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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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    For Sale By
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    2,185 boats
    Sort: Recommended
    • Recommended
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      2022 Beneteau Oceanis 30.1

      $175,000

      $1,278/mo*

      San Diego, CA 92103 | California Yacht Sales, Inc.

      • 2022 Beneteau Oceanis 30.1
      • 2022 Beneteau Oceanis 30.1
      • 2022 Beneteau Oceanis 30.1
      • 2022 Beneteau Oceanis 30.1

      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
      • 2005 Lagoon 440

        $230,000

        Saco, ME 04072 | The Multihull Company

        • 2005 Lagoon 440
        • 2005 Lagoon 440
        • 2005 Lagoon 440
        • 2005 Lagoon 440
        • 2010 Jeanneau Sun Odyssey 39i Performance

          $135,000

          $986/mo*

          Fajardo, PR 00738 | Atlas Yacht Sales, LLC

          • 2010 Jeanneau Sun Odyssey 39i Performance
          • 2010 Jeanneau Sun Odyssey 39i Performance
          • 2010 Jeanneau Sun Odyssey 39i Performance
          • 2010 Jeanneau Sun Odyssey 39i Performance
          • 2013 J Boats J/70

            $34,900

            $299/mo*

            Northeast Coconut Grove, FL 33133 | Export Yacht Sales

            • 2013 J Boats J/70
            • 2013 J Boats J/70
            • 1990 Island Packet 35

              $65,000

              Highland Beach, FL 33487 | Edwards Yacht Sales

              • 1990 Island Packet 35
              • 1990 Island Packet 35
              • 1990 Island Packet 35
              • 1990 Island Packet 35
              • 1992 Hans Christian 33 Traditional

                $125,900

                Northport, ME 04849 | Private Seller

                • 1992 Hans Christian 33 Traditional
                • 1992 Hans Christian 33 Traditional
                • 1992 Hans Christian 33 Traditional
                • 1992 Hans Christian 33 Traditional
                • 2013 Fountaine Pajot Lipari 41

                  $289,000

                  $2,111/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
                  • 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
                    • 2007 Hunter 44ds

                      $130,000

                      $949/mo*

                      Green Cove Springs, FL 32043 | Private Seller

                      • 2007 Hunter 44ds
                      • 2007 Hunter 44ds
                      • 2007 Hunter 44ds
                      • 2007 Hunter 44ds
                      • 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 Tracker Pro Guide V-16 WT

                        $26,895

                        $230/mo*

                        Columbus, OH 43224 | Sizzle Marine

                        • 2026 Tracker Pro Guide V-16 WT
                        • 2026 Tracker Pro Guide V-16 WT
                        • 2026 Tracker Pro Guide V-16 WT
                        • 2026 Tracker Pro Guide V-16 WT

                        2026 Sun Tracker Bass Buggy 16 XL Select

                        $28,190

                        $242/mo*

                        Columbus, OH 43224 | Sizzle Marine

                        • 2026 Sun Tracker Bass Buggy 16 XL Select
                        • 2026 Sun Tracker Bass Buggy 16 XL Select
                        • 2026 Sun Tracker Bass Buggy 16 XL Select
                        • 2026 Sun Tracker Bass Buggy 16 XL Select

                        2026 Yamaha Boats 222XD

                        $94,999

                        $694/mo*

                        Columbus, OH 43224 | Sizzle Marine

                        • 2026 Yamaha Boats 222XD
                        • 2026 Yamaha Boats 222XD
                        • 2026 Yamaha Boats 222XD
                        • 2026 Yamaha Boats 222XD

                        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
                        • 2004 Jeanneau Sun Odyssey 54 DS

                          $299,900

                          Wickford, RI 02852 | United Yacht Sales

                          • 2004 Jeanneau Sun Odyssey 54 DS
                          • 2004 Jeanneau Sun Odyssey 54 DS
                          • 2004 Jeanneau Sun Odyssey 54 DS
                          • 2004 Jeanneau Sun Odyssey 54 DS
                          • 1996 Santa Cruz 52

