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New and Used Sailboats For Sale

Sailboats have cruised the world’s lakes and oceans for centuries and remain popular among many skilled and dedicated watermen and women. They require a degree of skill and an awareness of the wind and weather while offering a traditional and exhilarating boating experience. Search for new or use... learn more about Sailboats

6,524 New and Used Sailboats

Fountaine Pajot Mahe 36 Evolution - Owner's Version
Fountaine Pajot Mahe 36 Evolution - Owner's Version Fountaine Pajot Mahe 36 Evolution - Owner's Version Fountaine Pajot Mahe 36 Evolution - Owner's Version

Fountaine Pajot Mahe 36 Evolution - Owner's Ver...

Summerland Key, FL (United States of America)

39.01 ft.

2014

Used

Brake Aweigh is a remarkable 2014 Fountain Pajot Mahe 36 owner's version featuring the top Oceanique package. This vessel has had a single owner and has never been used for charter. The owner personally took delivery in La Rochelle, sailed down the coast, crossed the Atlantic, cruised ...

The Multihull Company logo

$249,900

Beneteau Oceanis 38 Weekender
Beneteau Oceanis 38 Weekender Beneteau Oceanis 38 Weekender Beneteau Oceanis 38 Weekender

Beneteau Oceanis 38 Weekender

Kemah, Texas (United States of America)

37.76 ft.

2017

Used

Boat Overview High-performing and as open to the sea as it is to life, the Oceanis 38 boasts new space organization options on board. The upgradeable sailing boat par excellence. It gives you a choice between two layouts (two or three cabins). It’s then up to you to customize your bo...

Murray Yacht Sales logo

$237,500

Cabo Rico NE400

Cabo Rico NE400

Hampton, Virginia (United States of America)

41.99 ft.

1998

Used

Boat Overview "Bossa Nova" is a rare example of a Cabo Rico, Northeast 400 Pilot House model. She offers all the benefits of a secure and safe pilot house motor sai...

$215,000

Gemini 105 MC Catamaran.

Gemini 105 MC Catamaran.

Westport Point (United States of America)

34.0 ft.

2010

Used

Boat Overview Extremely desirable cruising multihull! Tony Smith built this one for himself and took to the Bahamas. (His pencil annotations are still inside the hu...

F.L. Tripp & Sons logo

$119,900

Beneteau Oceanis 331
Beneteau Oceanis 331 Beneteau Oceanis 331 Beneteau Oceanis 331

Beneteau Oceanis 331

Houston, Texas (United States of America)

32.91 ft.

2004

Used

Manufacturer's Description Designed by Groupe Finot, the Beneteau 331 offers a sophisticated hull with traditional lines. A spacious cockpit, top-of-the-line deck hardware and a roller furling main accent her ease of handling. The 331 features lots of extras such as standard refriger...

Murray Yacht Sales logo

$67,500

Sweden Yachts C38-39

Sweden Yachts C38-39

North Kingstown, ... (United States of America)

38.68 ft.

1984

Used

Boat Description A well prepared offshore cruising boat with the typical Swedish quality build. The single owner since new has added depth and weight to the keel fo...

$69,900

Bali 4.8

Bali 4.8

St Thomas, Virgin... (United States of America)

48.75 ft.

2024

Used

Boat Overview Sea Fox is a beautiful example of a six stateroom, six head Bali 4.8. Sea Fox is fully loaded, including upgraded Yanmar 80 hp engines, Onan generator...

$900,000

Beneteau Oceanis 46

Beneteau Oceanis 46

Portsmouth, Rhode... (United States of America)

47.24 ft.

2008

Used

The 2008 Beneteau 46 Oceanis is a well-designed, performance-oriented cruising sailboat known for its spacious layout, modern amenities, and easy handling. Featuring ...

$205,000

Aalsmeer Yacht Custom 57 (Dutch Built)
Aalsmeer Yacht Custom 57 (Dutch Built) Aalsmeer Yacht Custom 57 (Dutch Built) Aalsmeer Yacht Custom 57 (Dutch Built)

Aalsmeer Yacht Custom 57 (Dutch Built)

Port Ludlow, Wash... (United States of America)

56.99 ft.

