this list. Since then, the business has produced a number of additional multihulls, but the 16s have sold over 100,000 times, which is an incredible number.

The Hobie 16's fiberglass-and-foam hull takes away the requirement of traditional daggerboards, thanks to its kick-up rudders. Its huge trampoline provides enough room for movement or a suitable spot to put one's feet when hanging from the two trapezes with a hull flying. A main and jib sail are included, and a douse kit and trailer with a beach dolly option.

The West Wight Potter 19

This type is popular because of its excellent performance, cutting it close to 20 feet. This miniature cruiser was initially shown in 1971. It has since gained a devoted following, particularly among trailer sailors. While it isn't the cheapest tiny sailboat (it costs about $26,000), you will surely get your money's worth.

The Potter 19 is compact and light in terms of capability. Its performance in the water, however, is unaffected. In fact, it has a lot of punch for its tiny. People remark about this yacht’s stability and ease of handling in particular.

It also features a retractable keel that allows it to be beached completely. Alternatively, you will be astonished at how big and comfortable the interiors are, along with the fact that it is easy to rank the Potter 19 among luxury yachts for its many features and amenities.

The Montgomery 17

The Montgomery 17 is designed and made out of fiberglass by Montgomery Boats in Ontario, California. The boat boasts its way onto this list as a trailerable pocket cruiser. You get a keel and centerboard that takes the guesswork out of preparing the boat to be readily beached when gunkholing and draws slightly under 2 feet with the board up.

There's sitting headroom, a couple of bunks, a portable toilet, optional shore, and DC power, and a lot of storage space in the cuddy cabin. A four-part tackle makes it easy to raise the mast with relative ease. The builder claims to have taken his boat on journeys across the Gulf of California and to the state's coastline islands. In case you were wondering, Montgomery also offers 15-foot and 23-foot variants. The Montgomery 17 must be on your wish list if you're looking for a small sailboat with a cabin.

The Bluewater Cygnet 20

The Cygnet 20 is a great trailer sailer and pocket cruiser, and it has the potential to revitalize the sub-20-foot segment. The Cygnet has everything you want in a pocket cruiser: it's easy to transport, sail anywhere, and it's economical. It also happens to look gorgeous. Beaching the boat is simple because of its flat bottom and hand-laid fiberglass hull.

The Cygnet 20 is a fun weekend sailboat; as a result, while the cockpit can accommodate four to six people, it leaves less space below decks, but there is still enough space to sleep a crew of four. There are also several choices for customizing the cabin to your liking.

There are also several choices for customizing the cabin, but the typical form includes a V-berth, a portable toilet stored beneath the V-berth, a sink to starboard, two beds, and a portable stove beneath the cockpit. Apart from the swing keel box, the saloon table pulls out to seat four people, which is ideal for sailing solo or taking friends along for a weekend trip.

The Beneteau First 20

This is often ranked as one of the best trail-able pocket cruisers and for good reason. It's beautiful, tiny, has a retractable keel, and is speedy, but because of its big cabin, it can also accommodate a small family for a weekend on the lake.

The hull of the First 20 is one of those that, although quite stable in windy conditions, allows you to have as much fun as possible. Unfortunately, Beneteau has stopped producing boats under 20 feet in order to focus on larger sailboats, but you may still find these boats for approximately $25,000 secondhand.

The Catalina 16.5

Catalina Yachts are known for their larger boats, but they also offer some fantastic smaller boats, such as the Catalina 16.5 . Because it features a huge and airy cockpit and a large storage box, this is one of the best small sailboats for family vacations. The Catalina 16.5 is a versatile boat with a hand-laminated fiberglass sloop that comes in two styles: centerboard and keel.

Because of the fiberglass centerboard, the stable hull form, and the rudder, the centerboard model has a strong sailplane that remains balanced. It also includes a tiller extension, adjustable trekking straps, and an overhaul that can be adjusted. It's vital to remember that these are both standard features.

It's worth noting that these features come standard on both variants. When it comes to the keel model, it's constructed with a high aspect keel as the cast lead and stainless steel keel bolts, making it ideal for mooring or docking when not in use.

In essence, the centerboard form is ideal for trailer storage, whilst the keel model may be left at the dock. Overall, the Catalina 16.5 is one of the greatest small sailboats available for around $10,000. This is undoubtedly an excellent example of what a daysailer is.

The Fareast 18

Fareast is a Chinese boat builder that has only been in business for around two decades. Despite this, the Fareast 18 is a competent cruiser-racer that will elevate your sailing to new heights. This boat has a retractable keel along with a nifty ballast bulb, a strong rig, and an enclosed cabin, in addition to its attractive appearance.

The Fareast 18's narrow shape with closed stern is unusual in this size, but the good news is that's not an issue in the Fareast 18. This design stresses speed while also making the boat easier to maintain. This boat is ideal for roughly six passengers and punches above its weight. It is, however, intended for one person to rig and launch.

Most sailors start to sail on a daysailer, and the author of this piece has a special place for the Lido 14 , which is where she began to sail. The little boat offers seats for six people, but it may be operated alone and even raced.

The first year the type was introduced, 200 boats were purchased, and 40 years later, roughly 6,300 Lido 14s had been produced. Although new boats are no longer available, old boats are still readily accessible. Although new boats are no longer produced, secondhand boats are readily available; there is an active owner's group and plenty of one-design racing in various regions of the nation.

