best 18 ft sailboat

10 Best Small Sailboats (Under 20 Feet)

Last Updated by

Daniel Wade

December 28, 2023

Compact, easy to trailer, simple to rig, easy to maintain and manage, and affordable, the best small boats all have one thing in common: they offer loads of fun while out there on the water.

So whether you're on a budget or just looking for something that can offer ultimate daytime rides without compromising on safety, aesthetic sensibilities, alternate propulsion, and speed, the best small sailboats under 20 feet should be the only way to go.

Let's be brutally honest here; not everyone needs a 30-foot sailboat to go sailing. They come with lots of features such as electronics, entertainment, refrigeration, bunks, a galley, and even a head. But do you really need all these features to go sailing? We don't think so.

All you need to go sailing is a hull, a mast, rudder, and, of course, a sail. And whether you refer to them as daysailers, trailerable sailboats , a weekender sailboat, or pocket cruisers, there's no better way to enjoy the thrills of coastal sailing than on small sailboats.

There are a wide range of small boats measuring less than 20 feet available in the market. These are hot products in the market given that they offer immense thrills out on the sea without the commitment required to cruise on a 30-footer. A small sailboat will not only give you the feel of every breeze but will also give you the chance to instantly sense every change in trim.

In this article, we'll highlight 10 best small sailboats under 20 feet . Most models in this list are time-tested, easy to rig, simple to sail, extremely fun, and perfect either for solo sailing or for sailing with friends and family. So if you've been looking for a list of some of the best small sailboats , you've come to the right place.

So without further ado, let's roll on.

Table of contents

{{boat-info="/boats/hunter-15"}}

The Marlow-Hunter 15 is not only easy to own since it's one of the most affordable small sailboats but also lots of fun to sail. This is a safe and versatile sailboat for everyone. Whether you're sailing with your family or as a greenhorn, you'll love the Hunter 15 thanks to its raised boom, high freeboard, and sturdy FRP construction.

With high sides, a comfortable wide beam, a contoured self-bailing cockpit, and fiberglass construction, the Hunter 15 is certainly designed with the novice sailor in mind. This is why you can do a lot with this boat without falling out, breaking it, or capsizing. Its contoured self-baiting cockpit will enable you to find a fast exit while its wide beam will keep it steady and stable no matter what jibes or weight shifts happen along the way.

This is a small sailboat that can hold up to four people. It's designed to give you a confident feeling and peace of mind even when sailing with kids. It's easy to trailer, easy to rig, and easy to launch. With a price tag of about $10k, the Hunter 15 is a fun, affordable, and versatile boat that is perfect for both seasoned sailors and novices. It's a low-maintenance sailboat that can be great for teaching kids a thing or two about sailing.

Catalina 16.5

{{boat-info="/boats/catalina-16-5"}}

Catalina Yachts are synonymous with bigger boats but they have some great and smaller boats too such as Catalina 16.5. This is one of the best small sailboats that are ideal for family outings given that it has a big and roomy cockpit, as well as a large storage locker. Designed with a hand-laminated fiberglass sloop, the Catalina 16.5 is versatile and is available in two designs: the centerboard model and the keel model.

The centerboard model is designed with a powerful sailplane that remains balanced as a result of the fiberglass centerboard, the stable hull form, and the rudder. It also comes with a tiller extension, adjustable hiking straps, and adjustable overhaul. It's important to note that these are standard equipment in the two models.

As far as the keel model is concerned, this is designed with a high aspect keel as the cast lead and is attached with stainless steel keel bolts, which makes this model perfect for mooring or docking whenever it's not in use. In essence, the centerboard model is perfect if you'll store it in a trailer while the keel model can remain at the dock.

All in all, the Catalina 16.5 is one of the best small sailboats that you can get your hands on for as low as $10,000. This is certainly a great example of exactly what a daysailer should be.

{{boat-info="/boats/hobie-16"}}

There's no list of small, trailerable, and fun sailboats that can be complete without the inclusion of the classic Hobie 16. This is a durable design that has been around and diligently graced various waters across the globe since its debut way back in 1969 in Southern California. In addition to being durable, the Hobie 16 is trailerable, great for speed, weighs only 320 pounds, great for four people, and more importantly, offers absolute fun.

With a remarkable figure of over 100,000 launched since its debut, it's easy to see that the Hobie 16 is highly popular. Part of this popularity comes from its asymmetric fiberglass-and-foam sandwiched hulls that include kick-up rudders. This is a great feature that allows it to sail up to the beach.

For about $12,000, the Hobie 16 will provide you with endless fun throughout the summer. It's equipped with a spinnaker, trailer, and douse kit. This is a high-speed sailboat that has a large trampoline to offer lots of space not just for your feet but also to hand off the double trapezes.

