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  • Home//
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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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    3,752 boats
    Sort: Recommended
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      1986 Covey Island 38

      $49,500

      Eliot, ME 03903 | Merri-Mar Yacht Basin, Inc

      1986 Covey Island 38
      • 1989 Custom Schooner Liveaboard

        $95,000

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

        1989 Custom Schooner Liveaboard
        • 2002 Alerion Express 28

          $64,900

          Orleans, MA 02647 | K. McCann Yacht Sales

          2002 Alerion Express 28
          • 1996 Hallberg-Rassy 39

            $169,900

            Stuart, FL 34994 | Private Seller

            1996 Hallberg-Rassy 39
            • 2005 Lagoon 440

              $230,000

              Charleston, SC 29401 | The Multihull Company

              2005 Lagoon 440

              2019 Lagoon 42

              $379,000

              $2,797/mo*

              Fort Lauderdale, FL 33301 | The Multihull Company

              2019 Lagoon 42
              • 1994 Beneteau Oceanis 400

                $45,000

                Miami, FL 33133 | Private Seller

                1994 Beneteau Oceanis 400

                1981 Passport 42

                $67,700

                ↓ Price Drop

                Marathon, FL 33050 | Private Seller

                1981 Passport 42

                1999 Beneteau Oceanis 381

                $62,999

                Yarmouth, ME 04096 | Northstar Yacht Sales, LLC

                1999 Beneteau Oceanis 381
                • 2004 Beneteau 57

                  $348,000

                  Mt Pleasant, SC 29464 | United Yacht Sales - South Carolina / North Carolina Area

                  2004 Beneteau 57

                  2026 Vexus AVX 2085S

                  $84,995

                  $627/mo*

                  Fredericktown, OH 43019 | Knox Marine - Ltd

                  2026 Vexus AVX 2085S

                  2023 Ranger 1850 Reata

                  $53,995

                  $398/mo*

                  Fredericktown, OH 43019 | Knox Marine - Ltd

                  2023 Ranger 1850 Reata

                  2026 Tracker Pro Team 175 Crappie Edition

                  $26,295

                  $227/mo*

                  Columbus, OH 43224 | Sizzle Marine

                  2026 Tracker Pro Team 175 Crappie Edition

                  2016 Dufour 382 Grand Large

                  $139,000

                  $1,026/mo*

                  Annapolis, MD 21403 | ACY Yachts

                  2016 Dufour 382 Grand Large

                  2014 Gemini Legacy 35

                  $169,950

                  ↓ Price Drop

                  $1,254/mo*

                  Panama City Beach, FL 32407 | Great Southern Yacht Company

                  2014 Gemini Legacy 35

                  1985 Beneteau First 325

                  $21,500

                  Washington, NC 27889 | McCotters Marina

                  1985 Beneteau First 325
                  • 1987 Hunter Legend 35

                    $19,500

                    Melbourne, FL 32901 | Private Seller

                    1987 Hunter Legend 35

                    1982 Watkins 27 Pirate Ship!

                    $4,999

                    Washington, NC 27889 | McCotters Marina

                    1982 Watkins 27 Pirate Ship!
                    • 1989 Pacific Seacraft 34

                      $69,900

                      St Petersburg, FL 33701 | CJ Yacht Sales

                      1989 Pacific Seacraft 34

                      2026 Fountaine Pajot 48

                      $1,191,360

                      $8,792/mo*

                      Newport, RI 02840 | ACY Yachts

                      2026 Fountaine Pajot 48

                      2024 Beneteau Oceanis 51.1

                      $530,000

                      ↓ Price Drop

                      $3,911/mo*

                      Fort Lauderdale, FL 33316 | Nautical Ventures

                      2024 Beneteau Oceanis 51.1

                      1991 Beneteau Oceanis 50

                      $99,500

                      ↓ Price Drop

                      Key Largo, FL 33037 | United Yacht Sales

                      1991 Beneteau Oceanis 50
                      • 1987 Kelly Peterson 46

                        $69,000

                        Fort Lauderdale, FL 33315 | Private Seller

                        1987 Kelly Peterson 46

                        2026 Fountaine Pajot 44

                        $935,148

                        $6,901/mo*

                        San Diego, CA 92106 | ACY Yachts

                        2026 Fountaine Pajot 44
                        • 1970 C&C 35 MK1

                          $49,000

                          New York, NY 10464 | Private Seller

                          1970 C&C 35 MK1
                          • 1985 S2 S2 9.1

                            $16,000

                            Tampa, FL 33606 | Private Seller

                            1985 S2 S2 9.1
                            • 2005 Gemini 105Mc

                              $83,500

                              Saint James, NC 28461 | Private Seller

                              2005 Gemini 105Mc
                              • 2006 Gemini Gemini 105 MC

                                $79,900

                                $590/mo*

                                Moore Haven, FL 33471 | Private Seller

                                2006 Gemini Gemini 105 MC
                                • 1990 Beneteau First 285

                                  $19,950

                                  Buford, GA 30518 | Snug Harbor Boats

                                  1990 Beneteau First 285
                                  • 2005 Beneteau Oceanis Clipper 423

                                    $130,000

                                    Saint Petersburg, FL 33701 | Private Seller

                                    2005 Beneteau Oceanis Clipper 423

                                    1994 Custom Custom - Istanbul

                                    $10

                                    ↓ Price Drop

                                    Bayou La Batre, AL 36509 | Private Seller

                                    1994 Custom Custom - Istanbul
                                    • 1994 Catalina 270

                                      $22,500

                                      Stockton, CA 95219 | Private Seller

                                      1994 Catalina 270
                                      • 1998 Beneteau Oceanis 50

                                        $149,000

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

                                        1998 Beneteau Oceanis 50
                                        • 2015 Beneteau Oceanis 55

                                          $400,000

                                          $2,952/mo*

                                          Lighthouse Point, FL 33064 | Rick Obey Yacht Sales

                                          2015 Beneteau Oceanis 55
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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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