Sailboats for sale

- Price Drop
- New Arrival
2021 Lagoon 40
$369,000
↓ Price Drop
$2,749/mo*
Fort Lauderdale, FL 33301 | The Multihull Company
- New Arrival
1987 Bristol 41.1 Aft Cockpit
$85,000
St Augustine, FL 32084 | Edwards Yacht Sales
2003 Leopard 47
$210,000
Fajardo, PR 00773 | The Multihull Company
1986 Cape Dory Motorsailer 300
$39,000
LaPointe, WI 54850 | Big Water Boats
- Price Drop
2009 Beneteau 49
$159,000
↓ Price Drop
$1,185/mo*
Long Beach, CA 90802 | Denison Yachting
- New Arrival
2002 Beneteau Oceanis 393
$115,000
Annapolis, MD 21401 | North Point Yacht Sales
1998 Beneteau Oceanis 50
$149,000
Lake Worth Beach, FL 33462 | United Yacht Sales
2006 Lagoon 500
$399,000
$2,972/mo*
Charleston, SC 29412 | The Multihull Company
1990 Catalina 30
$19,000
Pick City, ND 58545 | Private Seller
1989 Custom Schooner Liveaboard
$169,000
Shady Side, MD 20778 | YachtSalesInternational.Com
1995 Catalina C270
$19,000
Coconut Grove, FL 33133 | Private Seller
1992 Hans Christian 33 Traditional
$125,900
Northport, ME 04849 | Private Seller
- Price Drop
2005 Lagoon 440
$230,000
↓ Price Drop
$1,713/mo*
Saco, ME 04072 | The Multihull Company
- Sponsored
2025 Yamaha WaveRunner JetBlaster PRO 2-Up
$10,599
Columbus, OH 43224 | Sizzle Marine
- Sponsored
2023 Ranger RT178
$23,995
Fredericktown, OH 43019 | Knox Marine - Ltd
- Sponsored
2025 Yamaha WaveRunner VX Cruiser HO
$13,399
Columbus, OH 43224 | Sizzle Marine
1997 Beneteau Oceanis 381
$65,000
Saint Joseph, MI 49085 | Private Seller
- New Arrival
1984 Tayana 37
$54,900
Palm Coast, FL 32164 | United Yacht Sales
- Price Drop
1974 Bristol 40
$5,000
↓ Price Drop
Coltons Point, MD 20626 | Private Seller
- Price Drop
1977 Cape Dory 25
$3,000
↓ Price Drop
Reedville, VA 22539 | Private Seller
1980 Cape Dory 27
$12,000
Cape Elizabeth, ME 04107 | Private Seller
1971 Nautor Swan 43 Sloop
$63,000
Portsmouth, RI 02871 | Luke Brown Yachts
- Price Drop
1983 Bristol 45.5 Center Cockpit
$79,000
↓ Price Drop
Annapolis, MD 21403 | Seattle Yachts - Annapolis
- New Arrival
1993 Crowther 42
$129,000
Pensacola, FL 32501 | Edwards Yacht Sales
2012 Beneteau Oceanis
$240,000
$1,788/mo*
Honolulu, HI 96815 | Private Seller
2016 J Boats J/70
$45,000
$392/mo*
Annapolis, MD 21403 | North Point Yacht Sales
2014 Lagoon 380 S2
$259,000
$1,930/mo*
Saint Augustine, FL 32084 | The Multihull Company
2022 Bali 4.8
$220,000
$1,639/mo*
Tortola, FL 33101 | Private Seller
2004 PCI Gemini 105mc
$83,000
Kemah, TX 77565 | Private Seller
1986 Cape Dory Cutter, B interior
$12,500
Whitehall, MI 49461 | Private Seller
- New Arrival
2009 Brooklin Boat Yard 2009
$2,850,000
$21,232/mo*
Newport, RI 02840 | Northrop and Johnson
- In-Stock
1995 Kelly Dashew KELLY ARCHER
$895,000
Valdez, AK 99686 | Seattle Yachts - Los Angeles
- Available Soon
2026 Fountaine Pajot 44
$856,000
$6,377/mo*
San Diego, CA 92106 | ACY Yachts
1956 Vic Franck Custom Seaborn
$30,000
Seattle, WA 98109 | Private Seller

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.

2021 Lagoon 40

1987 Bristol 41.1 Aft Cockpit

2003 Leopard 47

1986 Cape Dory Motorsailer 300

2009 Beneteau 49

2002 Beneteau Oceanis 393

1998 Beneteau Oceanis 50

2006 Lagoon 500

1990 Catalina 30

1989 Custom Schooner Liveaboard

1995 Catalina C270

1992 Hans Christian 33 Traditional

2005 Lagoon 440

2025 Yamaha WaveRunner JetBlaster PRO 2-Up

2023 Ranger RT178

2025 Yamaha WaveRunner VX Cruiser HO

1997 Beneteau Oceanis 381

1984 Tayana 37

1974 Bristol 40

1977 Cape Dory 25

1980 Cape Dory 27

1971 Nautor Swan 43 Sloop

1983 Bristol 45.5 Center Cockpit

1993 Crowther 42

2012 Beneteau Oceanis

2016 J Boats J/70

2014 Lagoon 380 S2

2022 Bali 4.8

2004 PCI Gemini 105mc

1986 Cape Dory Cutter, B interior

2009 Brooklin Boat Yard 2009

1995 Kelly Dashew KELLY ARCHER

2026 Fountaine Pajot 44

1956 Vic Franck Custom Seaborn

Sailboats

Expert Sailboats Reviews