Montgomery 17

{{boat-info="/boats/montgomery-17"}}

Popularly known as the M-17, The Montgomery 17 was designed by Lyle C. Hess in conjunction with Jerry Montgomery in Ontario, California for Montgomery Boats. Designed either with keel or centerboard models, the M-17 is more stable than most boats of her size. This boat is small enough to be trailered but also capable of doing moderate offshore passages.

This small sailboat is designed with a masthead and toe rail that can fit most foresails. It also has enough space for two thanks to its cuddly cabin, which offers a sitting headroom, a portable toilet, a pair of bunks, a DC power, and optional shore, and a proper amount of storage. That's not all; you can easily raise the deck-stepped mast using a four-part tackle.

In terms of performance, the M-17 is one of the giant-killers out there. This is a small sailboat that will excel in the extremes and make its way past larger boats such as the Catalina 22. It glides along beautifully and is a dog in light air, though it won't sail against a 25-knot wind, which can be frustrating. Other than that, the Montgomery 17 is a great small sailboat that can be yours for about $14,000.

Norseboat 17.5

{{boat-info="/boats/norseboat-17-5"}}

As a versatile daysailer, Norseboat 17.5 follows a simple concept of seaworthiness and high-performance. This small sailboat perfectly combines both contemporary construction and traditional aesthetics. Imagine a sailboat that calls itself the "Swiss Army Knife of Boats!" Well, this is a boat that can sail and row equally well.

Whether you're stepping down from a larger cruiser or stepping up from a sea kayak, the unique Norseboat 17.5 is balanced, attractive, and salty. It has curvaceous wishbone gaff, it is saucy, and has a stubby bow-sprit that makes it attractive to the eyes. In addition to her beauty, the Norseboat 17.5 offers an energy-pinching challenge, is self-sufficient, and offers more than what you're used to.

This is a small, lightweight, low-maintenance sailboat that offers a ticket to both sailing and rowing adventures all at the same time. At about 400 pounds, it's very portable and highly convenient. Its mainsails may look small but you'll be surprised at how the boat is responsive to it. With a $12,500 price tag, this is a good small sailboat that offers you the versatility to either row or sail.

{{boat-info="/boats/sage-marine-sage-17"}}

If you've been looking for a pocket cruiser that inspires confidence, especially in shoal water, look no further than the Sage 17. Designed by Jerry Montgomery in 2009, the Sage 17 is stable and should heel to 10 degrees while stiffening up. And because you want to feel secure while sailing, stability is an integral feature of the Sage 17.

This is a sailboat that will remain solid and stable no matter which part of the boat you stand on. Its cabin roof and the balsa-cored carbon-fiber deck are so strong that the mast doesn't require any form of compression post. The self-draining cockpit is long enough and capable of sleeping at 6 feet 6 inches.

The Sage 17 may be expensive at $25k but is a true sea warrior that's worth look at. This is a boat that will not only serve you right but will also turn heads at the marina.    

{{boat-info="/boats/laserperformance-laser-sb3"}}

Having been chosen as the overall boat of the year for 2008 by the Sailing World Magazine, the Laser SB3 is one of the coolest boats you'll ever encounter. When sailing upwind, this boat will lock into the groove while its absolute simplicity is legendary. In terms of downwind sailing, having this boat will be a dream come true while it remains incredibly stable even at extraordinary speed.

Since its debut in 2004, the Laser SB3 has surged in terms of popularity thanks to the fact that it's designed to put all the controls at your fingertips. In addition to a lightweight mast, its T- bulb keel can be hauled and launched painlessly. For about $18,000, the Laser SB3 ushers you into the world of sports sailing and what it feels to own and use a sports boat.

{{boat-info="/boats/fareast-18"}}

As a manufacturer, Fareast is a Chinese boat manufacturer that has been around for less than two decades. But even with that, the Fareast 18 remains a very capable cruiser-racer that will take your sailing to the next level. In addition to its good looks, this boat comes with a retractable keel with ballast bulb, a powerful rig, and an enclosed cabin.

Its narrow design with a closed stern may be rare in sailboats of this size, but that's not a problem for the Fareast 18. This design not only emphasizes speed but also makes it a lot easier to maintain this boat. Perfect for about 6 people, this boat punches above its weight. It's, however, designed to be rigged and launched by one person.

This is a relatively affordable boat. It's agile, safe, well-thought-out, well built, and very sporty.

{{boat-info="/boats/chuck-paine-paine-14"}}

If you're in the market looking for a small sailboat that offers contemporary performance with classic beauty, the Paine 14 should be your ideal option. Named after its famous designer, Chuck Paine, this boat is intentionally designed after the classic Herreshoff 12.5 both in terms of dimensions and features.

This is a lightweight design that brings forth modern fin keel and spade rudder, which makes it agile, stable, and faster. The Paine 14 is built using cold-molded wood or west epoxy. It has varnished gunnels and transoms to give it an old-time charm. To make it somehow modern, this boat is designed with a carbon mast and a modern way to attach sails so that it's ready to sail in minutes.

