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

6,942 New and Used Sailboats

Westerly Oceanlord 41

Westerly Oceanlord 41

Tracy's Landing, ... (United States of America)

40.49 ft.

1997

Used

Full Specifications Designed for Comfort and Performance Offshore. She points high and rides smooth... Recent Highlights Rigging Inspection: forestay rep...

$119,950

Bristol 45.5

Bristol 45.5

Tracy's Landing, ... (United States of America)

45.24 ft.

1983

Used

Deck and Deck Hardware Astral features two-tone fiberglass decks with clean and open jack-lines, ensuring easy and safe movement around the boat. Notably, Astral ha...

$149,950

Dehler 47 Sq

Dehler 47 Sq

Deltaville, Virginia (United States of America)

47.01 ft.

2005

Used

Boat Overview GAIA is a Jodel and Vrolijk designed Dehler 47 featuring a vinylester hull, teak decks, a deep draft of 7’9”, and a tall rig measuring 75’. Built for ...

YaZu Yachting logo

P.O.A.

Sam L Morse Bristol Channel Cutter 28

Sam L Morse Bristol Channel Cutter 28

Fort Pierce, Florida (United States of America)

37.66 ft.

1994

Used

Little Wing Little Wing may be the finest Bristol Channel Cutter 28 ever offered for sale—meticulously maintained, continuously upgraded, and ready to sail offshore...

BVI Yacht Sales Ltd. logo

$175,000

Bayfield 32c
Bayfield 32c Bayfield 32c Bayfield 32c

Bayfield 32c

Bradenton, Florida (United States of America)

31.99 ft.

1981

Used

Video Tour

1981 Bayfield 32C Cutter Rigged Full keel! Bluewater Sailor with tons of features and additions! Overview If you are in the market for a cruiser, look no further than this 1981 Bayfield 32C, priced right at $20,000 (offers encouraged). This vessel is located in Bradenton, Florid...

Pop Sells logo

$20,000

J Boats J124

J Boats J124

Annapolis, Maryland (United States of America)

39.99 ft.

2006

Used

"Airwaves" is in very nice condition, exceptionally well equipped and maintained to a discerning standard. Currently ready of the 2025 sailing season! Come take a l...

Latitude Yacht Brokerage logo

$189,000

Beneteau Oceanis Clipper 361

Beneteau Oceanis Clipper 361

kemah, Texas (United States of America)

36.42 ft.

2003

Used

Preliminary Listing Preliminary listing subject to Seller's approval Key Features Roller Furling Main and Genoa New 110% Genoa 2022 New Mains...

Little Yacht Sales logo

$79,900

Lagoon Seventy 7
Lagoon Seventy 7 Lagoon Seventy 7 Lagoon Seventy 7

Lagoon Seventy 7

Miami, FL (United States of America)

76.35 ft.

2020

Used

ORB3 is the owner's 3rd Lagoon, full time captain and mate and strictly light, local family use. This unique Lagoon Seventy 7 catamaran for sale is professionally maintained, very well appointed and never chartered. She has a great layout for entertaining or future charter. Their next ...

The Multihull Company logo

$5,650,000

Beneteau Oceanis 60
Beneteau Oceanis 60 Beneteau Oceanis 60 Beneteau Oceanis 60
Sponsored

Beneteau Oceanis 60

Annapolis, Maryland (United States of America)

60.99 ft.

2016

Used

Oceanis 60 Cruising Yacht With power and elegance, this large cruising yacht will transport you beyond the realms of the joy of sailing. By embracing several innovative solutions, the Oceanis 60 has much to attract in its luxurious accommodation, excellent seakeeping and safety. S...

S&J Yachts logo

$665,000

Wauquiez Centurion 45s

Wauquiez Centurion 45s

Milford, Connecticut (United States of America)

45.93 ft.

2003

Used

Mechanical Disclaimer Engine and generator hours are as of the date of the original listing and are a representation of what the listing broker is told by the owner...