In a pocket cruiser, don't expect to be sailing at great speeds. Monohulls with a lesser displacement will always be slower than monohulls with a bigger displacement. As a result, a smaller cruiser will take longer to complete a journey, leaving them more exposed to weather variations.

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I'm Michael Moris. I've been sailing my whole life, and it has taken me to places I never imagined. From the Caribbean to Europe, from New Zealand to South America - there's nowhere that hasn't felt like home when you're on a boat!

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7 Best Sailboats Under $20,000

Last Updated by

Daniel Wade

December 27, 2023

You can buy a fully-equipped and serviceable sailboat for less than $20,000 on the used market. Most of these vessels are fiberglass sloops.

Used sailboats between 20 and 30 feet in length can be found for between $10,000 and $20,000 nationwide, especially on the coast. Catalina, O'Day, and Islander sailboats are common in this price range and lots of fun to sail.

Table of contents

What to Look for When Buying a Used Sailboat

When buying a used sailboat, it's essential to carefully inspect the vessel and look for flaws and structural issues. Sailboats in this price range are often ready to sail or just need minor improvements.

For the price, an older fiberglass 20 to 30-foot sailboat should be in good to excellent condition. Here's what to look for when buying a used sailboat and what to expect in the sub-$20,000 range.

Overall Condition

The overall condition of the boat is important, as it gives you an idea of how well the vessel was maintained. A sailboat with a clean, glossy hull, a solid deck, fresh varnish, and polished brass is an excellent sign of a responsible owner.

However, a sailboat with rust, corroded aluminum parts, a filthy hull, and a moldy interior was likely neglected in more ways than one. The first impressions of a sailboat can give you a pretty good idea of what lies below the surface.

Hull and Deck

Fiberglass boats are quite impervious to weather and corrosion, but problems occur when water penetrates the hull. Soft spots form around areas where the fiberglass cracks and water permeates.

Look for 'dented' areas of the deck where water pools up, as deformities can be a sign of something worse going on underneath. Check the bilge for excessive water but be mindful that some boats came with 'wet' bilges.

Does the vessel have all of its standing rigging tightened and maintained? What about sails, halyards, and sheets? If the rigging is present and neatly organized, it's a good sign that you're getting your money's worth.

If the vessel has an inboard motor, check the condition and fire it up. Inboards can be an expensive nightmare if they're neglected, which is often the case on used sailboats. See how it runs and make sure it responds to forward and reverse.

Sailboats are notorious for poor wiring and electrical issues. Much of the time, sailboats were shoddily wired from the factory, and sometimes the issue is related to improper maintenance or water damage.

Check the switchboard and make sure everything works. Try the radio, cabin lights, engine starter, hydraulic systems, and bilge pumps. A few broken lights or dead outlets are acceptable, but an electrically-neglected vessel can be a nightmare and a navigational hazard.

Best Affordable Used Sailboats Under 20k

Owning a used sailboat is a great way to explore local waterways and occupy the weekends. Sailboats made by well-known manufacturers were produced in huge numbers in the 1960s, 1970s, and 1980s.

These vessels are seaworthy and affordable, which makes them an excellent choice for budget-friendly sailing. Here are seven of the best used sailboats for under $20,000.

7. West Wight Potter 19

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It's difficult to omit the West Wight Potter 19 from a list of the best affordable sailboats for under $20,000, as this vessel is exceptional by almost every metric. The West Wight Potter 19 is the ultimate small trailer sailboat.

The vessel is a V-bottom sloop with a fiberglass hull and a centerboard. It was introduced in 1971 and has since become very popular from the United States all the way to Australia. It's a hardy coastal and inland cruising vessel that's made occasional offshore trips, including one from San Francisco to Hawaii.

It measures just under 19 feet overall and has a width of 7 feet 6 inches. With the keel up, it has a draft of only 6 inches, making it a beachable and trailerable cruising boat.

For its size, the West Wight Potter 19 has spacious accommodations below. It features a center-mounted split galley with a stove and a sink, along with space for a head below the stove.

A V-berth upfront offers sleeping quarters for two, and two additional berths aft bring the comfortable capacity up to four. The centerboard trunk in the center of the cabin features rigging to raise, lower, and lock the centerboard.

The West Wight Potter 19 features a fast-rigging system that allows one person to raise and rig the mast in just a few minutes. It's easy to sail, safe, and plenty of fun. Plus, the hull features positive floatation foam, which makes it quite literally unsinkable.

6. Contessa 26

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The Contessa 26 is a unique and capable mid-sized sailboat. It's a fast boat and a common sight at long-range regattas like the singlehanded TransPac race from San Francisco to Hawaii.

The Contessa 26 was produced starting in 1966, but the design dates much further back. The basic hull shape of the Contessa 26 was based on a Nordic Folkboat designed in the late 1930s for speed and agility at sea. As it turned out, the design also proved to be quite seaworthy.

The Contessa 26 was produced up until the end of the 1970s. She measures 25.5 feet overall, with a waterline length of 20 feet. The Contessa 26 has a reasonable beam of 7.5 feet, giving it good stability and seakeeping characteristics without sacrificing speed or handling.

