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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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    • Recently Updated: Newest first
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      1986 Covey Island 38

      $49,500

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

      1986 Covey Island 38
      • 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
            • 1989 Custom Schooner Liveaboard

              $95,000

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

              1989 Custom Schooner Liveaboard
              • 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
                • 1987 Hunter Legend 35

                  $19,500

                  Melbourne, FL 32901 | Private Seller

                  1987 Hunter Legend 35

                  1999 Beneteau Oceanis 381

                  $62,999

                  Yarmouth, ME 04096 | Northstar Yacht Sales, LLC

                  1999 Beneteau Oceanis 381

                  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
                  • 2004 Beneteau 57

                    $348,000

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

                    2004 Beneteau 57

                    2016 Dufour 382 Grand Large

                    $139,000

                    $1,026/mo*

                    Annapolis, MD 21403 | ACY Yachts

                    2016 Dufour 382 Grand Large

                    1985 Beneteau First 325

                    $21,500

                    Washington, NC 27889 | McCotters Marina

                    1985 Beneteau First 325

                    2014 Gemini Legacy 35

                    $169,950

                    ↓ Price Drop

                    $1,254/mo*

                    Panama City Beach, FL 32407 | Great Southern Yacht Company

                    2014 Gemini Legacy 35

                    1982 Watkins 27 Pirate Ship!

                    $4,999

                    Washington, NC 27889 | McCotters Marina

                    1982 Watkins 27 Pirate Ship!

                    2024 Beneteau Oceanis 51.1

                    $530,000

                    ↓ Price Drop

                    $3,911/mo*

                    Fort Lauderdale, FL 33316 | Nautical Ventures

                    2024 Beneteau Oceanis 51.1

                    2023 Island Packet 439

                    $749,000

                    $5,527/mo*

                    Stuart, FL 34994 | Adventure Yacht Sales

                    2023 Island Packet 439
                    • 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
                                        • 2009 MacGregor 26M

                                          $18,900

                                          Camano Island, WA 98282 | Private Seller

                                          2009 MacGregor 26M

                                          2003 Lagoon 410 S2

                                          $205,000

                                          Melbourne, FL 32901 | Edwards Yacht Sales

                                          2003 Lagoon 410 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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