You can rest easy knowing that the Paine 14 will not only serve you well but will turn heads while out there.

{{boat-info="/boats/wd-schock-lido-14"}}

Many sailors will attest that their first sailing outing was in a Lido 14. This is a classic sailboat that has been around for over four decades and still proves to be a perfect match to modern small boats, especially for those still learning the ropes of sailing.

With seating for six people, the Lido 14 can be perfect for solo sailing , single-handed sailing, or if you're planning for shorthanded sailing. While new Lido 14 boats are no longer available, go for a functional used Lido 14 and you'll never regret this decision. It will serve you well and your kids will probably fall in love with sailing if Lido 14 becomes their main vessel during weekends or long summer holidays.

Bottom Line

There you have it; these are some of the best small sailboats you can go for. While there are endless small sailboats in the market, the above-described sailboat will serve you right and make you enjoy the wind.

Choose the perfect sailboat, invest in it, and go out there and have some good fun!

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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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11 Best Small Sailboat Brands: How to Choose Your Next Daysailer or Pocket Cruiser

12th oct 2023 by samantha wilson.

Sailing is a relaxing, invigorating pastime that allows you to harness wind and waves in a unique and historic way without requiring a 50-foot yacht to enjoy what’s special about the experience. In fact, small sailboats allow a delightful back-to-basics experience that often gets lost on larger, systems-heavy sailboats.

On a small sailboat you can connect with the sea, feeling the boat move beneath you. The boat is typically easy to rig, simple to sail, and can even be sailed solo. Small sailboats give you the freedom to trailer your or car-top your boat and go anywhere, and they’re perfect for learning the nuances of sailing. There are many excellent brands and models of small sailboat, each with their own appeal, and here we narrow down some of our favorite in the daysailer and pocket cruiser categories under 30 feet. 

Difference Between a Daysailer and a Pocket Cruiser

While there are many different types of sailboat on the market and there is no single definition of either a daysailer or a pocket cruiser, they are used in a particular way, as the names imply. The term daysailer covers a huge array of sailboats, smaller and sometimes larger, and is generally defined as any day boat used for local sailing, with a simple rig, and easy to get underway. A pocket cruiser typically offers a cabin and head, and adequate accommodations for an overnight stay and sometimes longer cruises. Having said that, there is a large overlap between the two in many instances, so the lines may become blurred. 

What Size is a Small Sailboat?

Small is a relative term of course, but in general—and for the purposes of this article—a small sailboat is one that could be sailed by a small crew, often with one or two people aboard. It will have a simple rig and be trailerable, and it might be either a daysailer or pocket-cruiser style vessel as above. Within those categories, there are many models and styles, but when it comes to length we consider a sailboat as small when it’s under 30 feet in overall length. 

The Best Sailboats Under 30 Feet

Pocket cruiser: Beneteau First 27.  The Beneteau First 27 is a modern example of a pocket cruiser, earning Cruising World ’s Boat of the Year award in the Pocket Cruiser category in 2022. With space for up to six people accommodated in a separated bow-cabin and open saloon, it offers families the chance to go farther, explore more, and cruise in comfort. There is a galley with freshwater and a head, adding to the interior home comforts. The sailboat itself is modern, fast, and stable, designed by Sam Manuard, and has been designed to be incredibly safe and almost unsinkable thanks to its three watertight chambers. The handling is also refreshingly intuitive, with a well-designed cockpit, simple deck controls, and double winches allowing it to be sailed solo, by two people, or a small crew. 

Photo credit: Beneteau

Daysailer: Alerion 28.  You’ll certainly turn heads cruising along in an Alerion 28, a daysailer whose forerunner by the same name was designed by Nathanael Herreshoff in 1912 and then updated with a modern underbody for fiberglass production by Carl Schumacher in the late 1980s. This pretty daysailer manages to combine a traditional silhouette and classic feel, with very modern engineering creating an excellent package. Over 470 of these sailboats were built and sold in the past 30 years, making it one of the most popular modern daysailers on the water. With a small cabin and saloon, complete with miniature galley area, it offers respite from the sun or wind and the option for a night aboard. The cockpit offers a beautiful sailing experience, with plenty of space for the whole family. 

Photo credit: Alerion Yachts

The Best Sailboats Under 25 Feet

Pocket cruiser: Cornish Crabber 24.  British manufacturer Cornish Crabber has been producing beautiful, traditional style small sailboats for decades, ensuring they honor their heritage both in the construction style and appearance of their boats. The Cornish Crabber 24 is the most iconic of their range and dates back to the 1980s. It offers a simple yet surprisingly spacious interior layout with cabin, galley, and head, and a good sized cockpit, as well as seating for up to six people. It’s the perfect family sailboat, with clever use of storage as well as just under 5000 pounds of displacement providing stability and easy tacking. Aesthetically the 24 is simply beautiful, with a traditional silhouette (combined with modern engineering), finished in hardwood trims. 

