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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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311 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

      ↓ Price Drop

      $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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                  2025 Tracker Bass Tracker Classic Limited

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                  2021 Tahoe 700

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                  2024 Polar Kraft Outlander165

                  $29,995

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                  2025 Vexus ADX190

                  $65,243

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                  2025 Regency 230 LE3

                  $91,120

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                  2025 Tracker Pro Team 175

                  $29,915

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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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