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10 Best Small Sailboats (Under 20 Feet)

Best Small Sailboats Under 20 Feet | Life of Sailing

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!

Related Articles

Daniel Wade

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

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Twenty Small Sailboats to Take You Anywhere

John Vigor turns the spotlight on twenty seaworthy sailboats that are at home on the ocean in all weather. These are old fiberglass boats, mostly of traditional design and strong construction. All are small, from 20 feet to 32 feet overall, but all have crossed oceans, and all are cheap.

Choosing the right boat to take you across an ocean or around the world can be confusing and exasperating, particularly with a tight budget. Vigor sets out to remedy that in this book. He compares the designs and handling characteristics of 20 different boats whose secondhand market prices start at about $3,000. Interviews with experienced owners (featuring valuable tips about handling each boat in heavy weather) are interspersed with line drawings of hulls, sail plans, and accommodations. Vigor has unearthed the known weaknesses of each boat and explains how to deal with them. He rates their comparative seaworthiness, their speed, and the number of people they can carry in comfort. If you have ever dreamed the dream this book can help you turn it into reality.

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Buying the best sailboats for sale.

There are so many boat options that are available out there, selecting the right one usually depends on the kind of experiences that you prefer. If you love sailing, then choosing one of the best cheap sailboats is a great option to make. You also notice that even when you narrow it down to sailing, there are still so many options that you can pick online at sailboat auctions . You may be lost and could be wondering exactly where you should start.

There are so many forums that you find online seeking to get answers for such queries. There are so many things that you should consider when you are looking for sailboats for sale. It helps to have some tips in mind so that you know what works and what does not.

Some of the questions to ask when choosing cheap sailboats

It makes sense to sit back and first ask yourself some critical questions that could affect the decisions that you make in the long run. There are so many cheap sailboats to choose from. There are small sailboats for sale and some of the largest sailboats available in the market today.

Here we look at some of the things that you should consider when taking your pick

How will the sailboat be used?

When choosing sailboats for sale by owner , you should first consider how you intend to use them. You notice that most sailors have very big dreams. As you sail, you have the great opportunity to cast your worries away and just concentrate on the water. The breeze and the calmness of the water can be therapeutic. When you are considering your needs, you need to be as honest with yourself as you possibly can. It is good to be realistic about the intentions, goals, and reality of the intentions.

Used sailboats for sale or new sailboats for sale have more to them than just equipment, construction material, style, size, and budget. If you cannot be honest about the kind of sailing plans that you have, then everything else may fail.

Are you sailing on an inland lake? Taking a weekend trip once in a while? Coastal cruising as a couple, a couple of times every year? It is not everyone who is comfortable being out on the open sea. When you determine where you fall, then you can find & buy used sailboat or new ones.

Your sailboat budget

You should be honest about the budget and how much you are willing to spare on the sailboat. This is a very important thing and it can help validate the kind of ideas that you have. When choosing used Jeanneau sailboats for sale , Beneteau sailboats for sale, or catamaran sailboats for sale , you need to be honest about the budget available.

If the budget is a bit restrictive, then it makes sense to settle for small sailboats for sale. These options are usually cheaper and can give you the kind of experience you are seeking even on protected waters. If you do not want to buy a small one, you can consider making savings and instead of hiring your ideal sailboat from people who already have them.

Type of sailboat for the use intended

If you are looking for the best small sailboats for sale near me , you will have to have an idea of the kind of boat that actually matches the use that you intend for it. If you already have some sailing experience, you may already have an idea in your mind about the kind of sailboat that you need. You may already have a list, but the above two factors have to be considered as well.

Used sailboats for sale or new sailboats for sale can be classified in a number of ways. These include the intended use, the material used for construction, rigging, keel type, and the number of hauls available.

If you want to buy used sailboat or any other sailboat you can choose the above categories and determine the type that you really need for your sailboat cruises at live sailboat auctions.