The Contessa 26 is not a trailerable sailboat by most definitions, as it weighs 5,400 lbs and has a 4-foot draft. It has a full ballast keel, which makes it a stout offshore sailing platform. That said, its relatively small draft makes it safe to operate in shallow inland waters.

The accommodations of the Contessa 26 are excellent for its size, and it comfortably sleeps between one and five adults. It features standing headroom, a basic galley, a head with shower, and a standard V-berth upfront.

Space below leaves much to be desired, as vessels like the Catalina 30 outshine it significantly. But overall, the Contessa 26 is an excellent cruising sailboat with a classic design and sharp performance.

5. Catalina 30

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The Catalina 30 is one of the best used sailboats available for coastal and offshore cruising. If spacious accommodations are important to you, then you can't go wrong with this 30-foot Catalina sloop.

The vessel features a tall and stout Bermuda rig with an aluminum mast and standard rigging. The Catalina 30 measures 29.92 feet overall, with a length of 25 feet at the waterline. With a beam of 10.83 feet, the Catalina 30 is a wide and stable vessel.

Catalina 30 sailboats feature a long fin keel and a relatively deep 5.25-foot draft, which requires care when operating in shallow water. However, offshore the Catalina 30 has proven to be a seaworthy and well-handling vessel.

Overall, the Catalina 30 weighs just over 10,200 lbs. She's not exactly trailerable, but most marinas can haul out a Catalina 30 without too much trouble.

Interior accommodations on board are stellar. With sleeping room for seven adults, the Catalina 30 is a fantastic family boat. It features a full galley, a head and shower, a chart table, and a spacious dinette.

Over 6,000 Catalina 30 sailboats have been produced since 1972, making it one of the most popular sailboats ever built. A decent used Catalina 30 can be had for around $10,000 to $15,000 on the used market.

4. Islander 28

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Another popular and classic 1970s fiberglass sloop is the Islander 28. Launched in 1975, the Islander 28 is an affordable and well-handling sailboat with a reputation for durability and seaworthiness.

The Islander 28 is a masthead sloop with a spade rudder and a fin keel. It displaces 7,000 lbs and has a relatively wide 9.83-foot beam. The Islander 28 measures 27.92 feet overall with a waterline length of 23.08 feet.

Islander sailboats are some of the most common vessels of the 1970s and 1980s. And though not as numerous as the Catalina 30, the Islander 28 is still a popular boat on the used market.

Islander 28 sailboats aren't exactly shoal draft, but their moderate 5-foot draft means they're safe to operate in most harbors. And while not technically trailerable, the Islander 28 is small and light enough to be hauled out and repaired in most boatyards.

The Islander 28 sleeps six adults comfortably and features full accommodations below. These include two seats, a galley, a table, a head with shower, and a V-berth forward.

An Islander 28 is a wise choice for coastal and offshore cruising. It's a stout, safe, and fun boat for the family, and it's easy for moderately experienced sailors to handle. A decent used fully-equipped Islander 28 can be found for less than $20,000 on the used market.

3. Compac 23

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Compac is a well-known sailboat manufacturer with a long history of producing swift compact cruising boats. The Compac 23 is a large sailboat in a miniature package.

This vessel is ideal for those looking for a small and easy to handle sailboat with spacious accommodations. It features a fiberglass hull, an extensive cabin, and a shallow draft of just over 2 feet.

The Compac 23 has an overall length of just an inch shy of 24 feet, and a beam of 8 feet. Its dimensions make it stable and easy to handle, and it doesn't heel excessively. Overall, the Compac 23 displaces 3,000 lbs.

The interior accommodations of the Compac 23 set it apart from other vessels in its size category. The interior features a separated galley with a sink and a stove, seats, and a V-berth upfront. It also has plenty of well-thought-out storage space throughout the cabin.

The Compac 23 is also available with a pilothouse configuration, which features standing headroom and a clever table arrangement aft. The vessel features a skeg rudder and a long fixed fin keel, which removes the cumbersome centerboard trunk from the cabin.

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The Cal 25 is a formidable cruiser for its size. While technically a fin- keel sailboat , the Cal 25 features a long ballast keel that offers superior stability and windward performance.

Some would consider the Cal 25 a "flush-deck" sailboat, as the top section of the cabin runs flush with the bow to the cockpit. This design increases cabin space and improves the lines of the boat.

The Cal 25 was produced between 1965 and 1976, making it one of the older fiberglass sloops on our list. That said, Cal Yachts build quality is excellent, and many serviceable examples of the 1,848 original Cal 25 sailboats still exist.

The vessel measures 25 feet overall, with a waterline length of 20 feet. She has a beam of exactly 8 feet and a relatively shallow draft of just 4 feet. The Cal 25 has a modest displacement of 4,000 lbs, making it a relatively practical trailer-sailer option.

The Cal 25 usually came with an outboard motor instead of an inboard to save space. The helm is controlled by a tiller, which maneuvers a skeg rudder located underneath the cockpit. With the mast collapsed, the Cal 25 is a great sailboat for winter storage and summer use.

The level of fit and finish varies between boats, as some were outfitted with finer wood and more premium features than others. The cockpit is spacious for its size, and the cabin headroom is excellent. The Compac 23 is an ideal used shoal-draft cruising sailboat in the sub-$20,000 category, and it's still produced today.

