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

4,957 New and Used Sailboats

Pacific Seacraft Orion 27

Beaufort (United States of America)

27.0 ft.

1990

Used

“The Orion 27 sails well in all sea conditions and sports a well-balanced sailplan that makes it fast on and off the wind. Responsive and maneuverable are words often...

$39,500

Catalina 42'

Marina Del Rey, CA (United States of America)

137.8 ft.

2003

Used

Arlion Boat | 42' Catalina 2003 Second Owner after Catalina Yacht owner Inflatable Dinghy and 20hp Outboard Dinghy Davits New Strato Glass on Dodger ...

$175,000

Vagabond 39

Jacksonville, Flo... (United States of America)

39.07 ft.

1985

Used

Ideal size for long distance cruising, she can be handled by one experienced sailor, yet comfortably accommodate a family of four.Storage space is ample as well...

Sunshine Cruising Yachts logo

$44,500

Catalina 33

Kemah, Texas (United States of America)

32.74 ft.

2007

Used

Accomodations The interior of the 309 feels much larger than her 31 feet. There is an easy descent (no steep ladder) into a very spacious main salon and galley are...

$74,900

Jeanneau 35

Kemah, Texas (United States of America)

35.24 ft.

2005

Used

Updates Recent additions within theLast two years Jib Sunbrella Sun Cover replaced 33 lb Rocna self-righting anchor 140 ft chain rode and chain...

$83,900

Jeanneau Sun Fast 30 One Design

Newport,RI, (United States of America)

34.09 ft.

2024

New

Description The newly launched Jeanneau Sun Fast 30 One Design is an affordable, innovative, powerful, and versatile 30-foot sailboat that aims to make offsho...

P.O.A.

Jeanneau SUN FAST 3300

Newport,RI, (United States of America)

33.17 ft.

2023

New

Description #1 DOUBLEHANDED RACE BOAT IN THE USA! A unique opportunity to own a "Performance Race Optimized" ex-demo, mint condition Sun Fast 3300 that has be...

$349,500

Beneteau Oceanis 331

New Bedford,MA, (United States of America)

33.92 ft.

2004

Used

Description This Beneteau 331 has been meticulously cared for since new by her owners. She is a comfortable and capable cruiser in a compact package She ...

$69,000

Privilege 445
Privilege 445 Privilege 445 Privilege 445

Colon Shelter Bay, (United States of America)

44.16 ft.

2008

Used

2008 Privilege 445 Catamaran - USA Flagged Overview: We are delighted to present this well-maintained 2008 Privilege 445, a beautiful 44.2-foot multihull yacht. With its sleek design by Alain, this fiberglass catamaran offers spacious comfort and superb performance. The yacht is ideal ...

The Multihull Company logo

$339,000

Jeanneau Sun Odyssey 54 DS

Fort Lauderdale,FL, (United States of America)

54.92 ft.

2008

Used

Description DINGHY AND ENGINE ARE NOW EXCLUDED I have sailed and raced on many Jeanneau 54DS models and have also sold a few. They are without a doubt, s...

$298,500

Beneteau Sense 50

Portsmouth,RI, (United States of America)

50.07 ft.

2011

Used

Description THIS IS NOT A DOCK N GO ENGINE TRANSMISSION. That was replaced with a normal sail drive that is more reliable and safer. Discover the epitome of...

$348,600

Lagoon 46

Hayes,VA, (United States of America)

45.93 ft.

2022

Used

Description This Lagoon 46 was first delivered and used for one full summer season in Lake Champlain, VT. Hence, she is lightly used in fresh water until the ...

$849,000

Jeanneau 43DS

New Bedford,MA, (United States of America)

43.01 ft.

2004

Used

Description Stepping aboard this one-owner Jeanneau 43DS, it's instantly apparent that great care has been taken in the maintenance and upkeep of this yacht. ...

$160,000

Najad 380 Aphrodite

Newport, Rhode Is... (United States of America)

37.89 ft.

2010

Used

This beautiful and rare 2010 Najad 380 Aphrodite is in like-new condition. After spending most of her life in Sweden, she underwent a winter refit at Najad and was th...

$335,000

Morrelli & Melvin Shooting Star
Morrelli & Melvin Shooting Star Morrelli & Melvin Shooting Star Morrelli & Melvin Shooting Star

Annapolis, MD (United States of America)

50.43 ft.