You can also pick the sailboats from specific builders like Jeanneau sailboats or Beneteau sailboats and so on.

The intention of purchasing cheap sailboats

When you are looking for small sailboats for sale or large sailboats for sale , you are actively staying alert to any deals that may be forthcoming. This is sometimes a very tricky thing to consider. There are so many boats that you find on boatyards and you can end up with one at a very low price if you want at sailboat auctions.

You can easily find & buy sailboat that may look rough but once patched up, you can sell it at a great profit. This is a great score. This is a great idea for anyone who has enough space, and skills to handle the repairs that could take up quite a bit of time. If this is not your intention, then settle for an option that has been well maintained and capable of offering you great services.

Location means everything when picking the ideal sailboat. If you are looking for sailboats for sale Florida , large or small sailboats for sale, then we have all the solutions for you at Harbor Shoppers one of the best sailboat dealers . Our sailboat cost is very affordable. Our wide range of small or big sailboats for sale can assist you to make the wisest decision of your life at live sailboat auctions.

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small sailboat for sale near me

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  2. Sunfish, pre-1971, Storm Lake, Iowa, sailboat for sale from Sailing

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  3. Twinkle 12 Sailing Dinghy wooden sailing boat For Sale

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  5. Lug Rigged Traditional Wooden Small Sailing Boat

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  6. Tartan Yacht Sailboats For Sale

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VIDEO

  1. The Perfect Sailboat For A Sailing Adventure #shorts

  2. Sailboat in kochi port, Kerala| Ships, Boats

  3. Is 2023 The Right TIME To Buy A SAILBOAT? Ep 225

  4. Buying a used sailboat, the best deals on the market today

  5. Micro Cruising adventure! Six days on a tiny sailboat

  6. Sailboat Shopping

COMMENTS

  1. Preowned sailboats for sale under 15 feet

    30' Catalina MKII 30 Warwick, Rhode IslandAsking $18,000. 35' Prout Sale Pending 35 Aransas Pass, TexasAsking $35,000. 32.7' Beneteau Oceanis 321 Ft Walton Destin, FloridaAsking $40,000. 30' Pearson 30 Sailboat Hampton River Hampton, VirginiaAsking $4,000. 33.6' Moody Aft cabin 34 Vero Beach, FloridaAsking $25,000.

  2. Sailboats for sale

    Find sailboats for sale near you, including boat prices, photos, and more. Locate boat dealers and find your boat at Boat Trader!

  3. 10 Best Small Sailboats (Under 20 Feet)

    Catalina 16.5. jlodrummer. 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.

  4. Sail boats for sale

    Find Sail boats for sale in your area & across the world on YachtWorld. Offering the best selection of boats to choose from.

  5. Small Sailboats for Sale

    Ovington Boats. $9,495.00 - $9,695.00. The most popular single handed one-design sailboat of all time. The ILCA is a single-handed racing dinghy with over 200,000 boats in 140 countries, it is the world's most popular adult and youth racing sailboat.

  6. Sail boats for sale in United States

    Jeanneau Sun Odyssey 440. 2024. Request Price. Sun Odyssey 440's high performance platform incorporates a full length, hard chined hull to promote fast cruising while minimizing heeling. The generous sail plan is easily handled by the inboard winches and lowered gooseneck height. Sailing this boat is an experience like none other.

  7. SailboatsForSale's

    Find your dream sailboat on SailboatsForSale, the best marketplace for sailboat listings. Search, add and view sailboats of all sizes and types.

  8. Sail boats for sale in United States

    Find Sail boats for sale in United States. Offering the best selection of boats to choose from.

  9. Sailboat Listings

    Find the Sailboat of your dreams or list your current sailboat for sale for free with free sailboat classified ads. Sailboat Listings include racers, cruisers, sloops, catamarans, trimarans, daysailers, sailing dinghies, and overnighters in our photo ads of used sailboats for sale.