1. Catalina 22

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The Catalina 22 was the first sailboat of countless families across the United States. This sleek 22-foot vessel was designed to be the perfect 'starter boat' for sailors who wanted to explore inland waterways and coastal areas.

The Catalina 22 was first introduced in 1969. It has an overall length of 21.5 feet and a beam of 7.67 feet. Catalina 22 sailboats are truly trailerable, as most come with a retractable swing keel. With the keel or centerboard down, the Catalina 22 has a draft of 5 feet.

The Catalina 22 is the most popular sailboat ever produced in its class. With over 15,000 built, this vessel is common on the used market, and parts are abundant. Overall, a standard Catalina 22 sloop weighs around 2,490 lbs, making it practical to tow behind most half-ton pickup trucks or V8 SUVs.

Fiberglass boats like the Catalina 22 are an excellent choice for first-time sailors looking for a fun and capable family boat with overnight accommodations. The Catalina 22 sleeps four adults comfortably, but five can fit if the crew are comfortable with a tighter arrangement.

The most unique feature of the Catalina 22 is its camper-like pop top. The top of the cabin, which normally provides sitting headroom, can be popped up several inches past the original height. This is an excellent feature for cooking at anchor, as it provides standing headroom over the galley and part of the settee.

Pre-owned Catalina 22 sailboats in ready-to-sail configuration run anywhere from $5,000 to $15,000. Fiberglass sailboats like the Catalina 22 make excellent freshwater or saltwater daysailers, and some have completed lengthier offshore voyages.

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

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Better Sailing

Best Pocket Cruisers Under 20 Feet

If you are looking for a pocket cruiser to help you learn the ropes and get started sailing, daysail, or for a weekend-long fun sailing trip, then you are in the right place. In this article, we are taking a look at some affordable options to get you started in the sailing game. It doesn’t matter if you are looking for a boat with a cabin or not because we have both options, all under 20 Feet!

Obviously, the best pocket cruiser for me is not necessarily the best one for you. For example, when I am out looking to purchase a boat, I am always looking for something that can accommodate at least 2 people for at least a couple of days. However, you could be looking for a faster daysailers with no cabins because you only want to use it for daysailing. Not to worry, I wrote this article with you in mind as well. 

Beneteau First 20

This is probably my favorite trailable pocket cruiser on the list. It is gorgeous, compact, has a retractable keel, it is fast but can also accommodate a small family for a weekend on the water thanks to its spacious interior. The First 20 has one of those hulls that, despite being very sturdy in windy weather, will allow you to have fun like a child! Unfortunately, however, Beneteau has suspended production on boats under 20 feet to focus on larger sailboats, but you can still find these boats for sale around $25,000 used.

>>Also Read: Best Sailboats to Live On

Pacific Seacraft Flicka 20

This is also a wonderful pocket cruiser that feels like a much larger blue-water sailboat. For her small size and displacement, she handles exceptionally well on the water. She is not only extremely fast for her size, but she is also very seaworthy and has a kind motion, and seasoned sailors will tell you that she has a very good reputation for keeping her crew safe. It is rarely available, but if you look online you will probably find a few for sale throughout the US.

Liteboat XP

This intriguing 20-footer is what you get when someone who has rowed solo across the Atlantic decides to produce a fun pocket cruiser that can either be rowed or sailed. It’s the brainchild of Mathieu Bonnier, while renowned French naval architect Sam Manuard did the design work and North Sails helped develop the simple but efficient rig. Use of carbon keeps total weight down to 145kg, including a 20kg bulb on the bottom of the centerboard – that’s 15% lighter than a Wayfarer dinghy.

Lasers are a great choice for trailerable daysailers suitable for two adults. If you want to experience adrenaline or a cool breeze, or just sailing into nowhere, this 13’10” Laser is the option available in the small boat section. This boat has a fiberglass body that is lightweight and has a powerful sail making it easy to capsize and recover fast. This boat is also raced as an international sailing class and has participated in competitions like Olympic sailing championships to normal club racing.

Almost all the 200,000 boats that have been made over the years were made for fun as the 1969 design only had a single sail, daggerboard, and two-part mast. It also has a kick-up rudder, which is easy to transport, store and launch. These boats are available at less than $5K, and it is also available in different sized sails and rigs along with spare parts. Used boats are also available easily.

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

Catalina 16.5 

Catalina 16.5 is the largest sailboat that the brand makes under 20 feet. The Catalina brand is known for its own large cruise boats, but they have small boats too. This boat is a hand-laminated fiberglass sloop, which is one of the most versatile boats, and it has two options, i.e. one with a centerboard (5″) and shoal-draft keel (4’5″). If you require to store a trailer, then buy the centerboard, the lead-keel vessel gives the stability to stay parked at a dock. Like most boats that are built by Catalina, this boat has a huge self-bailing cockpit. It also has a waterproof hatch and a storage space. The standard equipment has a tiller extension and hiking straps. You can get out on the side deck for better visibility forward. The new version of this boat is available at $10,000.

