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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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    3,866 boats
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      1983 Thackwray Custom Pilothouse Motorsailer

      $649,000

      $4,789/mo*

      Wrangell, AK 99929 | Chuck Hovey Yachts- Newport Beach

      1983 Thackwray Custom Pilothouse Motorsailer
      Dealer Logo

      1983 Palmer Johnson 110 Cruising Sloop

      $2,250,000

      $16,604/mo*

      Fort Lauderdale, FL 33316 | Luke Brown Yachts - Ft. Lauderdale

      1983 Palmer Johnson 110 Cruising Sloop
      Dealer Logo

      2007 Perini Navi 52M

      $19,500,000

      $143,898/mo*

      Savannah, GA 31401 | Northrop and Johnson (Monaco)

      2007 Perini Navi 52M
      Dealer Logo

      2016 Jeanneau 54

      $350,000

      $2,583/mo*

      Key Largo, FL 33037 | McNally Yacht Sales

      2016 Jeanneau 54
      • 2005 J Boats J/133

        $249,000

        Mamaroneck, NY 10543 | McMichael Yacht Brokers LTD.

        2005 J Boats J/133
        • 1980 Cape Dory 33

          $30,000

          Afton, MN 55001 | Hooper's Yachts

          1980 Cape Dory 33
          • 2002 Alerion Express 28

            $64,900

            Orleans, MA 02647 | K. McCann Yacht Sales

            2002 Alerion Express 28

            2014 Gemini Legacy 35

            $169,950

            ↓ Price Drop

            $1,254/mo*

            Panama City Beach, FL 32407 | Great Southern Yacht Company

            2014 Gemini Legacy 35
            • 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

                2010 Hanse 545

                $315,000

                $2,325/mo*

                Portsmouth, RI 02871 | Northstar Yacht Sales, LLC

                2010 Hanse 545

                1989 Catalina 42

                $55,500

                ↓ Price Drop

                Fort Lauderdale, FL 33301 | NMG Yacht Sales

                1989 Catalina 42
                • 1985 Contest 41 Ketch

                  $79,000

                  Long Beach, CA 90808 | Denison Yachting

                  1985 Contest 41 Ketch
                  • 2005 Manta 42 MkII

                    $289,000

                    Brunswick, GA 31520 | Onewater Yacht Group - Palm Beach

                    2005 Manta 42 MkII
                    • 1995 Island Packet 37

                      $79,000

                      St Petersburg, FL 33701 | Adventure Yacht Sales

                      1995 Island Packet 37
                      • 1993 Catalina 320

                        $44,500

                        Port Hadlock, WA 98339 | Private Seller

                        1993 Catalina 320

                        2019 Lagoon 42

                        $379,000

                        $2,797/mo*

                        Fort Lauderdale, FL 33301 | The Multihull Company

                        2019 Lagoon 42

                        2026 Fountaine Pajot 48

                        $1,191,360

                        $8,792/mo*

                        Newport, RI 02840 | ACY Yachts

                        2026 Fountaine Pajot 48

                        1986 Covey Island 38

                        $49,500

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

                        1986 Covey Island 38
                        • 1987 Hunter Legend 35

                          $19,500

                          Melbourne, FL 32901 | Private Seller

                          1987 Hunter Legend 35
                          • 1999 Catalina 320

                            $59,000

                            Pine Beach, NJ 08741 | Shore Point Marina & Yacht Sales, Inc.

                            1999 Catalina 320
                            • 1986 Stephens Deck Saloon

                              $325,000

                              Portsmouth, RI 02871 | David Walters Yachts

                              1986 Stephens Deck Saloon

                              2003 Catalina 310

                              $52,000

                              ↓ Price Drop

                              West Palm Beach, FL 33407 | McNally Yacht Sales

                              2003 Catalina 310

                              1997 J Boats J/42

                              $169,000

                              Harpswell, ME 04079 | Sailboats Northeast

                              1997 J Boats J/42

                              2026 Fountaine Pajot FP44 Catamaran

                              $935,148

                              $6,901/mo*

                              San Diego, CA 92106 | ACY Yachts - Marina Del Rey

                              2026 Fountaine Pajot FP44 Catamaran

                              2021 Jeanneau Sun Odyssey 440

                              $394,500

                              $2,911/mo*

                              Bellingham, WA 98226 | Marine Servicenter - Seattle

                              2021 Jeanneau Sun Odyssey 440
                              • 1980 Nautor Swan 371

                                $59,500

                                Marina del Rey, CA 90292 | Denison Yachting

                                1980 Nautor Swan 371
                                • 2003 Hylas 54

                                  $495,000

                                  Norfolk, VA | David Walters Yachts

                                  2003 Hylas 54

                                  1987 Bristol 41.1 Aft Cockpit

                                  $82,999

                                  St Augustine, FL 32084 | Edwards Yacht Sales

                                  1987 Bristol 41.1 Aft Cockpit
                                  • 1983 Bluewater Vagabond 47

                                    $42,000

                                    San Diego, CA 92106 | Yachtfinders Windseakers

                                    1983 Bluewater Vagabond 47

                                    2001 Seawind 1000xl

                                    $49,000

                                    ↓ Price Drop

                                    Summerland key, FL 33042 | Private Seller

                                    2001 Seawind 1000xl
                                    • 2020 Beneteau First 18 SE

                                      $30,000

                                      $259/mo*

                                      Sausalito, CA 94965 | Marotta Yachts of Sausalito

                                      2020 Beneteau First 18 SE
                                      • 2007 Hunter 33

                                        $65,000

                                        $480/mo*

                                        Long Beach, CA 90295 | Denison Yachting

                                        2007 Hunter 33
                                        • 2004 Lagoon 380

                                          $186,000

                                          Curtis Bay, MD 21226 | David Walters Yachts

                                          2004 Lagoon 380
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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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