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  • Sail

Sailboats for sale

Boats propelled partly or entirely by sails including a variety of sailing boats or yachts in terms of size, dimension and configuration of sails of the vessel.
Read our helpful guide to Sailboats
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283 more Makes...
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    2,163 boats
    Sort: Recommended
    • Recommended
    • Recently Updated: Newest first
    • Recently Updated: Oldest first
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    • Price: High to Low
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      • 1991 Beneteau Oceanis 390

        $59,000

        Long Beach, CA 90802 | Adair Yachts

        • 1991 Beneteau Oceanis 390
        • 1991 Beneteau Oceanis 390
        • 1991 Beneteau Oceanis 390
        • 1991 Beneteau Oceanis 390
        • 2002 Tartan 4100

          $195,000

          Southwest Harbor, ME 04679 | Hinckley Yacht Brokerage

          • 2002 Tartan 4100
          • 2002 Tartan 4100
          • 2002 Tartan 4100
          • 2002 Tartan 4100
          • 1990 Catalina 42

            $79,000

            Seattle, WA 98109 | Marine Servicenter

            • 1990 Catalina 42
            • 1990 Catalina 42
            • 1990 Catalina 42
            • 1990 Catalina 42

            1989 Custom Schooner Liveaboard

            $165,900

            ↓ Price Drop

            Shady Side, MD 20778 | YachtSalesInternational.Com

            • 1989 Custom Schooner Liveaboard
            • 1989 Custom Schooner Liveaboard
            • 1989 Custom Schooner Liveaboard
            • 1989 Custom Schooner Liveaboard
            • 2002 Lagoon 410

              $190,000

              Saint Augustine, FL 32084 | The Multihull Company

              • 2002 Lagoon 410
              • 2002 Lagoon 410
              • 2002 Lagoon 410
              • 2002 Lagoon 410
              • 2005 Lagoon 440

                $230,000

                $1,713/mo*

                Saco, ME 04072 | The Multihull Company

                • 2005 Lagoon 440
                • 2005 Lagoon 440
                • 2005 Lagoon 440
                • 2005 Lagoon 440
                • 2006 Jeanneau Sun Odyssey 49 DS

                  $145,000

                  $1,080/mo*

                  Marina Puerto Del Rey, PR | Atlas Yacht Sales, LLC

                  • 2006 Jeanneau Sun Odyssey 49 DS
                  • 2006 Jeanneau Sun Odyssey 49 DS
                  • 2006 Jeanneau Sun Odyssey 49 DS
                  • 2006 Jeanneau Sun Odyssey 49 DS
                  • 2007 Hunter 44ds

                    $130,000

                    $968/mo*

                    Green Cove Springs, FL 32043 | Private Seller

                    • 2007 Hunter 44ds
                    • 2007 Hunter 44ds
                    • 2007 Hunter 44ds
                    • 2007 Hunter 44ds
                    • 1982 Stevens 47

                      $199,900

                      Miami, FL 33132 | Private Seller

                      • 1982 Stevens 47
                      • 1982 Stevens 47
                      • 1982 Stevens 47
                      • 1982 Stevens 47
                      • 2022 Bali 4.8

                        $220,000

                        $1,639/mo*

                        Tortola, FL 33101 | Private Seller

                        • 2022 Bali 4.8
                        • 2022 Bali 4.8
                        • 2022 Bali 4.8
                        • 2022 Bali 4.8

                        1977 Custom 80 Brigantine

                        $998,000

                        ↓ Price Drop

                        Long Beach, CA 90802 | Rick Obey Yacht Sales

                        • 1977 Custom 80 Brigantine
                        • 1977 Custom 80 Brigantine
                        • 1977 Custom 80 Brigantine
                        • 1977 Custom 80 Brigantine

                        1988 Beneteau 285

                        $18,000

                        ↓ Price Drop

                        Edmond, OK 73012 | Private Seller

                        • 1988 Beneteau 285
                        • 1988 Beneteau 285
                        • 1988 Beneteau 285
                        • 1988 Beneteau 285

                        2025 Tahoe 185 S

                        $43,200

                        $376/mo*

                        Columbus, OH 43224 | Sizzle Marine

                        • 2025 Tahoe 185 S
                        • 2025 Tahoe 185 S
                        • 2025 Tahoe 185 S
                        • 2025 Tahoe 185 S

                        2026 Tracker Pro Team 175 Crappie Edition

                        $26,295

                        $229/mo*

                        Columbus, OH 43224 | Sizzle Marine

                        • 2026 Tracker Pro Team 175 Crappie Edition
                        • 2026 Tracker Pro Team 175 Crappie Edition
                        • 2026 Tracker Pro Team 175 Crappie Edition
                        • 2026 Tracker Pro Team 175 Crappie Edition

                        2026 Yamaha Boats AR195

                        $49,999

                        $435/mo*

                        Columbus, OH 43224 | Sizzle Marine

                        • 2026 Yamaha Boats AR195
                        • 2026 Yamaha Boats AR195
                        • 2026 Yamaha Boats AR195
                        • 2026 Yamaha Boats AR195

                        2000 Gemini 105M

                        $78,000

                        ↓ Price Drop

                        San Diego, CA 92118 | Private Seller

                        • 2000 Gemini 105M
                        • 2000 Gemini 105M
                        • 2000 Gemini 105M
                        • 2000 Gemini 105M

                        1999 PDQ 36

                        $99,900

                        Brunswick, GA 31520 | Dunbar Yachts

                        • 1999 PDQ 36
                        • 1999 PDQ 36
                        • 1999 PDQ 36
                        • 1999 PDQ 36
                        • 1956 Vic Franck Custom Seaborn