Hobie 16 Catamaran

This is another great design with a great turn of speed and space for four people. The Hobie 16 beach catamaran has sold over 100,000 units since its release in the year 1969. It debuted in Southern California. It is a lightweight boat that weighs only around 320 pounds. This boat has an asymmetric fiberglass sandwich hull that has kick-up rudders. It means that it can reach all the way to the beach. This boat has a sail area of 218 square feet. This boat also has a douse kit, a trailer, spinnaker. As you can see from the photo of this sailing dinghy, it is only suitable for daysailing since it lacks cabins, saloon, etc. This is a fast boat and ideal for some sailing fun, and it costs around $2,000-12,000 depending on the age of the sailboat and whether you buy it new or used.

>>Also Read: Best Sailboats Under 100k

Marlow-Hunter 15

If you need an affordable, low-maintenance, and new knockabout to teach your children sailing, then Marlow-Hunter 15 is the best thing you can use. This boat has high freeboard and fiberglass construction. You can do lots of things in this boat without capsizing, failing, or breaking it. It has a self-bailing cockpit that means when inside water, it can find a quick exit, and the wide beams keeps her steady in the strong breeze or any kind of weight shifts that happened along the ride. This boat allows four people to sail together, and when you are done, you can store it in your garage or your trailer. The best thing about this boat is that it has no wood that requires varnishing, and you can buy this boat at around $10,000.

Bluewater Cygnet 20

The Cygnet 20 is an excellent addition to the trailer sailer and pocket cruiser market that could easily rejuvenate the under 20 feet market section. Having everything that you want in a pocket cruiser: take everywhere, sail anywhere, sail easily, and affordable, the Cygnet has the added benefit of looking adorable as well. With its flat bottom and hand-laid fiberglass hull, it is an easy matter of beaching the boat.

The Cygnet 20 makes an enjoyable weekend sailboat; to this end, while the cockpit is large enough to fit four to six people, it makes less space for down below, but there is still room enough to sleep a crew of four. Also, there are various options to customize the cabin the way you want, but the standard configuration with the V-berth, a portable toilet stored underneath; a single burner portable stove to port with a sink to starboard two long single berths running under the cockpit. Also, the saloon table folds out to seat four on top of the swing keelbox.

Final Thoughts

Finding the best pocket cruiser or daysailer is not an easy task. I hope this list will be helpful to pick your ideal vessel for your sailing experiences. However, keep in mind that this list is not exhaustive and if you find a pocket cruiser that you like and fits your budget you should definitely take it out on the water to give it a spin and see how you like it. On a last note, you can find plenty of pocket cruisers for sale if you look at your local marina, browse websites like BoatersWorld, YachtWorld, Boat24, BoatTrader, Boats.com, Craigslist, and even FaceBook marketplace.

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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What are the Best Small Sailboats Under 20 Feet?

Sailing is a timeless and exhilarating activity that allows individuals to connect with the wind, water, and nature in a way that few other pastimes can match.

While sailing often conjures images of grand yachts and vast open waters, there’s a thriving community of sailors who prefer smaller vessels that offer a more intimate and agile experience.

In this blog post, we’ll take a closer look at some of the best small sailboats under 20 feet, highlighting their features, performance, and why they stand out in the world of sailing.

The Hunter 17 is a charming and capable small sailboat designed to provide a fantastic sailing experience for both beginners and seasoned sailors. With a length of 17 feet and a beam of 7 feet, it strikes an ideal balance between manoeuvrability and stability.

Key Features:

A. Spacious Cockpit: Despite its compact size, the Hunter 17 boasts a surprisingly spacious cockpit that can comfortably accommodate up to six people. This design makes it an excellent choice for family outings or weekend adventures with friends.

B. Swing Keel: The swing keel design allows for shallow draft sailing, meaning you can explore shallow waters without worry. It’s a versatile feature that expands your sailing horizons.

C. Easy to Rig: One of the Hunter 17’s standout features is its simplicity in rigging. Setting up and launching this sailboat is a breeze, making it accessible to those new to sailing.

D. Stability: The boat’s stable design and responsive handling make it a great choice for beginners. Even when the wind picks up, you’ll feel confident and in control.

Performance:

The Hunter 17 offers a respectable level of performance, with its responsive helm and well-designed sails. While it may not be the fastest boat in its class, it offers a smooth and enjoyable ride, perfect for leisurely cruising and day sailing.

O’Day Javelin

The O’Day Javelin is another excellent small sailboat option, known for its simplicity, reliability, and affordability. With a length of 14 feet and a manageable sail area, it’s an ideal choice for those looking to get started in sailing without breaking the bank.

A. Simple Rigging: The Javelin features a straightforward rigging system, making it easy for beginners to set up and launch the boat. This simplicity is a significant advantage for those new to sailing.

B. Lightweight and Trailerable: The Javelin is lightweight, making it easy to trailer to different bodies of water. This portability allows you to explore a variety of sailing locations.

C. Durability: O’Day sailboats are known for their durability, and the Javelin is no exception. With proper care and maintenance, this sailboat can provide years of sailing enjoyment.

While the O’Day Javelin may not be the fastest sailboat on the water, its focus on simplicity and reliability makes it an excellent choice for beginners and those looking for a hassle-free sailing experience. It’s a forgiving boat that allows you to learn the ropes at your own pace.