                            $337,500

                            San Diego, CA 92106 | Seattle Yachts - San Diego

                            • 1996 Santa Cruz 52
                            • 1996 Santa Cruz 52
                            • 1996 Santa Cruz 52
                            • 1996 Santa Cruz 52

                            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
                            • 1984 Catalina 25

                              $3,500

                              Cleveland, OH 44114 | Private Seller

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

                              2014 Lagoon 380 S2

                              $249,000

                              ↓ Price Drop

                              $1,819/mo*

                              Saint Augustine, FL 32084 | The Multihull Company

                              • 2014 Lagoon 380 S2
                              • 2014 Lagoon 380 S2
                              • 2014 Lagoon 380 S2
                              • 2014 Lagoon 380 S2
                              • 2014 Leopard 58

                                $699,000

                                $5,105/mo*

                                Charlotte Amalie, VI 00802 | 26 North Yachts

                                • 2014 Leopard 58
                                • 2014 Leopard 58
                                • 2014 Leopard 58
                                • 2014 Leopard 58
                                • 2026 Fountaine Pajot 48

                                  $1,191,360

                                  $8,701/mo*

                                  Newport, RI 02840 | ACY Yachts

                                  • 2026 Fountaine Pajot 48
                                  • 2026 Fountaine Pajot 48
                                  • 2026 Fountaine Pajot 48
                                  • 2026 Fountaine Pajot 48
                                  • 2019 Bali 4.3

                                    $495,000

                                    $3,615/mo*

                                    Jersey City, NJ 07302 | Yacht Hampton Yacht Sales

                                    • 2019 Bali 4.3
                                    • 2019 Bali 4.3
                                    • 2019 Bali 4.3
                                    • 2019 Bali 4.3
                                    • 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
                                      • 1978 Cheoy Lee Offshore 32

                                        $24,750

                                        Seattle, WA 98109 | Marine Servicenter

                                        • 1978 Cheoy Lee Offshore 32
                                        • 1978 Cheoy Lee Offshore 32
                                        • 1978 Cheoy Lee Offshore 32
                                        • 1978 Cheoy Lee Offshore 32
                                        • 2003 Leopard 47

                                          $210,000

                                          Fajardo, PR 00773 | The Multihull Company

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

                                          1996 Catalina 270

                                          $10,000

                                          St Simons Island, GA 31522 | Engel Volkers Yachting Americas

                                          • 1996 Catalina 270
                                          • 1996 Catalina 270
                                          • 1996 Catalina 270
                                          • 1996 Catalina 270

                                          1986 Tartan 34-2

                                          $29,900

                                          ↓ Price Drop

                                          Saint Marys, GA 31558 | Engel Volkers Yachting Americas

                                          • 1986 Tartan 34-2
                                          • 1986 Tartan 34-2
                                          • 1986 Tartan 34-2
                                          • 1986 Tartan 34-2

                                          1990 Catalina 36

                                          $39,500

                                          ↓ Price Drop

                                          North East, MD 21901 | Private Seller

                                          • 1990 Catalina 36
                                          • 1990 Catalina 36
                                          • 1990 Catalina 36
                                          • 1990 Catalina 36
                                          • 2013 Jeanneau Sun Odyssey 379

                                            $159,000

                                            $1,161/mo*

                                            Jacksonville, FL 32217 | Dunbar Yachts

                                            • 2013 Jeanneau Sun Odyssey 379
                                            • 2013 Jeanneau Sun Odyssey 379
                                            • 2013 Jeanneau Sun Odyssey 379
                                            • 2013 Jeanneau Sun Odyssey 379
                                            • 1993 Hunter 26

                                              $8,000

                                              Miami, FL 33138 | Private Seller

                                              • 1993 Hunter 26
                                              • 1993 Hunter 26
                                              • 1993 Hunter 26
                                              • 1993 Hunter 26
                                              • 2002 Lagoon 410

                                                $190,000

                                                Saint Augustine, FL 32084 | The Multihull Company

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

                                                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
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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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