$169,900

Beneteau Oceanis 50
Beneteau Oceanis 50 Beneteau Oceanis 50 Beneteau Oceanis 50

Beneteau Oceanis 50

Austin, Texas (United States of America)

40.75 ft.

2018

Used

Murray Yacht Sales logo

$269,000

Island Packet 31
Island Packet 31 Island Packet 31 Island Packet 31

Island Packet 31

Merritt Island, F... (United States of America)

31.0 ft.

1987

Used

1987 Island Packet IP31 - Off-Grid Cruiser Overview If you are in the market for a cruiser, look no further than this 1987 Island Packet IP31, priced right at $43,900 (offers encouraged). This sailboat is located in Merritt Island, Florida and is in good condition. She is also equi...

Pop Sells logo

$43,900

Leopard 43
Leopard 43 Leopard 43 Leopard 43

Leopard 43

Saint Augustine, FL (United States of America)

43.01 ft.

2005

Used

A Classic Leopard 43 in Great Condition Spacious, Capable, and Built for Adventure. Espy Blue is a well-maintained 2005 Leopard 43, designed by the world-renowned Simonis & Voogd Design and built by Robertson & Caine in Cape Town, South Africa. Known for their strength, perform...

The Multihull Company logo

$279,000

Gemini 105 Mc
Gemini 105 Mc Gemini 105 Mc Gemini 105 Mc

Gemini 105 Mc

Marco Island, Flo... (United States of America)

33.99 ft.

2006

Used

Video Tour

2006 Gemini 105MC Catamaran Refurbished with many upgrades and repairs! Overview Experience sailing at its finest aboard a beautifully maintained 2006 Gemini 105MC Sailing Catamaran. Renowned for their exceptional combination of performance, comfort, stability, and reliability, ...

Pop Sells logo

$84,500

Voyage Yachts 500
Voyage Yachts 500 Voyage Yachts 500 Voyage Yachts 500

Voyage Yachts 500

Saint Augustine, FL (United States of America)

50.0 ft.

2010

Used

Gods Grace is a stunning example of the esteemed Voyage brand. This vessel features the sought-after 3 cabin Owner's Version layout, complete with a spacious cockpit and salon. Gods Grace is the last of the 500 model ever constructed by the Voyage factory. Her original owner, an aerosp...

The Multihull Company logo

$519,000

Lagoon 42
Lagoon 42 Lagoon 42 Lagoon 42

Lagoon 42

Fort Lauderdale, FL (United States of America)

41.99 ft.

2018

Used

Video Tour

Overview Priced to Sell! Dockside and Available. Discover the perfect blend of luxury, performance, and comfort with this 4 Cabin 2018 Lagoon 42 catamaran for sale. Spring Tradition is meticulously maintained and upgraded, this vessel is ready to transform your sailing adventures. ...

The Multihull Company logo

$419,000

Clock Sale pending
Fountaine Pajot Eleuthera 60
Fountaine Pajot Eleuthera 60 Fountaine Pajot Eleuthera 60 Fountaine Pajot Eleuthera 60

Fountaine Pajot Eleuthera 60

Fort Lauderdale, FL (United States of America)

60.01 ft.

2008

Used

Video Tour

Boat Overview JUST ARRIVED TO FORT LAUDERDALE! Stella Maris is a true blue-water cruiser built for circumnavigation, strength, and smooth handling in larger seas. Comfortably cruising at 10+ kt in the Caribbean trades, her record to date is 27.2 kt! Recent Works New rudder...

The Multihull Company logo

$484,000

Hunter 380
Hunter 380 Hunter 380 Hunter 380

Hunter 380

Clearwater, Florida (United States of America)

37.24 ft.

1999

Used

Specifications Accommodations • Galley to Starboard • Head with Shower to Port • Nav. Station forward of Head - Port • Settee forward of Nav. Station - Port • Dinette with Settee forward of Galley - Starboard • ALL CUSHIONS recovered 2025 • Forward V-berth cabin with Va...