2007

Used

Video Tour

Shooting Star has many recent upgrades: 10/24 New EVAflooring in the pilot house (should be installed by 11/1) 9/24 New Polycarbonate widows in the pilot house 4/24/24 New Bottom Paint 1/24 NewColligo Dynice Dux Upper and Lower Shrouds 2023 New Doyle Straits Jib 2022 All New B&G el...

The Multihull Company logo

$549,000

Catalina 36 MKII

Marion,MA, (United States of America)

36.32 ft.

1998

Used

Description One of the most popular boats built, the Catalina 36MkII is a comfortable and great sailing cruiser. It is a super family boat, and can be easily ...

$74,500

Excess 11

Portsmouth,RI, (United States of America)

37.17 ft.

2024

New

Description 2024 DELIVERY The Excess 11 is the only large-scale production boat on the market for this size of catamaran. She is one of the smallest crui...

$646,124

Catalina 34 MkII

Boston,MA, (United States of America)

34.51 ft.

2001

Used

Description The Catalina 34MK II is a spacious and capable 2 cabin cruising boat in a compact 34 foot package. Her shoal draft of only 4' 3'' gives access to ...

$49,000

Hunter 31

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

32.51 ft.

2016

Used

This well kept 2016 Marlow Hunter 31,with a strikingly rich blue hull, is ready for a new owner. Equipped with the Mariner Package, it has all the right equipme...

$104,900

Caliber 33

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

33.01 ft.

1989

Used

1989 Caliber 33 Sailboat The Caliber 33 is a big boat tucked into a small package. Designed by company co-founder, Michael McCreary, the Caliber 33 is a solidly buil...

$35,000

Catalina 310

Wickford,RI, (United States of America)

31.0 ft.

2003

Used

Description The Catalina 310 boasts a spacious, modern cockpit, swim platform, two double berths with a private forward cabin, spacious head and galley, all i...

$55,000

Leopard 40

Deltaville, VA (United States of America)

39.99 ft.

2019

Used

We are Proud to Present the Exceptional 2019 Leopard 40 Owners Version "Haven", Ready to Sail Away anywhere now!! 2019 ROBERTSON AND CAINE LEOPARD 40 – "Haven" BROK...

$499,000

Dettling Express Cruiser 51

Deltaville, Virginia (United States of America)

50.98 ft.

2003

Used

This Dettling 51, Blue Zone (#12 of 17 built), is a rare offering of a fine express cruising yacht with sleek lines, sea-kindly motion, extremely well appointed and c...

YaZu Yachting logo

$629,000

Hunter Passage 42

Daytona Beach, Fl... (United States of America)

42.49 ft.

1993

Used

Whether you dream of cruising around the world or simply spending weekends onboard in tranquility, the Hunter 42 might just be the perfect sailboat. The Hunter 42 of...

Sunshine Cruising Yachts logo

$109,900

Lagoon 380 S2
Lagoon 380 S2 Lagoon 380 S2 Lagoon 380 S2

Punta Gorda, FL (United States of America)

37.99 ft.

2005

Used

*Rare Opportunity: 2005 Lagoon 380 S2 Catamaran Spacious 3-Cabin Owner's Version* This popular catamaran with extensive upgrades offers a perfect blend of performance and comfort for cruising enthusiasts. The owners suite occupies the starboard hull, providing a spacious private cabin ...

The Multihull Company logo

$245,000

Catalina 355

Kemah, Texas (United States of America)

35.43 ft.

2012

Used

Preliminary Listing Subject to Owner's Approval Yanmar Diesel with Only 227 Hours Lead Keel with 4’ 6” Draft New Dripless Shaft Seal February 2022 New Custom Cock...

$194,900

Fountaine Pajot 44'

Puerto Vallarta, ... (United States of America)

144.36 ft.

2014

Used

Bisou Boat | 44' Fountaine Pajot 2014 Fountaine Pajot Helia 44 - Owners Version Ready to Cruise - Located in Puerto Vallarta, Mexico Australian Registere...

$525,000

Nautor Swan 56

Marblehead, Massa... (United States of America)

56.33 ft.

1998

Used

One of our favourite Swans, a great cruiser/racer design. Our office sold Nautor Swan 56, TRAMONTANA as new, and we were involved with her construction and her launch...

$450,000

* 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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