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

3,509 New and Used Sailboats

Featured
boat-cover

Used

50.0 ft.

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2003

Vero Beach, Florida (United States of America)

POP Sells

Beneteau Farr 50. MANY IMPROVEMENTS. GREAT BLUEWATER CRUISER! This Beneteau 50 is a sailboat built for bluewater and large crews/families. It has 4 berths and 4 heads, with a c...

boat-cover

Used

35.99 ft.

|

2008

Palm City, FL, (United States of America)

The Multihull Company

This beautiful 2008 36' Seawind is fresh out of the yard with a New bottom job and full exterior compound and wax May 2024. She is a nice clean boat which is fun to sail and includes numerous im...

boat-cover

Used

29.99 ft.

|

1985

San Pedro (United States of America)

Shoreline Yacht Group

Accommodations Entering via the companionway steps, the U-shaped galley is situated to port. Across to starboard is the navigation station, with a good sized quarter berth aft. Moving f...

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C & C 41

$67,500

Used

41.01 ft.

|

1981

Long Beach (United States of America)

Shoreline Yacht Group

Electronics Garmin GPSmap 7610 XSV plotter 2018 Garmin Radar2018 AIS Garmin 2018 Garmin wind direction and speed 2023 Raymarine Autopilot P 70S 2020 Raymarine Autopilot disp...

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Used

52.0 ft.

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1991

Redondo Beach (United States of America)

Shoreline Yacht Group

Recent Upgrades & Improvements New Yanmar Engine 2022 New Bottom Paint 2022 New Upholstery New Main Sail New Sail Cover New Dodger New Toilet in Aft Head Deck ...

boat-cover

Used

39.01 ft.

|

1968

Marina Del Rey (United States of America)

Shoreline Yacht Group

Additional Information Updated electrical panel 2 jibs New upper deck New upgraded refrigerator New LP gas stove & lines Custom sail covers New head system Upgraded ...

boat-cover

Used

37.01 ft.

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1987

San Pedro (United States of America)

Shoreline Yacht Group

disclaimer The Company offers the details of this vessel in good faith but cannot guarantee or warrant the accuracy of this information nor warrant the condition of the vessel. A buyer s...

boat-cover

Used

39.01 ft.

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1979

Wilmington (United States of America)

Shoreline Yacht Group

ELECTRONICS Raymarine ST7000 autopilot Raymarine /Axiom7 GPS/Radar at Helm Raymarine i70 KM Raymarine i70 DS w/alarm Raymarine i70WP & WS VHF Standard Horizon/Matrix GX215...

boat-cover

Used

37.01 ft.

|

1987

Marina Del Rey (United States of America)

Shoreline Yacht Group

Accommodations Forward is a cozy V-Berth with a sink and ample storage. Aft is the salon with a centerline drop leaf table and double settees. Aft to port is a spacious galley. Across t...

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Hunter 290

$44,000

Used

27.99 ft.

|

2001

Redondo Beach (United States of America)

Shoreline Yacht Group

Accommodations Forward V Double Berth Aft Double Berth L-Shaped Settee Nav Station Excellent Upholstery Wet Head with Shower, Sink, Jabsco Toilet Galley In-counter...

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Ericson 46

$69,500

Used

46.0 ft.

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1972

Wilmington (United States of America)

Shoreline Yacht Group

Engines Perkins 4-108 Hours 242 Many upgrades from water pumps/filters(oil/water) electric fuel pump/hoses and more Galley 4 Burner w/Oven CNG Ice box/Freezer with cold plat...

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Hunter 30

$19,900

Used

31.99 ft.

|

1988

Long Beach (United States of America)

Shoreline Yacht Group

Electronics and Electrical Autohelm 4000 Wheel Autopilot Garmin GPS Map 135 Chart plotter and Sounder Standard Horizon Explorer VHF Signet Depth Sounder Signet Knot Log West...

boat-cover

Used

41.01 ft.

|

2001

San Pedro (United States of America)

Shoreline Yacht Group

Miscellaneous Achilles tender new in 2017 Weaver Snap Davits BottomSiders cockpit seat cushions Dock step with storage locker Magma stainless bbq with sun cover Extra lines, r...