Catalina 18

The Catalina 18 is a small sailboat that bridges the gap between compact boats and larger cruisers. With a length of 18 feet, it offers a bit more space and comfort while maintaining the agility and excitement of a smaller vessel.

A. Comfortable Cabin: The Catalina 18 features a small but comfortable cabin, providing a place to escape the elements or even spend a night on the water. This feature sets it apart from many other small sailboats.

B. Self-Righting Design: The boat’s keel design makes it self-righting, which means it can recover from a capsize easily. This safety feature is especially reassuring for novice sailors.

C. Responsive Handling: Despite its slightly larger size, the Catalina 18 maintains responsive handling, making it enjoyable to sail in a variety of conditions.

The Catalina 18 offers a good balance of performance and comfort. While it may not be as fast as some dedicated racing sailboats, it’s a capable cruiser that can handle a range of wind conditions. The inclusion of a cabin adds versatility to your sailing adventures, making it an excellent choice for day trips and overnight excursions.

Conclusion :

Choosing the best small sailboat under 20 feet when you are getting ready to sail ultimately depends on your preferences and sailing goals. The Hunter 17 offers a spacious cockpit and stability, making it an excellent choice for families and beginners. On the other hand, the O’Day Javelin focuses on simplicity and affordability, making it an accessible entry point into the world of sailing. Lastly, the Catalina 18 strikes a balance between performance and comfort, with the added bonus of a cabin for overnight stays.

Regardless of which small sailboat you choose, each of these options provides a unique sailing experience. Whether you’re seeking adventure, family sailing , relaxation, or a way to connect with nature, these boats have something to offer. So, set your sails and embark on your sailing journey with confidence, knowing that you’ve chosen one of the best small sailboats under 20 feet to accompany you on your maritime adventures.

Determining the absolute safest sailboat in the world is challenging, as safety can depend on various factors, including the crew’s experience, weather conditions, and maintenance. However, sailboats designed for offshore cruising, such as those from renowned manufacturers like Hallberg-Rassy or Oyster, are often considered some of the safest due to their robust construction and advanced safety features.

The most efficient sail shape varies depending on the specific point of sail and wind conditions. However, in general, an aerodynamically curved shape, similar to an airfoil, is often considered the most efficient for harnessing wind power and generating forward propulsion on a sailboat.

A sailboat size suitable for two people typically ranges from 20 to 30 feet, with 25 to 30 feet being a popular choice for couples. This size provides enough space for comfortable living quarters and maneuverability while still being manageable for a two-person crew.

The size of a sailboat that one can single-hand largely depends on the sailor’s experience, skills, and the boat’s design. Many experienced sailors can comfortably single-hand sailboats up to 35-40 feet, but with the right equipment and know-how, even larger vessels can be handled solo.

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20 Bluewater Cruising Sailboats Under $100,000

January 5, 2021 by Travis Turgeon 2 Comments

Choosing the right bluewater yacht for your needs requires a ton of research. With so many designs and features available, it can be overwhelming trying to narrow down your options. The process gets even more complicated when you begin to consider the personal opinions of other sailors. 

So how do you know where to start? Every person’s definition of comfortability will vary when it comes to onboard living. What suits a family of four won’t necessarily suit a couple or a single-handed sailor. Your budget, style, and needs are all unique to you and your situation, so it’s essential to know just what to look for when buying a new or used vessel . 

To start you off in the right direction, we put together a list of our top choices for bluewater cruising yachts under $100,000.

Allied Princess 36

Built as a long-keel ketch or cutter, the Allied Princess 36 was in production from 1972 to 1982. Around 140 vessels were manufactured in total, so you can occasionally find them on the used market. 

While these cruisers’ design and construction are considered sufficient, the excessive use of fiberglass makes the design a bit bland. Although they may not have the most appealing design, these bluewater yachts certainly tick a lot of boxes.

With the full-keel measuring just four-foot six inches, it’s a design that holds steady on its course without pointing as high as a fin-keel design. 

Overall, the Allied Princess 36 is a wonderful option for bluewater sailing.

Prices range between $30,000 and $60,000.

Cabo Rico 38

The Cabo Rico 38 is at the top of its class, constructed with a long-keel cutter rig design that gives it outstanding bluewater capabilities for its price point. The vessel was produced in two models – Pilothouse, and Trunk Cabin – although the Pilothouse design is less common.

Cabo Rico i s consistently successful with it s 38 models, and t hey remain one of the most prominent cruising boats on the water.

Internally, this boat has various features required for a bluewater cruiser: Large water and fuel tanks, a solid design with balsa wood cores for thermal and noise insulation, and an overall seaworthy design.

While this boat wasn’t m eant to win races, it is a fantastic choice for a crui sing vessel.

Prices range between $30,000 and $80,000.

Celestial 48

The Celestial 48 is the largest boat on our list and is commonly sought after by the cruising fraternity. The problem is, these vessels are scarce on the used market. 

The Celestial 48 is a ketch rig with a shoal-draft, fin-keel design, and a center-cockpit configuration that is comfortable and ideal for bluewater sailing. One of our favorite features is the six-foot, two-inch headroom in the cabin, along with high-capacity water and fuel tanks.

The Celestial 48 was built in China by the Xiamen boatyard, although it’s no longer in production.

