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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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    2,184 boats
    Sort: Recommended
    • Recommended
    • Recently Updated: Newest first
    • Recently Updated: Oldest first
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    • Price: High to Low
    • Price: Low to High
      • 2005 Lagoon 440

        $230,000

        Saco, ME 04072 | The Multihull Company

        • 2005 Lagoon 440
        • 2005 Lagoon 440
        • 2005 Lagoon 440
        • 2005 Lagoon 440
        • 1987 Pearson 33-2

          $16,000

          Bayboro, NC 28515 | Private Seller

          • 1987 Pearson 33-2
          • 1987 Pearson 33-2
          • 1987 Pearson 33-2
          • 1987 Pearson 33-2

          2000 Gemini 105M

          $69,000

          ↓ Price Drop

          San Diego, CA 92118 | Private Seller

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

          1989 Custom Schooner Liveaboard

          $145,900

          ↓ Price Drop

          Shady Side, MD 20778 | YachtSalesInternational.Com -Martin Bird Associates

          • 1989 Custom Schooner Liveaboard
          • 1989 Custom Schooner Liveaboard
          • 1989 Custom Schooner Liveaboard
          • 1989 Custom Schooner Liveaboard

          1995 Moody 38

          $99,900

          St Marys, GA 31558 | Engel Volkers Yachting Americas

          • 1995 Moody 38
          • 1995 Moody 38
          • 1995 Moody 38
          • 1995 Moody 38
          • 1993 Hunter 26

            $8,000

            Miami, FL 33138 | Private Seller

            • 1993 Hunter 26
            • 1993 Hunter 26
            • 1993 Hunter 26
            • 1993 Hunter 26

            2013 Gemini Legacy

            $159,000

            $1,161/mo*

            West Palm Beach, FL 33403 | McNally Yacht Sales

            • 2013 Gemini Legacy
            • 2013 Gemini Legacy
            • 2013 Gemini Legacy
            • 2013 Gemini Legacy
            • 1984 Catalina 25

              $3,500

              Cleveland, OH 44114 | Private Seller

              • 1984 Catalina 25
              • 1984 Catalina 25
              • 1984 Catalina 25
              • 1984 Catalina 25

              1977 Custom 80 Brigantine

              $998,000

              Long Beach, CA 90802 | Rick Obey Yacht Sales

              • 1977 Custom 80 Brigantine
              • 1977 Custom 80 Brigantine
              • 1977 Custom 80 Brigantine
              • 1977 Custom 80 Brigantine
              • 1986 Schock 35

                $15,000

                Flowery Branch, GA 30542 | Private Seller

                • 1986 Schock 35
                • 1986 Schock 35
                • 1986 Schock 35
                • 1986 Schock 35

                2025 Fountaine Pajot Tanna 47

                $1,223,360

                $8,935/mo*

                Annapolis, MD 21403 | ACY Yachts

                • 2025 Fountaine Pajot Tanna 47
                • 2025 Fountaine Pajot Tanna 47
                • 2025 Fountaine Pajot Tanna 47
                • 2025 Fountaine Pajot Tanna 47
                • 2022 Bali 4.8

                  $220,000

                  $1,607/mo*

                  Tortola, FL 33101 | Private Seller

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

                  2026 Sun Tracker SportFish 20 DLX

                  $43,810

                  $375/mo*

                  Columbus, OH 43224 | Sizzle Marine

                  • 2026 Sun Tracker SportFish 20 DLX
                  • 2026 Sun Tracker SportFish 20 DLX
                  • 2026 Sun Tracker SportFish 20 DLX
                  • 2026 Sun Tracker SportFish 20 DLX

                  2008 Tahoe Q5i SF

                  $15,995

                  Columbus, OH 43224 | Sizzle Marine

                  • 2008 Tahoe Q5i SF
                  • 2008 Tahoe Q5i SF
                  • 2008 Tahoe Q5i SF
                  • 2008 Tahoe Q5i SF

                  2026 Tracker Pro Guide V-175 Combo

                  $37,665

                  $323/mo*

                  Columbus, OH 43224 | Sizzle Marine

                  • 2026 Tracker Pro Guide V-175 Combo
                  • 2026 Tracker Pro Guide V-175 Combo
                  • 2026 Tracker Pro Guide V-175 Combo
                  • 2026 Tracker Pro Guide V-175 Combo
                  • 1987 Hunter Legend 35

                    $19,500

                    Melbourne, FL 32901 | Private Seller

                    • 1987 Hunter Legend 35
                    • 1987 Hunter Legend 35
                    • 1987 Hunter Legend 35
                    • 1987 Hunter Legend 35

