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
5,536 New and Used Sailboats
New Bern, North C... (United States of America)
44.0 ft.
1980
Used
Comfortable sailing anywhere you take her.Marionette’s Revenge is a CSY 44 Walk-Over located in New Bern, NC.She was entirely refitted in 2019, with new s...
$80,000
Fort Lauderdale, FL (United States of America)
45.57 ft.
2023
Used
Video Tour
The only pre-owned Vision 444 currently available! "Caritas" is a superior example of the fantastic Vision 444 modern, innovative performance cruising catamaran with superb fit & finish. Winner of the Cruising World Magazine Boat of the Year award, the Vision 444 is a stand-out of ...
$995,000
Fort Lauderdale, FL (United States of America)
45.93 ft.
2022
Used
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 she was recently moved to Ft. Lauderdale The helm station on the flybridge of the LAGOON 46 is arranged in the middle, which enables more space ...
$889,000
Marco Island, Flo... (United States of America)
46.92 ft.
2003
Used
Specifications ACCOMODATIONS Main Salon Spacious Galley is to Starboard A large dinette is to Starboard Retractable legs to convert to Bunk To Port is the Nav Station and Settee Port Forward is the master cabin with centerline walk-around queen berth 6'10". Th...
$167,000
st.john, Virgin I... (United States of America)
52.0 ft.
1995
Used
Imagine a custom-built, 40-foot stay sail schooner, pulling her design from Herreshoff and other classic vessels of her era, a true labor of love crafted over 25 year...
$65,000
kemah, Texas (United States of America)
41.24 ft.
1988
Used
Very Well-Cared for with Beautiful Custom Cabinetry Custom Arch with Davits & Outboard Crane 2021 5KW Westerbeke Generator with Low Hours Solar with Victron C...
$104,900
kemah, Texas (United States of America)
41.99 ft.
2022
Used
Loaded and Ready for Independent Cruising 2075 Watts of Solar Panels Four 24V 200Ah Victron Lithium Batteries—Equivalent to 1600Ah at 12V Custom Heavy-Duty Stainle...
$749,900
Solomons, Maryland (United States of America)
38.48 ft.
1988
Used
Sabrena is an outstanding vessel that appears 20 years newer than she actually is. Don't let her age fool you. Excellent owner has taken great care and proper upgrade...
$99,850
Point Lookout, Ne... (United States of America)
44.0 ft.
2010
Used
In Outstanding Condition and Priced to Sell TheCATALINA 445 is perhaps the best boat Catalina ever designed and built If you are looking for a superbly b...
$300,000
San Pedro, Califo... (United States of America)
37.01 ft.
2002
Used
Jeanneau Sun Odyssey 37 rigged for cruising, great condition, ready for the next journey! 2002 Jeanneau Sun Odyssey 37 - Great condition and Ready for Adventure! S...
$82,500
Palm City, Florida (United States of America)
44.0 ft.
1981
Used
Step aboard Kerstis, a timeless 1981 F&C 44 ketch designed by the renowned German Frers. Known for its graceful lines, impeccable balance, and excellent performan...
$100,000
Fort Lauderdale, FL (United States of America)
45.01 ft.
2024
New
Only Leopard 45 hybrid to be built! Electric Propulsion System with 2 x 25KW electric motors / 2 x 27KW lithium batteries / 1 range extending 24KW generator / 2KW Fl...
P.O.A.
Merritt Island, F... (United States of America)
39.6 ft.
2000
Used
The Island Packet 380, built from 1999 to 2004, replaced the 37 and is Island Packet's largest yacht with a single head. The Island Packet 380 was designed to be a co...
$95,000
Sale pending
St Petersburg, Fl... (United States of America)
74.02 ft.
1987
Used
Video Tour
History of Maya From Practical Sailor By Darrell Nicholson Published:June 14, 2000 Updated:February 3, 2023 “In 1986, the Dashews, overwhelmed by the size of the Deerfoot project, sold the business to Jim Jackson and Christine Jurzykowski, owners of the 74′ alum...
$450,000
New Orleans, Loui... (United States of America)
55.09 ft.
2015
Used
Video Tour
With a multitude of designs and choices, the Oceanis 55 impersonates a custom yacht without the custom price tag. Cutting-edge innovations and meticulous attention to detail establish her to be the ultimate in luxury, safety, and performance. NAVAL DESIGNER: BERRET RACOUPEAU YAC...
$499,000
Houston & New Orl... (United States of America)
48.1 ft.