Photo credit: Cornish Crabber

Daysailer: Catalina 22 Capri.  Catalina sailboats need little introduction, and are one of the world’s best-known, most-respected brands building small sailboats. The Catalina 22 Capri (also available in a sport model) is a great example of what Catalina does so well. While we’ve classified it as a daysailer, it could easily cross into the pocket cruiser category, as it offers excellent sailing performance in almost all conditions as well as having a small cabin, galley, and head. Loved for its safety, stability, ease of handling and simple maintenance, it makes for a good first family boat for getting out onto the bay or lake. 

Photo credit: Catalina

The Best Sailboats Under 20 Feet

Pocket cruiser: CapeCutter 19.  This is another model that combines the beauty of the traditional silhouettes with modern-day advancements. The design originates from the classic gaff cutter work boats, but today offers excellent performance—in fact it’s one of the fastest small gaffers in the world. The interior is cleverly spacious, with four berths, two of which convert into a saloon, as well as a simple galley area. With quick rigging, it can be sailed solo, but is also able to accommodate small groups, making it a capable and hugely versatile pocket cruiser. 

Photo credit: Cape Cutter 19

Daysailer: Swallow Yachts’ BayRaider 20.  Classic looks with modern performance are combined in Swallow Yachts’ beautiful BayRaider 20. This is one of the most capable and safest daysailers we’ve seen, but also incredibly versatile thanks to the choices of ballast. Keep the ballast tank empty and it’s light and fast. Fill the tank up and you’ve got a stable and safe boat perfect for beginners and families. While it’s got an eye-catching traditional style, the engineering is modern, with a strong carbon mast and construction. While this is a true daysailer, you can use the optional spray hood and camping accessories to create an overnight adventure. 

Photo credit: Swallow Yachts

The Best Sailboats Under 15 Feet

Pocket Cruiser: NorseBoat 12.5.  Can we truly call the NorseBoat 12.5 a pocket cruiser? Yes we can! The sheer versatility of this excellent little sailboat has convinced us. These beautiful hand-crafted sailboats offer exceptional performance and are described by the manufacturer as ‘the Swiss Army Knives of sailboats’. The traditionally styled 12.5 can be sailed, rowed, and motored. It can be trailered, easily beached, and even used as a camp cruiser, allowing for overnight adventures. There is no end to the fun that can be had with this easy-to-sail and easy-to-handle boat, which makes it a dream to learn in. With positive flotation, lots of clever storage, and a full-size double berth for camp cruising, it really is the perfect mini pocket cruiser. 

Photo credit: NorseBoats

Daysailer: Original Beetle Cat Boat 12: All across the bays of the US east coast cat boats have long been part of the ocean landscape. Able to access shallow rocky coves yet also withstand the strong coastal winds, these traditional New England fishing boats have an iconic shape and gaff-rigged mainsails. Beetle Cat have been producing elegant wooden cat boats for over 100 years – in fact they’ve made and sold over 4,000 boats to date. Their 12 foot Cat Boat 12 is one of their finest models, offering lovely daysailing opportunities. It has a wide beam and centerboard that lifts up, allowing it to access shallow waters, as well as a forward mast and single sail gaff rig in keeping with the traditional cat boats. To sail one of these is to be part of the heritage of New England and Cape Cod, and to honor the ancient art of hand-made boat building. 

Beetle Cat official website

Photo credit: Beetle Cat

The Best Small Sailboats for Beginners

When it comes to learning to sail, it’s important to have a boat that is easy to handle. There’s no quicker way to put yourself or your family off sailing than to start off with a boat that is either too big or too complicated. When choosing your first boat we recommend the following characteristics:

• Small: The benefits of starting off with a small boat are many, as we’ve seen above. They’re easier to control as well as to moor, and they react more quickly to steering and sails. They can be trailered and launched easily, and the loads generated are much lower than on bigger, heavier boats.
• Easy to sail: You want a boat that is stable and forgiving of mistakes, doesn’t capsize easily, and isn’t too overpowered in a stronger breeze. Keep things simple and learn as you go.
• Simple sail configuration: Choosing a boat that can be rigged by one person in a few minutes, and easily sailed solo, makes it easier to take along inexperienced crews. With regards to the rig, all you need are a halyard to hoist the mainsail and a sheet to control the mainsail.
• Tiller steering: We recommend boats with tiller steering over wheel steering when starting out. The tiller allows you to get a real feel for the boat and how the rudder works as it moves through the water. 

For more information on choosing the best beginner sailboat check out our full guide. There are many popular brands of beginner boats including Sunfish, Laser, and Hunter Marlow. Some of our favorites include;

Hobie 16: The classic Hobie catamaran has been a well-loved beginner sailboat for years, and the Hobie 16 started life back in 1969. Since then they’ve made and sold over a staggering 100,000 of the 16s. It has twin fiberglass and foam hulls, a large trampoline, and a pull-up rudder so it can be sailed straight onto the beach. The basic package comes with an easy to handle main and jib with plenty of extras available too such as a spinnaker and trailer. The Hobie 16 promises a great learning experience and lots of fun in a very nifty and inexpensive package. 