                    2003 Lagoon 410-S2

                    $205,000

                    Melbourne, FL 32901 | Edwards Yacht Sales

                    • 2003 Lagoon 410-S2
                    • 2003 Lagoon 410-S2
                    • 2003 Lagoon 410-S2
                    • 2003 Lagoon 410-S2
                    • 2003 Leopard 47

                      $210,000

                      Fajardo, PR 00773 | The Multihull Company

                      • 2003 Leopard 47
                      • 2003 Leopard 47
                      • 2003 Leopard 47
                      • 2003 Leopard 47
                      • 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

                        2021 Catalina 445

                        $489,000

                        $3,571/mo*

                        Brunswick, GA 31520 | Engel Volkers Yachting Americas

                        • 2021 Catalina 445
                        • 2021 Catalina 445
                        • 2021 Catalina 445
                        • 2021 Catalina 445

                        1985 Gulfstar 45 Hirsch Center Cockpit

                        $68,500

                        Green Cove Springs, FL 32043 | McNally Yacht Sales

                        • 1985 Gulfstar 45 Hirsch Center Cockpit
                        • 1985 Gulfstar 45 Hirsch Center Cockpit
                        • 1985 Gulfstar 45 Hirsch Center Cockpit
                        • 1985 Gulfstar 45 Hirsch Center Cockpit

                        1988 Island Packet 38

                        $89,000

                        St Marys, GA 31558 | Engel Volkers Yachting Americas

                        • 1988 Island Packet 38
                        • 1988 Island Packet 38
                        • 1988 Island Packet 38
                        • 1988 Island Packet 38
                        • 2019 Lagoon 42

                          $395,000

                          $2,885/mo*

                          Hayes, VA 23072 | Severn Yachting Center

                          • 2019 Lagoon 42
                          • 2019 Lagoon 42
                          • 2019 Lagoon 42
                          • 2019 Lagoon 42

                          1982 Hinckley Sou'wester 59

                          $325,000

                          Southwest Harbor, ME 04679 | Luke Brown Yachts

                          • 1982 Hinckley Sou'wester 59
                          • 1982 Hinckley Sou'wester 59
                          • 1982 Hinckley Sou'wester 59
                          • 1982 Hinckley Sou'wester 59

                          2001 North Wind 56

                          $389,000

                          Marina del Rey, CA 90292 | ACY Yachts - Marina Del Rey

                          • 2001 North Wind 56
                          • 2001 North Wind 56
                          • 2001 North Wind 56
                          • 2001 North Wind 56
                          • 2002 Lagoon 410

                            $190,000

                            Saint Augustine, FL 32084 | The Multihull Company

                            • 2002 Lagoon 410
                            • 2002 Lagoon 410
                            • 2002 Lagoon 410
                            • 2002 Lagoon 410

                            2026 Moody 48 deck saloon

                            $1,366,000

                            $9,977/mo*

                            San Diego, CA 92106 | Seattle Yachts - San Diego

                            • 2026 Moody 48 deck saloon
                            • 2026 Moody 48 deck saloon
                            • 2026 Moody 48 deck saloon
                            • 2026 Moody 48 deck saloon

                            1992 Reichel/Pugh 50

                            $49,000

                            ↓ Price Drop

                            San Diego, CA 92106 | Denison Yachting

                            • 1992 Reichel/Pugh 50
                            • 1992 Reichel/Pugh 50
                            • 1992 Reichel/Pugh 50
                            • 1992 Reichel/Pugh 50

                            1985 Custom 60

                            $210,000

                            ↓ Price Drop

                            West Palm Beach, FL 33407 | McNally Yacht Sales

                            • 1985 Custom 60
                            • 1985 Custom 60
                            • 1985 Custom 60
                            • 1985 Custom 60
                            • 1976 Irwin 52

                              $75,000

                              Allyn, WA 98524 | Private Seller

                              • 1976 Irwin 52
                              • 1976 Irwin 52
                              • 1976 Irwin 52
                              • 1976 Irwin 52
                              • 2009 MacGregor 26M

                                $18,900

                                Camano Island, WA 98282 | Private Seller

                                • 2009 MacGregor 26M
                                • 2009 MacGregor 26M
                                • 2009 MacGregor 26M
                                • 2009 MacGregor 26M
                                • 2005 Catalina 320

                                  $69,500

                                  Gloucester Point, VA 23062 | North Point Yacht Sales

                                  • 2005 Catalina 320
                                  • 2005 Catalina 320
                                  • 2005 Catalina 320
                                  • 2005 Catalina 320
                                  • 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
                                    • 2014 Lagoon 380 S2

                                      $225,000

                                      $1,643/mo*

                                      Charleston, SC 29401 | The Multihull Company

                                      • 2014 Lagoon 380 S2
                                      • 2014 Lagoon 380 S2
                                      • 2014 Lagoon 380 S2
                                      • 2014 Lagoon 380 S2
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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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