Sailboats for sale

- Price Drop
- In-Stock
1983 Liberty 38 Cutter
$39,000
↓ Price Drop
Beaufort, NC 28516 | Beaufort Yacht Sales
1939 Kettenburg Pacific Class
$25,000
San Diego, CA 92106 | Seattle Yachts - San Diego
1988 Catalina Catalina 36
$39,995
San Diego, CA 92101 | California Yacht Sales, Inc.
2000 Island Packet 40
$130,000
Annapolis, MD 21401 | Seattle Yachts - Annapolis
2012 Lagoon 400
$225,000
$1,676/mo*
Fort Lauderdale, FL 33306 | The Multihull Company
2009 Brooklin Boat Yard 2009
$2,850,000
$21,232/mo*
Newport, RI 02840 | Northrop and Johnson
1971 Nautor Swan 43 Sloop
$63,000
Portsmouth, RI 02871 | Luke Brown Yachts
2003 Leopard 47
$210,000
Fajardo, PR 00773 | The Multihull Company
2020 Fountaine Pajot Elba 45
$715,000
$5,327/mo*
Annapolis, MD 21403 | ACY Yachts
2014 Bavaria Vision 46
$259,900
$1,936/mo*
Bradenton, FL 34205 | Denison Yachting
2021 NEEL 43
$380,000
$2,831/mo*
Palm Beach, FL 33480 | Denison Yachting
- Price Drop
1990 Hunter Passage 42
$44,900
↓ Price Drop
St Augustine, FL 32084 | Edwards Yacht Sales
- Price Drop
2008 Fountaine Pajot Salina 48 Evolution
$349,000
↓ Price Drop
$2,600/mo*
Fort Lauderdale, FL 33315 | United Yacht Sales
- Sponsored
2006 Hake / Seaward 26RK
$40,000
↓ Price Drop
$348/mo*
Lewis Center, OH 43035 | Manitowoc Marina and Nestegg Marine
- Sponsored
2026 Yamaha Boats 222 FSH Sport E
$79,999
$596/mo*
Columbus, OH 43224 | Sizzle Marine
- Sponsored
2026 Sun Tracker Party Barge 22 RF DLX
$52,040
$388/mo*
Columbus, OH 43224 | Sizzle Marine
1997 Beneteau 50
$129,950
Seattle, WA 98117 | Marine Servicenter
- Available Soon
- Local Delivery
2026 Fountaine Pajot NEW 41
$798,000
$5,945/mo*
Fort Lauderdale, FL 33301 | ACY Yachts
- New Arrival
1955 Classic Custom Full Keel Ketch
$45,000
Galesville, MD 20765 | North Point Yacht Sales
- Available Soon
2026 Fountaine Pajot Samana 59
$3,072,806
$22,892/mo*
St Petersburg, FL 33701 | ACY Yachts St. Petersburg
1979 Freedom 40 Cat-Ketch
$50,000
Charleston, SC 29401 | The Multihull Company
2006 Jeanneau Sun Odyssey 49 DS
$145,000
$1,080/mo*
Marina Puerto Del Rey, PR | Atlas Yacht Sales, LLC
2002 Lagoon 410
$190,000
Saint Augustine, FL 32084 | The Multihull Company
1990 Prout Catamaran
$39,900
Port Charlotte, FL 33981 | United Yacht Sales - Florida, SW Coast
- New Arrival
1993 Crowther 42
$129,000
Pensacola, FL 32501 | Edwards Yacht Sales
- Price Drop
1994 Hinckley Sou'wester 42 Sloop
$295,000
↓ Price Drop
Southwest Harbor, ME 04679 | Hinckley Yacht Brokerage
2003 Wauquiez 40 Pilot Saloon
$159,900
Harwich, MA 02646 | Atlantic Yacht & Ship, Inc.
1989 Tartan 40
$49,900
Pensacola, FL 32501 | Edwards Yacht Sales
- Price Drop
2014 Beneteau Oceanis 41
$179,500
↓ Price Drop
$1,337/mo*
Mount Pleasant, SC 29464 | St. Barts Yacht Sales
- Price Drop
1983 Bristol 45.5 Center Cockpit
$85,000
↓ Price Drop
Annapolis, MD 21403 | Seattle Yachts - Annapolis
2016 Lagoon 400 S2
$376,900
$2,808/mo*
Friendship, MD 20758 | Seattle Yachts - Annapolis
1969 Calkins 50 Pilot House
$119,000
San Diego, CA 92106 | Marine Servicenter - San Diego
2013 Fountaine Pajot Lipari 41
$309,000
$2,302/mo*
Charleston, SC 29401 | The Multihull Company
- In-Stock
2010 Jeanneau Sun Odyssey 42i
$139,000
$1,036/mo*
Fajardo, PR 00738 | The Multihull Company

Sailboats

Sailboats are propelled partly or entirely by sails and include a variety of types from cutters to sloops and catboats to schooners. Traditionally sailboats are monohull displacement hulls, but catamarans and multi-hulls are becoming more common. There are many kinds of sailboats and they carry different rigs (masts, supporting shrouds and stay, and sail combinations). Sloops have one mast and generally two sails – a mainsail and a headsail called a jib or genoa. If there are two headsails, the boat is usually called a cutter rig. Ketches have two masts with the aft mast shorter than the main mast. Yawls also have a shorter aft mast but it’s farther back on deck than a ketch. A schooner can have two or three masts with the forward-most one being shorter. Sailboats differ by size, use and strength of build – so it’s important to consider carefully which type of sailboat is best for your intended use. Once you understand the different options available, you can make an educated choice.

1983 Liberty 38 Cutter

1939 Kettenburg Pacific Class

1988 Catalina Catalina 36

2000 Island Packet 40

2012 Lagoon 400

2009 Brooklin Boat Yard 2009

1971 Nautor Swan 43 Sloop

2003 Leopard 47

2020 Fountaine Pajot Elba 45

2014 Bavaria Vision 46

2021 NEEL 43

1990 Hunter Passage 42

2008 Fountaine Pajot Salina 48 Evolution

2006 Hake / Seaward 26RK

2026 Yamaha Boats 222 FSH Sport E

2026 Sun Tracker Party Barge 22 RF DLX

1997 Beneteau 50

2026 Fountaine Pajot NEW 41

1955 Classic Custom Full Keel Ketch

2026 Fountaine Pajot Samana 59

1979 Freedom 40 Cat-Ketch

2006 Jeanneau Sun Odyssey 49 DS

2002 Lagoon 410

1990 Prout Catamaran

1993 Crowther 42

1994 Hinckley Sou'wester 42 Sloop

2003 Wauquiez 40 Pilot Saloon

1989 Tartan 40

2014 Beneteau Oceanis 41

1983 Bristol 45.5 Center Cockpit

2016 Lagoon 400 S2

1969 Calkins 50 Pilot House

2013 Fountaine Pajot Lipari 41

2010 Jeanneau Sun Odyssey 42i

Sailboats

Expert Sailboats Reviews