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Cal 34

$21,900

Used

33.99 ft.

|

1976

Long Beach (United States of America)

Shoreline Yacht Group

Electronics B&G Zeus B&G GPS B&G Sonar B&G 3G Radar Navico 5000 Wheel Pilot T120 Wind Speed and Direction VHF Stereo and Cockpit speakers Electric...

boat-cover

Used

39.99 ft.

|

1995

Wilmington (United States of America)

Shoreline Yacht Group

Cockpit Great cockpit design space whether underway or socializing at the end of the day. Easy to sail. To adjust sails when under way. Put autopilot on. Go to winches next to companion...

boat-cover

Used

35.99 ft.

|

2003

San Pedro (United States of America)

Shoreline Yacht Group

Accommodations The Catalina 350 has a very spacious interior and ample headroom. Entering from the companionway, a u-shaped galley is on starboard, with both a front and side loading re...

boat-cover

Used

39.99 ft.

|

1959

Wilmington (United States of America)

Shoreline Yacht Group

Disclaimer The Company offers the details of this vessel in good faith but cannot guarantee or warrant the accuracy of this information nor warrant the condition of the vessel. A buyer ...

boat-cover

Used

35.99 ft.

|

1984

San Pedro (United States of America)

Shoreline Yacht Group

Accommodations All the way forward is a chain locker. Aft is a large area that doubles as a huge master berth or a dinette that will seat six comfortably. Aft to port is a head with sta...

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Lagoon 500

$529,000

Used

50.0 ft.

|

2009

Stonington, Connecticut (United States of America)

Frank Gordon Yacht Sales

Lagoon 500 Owners Version 4 Cabin ~ Privately owned & Never chartered ~Owner's version, 4 queen cabins w/ en-suite bathrooms separate showers This Lagoon 500 (hull #97) was originally custo...

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Used

36.32 ft.

|

2003

Greenport, New York (United States of America)

Brewer Yacht Sales

Very clean and well cared for. Over the years Catalina has come to be known as one of the most successful builders of the “modern” cruising sailboat. Enjoying much of that success, the&nbsp...

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New

41.99 ft.

|

2002

San Pedro (United States of America)

Shoreline Yacht Group

Galley Large open galley with double sink, 2 burner propane stove, oven, ice box & microwave Accommodations Two or three cabin option with addition of divider in aft cabin. La...

boat-cover

Used

39.99 ft.

|

1994

Long Beach (United States of America)

Shoreline Yacht Group

Engines The Yanmar 4JH3E. The owners have full records and log books from the previous owner dating back over 20 years. New starter battery 2023 Annual oil changes or every 100 ho...

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Hunter 54

$99,000

Used

54.0 ft.

|

1983

San Pedro (United States of America)

Shoreline Yacht Group

Dimensions Westerbeke 52 hp rebuilt in 2018 Tankage Water - 2, 89 Gallon Aluminum Fuel - 1, 75 Gallon Aluminum Waste - 2, 40 Gallon Galley A long galley on port provid...

boat-cover

Used

50.0 ft.

|

2017

Saint Augustine, FL, (United States of America)

The Multihull Company

PRIVATE ISLAND is a beautiful condition Knysna 500SE blue voyaging catamaran with the desirable 3-Cabin Owners Version layout.She has been totally dialed-in over several thousand cruising miles ...

boat-cover

Used

45.01 ft.

|

2015

Fort Lauderdale, Florida (United States of America)

Frank Gordon Yacht Sales

Beneteau 45 Oceanis 3 Cabin Preliminary Listing 5/7/2024 Oceanis 45 for its thoughtful design, modern styling, and exceptional performance. Highlights the spacious cockpit, fold-down transom, an...

boat-cover

Used

41.99 ft.

|

1987

Newport, Rhode Island (United States of America)

Worth Avenue Yachts

Overview TRILLIUM is a Sou'wester 42 model from Hinckley, boasting a fetching white topside complemented by a deep blue boot stripe and similarly hued bottom paint. It featu...

boat-cover

Used

39.24 ft.

|

1989

St. Petersburg, Florida (United States of America)

Fillingham Yacht Sales

Morning Star is a rare 40ft Canadian Sailcraft CS40. She has been in fresh water most of her life and most recently owned by two members of The Clearwater Yacht Club. She sails beautifully, cru...

boat-cover

Used

32.84 ft.

|

1996

St. Petersburg, Florida (United States of America)

Fillingham Yacht Sales

When Pacific Seacraft decided to build a model with a pilothouse they were determined it would not be a "motor sailor" but a sailboat with the all-weather comfort of a pilothouse, and that is w...

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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.