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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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310 more Makes...
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    2,372 boats
    Sort: Recommended
    • Recommended
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      2004 Beneteau Oceanis 423

      $129,000

      Vero Beach, FL 32960 | United Yacht Sales - Florida SE Coast

      2004 Beneteau Oceanis 423
      • 2015 Beneteau Oceanis 55

        $400,000

        $3,039/mo*

        Lighthouse Point, FL 33064 | Rick Obey Yacht Sales

        2015 Beneteau Oceanis 55

        1999 Gemini 105M

        $61,000

        ↓ Price Drop

        Annapolis, MD 21403 | North Point Yacht Sales

        1999 Gemini 105M
        • 1998 Beneteau Oceanis 50

          $149,000

          Lantana, FL 33462 | United Yacht Sales - Florida SE Coast

          1998 Beneteau Oceanis 50

          1993 Hunter 26

          $9,500

          ↓ Price Drop

          Miami, FL 33138 | Private Seller

          1993 Hunter 26

          1960 American Marine Seawitch Ketch

          $75,000

          ↓ Price Drop

          Dana Point, CA 92629 | KAM Yacht Sales

          1960 American Marine Seawitch Ketch
          • 2020 Lagoon SEVENTY 7

            $5,650,000

            $42,927/mo*

            Miami, FL 33149 | The Multihull Company

            2020 Lagoon SEVENTY 7
            • 2019 Jeanneau Sun Odyssey 479

              $349,000

              $2,652/mo*

              Key Biscayne, FL 33149 | Luke Brown Yachts

              2019 Jeanneau Sun Odyssey 479
              • 1989 Acte Polynesia 42

                $59,000

                Belhaven, NC 27810 | Private Seller

                1989 Acte Polynesia 42

                1982 Hinckley Sou'wester 59

                $325,000

                Southwest Harbor, ME 04679 | Luke Brown Yachts

                1982 Hinckley Sou'wester 59
                • 1987 Catalina Sailboat

                  $43,500

                  Hilton Head , SC 29926 | Private Seller

                  1987 Catalina Sailboat

                  2005 MacGregor Macgregor 26m Sl

                  $16,500

                  ↓ Price Drop

                  Seattle, WA 98117 | Private Seller

                  2005 MacGregor Macgregor 26m Sl
                  • 1982 Catalina 22

                    $6,750

                    Manakin Sabot, VA 23103 | Private Seller

                    1982 Catalina 22
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                    2011 Sea Ray Sundancer 310

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                    • 1979 Nautical Development 56 Ketch

                      $134,500

                      Savannah, GA 31401 | Lux Yachts

                      1979 Nautical Development 56 Ketch
                      • 2002 Hunter 466

                        $59,000

                        Marco Island , FL 34113 | Private Seller

                        2002 Hunter 466
                        • 2006 Hunter 46

                          $138,500

                          $1,052/mo*

                          Anacortes, WA 98221 | Seattle Yachts

                          2006 Hunter 46
                          • 1991 Custom Horacio Carabelli Schooner

                            $199,000

                            Fort Lauderdale, FL 33301 | Atlas Yacht Sales, LLC

                            1991 Custom Horacio Carabelli Schooner

                            1980 Custom Horstman Tristar Ketch

                            $80,000

                            ↓ Price Drop

                            Deltaville, VA 23043 | The Multihull Company

                            1980 Custom Horstman Tristar Ketch
                            • 2006 Jeanneau Sun Odyssey 49 DS

                              $145,000

                              $1,102/mo*

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

                              2006 Jeanneau Sun Odyssey 49 DS
                              • 1969 Alden 32

                                $8,900

                                San Pedro, CA 90731 | Private Seller

                                1969 Alden 32
                                • 1981 Sam Crocker 286

                                  $17,500

                                  New Harbor, ME 04554 | Private Seller

                                  1981 Sam Crocker 286
                                  • 2015 Lagoon 450 F

                                    $495,000

                                    $3,761/mo*

                                    Fort Pierce, FL 34946 | Edwards Yacht Sales

                                    2015 Lagoon 450 F
                                    • 1996 Pacific Seacraft Flicka 20

                                      $37,000

                                      Seabrook, TX 77586 | Private Seller

                                      1996 Pacific Seacraft Flicka 20
                                      • 2019 Lagoon 42 Owners Version

                                        $595,000

                                        $4,521/mo*

                                        Saint Augustine, FL 32084 | The Multihull Company

                                        2019 Lagoon 42 Owners Version
                                        • 2007 Gemini 105Mc

                                          $87,900

                                          $668/mo*

                                          Portland, ME 04101 | Private Seller

                                          2007 Gemini 105Mc

                                          2017 Solaris 50

                                          $760,000

                                          $5,774/mo*

                                          Marina del Rey, CA 90292 | Sun Country Marine Group

                                          2017 Solaris 50

                                          1991 Catalina 30

                                          $22,000

                                          Merritt Island, FL 32952 | United Yacht Sales

                                          1991 Catalina 30
                                          • 2024 Hanse 458

                                            $530,000

                                            $4,027/mo*

                                            San Diego, CA 92106 | Seattle Yachts - San Diego

                                            2024 Hanse 458
                                            • 2011 Sunreef 70

                                              $1,990,000

                                              $15,119/mo*

                                              Fort Lauderdale, FL 33316 | The Multihull Company

                                              2011 Sunreef 70
                                              • 1988 Liberty Gatsby

                                                $125,000

                                                Port Orchard, WA 98366 | Seattle Yachts

                                                1988 Liberty Gatsby
                                                • 2025 Jeanneau Yacht 65

                                                  $1,998,900

                                                  $15,187/mo*

                                                  San Diego, CA 92106 | Marine Servicenter - San Diego

                                                  2025 Jeanneau Yacht 65
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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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