Photo credit: Hobie

Paine 14: You’ll immediately fall in love with sailing when you step into a beautiful Paine 14. Made from seamless epoxy cold-molded wood, the P-14 is simply beautiful and offers the classic sailing experience with the design and innovation of a more modern hull and rig. Two people will be able to enjoy getting out on the water together and learning the ropes. The Paine 14 has a lead ballast keel that accounts for nearly half her weight, giving her the feel of a much larger boat, but is still trailerable and easy to manage offering the best of both worlds.

Photo credit: Chuck Paine

High-Performance Small Sailboats

Small sailboats generally become high performers if they are light, have a lot of sail area, or they have more than one hull. More recently, some of have been designed with foiling surfaces, as well. For the purposes of this article, we’d like to close by pointing out one model that is super fast and has versatile pocket-cruising capabilities.

Corsair 880 trimaran : The Corsair 880 trimaran is the grandchild of the company’s F27, a model that launched the popularity of trailerable leisure trimarans about 40 years ago. The 880 has taken the model to new heights and exemplifies the incredible space benefits you can achieve in a 29-foot sailboat. We’re talking an aft cabin, room to sleep 5 people, an enclosed head, and standing headroom in the galley and main saloon. It brings many of the opportunities that a much larger yacht plus the ability to cruise in extremely shallow water. Whether you want to cruise to the Bahamas or enjoy a high-adrenaline race, the Corsair 880 offers incredible performance and unlimited adventures in a truly pocket size. 

Photo credit: Corsair

Written By: Samantha Wilson

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

More from: Samantha Wilson

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11 Best Pocket Cruiser Sailboats to Fit a Budget

• By Cruising World Staff
• Updated: May 24, 2024

Looking for a trailerable pocket cruiser that offers that liveaboard feeling? This list features 11 small sailboats with cabins that have the amenities often found on larger vessels. They may not be ocean crossing vessels, but they’re certainly capable of handling big bays and open waters.

What is a pocket cruiser? It’s a small trailerable sailboat, typically under 30 feet in length, that’s ideal for cruising big lakes, bays, coastal ocean waters, and occasionally bluewater cruising. Pocket cruisers are usually more affordable, compact, and offer a level of comfort that’s comparable to bigger liveaboards.

Small cruising sailboats are appealing for many reasons, but if you’re like most of us, you want to maintain a certain level of comfort while on the water. We took a poll and these are what we found to be the best cruising sailboats under 30 feet.

– DON’T LET CARBON MONOXIDE SNEAK UP ON YOU – Install detectors on your boat to sniff out any buildup of carbon monoxide gas. Avoid running engines or generators while anchored or stopped for extended periods. Safety Tip Provided by the U.S. Coast Guard

Open and airy below deck, the Andrews 28 doesn’t sacrifice comfort for speed. Designed by Alan Andrews, the Southern California naval architect renowned for his light, fast raceboats, this 28-footer will certainly appeal to the cruiser who also enjoys a little club racing. Sporting a total of 6 berths, a galley, head and nav area, you might forget you are on a boat small enough to be easily trailered. The retractable keel allows the Andrews 28 to be easily launched and hauled and ensures it’s as comfortable as a daysailer as it is a racer. Click here to read more about the Andrews28.

Beneteau First 20

Small sailboat with a cabin? Check! Fun to sail? Modern design? Capable of flying a spinnaker? Check! Check! Check! The Finot-Conq-designed Beneteau First 20, which replaced the popular Beneteau first 211 nearly a decade ago now, is a sporty-but-stable pocket cruiser suitable for newcomers to the sport who are eager to learn their chops before moving up to a bigger boat or for old salts looking to downsize to a trailerable design. The boat features twin rudders, a lifting keel, and a surprisingly roomy interior with bunks for four. Click here to read more about the Beneteau First 20 .

Conceived as a way to bridge the gap between a safe, comfortable, family cruiser and a competitive racer, Gary Mull’s Ranger 26 does exactly as it was designed to. Undeniably fast, (one won the 1970 IOR North American Half-Ton Cup) the boat sails as well as it looks. However speed isn’t the Ranger’s only strong-suit, with over 7 feet of cockpit there’s plenty of room for socializing after an evening of racing. The Ranger 26 sports a nice balance of freeboard and cabin height ensuring that a handsome profile wasn’t sacrificed for standing headroom. Click here to read more about the Ranger 26.

Catboats were once a common site in coastal waters, where they sailed the shallow bays as fishing or work boats. Their large single and often gaff-rigged sail provided plenty of power, and a centerboard made them well-suited for the thin waters they frequently encountered. In the late 1970s, Canadian builder Hinterhoeller introduced the Nonsuch 30, a fiberglass variation of the catboat design, with a modern Marconi sail flown on a stayless mast, and a keel instead of a centerboard. The boat’s wide beam made room below for a spacious interior, and the design caught on quickly with cruising sailors looking for a small bluewater sailboat. Click here to read more about the Nonsuch 30 .