Murray Yacht Sales logo

$82,000

Hunter Deck Salon
Hunter Deck Salon Hunter Deck Salon Hunter Deck Salon

Hunter Deck Salon

Houston, Texas (United States of America)

43.18 ft.

2007

Used

Equipment List Manufacturer Provided Description The Hunter 44 Deck Salon features spacious accommodations generally seen only on much larger vessels. The hull sports a unique "bow hollow" forward, creating a longer waterline for increased lift and speed. The underbody aft also ha...

Murray Yacht Sales logo

$144,500

Bali 4.4

Bali 4.4

Annapolis, Maryland (United States of America)

44.16 ft.

2026

New

Bali 4.4 Catamaran Overview Designed with long-term cruising comfort in mind, the Bali 4.4 is the ultimate catamaran for couples & families who dream of explori...

$835,981 *

Bali Catsmart

Bali Catsmart

Annapolis, Maryland (United States of America)

38.58 ft.

2026

New

Discover the Bali Catsmart – Where Innovation Meets Comfort on the Water Step aboard the Bali Catsmart. Designed for sailors who crave comfort, performance, and int...

$546,130 *

Southerly 57 Rs
Southerly 57 Rs Southerly 57 Rs Southerly 57 Rs
Sponsored

Southerly 57 Rs

Charleston, South... (United States of America)

58.17 ft.

2010

Used

Video Tour

Boat Overview Soul Kitchen has been relaunched and recommissioned following a partial refit. She's back in the water and in better shape than ever! Innovative design, contemporary styling, powerful sailing performance, superior build quality, and luxurious accommodations are all ha...

S&J Yachts logo

$899,000

Fountaine Pajot Venezia 42
Fountaine Pajot Venezia 42 Fountaine Pajot Venezia 42 Fountaine Pajot Venezia 42

Fountaine Pajot Venezia 42

New Bern, North C... (United States of America)

41.99 ft.

1996

Used

"Loaded with Value – New Electronics, Spacious Layout & Smart Storage!" "SANDY K features brand-new Raymarine wind, depth, and speed instruments—reliable technology that enhances cruising confidence. The thoughtfully designed layout includes two queen cabins, a double cabin, du...

S&J Yachts logo

$169,000

C&C 35 MKIII

C&C 35 MKIII

Milford, Connecticut (United States of America)

34.68 ft.

1984

Used

C&C 35 Mk III Overview The C&C 35 Mk III cruises and races well, providing an enjoyable experience for your crew. Style is the essence of the C&C 35 Mk ...

$14,900

Jeanneau 64

Jeanneau 64

Annapoilis, Maryland (United States of America)

64.17 ft.

2016

Used

Overview Serenity is unquestionably the best equipped and most heavily optioned Jeanneau 64 on the water today. Her owner has spared no expenses to make her a yacht...

David Walters Yachts logo

$1,145,000

Stuart Cutter Ketch

Stuart Cutter Ketch

Deale, Maryland (United States of America)

64.01 ft.

1983

Used

62’ STUART BOATWORKS CRUISING CUTTER KETCH IF NOT NOW, WHEN? - WHILE YOU CAN ~~ PACIFIC HIGH is a one-of-a-kind, long-range cruising cutter ketch built by Stuart ...

David Walters Yachts logo

$395,000

Grand Soleil 52 Long Cruise

Grand Soleil 52 Long Cruise

Miami Beach, Florida (United States of America)

55.74 ft.

2017

Used

Boat Overview Estela is a highly customized version of the Grand Soleil 52 Long Cruise, designed to be the ultimate luxury performance cruiser. It has been outfitte...

David Walters Yachts logo

$825,000

Cherubini 44 Ketch

Cherubini 44 Ketch

Hoboken, New Jersey (United States of America)

44.0 ft.

1983

Used

Boat Overview This Cherubini 44 Ketch has undergone a significant refit in the past year, featuring a new engine, fuel tank, and all-new running gear. Her varnish s...

EAST COAST YACHT SALES logo

$324,500

* 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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