2025
New
Video Tour
First 44 RACER-CRUISER ROYALTY “FIRST was born forty-five years ago with the launch of the legendary FIRST 30, and we doubly celebrate the occasion this year with the announcement of the FIRST 36 in January and the arrival of the FIRST 44 today, finalizing the renewal of a standard-bea...
P.O.A.
Arkadelphia, Arka... (United States of America)
41.5 ft.
1997
Used
Video Tour
Price Improvement: The seller has lowered the asking price to $90,000. The Catalina 400 represents a high point in the modern evolution of performance cruising boat design. The large aft cockpit with twin wheels is functional, ergonomically correct and beautiful. Rigging is stout and ...
$90,000
Panama City, Florida (United States of America)
47.9 ft.
2019
Used
Equipment List ACCOMMODATIONS Layout: 3 Cabin / 2 Head: Master stateroom forward with island pedestal berth. Two aft staterooms. The aft head compartment features a dry, separated head, the forward head compartment is combined. GALLEY Description - L-shaped galley with sep...
$484,000
St Petersburg, Fl... (United States of America)
46.0 ft.
1997
Used
Video Tour
The Main salon is very spacious due to her 14' beam and will accommodate quite a few people around the U-shaped settee to starboard and the expandable dining table. The navigation station includes a chart table, electronics and electrical panel. A well laid out seagoing cook's galley...
$99,000
St Petersburg, Fl... (United States of America)
39.34 ft.
2004
Used
Video Tour
Specifications ACCOMODATIONS Pullman Berth Forward Port w/Settee to Starboard and Hanging Storage Head with Shower - Forward Center Main Salon - Dinette to Port full seating with Custom Cushions Main Salon - Storage Cabinets and Nav Station to Starboard Galley - Port Larg...
$99,500
Moore Haven, Florida (United States of America)
33.5 ft.
2006
Used
2006 Gemini 105Mc Catamaran "LE REVE" - Ready to Cruise Embark on your next adventure with the highly sought-after 2006 Gemini 105mc Catamaran, LE REVE. Known for its innovative design, this performance cruiser is ideal for coastal exploration, boasting a shallow draft, swing rudders,...
$97,000
Austin, Texas (United States of America)
36.91 ft.
2005
Used
Video Tour
PRICE REDUCED! Moon Rock is aft Beneteau 373 andpriced to sell! She is a two-cabin layout, and has been in freshwater sailing on Lake Travis in Austin Texas since her arrival in 2005. She has a bright, spacious interior with panoramic, forward facing windows.The ext...
$77,500
Clear Lake Shores... (United States of America)
35.33 ft.
2024
New
Video Tour
Demo Special - Over $35,000 in savings! IN STOCK OCEANIS 34.1 DELIGHT IN DESIGN Sleeker, lighter,with more sail area and more volume in the bow for the master cabin than its predecessor, the newOceanis 34.1 sets a new standard of excellence for sailing yachts in the 35-...
$267,162
New Orleans, Loui... (United States of America)
37.17 ft.
2021
Used
Video Tour
Equipment List ACCOMODATIONS Layout: 3 Cabin 2 Head Owner’s stateroom in starboard hull with berth aft, head & large separate shower with plexiglass door forward Two cabins in port hull with separate head access from companionway Both heads electric with sea water flush ...
$440,000
New Orleans, Loui... (United States of America)
37.17 ft.
2024
New
Video Tour
IN STOCK - AVAILABLE NOW ALL THE FEATURES OF A BIG BOAT The Excess 11 is the only large-scale production boat on the market for this size of a catamaran. She is one of the smallest cruising catamarans capable of offering so much comfort and space, not to mention the thrill of sailing. ...
$564,653
Pensacola, Florida (United States of America)
33.99 ft.
1987
Used
Video Tour
With its spacious interior and thoughtful layout, this Tartan 34 Mk II is perfect for both day sailing and extended cruising. Whether you're a seasoned sailor or new to the waters, this vessel offers comfort, reliability, and the classic Tartan charm that's hard to find in today's mark...
$34,800
New Orleans, Loui... (United States of America)
33.92 ft.
2025
New
Video Tour
Updating a Legacy The First 30 follows in the footsteps of the popular model launched in 1977, which shaped the history of BENETEAU. The brand worked with Seascape for this new version, assembling a team of world-class designers and engineers: Samuel Manuard for the naval architecture...
P.O.A.
Kemah, Texas (United States of America)
30.35 ft.
1987
Used
At 30 feet in length, the Nonsuch 30 Ultra offers a spacious and well-appointed interior that makes it ideal for both day sailing and extended cruising. Its single, large sail—typically a fully battened mainsail—simplifies handling while providing excellent performance in a variety of ...
$29,500
* 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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