– SHOW THEM HOW MUCH YOU CARE – Nothing says ‘I love you’ like making sure the kids’ life jackets are snugged up and properly buckled. Safety Tip Provided by the U.S. Coast Guard

Debuted in 1971 in California, the Newport 27 was an instant success on the local racing scene. For a modest 27-footer, the Newport 27 has an unusually spacious interrior with over 6 feet of standing headroom. With 4 berths, a table, nav station, head and galley the Newport 27 has all the amenities you might find in a much bigger boat, all in a compact package. While quick in light air, the drawback of the tiller steering becomes apparent with increasing breeze and weather helm often leading to shortening sail early. Click here to read more about the Newport 27.

First splashed in 1969, the Balboa 26 continues to enjoy a strong following among budget-minded cruisers. Built sturdy and heavy, all of the boat’s stress points are reinforced. The spacious cockpit comfortably seats 4 and is self bailing, ensuring that sailors stay dry. While only 26 feet, the Balboa still has room for a double berth, galley with stove and freshwater pump, and an optional marine head or V-berth. The Balboa has the ability to sleep five, though the most comfortable number is two or three. Under sail, the Balboa is fast and maneuverable, but may prove a handful in heavy breeze as weather helm increases. Click here to read more about the Balboa 26.

Cape Dory 28

While the sleek lines and the teak accents of the Cape Dory 28 may grab the eye, it is the performance of the boat that make it unique. The Cape Dory comes with all amenities that you might need available, including a V-berth, 2 settees, and a head. Safe, sound and comfortable as a cruiser it is still capable of speed. Quick in light wind and sturdy and capable in heavy air, it is off the wind where the Cape Dory 28 shines with a balanced helm and the ability to cut through chop and still tack perfectly. Click here to read more about the Cape Dory 28.

Islander Bahama 28

On top of being a real eye-catcher, the Islander Bahama 28, with its 5-foot-6-inch draft and 3,300 pounds of ballast, sails beautifully, tracks well, and responds quickly to the helm. Inspired by the International Offshore Rule, it is unusually wide, offering stability in breeze without sacrificing the sheer and lines that make it so attractive. Below deck, the Islander Bahama 28 comes standard with plenty of berths and storage space and a galley complete with stove, icebox and sink. Click here to read more about the Islander Bahama 28.

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

Much like its older sibling, the S2 8.6 still holds its contemporary style, despite its 1983 introduction. Like all other S2 Yachts, the 8.6 is recognized for the quality craftsmanship that allows the boat to hold up today.The S2 8.6 is a very comfortable and easily managed coastal cruiser and club racer. It’s relatively stiff, its helm feels balanced, and it tracks well. On most points of sail, it compares favorably with other boats of similar size and type. Click here to read more about the S2 8.6.

Contessa 26

When the Contessa 26 was released in 1965, it immediately proved itself to be a strong, seaworthy vessel. The Contessa has continued to prove itself throughout its lifetime, being the boat of choice for two solo circumnavigations under the age of 21. While upwind performance leaves some wanting, the boat is sturdy and can carry full sail in up to 20 knots of breeze. Suited more for single-handing, the Contessa lacks standing headroom and the accommodations are sparse. Nonetheless, the Contessa 26 performs well as a daysailer with guests aboard. Click here to read more about the Contessa 26.

The Hunter 27 perfectly encompasses the pocket cruiser ideal. Even if you don’t want a big boat, you can still have big boat amenities. With the generously spacious layout, wheel steering and a walkthrough transom the Hunter feels much larger than 27 feet. Step below deck and any doubts you had that the Hunter was secretly a big boat will be gone. The amenities below are endless; a full galley including stove, microwave and cooler, head with full shower, several berths and not to mention a saloon with seating for 6. The Hunter 27 has reset the benchmark for 27-footers. Click here to read more about the Hunter 27.

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Home » Blog » Buy a boat » 5 best small sailboats for sailing around the world

5 best small sailboats for sailing around the world

By Author Fiona McGlynn

Posted on Last updated: April 19, 2023

A small sailboat can take you big places

Small sailboats are the ticket to going cruising NOW — not when you retire, save up enough money, or find the “perfect” bluewater cruising boat. In fact, it’s the first principle in Lin and Larry Pardey’s cruising philosophy: “Go small, go simple, go now.”

Small yachts can be affordable, simple, and seaworthy . However, you won’t see many of them in today’s cruising grounds. In three years and 13,000 nautical miles of bluewater cruising, I could count the number of under 30-foot sailboats I’ve seen on one hand (all of them were skippered by people in their 20s and 30s).

