Sailboats for sale

- Price Drop
2006 Hunter 38
$97,900
↓ Price Drop
$729/mo*
Deale, MD 20751 | Seattle Yachts - Annapolis
1992 Hans Christian 33 Traditional
$125,900
Northport, ME 04849 | Private Seller
2002 Chris White Hammerhead 54
$550,000
North Haven, ME 04853 | Private Seller
1989 Custom Schooner Liveaboard
$169,000
Shady Side, MD 20778 | YachtSalesInternational.Com
2013 Fountaine Pajot Lipari 41
$309,000
$2,302/mo*
Charleston, SC 29401 | The Multihull Company
- Price Drop
1995 Beneteau Oceanis 440
$69,000
↓ Price Drop
Vero Beach, FL 34950 | Private Seller
- New Arrival
2001 Tartan 3700
$149,000
Rock Hall, MD 21661 | Seattle Yachts - Annapolis
1981 Sam Crocker 286
$17,500
New Harbor, ME 04554 | Private Seller
2000 J Boats J/105
$55,000
Greenwich, CT 06830 | McMichael Yacht Brokers LTD.
1971 Nautor Swan 43 Sloop
$63,000
Portsmouth, RI 02871 | Luke Brown Yachts
1990 Catalina 30
$19,000
Pick City, ND 58545 | Private Seller
2006 Jeanneau Sun Odyssey 49 DS
$145,000
$1,080/mo*
Marina Puerto Del Rey, PR | Atlas Yacht Sales, LLC
- Price Drop
1983 Bristol 45.5 Center Cockpit
$79,000
↓ Price Drop
Annapolis, MD 21403 | Seattle Yachts - Annapolis
- Sponsored
2025 Tahoe T16
$28,615
$249/mo*
Columbus, OH 43224 | Sizzle Marine
- Sponsored
2024 Sun Tracker Bass Buggy 18 DLX
$29,995
$261/mo*
Columbus, OH 43224 | Sizzle Marine
- Sponsored
2026 Sun Tracker SportFish 20 DLX
$44,475
$387/mo*
Columbus, OH 43224 | Sizzle Marine
2002 Lagoon 410
$190,000
Saint Augustine, FL 32084 | The Multihull Company
1986 Krogen 38
$60,000
Racine, WI 53402 | Racine Riverside Marine, Inc.
2022 Bali 4.8
$220,000
$1,639/mo*
Tortola, FL 33101 | Private Seller
1990 Pacific Seacraft Flicka
$32,000
Austin, TX 78734 | Private Seller
- Price Drop
1993 Amel Santorin
$167,000
↓ Price Drop
Portsmouth, VA 23169 | Private Seller
1999 Island Packet 320
$99,999
Annapolis, MD 21403 | Private Seller
1964 Hinckley Bermuda 40 Custom
$130,000
Rock Hall, MD 21661 | Hinckley Yacht Brokerage
1999 Jeanneau Sun Odyssey 40 DS
$118,000
Seattle, WA 98117 | Private Seller
- Price Drop
1977 Cape Dory 25
$3,000
↓ Price Drop
Reedville, VA 22539 | Private Seller
1983 Baba 30
$25,000
Waukegan, IL 60085 | Private Seller
2004 PCI Gemini 105mc
$83,000
Kemah, TX 77565 | Private Seller
1997 Beneteau Oceanis 381
$65,000
Saint Joseph, MI 49085 | Private Seller
1971 Hinckley Bermuda 40 Custom Yawl
$142,000
Southwest Harbor, ME 04679 | Hinckley Yacht Brokerage
- Price Drop
1970 Formosa 41
$19,900
↓ Price Drop
Long Beach, CA 90803 | Private Seller
1986 Cape Dory Cutter, B interior
$12,500
Whitehall, MI 49461 | Private Seller
1984 Tayana Tayana 37
$58,000
Traverse City, MI 49684 | Private Seller
2011 MacGregor 26
$17,000
Ladue, MO 63124 | Private Seller
- New Arrival
1993 Crowther 42
$129,000
Pensacola, FL 32501 | Edwards Yacht Sales

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

1992 Hans Christian 33 Traditional

2002 Chris White Hammerhead 54

1989 Custom Schooner Liveaboard

2013 Fountaine Pajot Lipari 41

1995 Beneteau Oceanis 440

2001 Tartan 3700

1981 Sam Crocker 286

2000 J Boats J/105

1971 Nautor Swan 43 Sloop

1990 Catalina 30

2006 Jeanneau Sun Odyssey 49 DS

1983 Bristol 45.5 Center Cockpit

2025 Tahoe T16

2024 Sun Tracker Bass Buggy 18 DLX

2026 Sun Tracker SportFish 20 DLX

2002 Lagoon 410

1986 Krogen 38

2022 Bali 4.8

1990 Pacific Seacraft Flicka

1993 Amel Santorin

1999 Island Packet 320

1964 Hinckley Bermuda 40 Custom

1999 Jeanneau Sun Odyssey 40 DS

1977 Cape Dory 25

1983 Baba 30

2004 PCI Gemini 105mc

1997 Beneteau Oceanis 381

1971 Hinckley Bermuda 40 Custom Yawl

1970 Formosa 41

1986 Cape Dory Cutter, B interior

1984 Tayana Tayana 37

2011 MacGregor 26

1993 Crowther 42

Sailboats

Expert Sailboats Reviews