1962

Used

Boat Overview Aalsmeer Yacht Inc./G.J. Dekker Design. Mid-cockpit, ocean going, full keel, teak decks. Perkins 6-cylinder, 354 cu. generator 8KW Onan. General Description This Dutch built Dekker design was built by the Aalsmeer Yachts, and is considered by some to be the Rolls R...

Pop Sells logo

$283,500

Bristol 32

Bristol 32

SALEM, Massachusetts (United States of America)

32.25 ft.

1979

Used

$26,000

Hallberg Rassy 31

Hallberg Rassy 31

Green Cove Spring... (United States of America)

31.5 ft.

2000

Used

Highlights Low engine hours - 2800 hours Standing rigging inspected and tuned in March 2023 In-mast furling mainsail High quality Elvstrom sail inventory ...

Sunshine Cruising Yachts logo

$99,000

Lagoon 38
Lagoon 38 Lagoon 38 Lagoon 38

Lagoon 38

New Orleans, LA (United States of America)

43.08 ft.

2025

New

Video Tour

ALWAYS DREAM BIG! With the new Lagoon 38, each moment at sea is an escape from the everyday, a journey where dream destinations become realities and where memories are made in a comfortable, serene, inviting atmosphere. STEP ABOARD WITH FULL PEACE OF MIND The extended, specially adapte...

The Multihull Company logo

P.O.A. *

Prout 45S
Prout 45S Prout 45S Prout 45S

Prout 45S

Saint Augustine, FL (United States of America)

45.01 ft.

2009

Used

Rattlesnake is a fabulous example of why Prout catamarans are legendary in the boating world and includes several upgrades for off-grid, full-time living aboard. This Prout 45s is the perfect blend of seaworthiness, comfort, and ease of handling, making it an ideal choice for a full-ti...

The Multihull Company logo

$345,000

J Boats J-109
J Boats J-109 J Boats J-109 J Boats J-109

J Boats J-109

Slidell, Louisiana (United States of America)

35.27 ft.

2004

Used

Video Tour

Overview Discover why hundreds of J/109 sailors simply "love" their boats. The J/109 is considered one of the best racer/cruisers ever built by J/Boats. Its performance record speaks for itself. Well-sailed, the J/109 is challenging to beat under any handicap system, including PHRF, ...

Murray Yacht Sales logo

$135,000

Catalina 38
Catalina 38 Catalina 38 Catalina 38

Catalina 38

North Monmouth, M... (United States of America)

37.99 ft.

1982

Used

1982 Catalina 38/SL Engine: 25HP Universal Diesel Engine Condition: Runs great and ready to hit the water!!! Pricing and Location This vessel is priced at $31,150 (offers encouraged). It is located in North Monmouth, Maine and is in good condition. Listing Information Thi...

Pop Sells logo

$31,150

O'day 32

O'day 32

Port Washington, ... (United States of America)

32.15 ft.

1987

Used

O'Day 322 Overview The O'Day 322 is a popular sailing yacht known for its versatility, comfort, and performance. Designed and manufactured by O'Day, a renowned Amer...

$21,900

Catalina 28

Catalina 28

Westbrook, Connec... (United States of America)

28.51 ft.

1991

Used

Interior Comfortable layout with 2 double berths and one aft under the cockpit. A large hatch and opening ports provide good interior ventilation and light. Maint...

$22,500

Freedom 35

Freedom 35

Portsmouth , Rhod... (United States of America)

35.33 ft.

1996

Used

General Description Rising Star is a wonderful example of this David Pedrick designed performance cruiser from Freedom Yachts. Called the fastest freedom pound for ...

Latitude Yacht Brokerage logo

$74,900

Leopard 50

Leopard 50

Port Canaveral, FL (United States of America)

50.59 ft.

2022

Used

Stock photos are shown (actual photos coming soon). Currently in Port Canaveral, FL soon to be in route to Hilton Head, SC. Get ready to experience the thrill of sa...

$1,249,000

Beneteau Oceanis 54
Beneteau Oceanis 54 Beneteau Oceanis 54 Beneteau Oceanis 54

Beneteau Oceanis 54

Pensacola, Florida (United States of America)

54.0 ft.