Today’s anchorages are full of 40, 50, and 60-foot-plus ocean sailboats, but that’s not to say you can’t sail the world in a small sailboat. Just look at Alessandro di Benedetto who in 2010 broke the record for the smallest boat to sail around the world non-stop in his 21-foot Mini 6.5 .

So long as you don’t mind forgoing a few comforts, you can sail around the world on a small budget .

What makes a good blue water sailboat

While you might not think a small sailboat is up to the task of going long distances, some of the best bluewater sailboats are under 40 feet.

However, if you’re thinking about buying a boat for offshore cruising, there are a few things to know about what makes a small boat offshore capable .

Smaller equals slower

Don’t expect to be sailing at high speeds in a pocket cruiser. Smaller displacement monohulls are always going to be slower than larger displacement monohulls (see the video below to learn why smaller boats are slower). Therefore a smaller cruiser is going to take longer on a given passage, making them more vulnerable to changes in weather.

A few feet can make a big difference over a week-long passage. On the last leg of our Pacific Ocean crossing, our 35-foot sailboat narrowly avoid a storm that our buddy boat, a 28-foot sailboat, couldn’t. Our friend was only a knot slower but it meant he had to heave to for a miserable three days.

Small but sturdy

If a pocket cruiser encounters bad weather, they will be less able to outrun or avoid it. For this reason, many of the blue water sailboats in this list are heavily built and designed to take a beating.

Yacht design has changed dramatically over the last 50 years. Today, new boats are designed to be light and fast. The small sailboats in our list are 30-plus year-old designs and were built in a time when weather forecasts were less accurate and harder to come by.

Back in the day, boat were constructed with thicker fiberglass hulls than you see in modern builds. Rigs, keels, rudders, hulls and decks – everything about these small cruising sailboats was designed to stand up to strong winds and big waves. Some of the boats in this post have skeg-hung rudders and most of them are full keel boats.

The pros and cons of pocket cruiser sailboats

Pocket cruiser sailboats present certain advantages and disadvantages.

More affordable

Their smaller size makes them affordable bluewater sailboats. You can often find great deals on pocket cruisers and sometimes you can even get them for free.

You’ll also save money on retrofits and repairs because small cruising sailboats need smaller boat parts (which cost a lot less) . For example, you can get away with smaller sails, ground tackle, winches, and lighter lines than on a bigger boat.

Moorage, haul-outs, and marine services are often billed by foot of boat length . A small sailboat makes traveling the world , far more affordable!

When something major breaks (like an engine) it will be less costly to repair or replace than it would be on a bigger boat.

Less time consuming

Smaller boats tend to have simpler systems which means you’ll spend less time fixing and paying to maintain those systems. For example, most small yachts don’t have showers, watermakers , hot water, and electric anchor windlasses.

On the flip side, you’ll spend more time collecting water (the low-tech way) . On a small sailboat, this means bucket baths, catching fresh water in your sails, and hand-bombing your anchor. Though less convenient, this simplicity can save you years of preparation and saving to go sailing.

Oh, and did I mention that you’ll become a complete water meiser? Conserving water aboard becomes pretty important when you have to blue-jug every drop of it from town back to your boat.

Easier to sail

Lastly, smaller boats can be physically easier to sail , just think of the difference between raising a sail on a 25-foot boat versus a 50-foot boat! You can more easily single-hand or short-hand a small sailboat. For that reason, some of the best solo blue water sailboats are quite petite.

As mentioned above small boats are slow boats and will arrive in port, sometimes days (and even weeks) behind their faster counterparts on long offshore crossings.

Consider this scenario: two boats crossed the Atlantic on a 4,000 nautical mile route. The small boat averaged four miles an hour, while the big boat averaged seven miles an hour. If both started at the same time, the small boat will have completed the crossing two weeks after the larger sailboat!

Less spacious

Living on a boat can be challenging — living on a small sailboat, even more so! Small cruising boats don’t provide much in the way of living space and creature comforts.

Not only will you have to downsize when you move onto a boat  you’ll also have to get pretty creative when it comes to boat storage.

It also makes it more difficult to accommodate crew for long periods which means there are fewer people to share work and night shifts.

If you plan on sailing with your dog , it might put a small boat right out of the question (depending on the size of your four-legged crew member).

Less comfortable

It’s not just the living situation that is less comfortable, the sailing can be pretty uncomfortable too! Pocket cruisers tend to be a far less comfortable ride than larger boats as they are more easily tossed about in big ocean swell.

Here are our 5 favorite small blue water sailboats for sailing around the world

When we sailed across the Pacific these were some of the best small sailboats that we saw. Their owners loved them and we hope you will too!

The boats in this list are under 30 feet. If you’re looking for something slightly larger, you might want to check out our post on the best bluewater sailboats under 40 feet .