If you can find one, the Celestial 48 will make an excellent bluewater cruiser.

Prices start near our $100,000 mark.

The Corbin 39 is manufactured in two designs, aft or center cockpit. Designed and built in Canada by Robert Dufour and Marius Corbin, the 39 is now (sadly) out of production. This cruiser remains a favorite of many and is still commonly searched for on the used market.

One thing to note is that most of the boats were sold as unfinished kits, leaving owners to complete the interiors themselves. For this reason, the standard of interior design finish will vary, so it’s worth checking and comparing with other vessels carefully.

When found, the Corbin 39’s present a very reasonable price tag, but a full survey is essential.

Prices range between $40,000 and $60,000.

The Freedom 36 is one of the smaller yachts on our list, but it has an exciting design that attracts cruisers. The wide beam and long waterline design allow for a much larger interior than most other boats of similar length. As a cruiser, space is a top priority, so this cruiser should be on your list of considerations.

A unique feature of this Freedom yacht is the stayless carbon fiber mast. It looks a little odd for most, with no forestay or backstay and a mast that flexes alarmingly in the wind. It’s a proven design, though, and gives clean lines just like an aircraft wing.

The Freedom 36 is certainly an exciting cruiser to keep an eye on.

Prices range between $40,000 and $80,000.

Gulfstar 44

Known as a capable cruiser or live-aboard boat, the Gulfstar 44 is a spacious yacht that can take you around the world.

Designed with a fin-keel and skeg-rudder, the Gulfstar is comfortable and well built.

Internally, you’ll find a large galley, king-size aft cabin, and spacious fore cabin, with ample room in the saloon. Earlier Gulfstar vessels suffered from inconsistent build quality, but from around 1976 onwards, the company made huge improvements.

For a spacious bluewater sailboat with excellent heavy-weather handling characteristics, the Gulfstar 44 is a great choice.

Prices start around $60,000.

Hans Christian 38

If you’re considering cruising the world in a bluewater yacht, then the Hans Christian 38-T should be added to your shortlist of candidates. 

With a full-length keel design and laden with solid teak, this boat weighs in at 12.5 tons, making it a heavy displacement vessel that you can rely on to take you through some of the harshest conditions.

Manufactured in Taiwan, these cruisers can be a chore to acquire. One of the most common downfalls of the Hans 38-T is electrical problems, so be sure to get the wiring checked out by a professional. 

Outside of electrical issues, this boat is a proven winner in the cruising world. 

Prices start around $70,000 but expect to pay well over $100,000 for the more admirable models.

Hinckley Bermuda 40

The Hinckley Bermuda 40 was in production for over 30 years, from 1959 until 1991, but only 203 boats were manufactured in total. Many Bermuda 40s were used as racing vessels throughout their production, winning the Northern Ocean Racing Trophy in 1964. 

The design also gained many admirers in the cruising world thanks to the long keel and centerboard, which allows the boat to maneuver through shallow waters. The Hinckley Bermuda 40 is hard to beat for versatility, combining classic looks with the shallow draught and generous interior space.

Early models from the 60s and 70s start around $80,000, but later models land well above our $100,000 threshold.

Island Packet 35

Although only in production for six years, 178 Island Packet 35s made their way onto the market. These vessels have become justifiably popular with coastal cruisers and bluewater sailors alike.

These cruisers are available in two designs; long-keel or long-keel with centerboard – both of which come with cutter rigging. 

The design is conservative and built for comfort rather than speed. Inside space is very generous, with a 12-foot beam, a v-berth cabin in the forepeak, and a double cabin on the aft port side.

Island Packet 35’s appear on the used market regularly, so locating one shouldn’t be too much of a hassle.

Prices start at around $65,000.

The Niagara 35 is a popular cruiser available in two exciting models, each one coming with a fantastic interior design. 

The original model features a center galley and marine toilet that separates the fore and aft areas. The saloon is completely closed off, making it useful during extended passage journeys.

The later model has a double-berth forward, separated from the saloon by the head and shower. Both models include a spacious cockpit design. Through its 12 years of production, 260 Niagara 35’s went on the market – so you can regularly find them for sale.

Early models start around $30,000, with later models coming in closer to $70,000.

Only 32 of the Robert Perry-designed Nordic 40s went through production, making them exclusive and difficult to find. If you do manage to get your hands on one, however, you won’t be disappointed.

The fin-keel and skeg-mounted rudder design allow for up to six people to stay comfortably, including extra storage space for luggage and provisions. 

The Perry design is recognized for the quality of its fittings, including rod-rigging and full hull insulation on early models. After 1987, they cut back on a few design features, but it’s still a quality boat. 

If you can manage to find a Nordic 40, it will make an excellent investment.

While it may be rare to find one below our $100,000 mark, it is possible.

Passport 40

Built in Taiwan, the Passport 40 is another excellent design by Robert Perry. Sporting a fin-keel and a skeg-mounted rudder, the design is known for its well-balanced performance. 

Originally supplied with a sloop-rig, the majority have an inner stay, fitted to allow a double headsail. This cutter-style rig makes the Passport 40 even more suitable for ocean crossings.

The interiors are well designed – as you’d expect from a Robert Perry – and make for comfortable living during long passages.