2012

Used

Video Tour

54 Foot Beneteau Cruiser - Luxurious and Loaded! Ready for your next adventure! Overview The 2012 Beneteau Oceanis 54 Sailboat Cruiser -- where luxury meets performance, and every voyage becomes an unforgettable adventure. Set sail in style and comfort with this impressive vesse...

Pop Sells logo

$275,000

Custom Boats 100

Custom Boats 100

Marina Del Rey, CA (United States of America)

100.0 ft.

1996

Used

Christine Yacht | 100' Custom 1996 The family is ready to let this magnificent boat go. They have enjoyed it for the past 27 years. Personally built by the owner...

$135,000

Lagoon 39
Lagoon 39 Lagoon 39 Lagoon 39

Lagoon 39

Palmetto, FL (United States of America)

38.48 ft.

2017

Used

Boat Overview 2017 Lagoon 39 Owner Version 'Sun Bums' - A Perfect Balance of Comfort & Performance. The 2017 Lagoon 39 Sun Bums is a sailing catamaran that blends comfort with performance, never chartered and only two owners. Designed by renowned naval architects Marc Van Peteghe...

The Multihull Company logo

$410,000

Hunter E36
Hunter E36 Hunter E36 Hunter E36

Hunter E36

Annapolis, MD (United States of America)

35.93 ft.

2011

Used

Boat Overview Hunter created the e36 ("e" stands for extended cockpit) for a comfortable, easy-to-handle boat that is affordable. Bay Dream is perfect for sailors looking for a pocket size boat that offers comfortable amenities with a shoal draft. The e36's extra wide beam is carried...

The Multihull Company logo

$105,000

Freedom 40 Cat-Ketch
Freedom 40 Cat-Ketch Freedom 40 Cat-Ketch Freedom 40 Cat-Ketch

Freedom 40 Cat-Ketch

Charleston, SC (United States of America)

39.99 ft.

1979

Used

S/V "Sophie" Overview S/V "Sophie" is a distinctive and well-maintained blue water Ketch style monohull, cherished by her owner for the past 25 years. Designed by the innovative minds of Garry Hoyt and Ted Hood, the Freedom 40 was conceived with a focus on simplicity and ease of hand...

The Multihull Company logo

$60,000

Lagoon 38
Lagoon 38 Lagoon 38 Lagoon 38

Lagoon 38

Kemah, TX (United States of America)

43.08 ft.

2025

New

Video Tour

ALWAYS DREAM BIG! With the new Lagoon 38, each moment at sea is an escape from the everyday, a journey where dream destinations become realities and where memories are made in a comfortable, serene, inviting atmosphere. STEP ABOARD WITH FULL PEACE OF MIND The extended, specially adapte...

The Multihull Company logo

P.O.A. *

Beneteau Oceanis 50

Beneteau Oceanis 50

Clear Lake Shores... (United States of America)

50.0 ft.

1997

Used

Boat Overview NEVER-BEEN-CHARTERED! Three Stateroom, Three Head Interior Layout Three Zone Air Conditioning with Reverse Cycle Heat Yanmar 4JH2 DTE 88 HP (343...

Little Yacht Sales logo

$269,000

Bali 4.8

Bali 4.8

Fort Lauderdale, FL (United States of America)

48.0 ft.

2020

Used

48' Bali 2020 Kittiwake is a 2020 Bali 4.8 operating in the Bahamas and South Florida. She is well maintained with professional crew operating her year round and an...

$850,000

SLOCUM Pilothouse 43

SLOCUM Pilothouse 43

Green Cove Spring... (United States of America)

42.49 ft.

1986

Used

Boat Overview "Madison Ann" is a versatile vessel that can be piloted from both inside and outside. Her living accommodations are notably spacious for a boat of thi...

Sunshine Cruising Yachts logo

$85,000

* Price displayed is based on today's currency conversion rate of the listed sales price.

ABOUT SAILBOATS

Sailboats have cruised the world’s lakes and oceans for centuries and remain popular among many skilled and dedicated watermen and women. They require a degree of skill and an awareness of the wind and weather while offering a traditional and exhilarating boating experience. Search for new or used sailboats for sale in your area in all sizes and prices to begin your journey.