  10. Sail Cruiser boats for sale

    Cruiser sailing vessels pricing. Cruiser sailing vessels for sale on YachtWorld are offered at a variety of prices from $10,943 on the relatively more affordable end all the way up to $3,045,979 for the most extravagant models.

  11. Sailboat Listings

    1982 C&C 35 Port Charlotte, Florida, United States. Sailboat listings All listings are vetted to ensure a fraudulent-free marketplace. We welcome all sailboat owners to sell their sailboat (s) within our marketplace, and you may do so freely. If you encounter any problems or suspicious activities, please immediately.

  12. Sailboat Listings sailboats for sale by owner

    Preowned racing, cruising, dailsailer, and multihull sailboats for sale, including Beneteau, Burger , Cal, Catalina, C & C, Cheoy Lee, Columbia, Coronado, Corsair ...

  13. Small boats for sale

    Find small boats for sale near you, including boat prices, photos, and more. Locate boat dealers and find your boat at Boat Trader!

  14. Cruisers Sailboats for sale

    These sailboats have a minimum total sail area of 161 square feet, a maximum total sail area of 2,249 square feet and an average of 827 square feet. Boat Trader currently has 1,048 cruiser sailboats for sale, including 301 new vessels and 747 used and custom yachts listed by both private sellers and professional dealerships mainly in United States.

  15. Small Sailboats: Dinghys, Daysailers and Catamarans for Sale -MI

    Northern Michigan store for new and used small sailboats for sale, sailboat parts, trailers, and equipment. Great selection of in stock small sailboats, parts and accessories for sale. Sailsport Marine sells and services small sailboats like Hobie Cat, Laser, Sunfish, Weta, Rocket, and RS Sailboats in Traverse City, MI.

  16. Sailboats for sale

    Get the best deals on Sailboats when you shop the largest online selection at eBay.com. Free shipping on many items | Browse your favorite brands | affordable prices. ... Waszp Small Sailboat. Pre-Owned. $5,000.00. Local Pickup. 1972 Sabre 28' Sailboat Boat & No Trailer. ... New Listing fiberglass sailboat for sale with extra sails, 2.6hp ...

  17. New and used Sailboats for sale

    Topeka, KS. $16,500. 1985 Bayfield sailboat. Russellville, AR. $16,000 $20,000. 1978 Pearson 365. New Orleans, LA. New and used Sailboats for sale near you on Facebook Marketplace. Find great deals or sell your items for free.

  18. Twenty Small Sailboats to Take You Anywhere

    Pacific Seacraft Dana 24. 1984 • 8.3 m. Embed. John Vigor turns the spotlight on twenty seaworthy sailboats that are at home on the ocean in all weather. These are old fiberglass boats, mostly of traditional design and strong construction. All are small, from 20 feet to 32 feet overall, but all have crossed oceans, and all are cheap.

  19. Catamaran Sailboats for sale

    These sailboats have a minimum total sail area of 180 square feet, a maximum total sail area of 3,630 square feet and an average of 940 square feet. Boat Trader currently has 305 catamaran sailboats for sale, including 119 new vessels and 186 used and custom yachts listed by both private sellers and professional yacht brokers and boat ...

  20. Sailboats for Sale

    Find sailboats for sale near you, including small, new & used sailboats at Harbor Shoppers. We offer major brands like Jeanneau, Beneteau at Sailboat Auctions. 1 (800) 484-0367

  21. Sailboats for sale by owner

    2013 Com-Pac Horizon Cat. $33,000. ↓ Price Drop. $292/mo*. McCormick, SC 29835 | Private Seller. <. 1. Find sailboats for sale near you by owner, including boat prices, photos, and more. Locate boat dealers and find your boat at Boat Trader!

  22. Sailboat Listings sailboats for sale by owner

    Preowned racing, cruising, dailsailer, and multihull sailboats for sale, including Beneteau, Burger , Cal, Catalina, C & C, Cheoy Lee, Columbia, Coronado, Corsair ...