Peterson 44

The Peterson 44 was designed and built as a performance cruiser, combining sufficient speed and sea-kindly handling. 

A low center-cockpit, 10,000 pounds of lead ballast, and a long fin keel allow this vessel to take turbulent conditions in stride without sacrificing the crew’s comfort. 

Internally, there is plenty of space in the well-designed cabin. For long passages, there’s a 132-gallon water tank and a 117-gallon fuel tank.

Finding a Peterson 44 may be your only problem. They manufactured about 200 boats, but owners rarely like to part with them – adding to their intrigue and value.

Prices for these yachts vary widely. Expect to pick up an older model between $50,000 and $75,000.

Prout Snowgoose 37

As the only catamaran on our list, the Prout Snowgoose 37 is a proven boat for circumnavigation on the bluewater trail. 

A standout feature of the early Snowgoose models is its narrow beam, which allows them to navigate canals easily. These boats are popular in Europe and are common on the journey between Spain and France on the Mediterranian. Additionally, the Prout Snowgoose 37 can fit into a single-hull marina, reducing berthing costs when compared to most other catamarans. 

If you have never considered a catamaran in the past, the Prout Snowgoose 37 may change your mind.

Prices start near $45,000, with later models reaching over $100,000.

The Shannon 38 comes in two styles, with either an aft cockpit or pilothouse. Shannon Yachts are known for their build quality and attention to detail, and the 38 is no exception. The boat is available as either a ketch or cutter rig, but it’s renowned for its performance at sea in both forms.

Only 100 were built, with the final boat launched in 1988. If you can find one on the used market, it will make a competent bluewater cruiser.

Prices start at $40,000 for older models, with newer models inching closer to our $100,000 mark.

Only 80 of the Tartan 41s were manufactured, although they produced a similar Tartan 43 with the same molds. It is a fin keel design, with a skeg-mounted rudder and sloop-rigging. In its day, it was considered a fast cruiser, but now they’re mostly made for comfort.

If you’re looking at a Tartan 41, check out the keel dimensions. The keel was undersized on earlier models, which caused heavy-weather steering issues. The boatyard redesigned the later models, and some retrofitting has been done on the originals.

Prices start around $45,000 and reach upwards of $70,000.

No list of bluewater sailboats would be complete without the Tayana 37. It’s a beautiful boat designed by Robert Perry that comes in three variants; cutter, ketch, and pilothouse. 

Built to compete against the popular Westsail 32, the 37 became a good seller – with almost 600 launched to date. Today, they are manufactured in limited numbers, as the traditional teak-heavy design is now less popular.

If you can find a good Tayana 37, cruising the oceans will be a pleasure in this sturdy and robust vessel.

Early models cost around $45,000, with newer or retrofitted models topping $75,000.

Another boat designed by Robert Perry, the Valiant 40 is one of the most sought-after bluewater cruisers on the used market. By the end of production, two manufacturers were able to put out around 200 boats, so it’s certainly possible to get your hands on one.

With a fin keel, reasonably heavy displacement, and solid build, open ocean cruising is made comfortable in the Valiant 40.

The Valiant’s trademark is the canoe stern, something Perry has carried over into many of his designs. The boat’s performance sets it apart from the more traditional heavy-cruisers, and it still has many admirers.

Expect to pay upwards of $45,000 for an early Valiant, but well-maintained vessels will command much higher prices.

Wauquiez Pretorien 35

When the weather gets rough, most people prefer bigger, heavier cruisers. Small boats generally don’t perform as well in harsh conditions, but the Pretorien 35 is an exception.

Built to IOR specifications, it’s a short, wide-beam design, with a ballast in the keel that makes up half of the displacement. It may be disappointing in light winds, but as the breeze picks up, the Pretorien comes alive.

Wauquiez built boats are known for their quality finish, so you shouldn’t hold any doubts when buying a used Pretorien.

Prices start around $39,000.

Westsail 32

At just 32 feet, the Westsail might be a surprising inclusion on our list. However, the design has proven itself many times over and remains popular with many cruisers.

With a long keel, transom-mounted rudder, and heavy displacement, these are seaworthy yachts.

The flipside to this is that the performance can be underwhelming. The Westsails are known for being slow, safe boats that will get you wherever you need to go – making them perfect for leisurely cruising. 

Over 800 vessels entered the market between 1971 and 1981, so there should be plenty available if you look hard enough. The other point to remember is that they sold them as owner-completion kits, so the internal fitments, in particular, will vary in quality.

With so many available, the prices remain reasonable – with an early Westsail 32 fetching around $29,000 and well-maintained older models coming in closer to $50,000.

Remember: When buying a bluewater cruising yacht for less than $100,000, compromise is inevitable. 

If you’re looking for a seaworthy, heavy-displacement design, you’ll have to compromise on the boat’s age. Choosing a modern, light design will allow you more for your money.

The best advice for buying a boat is to be truly honest with yourself by defining your needs and separating them from your desires. 

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Reader Interactions

November 15, 2021 at 6:30 pm

You guys didn’t mention Cape dory or pacific seacraft. How long have you been sailing?

February 18, 2022 at 1:37 pm

Very nicely done. There will always be people who disagree with your list but they reserve the right to comment without creating any value which is what you provided. Thanks for putting this together.

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