 

Main Characteristics of Sailboats

A sailboat is classified as any boat that harnesses the power of the wind for propulsion. In real terms, this covers a huge variety of vessels, from small sailing dinghies to daysailers, single-masted boats, twin-masted boats, racing sailboats, and sailing superyachts. Depending on the size of the sailboat, it might have cabins, a galley, one or more heads, or more simply a small covered space for storage. 

Sailboats were traditionally constructed of wood, and it is still possible to find brands producing classic wooden hulls. However, these days most sailboats are made from materials such as fiberglass, aluminum, and even carbon fiber. 

When it comes to sails, rigging configurations are widely varying and are used to further classify sailboats into their relevant categories. Likewise, the keel of a sailboat can vary, from a full keel to a fin keel, or catamarans which have twin hulls with or without significant keels or daggerboards.

 

Types of Sailboat

 

Sloop

Sloops make up the largest segment of sailboats and are characterized by a single mast rig that commonly has a triangular mainsail and a headsail. They are popular with beginners who find their rig simple to handle, but also with sailing pros who enjoy their ease of maneuverability. They are also frequently seen as racing boats thanks to their speed and good windward performance. They can be of any length from an 8-foot pram to a 258-foot superyacht and are often versatile with regards to their layout and ability to cruise in many conditions. 

 

Cutter

Although similar in appearance to the sloop, a cutter has markedly different rigging with two headsails (a headsail and a staysail). This allows for good control and stability, especially in adverse weather, although it makes it a little more complicated to sail. Cutters also commonly have a spar extending from the bow known as a bowsprit. 

 

Schooner

Large schooners have been around for centuries and are characterized by their multiple masts. They were originally designed for fishing or offshore voyages and able to handle even the roughest of sea conditions but often require more crewmembers to handle the complex rigging. 

 

Ketch and Yawl

These two-masted sailboats are similar in their appearance as they have a mainmast in front that is taller than the mizzenmast behind it. The difference lies in the positioning of the mizzen—behind the rudder post on the yawl and forward of it on the ketch. In general they are not as fast upwind as a sloop sailboat, but because of their shorter masts and smaller sails they often better suited to handling rough sea conditions. They can vary in size and often make good long-range sailboats. 

 

Daysailer and Dinghy

The smallest sailboats are dinghies and daysailers, which are ideal for beginners or fun days out on protected waters. They are easily trailerable and simple to rig and handle. Dinghies are 8 to 18 feet in overall length, while daysailers can be small or quite a bit larger, accommodating more passengers. Both have a single mast, although the rigging can vary widely.  

 

Motorsailer

The motorsailer uses a combination of wind power and engine power. While these are less common than sailboats and motorboats thanks to their higher price, they can offer the best of both worlds with the space and ability to power against the wind like a motor boat and the wind power of a sailboat that can increase its range and even invite its sailors to turn off the engine when conditions are right. They are popular for long-range cruising and long-term living. 

 

Catamaran Sailboat

Catamarans are double-hulled vessels with a shallower draft than monohull sailboats. Small catamarans are fun and fast, sailing right off the beach. Larger catamarans provide much more deck and interior space thanks to their wide beam, and larger models have cabins in both hulls with a spacious living area above the waterline. They don’t heel or tip the way monohulls do and are typically more stable except in extreme windy or wavy conditions

 

Best Sailboat Brands

Listing the best sailboats brands is no easy feat as there are hundreds of excellent builders to choose from. There are brands currently producing new sailboats as well as those many that are no longer in operation but whose boats are available on the used market.

Some of the top brands of sailboats include long-time builders such as Catalina, Jeanneau, Tartan, Beneteau, and Hallberg-Rassy, the latter who are known for their blue water yachts. 

Other brands worth mentioning are Hobie and their ultra-popular dinghy catamarans, Lagoon Catamarans, Hinckley Yachts, and Dufour to name just a few. 

 

FAQs

 

Why Choose a Sailboat?

Sailboats give sailors the quintessential boating experience. They offer the chance to learn new skills together as a family, whether it’s on a small dinghy-sized sailboat for beginners, or a larger yacht that you might one day sail you around the world. Sailboats can be purchased for very different price points and styles to suit all skill levels. 

 

 

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