Note: Price ranges are based on SailboatListings.com and YachtWorld.com listings for Aug. 2018

Albin Vega 27($7-22K USD)

The Albin Vega has earned a reputation as a bluewater cruiser through adventurous sailors like Matt Rutherford, who in 2012 completed a 309-day solo nonstop circumnavigation of the Americas via Cape Horn and the Northwest Passage (see his story in the documentary Red Dot on the Ocean ). 

• Hull Type: Long fin keel
• Hull Material: GRP (fibreglass)
• Length Overall:27′ 1″ / 8.25m
• Waterline Length:23′ 0″ / 7.01m
• Beam:8′ 1″ / 2.46m
• Draft:3′ 8″ / 1.12m
• Rig Type: Masthead sloop rig
• Displacement:5,070lb / 2,300kg
• Designer:Per Brohall
• Builder:Albin Marine AB (Swed.)
• Year First Built:1965
• Year Last Built:1979
• Number Built:3,450

Cape Dory 28 ($10-32K USD) 

This small cruising sailboat is cute and classic as she is rugged and roomy. With at least one known circumnavigation and plenty of shorter bluewater voyages, the Cape Dory 28 has proven herself offshore capable.

• Hull Type: Full Keel
• Length Overall:28′ 09″ / 8.56m
• Waterline Length:22′ 50″ / 6.86m
• Beam:8’ 11” / 2.72m
• Draft:4’ 3” / 1.32m
• Rig Type:Masthead Sloop
• Displacement:9,300lb / 4,218kg
• Sail Area/Displacement Ratio:52
• Displacement/Length Ratio:49
• Designer: Carl Alberg
• Builder: Cape Dory Yachts (USA)
• Year First Built:1974
• Year Last Built:1988
• Number Built: 388

Dufour 29 ($7-23K)

As small bluewater sailboats go, the Dufour 29 is a lot of boat for your buck. We know of at least one that sailed across the Pacific last year. Designed as a cruiser racer she’s both fun to sail and adventure-ready. Like many Dufour sailboats from this era, she comes equipped with fiberglass molded wine bottle holders. Leave it to the French to think of everything!

• Hull Type: Fin with skeg-hung rudder
• Length Overall:29′ 4″ / 8.94m
• Waterline Length:25′ 1″ / 7.64m
• Beam:9′ 8″ / 2.95m
• Draft:5′ 3″ / 1.60m
• Displacement:7,250lb / 3,289kg
• Designer:Michael Dufour
• Builder:Dufour (France)
• Year First Built:1975
• Year Last Built:1984

Vancouver 28 ($15-34K)

A sensible small boat with a “go-anywhere” attitude, this pocket cruiser was designed with ocean sailors in mind. One of the best cruising sailboats under 40 feet, the Vancouver 28 is great sailing in a small package.

• Hull Type:Full keel with transom hung rudder
• Length Overall: 28′ 0″ / 8.53m
• Waterline Length:22’ 11” / 6.99m
• Beam:8’ 8” / 2.64m
• Draft:4’ 4” / 1.32m
• Rig Type: Cutter rig
• Displacement:8,960lb / 4,064 kg
• Designer: Robert B Harris
• Builder: Pheon Yachts Ltd. /Northshore Yachts Ltd.
• Year First Built:1986
• Last Year Built: 2007
• Number Built: 67

Westsail 28 ($30-35K)

Described in the 1975 marketing as “a hearty little cruiser”, the Westsail 28 was designed for those who were ready to embrace the cruising life. Perfect for a solo sailor or a cozy cruising couple!

• Hull Type: Full keel with transom hung rudder
• Hull Material:GRP (fibreglass)
• Length Overall:28′ 3” / 8.61m
• Waterline Length:23’ 6” / 7.16m
• Beam:9’ 7” / 2.92m
• Displacement:13,500lb / 6,124kg
• Designer: Herb David
• Builder: Westsail Corp. (USA)
• Number Built:78

Feeling inspired? Check out the “go small” philosophy of this 21-year-old who set sail in a CS 27.

Fiona McGlynn is an award-winning boating writer who created Waterborne as a place to learn about living aboard and traveling the world by sailboat. She has written for boating magazines including BoatUS, SAIL, Cruising World, and Good Old Boat. She’s also a contributing editor at Good Old Boat and BoatUS Magazine. In 2017, Fiona and her husband completed a 3-year, 13,000-mile voyage from Vancouver to Mexico to Australia on their 35-foot sailboat.

Saturday 1st of September 2018

Very useful list, but incomplete - as it would necessarily be, considering the number of seaworthy smaller boats that are around.

In particular, you missed/omitted the Westerly "Centaur" and its follow-on model, the "Griffon". 26 feet LOA, bilge-keelers, weighing something over 6000 pounds, usually fitted with a diesel inboard.

OK, these are British designs, and not that common in the US, but still they do exist, they're built like tanks, and it's rumored that at least one Centaur has circumnavigated.

Friday 31st of August 2018

This is a helpful list, thank you. I don't think most people would consider a 28' boat a pocket cruiser, though!

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