                          $30,000

                          Seattle, WA 98109 | Private Seller

                          • 1956 Vic Franck Custom Seaborn
                          • 1956 Vic Franck Custom Seaborn
                          • 1956 Vic Franck Custom Seaborn
                          • 1956 Vic Franck Custom Seaborn
                          • 2021 Bavaria Cruiser 34

                            $179,900

                            $1,340/mo*

                            Bremerton, WA 98312 | Private Seller

                            • 2021 Bavaria Cruiser 34
                            • 2021 Bavaria Cruiser 34
                            • 2021 Bavaria Cruiser 34
                            • 2021 Bavaria Cruiser 34
                            • 1981 Cape Dory 27

                              $25,000

                              Tracys Landing, MD 20779 | Private Seller

                              • 1981 Cape Dory 27
                              • 1981 Cape Dory 27
                              • 1981 Cape Dory 27
                              • 1981 Cape Dory 27
                              • 1989 Hunter 30

                                $22,000

                                Racine, WI 53402 | Racine Riverside Marine, Inc.

                                • 1989 Hunter 30
                                • 1989 Hunter 30
                                • 1989 Hunter 30
                                • 1989 Hunter 30

                                2026 Fountaine Pajot Samana 59

                                $3,103,133

                                $23,118/mo*

                                St Petersburg, FL 33701 | ACY Yachts

                                • 2026 Fountaine Pajot Samana 59
                                • 2026 Fountaine Pajot Samana 59
                                • 2026 Fountaine Pajot Samana 59
                                • 2026 Fountaine Pajot Samana 59
                                • 2013 Fountaine Pajot Lipari 41

                                  $289,000

                                  $2,153/mo*

                                  Charleston, SC 29401 | The Multihull Company

                                  • 2013 Fountaine Pajot Lipari 41
                                  • 2013 Fountaine Pajot Lipari 41
                                  • 2013 Fountaine Pajot Lipari 41
                                  • 2013 Fountaine Pajot Lipari 41

                                  1955 Classic Custom Full Keel Ketch

                                  $45,000

                                  Galesville, MD 20765 | North Point Yacht Sales

                                  • 1955 Classic Custom Full Keel Ketch
                                  • 1955 Classic Custom Full Keel Ketch
                                  • 1955 Classic Custom Full Keel Ketch
                                  • 1955 Classic Custom Full Keel Ketch

                                  2026 Fountaine Pajot 44

                                  $856,000

                                  $6,377/mo*

                                  San Diego, CA 92106 | ACY Yachts - Marina Del Rey

                                  • 2026 Fountaine Pajot 44
                                  • 2026 Fountaine Pajot 44
                                  • 2026 Fountaine Pajot 44
                                  • 2026 Fountaine Pajot 44
                                  • 1977 Cape Dory 25

                                    $3,000

                                    Reedville, VA 22539 | Private Seller

                                    • 1977 Cape Dory 25
                                    • 1977 Cape Dory 25
                                    • 1977 Cape Dory 25
                                    • 1977 Cape Dory 25
                                    • 2001 Vitters Aft Cockpit

                                      $11,500,000

                                      West Palm Beach, FL 33401 | Luke Brown Yachts

                                      • 2001 Vitters Aft Cockpit
                                      • 2001 Vitters Aft Cockpit
                                      • 2001 Vitters Aft Cockpit
                                      • 2001 Vitters Aft Cockpit

                                      1981 C&C Landfall 35

                                      $29,900

                                      Palmetto, FL 34221 | United Yacht Sales

                                      • 1981 C&C Landfall 35
                                      • 1981 C&C Landfall 35
                                      • 1981 C&C Landfall 35
                                      • 1981 C&C Landfall 35
                                      • 1989 Valiant 40 Cutter

                                        $119,900

                                        Green Cove Springs, FL 32043 | Edwards Yacht Sales

                                        • 1989 Valiant 40 Cutter
                                        • 1989 Valiant 40 Cutter
                                        • 1989 Valiant 40 Cutter
                                        • 1989 Valiant 40 Cutter

                                        2005 Leopard 40

                                        $170,000

                                        $1,266/mo*

                                        Saint Simons Island, GA | Dunbar Yachts

                                        • 2005 Leopard 40
                                        • 2005 Leopard 40
                                        • 2005 Leopard 40
                                        • 2005 Leopard 40
                                        • 1983 Baba 30

                                          $25,000

                                          Waukegan, IL 60085 | Private Seller

                                          • 1983 Baba 30
                                          • 1983 Baba 30
                                          • 1983 Baba 30
                                          • 1983 Baba 30
                                          • 1974 Bristol 40

                                            $7,000

                                            Coltons Point, MD 20626 | Private Seller

                                            • 1974 Bristol 40
                                            • 1974 Bristol 40
                                            • 1974 Bristol 40
                                            • 1974 Bristol 40
                                            • 2010 Gemini 105Mc

                                              $130,000

                                              $968/mo*

                                              East End, VI 00820 | The Multihull Company

                                              • 2010 Gemini 105Mc
                                              • 2010 Gemini 105Mc
                                              • 2010 Gemini 105Mc
                                              • 2010 Gemini 105Mc

                                              2014 Leopard 58

                                              $699,000

                                              ↓ Price Drop

                                              $5,207/mo*

                                              Charlotte Amalie, VI 00802 | 26 North Yachts

                                              • 2014 Leopard 58
                                              • 2014 Leopard 58
                                              • 2014 Leopard 58
                                              • 2014 Leopard 58
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                                            Sailboats

                                            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.

                                            Expert Sailboats Reviews

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