Sailboats for sale

- Price Drop
2006 Hunter 38
$97,900
↓ Price Drop
$729/mo*
Deale, MD 20751 | Seattle Yachts - Annapolis
- Price Drop
- In-Stock
1983 Liberty 38 Cutter
$29,000
↓ Price Drop
Beaufort, NC 28516 | Beaufort Yacht Sales
- In-Stock
1987 Island Packet 38
$58,500
Norfolk, VA 23518 | Beaufort Yacht Sales
1987 Pearson 36-2
$26,000
Port Charlotte, FL 33938 | United Yacht Sales - Florida, SW Coast
- Price Drop
1995 Beneteau Oceanis 440
$69,000
↓ Price Drop
Vero Beach, FL 34950 | Private Seller
- New Arrival
1977 Camper & Nicholsons 31
$19,500
Arapahoe, NC 28510 | Beaufort Yacht Sales
2003 Leopard 47
$210,000
Fajardo, PR 00773 | The Multihull Company
1986 Krogen 38
$60,000
Racine, WI 53402 | Racine Riverside Marine, Inc.
1986 Cape Dory Motorsailer 300
$39,000
LaPointe, WI 54850 | Big Water Boats
1990 Catalina 30
$19,000
Pick City, ND 58545 | Private Seller
2017 Beneteau Oceanis 37
$165,000
$1,229/mo*
San Diego, CA 92101 | Marine Servicenter
- Price Drop
2001 Catalina 320
$29,800
↓ Price Drop
Washington, NC 27889 | Private Seller
1989 Custom Schooner Liveaboard
$169,000
Shady Side, MD 20778 | YachtSalesInternational.Com
- Sponsored
2026 Yamaha Boats 252SD
$113,999
$849/mo*
Columbus, OH 43224 | Sizzle Marine
- Sponsored
2026 Crestliner 1600 Storm
$18,995
Fredericktown, OH 43019 | Knox Marine - Ltd
- Sponsored
2025 Yamaha WaveRunner JetBlaster LTD
$11,199
Columbus, OH 43224 | Sizzle Marine
1992 Hans Christian 33 Traditional
$125,900
Northport, ME 04849 | Private Seller
- Price Drop
- In-Stock
1986 Sabre 36
$25,000
↓ Price Drop
Beaufort, NC 28516 | Beaufort Yacht Sales
1997 Hunter Passage 42
$77,500
Fort Lauderdale, FL 33301 | Private Seller
- Price Drop
1977 Cape Dory 25
$3,000
↓ Price Drop
Reedville, VA 22539 | Private Seller
- Price Drop
1974 Bristol 40
$5,000
↓ Price Drop
Coltons Point, MD 20626 | Private Seller
2006 Lagoon 500
$399,000
$2,972/mo*
Charleston, SC 29412 | The Multihull Company
- New Arrival
2018 Nautor Swan 54
$1,450,000
$10,802/mo*
Annapolis, MD 21401 | North Point Yacht Sales
2022 Bali 4.8
$220,000
$1,639/mo*
Tortola, FL 33101 | Private Seller
2004 Lagoon 570
$389,000
West Palm Beach, FL 33404 | Private Seller
1971 Nautor Swan 43 Sloop
$63,000
Portsmouth, RI 02871 | Luke Brown Yachts
- Price Drop
2005 Lagoon 440
$230,000
↓ Price Drop
$1,713/mo*
Saco, ME 04072 | The Multihull Company
- Price Drop
1970 Formosa 41
$19,900
↓ Price Drop
Long Beach, CA 90803 | Private Seller
2000 Lagoon 380
$210,000
Essex, MD 21221 | United Yacht Sales
- Available Soon
2026 Fountaine Pajot 44
$856,000
$6,377/mo*
San Diego, CA 92106 | ACY Yachts
1984 Tayana Tayana 37
$58,000
Traverse City, MI 49684 | Private Seller
2004 PCI Gemini 105mc
$83,000
Kemah, TX 77565 | Private Seller
1975 Coastal Recreation Balboa
$7,000
Marina Del Rey, CA 90292 | Private Seller
1990 Pacific Seacraft Flicka
$32,000
Austin, TX 78734 | 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.

2006 Hunter 38

1983 Liberty 38 Cutter

1987 Island Packet 38

1987 Pearson 36-2

1995 Beneteau Oceanis 440

1977 Camper & Nicholsons 31

2003 Leopard 47

1986 Krogen 38

1986 Cape Dory Motorsailer 300

1990 Catalina 30

2017 Beneteau Oceanis 37

2001 Catalina 320

1989 Custom Schooner Liveaboard

2026 Yamaha Boats 252SD

2026 Crestliner 1600 Storm

2025 Yamaha WaveRunner JetBlaster LTD

1992 Hans Christian 33 Traditional

1986 Sabre 36

1997 Hunter Passage 42

1977 Cape Dory 25

1974 Bristol 40

2006 Lagoon 500

2018 Nautor Swan 54

2022 Bali 4.8

2004 Lagoon 570

1971 Nautor Swan 43 Sloop

2005 Lagoon 440

1970 Formosa 41

2000 Lagoon 380

2026 Fountaine Pajot 44

1984 Tayana Tayana 37

2004 PCI Gemini 105mc

1975 Coastal Recreation Balboa

1990 Pacific Seacraft Flicka

Sailboats

Expert Sailboats Reviews