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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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    4,110 boats
    Sort: Recommended
    • Recommended
    • Recently Updated: Newest first
    • Recently Updated: Oldest first
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      2026 Lagoon EIGHTY 2

      Request a Price

      Fajardo, PR | Atlas Yacht Sales, LLC

      2026 Lagoon EIGHTY 2
      Dealer Logo

      2005 Jongert 2900M

      $1,995,000

      $15,312/mo*

      Newport, RI 02840 | Northrop & Johnson Yachts

      2005 Jongert 2900M
      Dealer Logo

      2025 Catamaran Bloomfield 86 Motorsailor

      $3,600,000

      $27,631/mo*

      Raymond, WA 98577 | W S Yacht Brokers - Portland

      2025 Catamaran Bloomfield 86 Motorsailor
      Dealer Logo

      1992 Oyster 49

      $195,000

      Tracys Landing, MD 20779 | David Walters Yachts

      1992 Oyster 49
      • 2002 Alerion Express 28

        $64,900

        Orleans, MA 02647 | K. McCann Yacht Sales

        2002 Alerion Express 28

        2013 Gemini Legacy

        $145,000

        $1,113/mo*

        West Palm Beach, FL 33403 | McNally Yacht Sales

        2013 Gemini Legacy
        • 1995 PDQ 32 LRC

          $65,000

          Miami Beach, FL | Just Catamarans

          1995 PDQ 32 LRC

          2026 Moody Decksaloon 41

          Request a Price

          Seattle, WA 98117 | Seattle Yachts

          2026 Moody Decksaloon 41

          1996 Blue Water 60 Ketch

          $98,900

          ↓ Price Drop

          Fort Lauderdale, FL 33301 | Rick Obey Yacht Sales

          1996 Blue Water 60 Ketch

          1973 Fisher 37

          $85,000

          Bellingham, WA 98225 | Seacraft Yacht Sales, Inc

          1973 Fisher 37

          2005 Manta 42 MkII

          $285,000

          ↓ Price Drop

          Fort Pierce, FL 34945 | Onewater Yacht Group - Palm Beach

          2005 Manta 42 MkII
          • 2013 Marlow-Hunter Hunter 27

            $39,900

            $356/mo*

            Daytona Beach, FL 32114 | Edwards Yacht Sales

            2013 Marlow-Hunter Hunter 27
            • 1992 Pacific Seacraft 34

              $75,000

              Sausalito, CA 94965 | Marotta Yachts of Sausalito

              1992 Pacific Seacraft 34

              1985 Custom 60

              $190,000

              West Palm Beach, FL 33407 | McNally Yacht Sales

              1985 Custom 60
              • 2019 Lagoon 42

                $379,000

                $2,909/mo*

                Fort Lauderdale, FL 33301 | The Multihull Company

                2019 Lagoon 42
                • 2026 Bali 4.2

                  $528,076

                  $4,053/mo*

                  Hollywood, FL 33020 | Catamaran Gurus

                  2026 Bali 4.2
                  • 2012 Beneteau Oceanis 58

                    $365,000

                    $2,801/mo*

                    Riviera Beach, FL 33301 | Just Catamarans

                    2012 Beneteau Oceanis 58
                    • 2003 Leopard 47

                      $210,000

                      Fajardo, PR 00773 | The Multihull Company

                      2003 Leopard 47

                      2026 Corsair 760

                      $75,599

                      $580/mo*

                      Seattle, WA 98117 | Wright Yachts

                      2026 Corsair 760
                      • 1987 Hunter Legend 35

                        $19,500

                        Melbourne, FL 32901 | Private Seller

                        1987 Hunter Legend 35
                        • 2014 Gemini Legacy 35

                          $169,950

                          $1,304/mo*

                          Panama City Beach, FL 32407 | Great Southern Yacht Company

                          2014 Gemini Legacy 35

                          1982 O'Day 28

                          $11,319

                          Point Roberts, WA 98281 | Allied/Pacific Coast Yachts Group

                          1982 O'Day 28
                          • 1983 Bluewater Vagabond 47

                            $42,000

                            San Diego, CA 92106 | Yachtfinders Windseakers

                            1983 Bluewater Vagabond 47

                            1986 Cape Dory MS300

                            $29,000

                            Fort Myers, FL 33901 | Grand Slam Yacht Sales Inc

                            1986 Cape Dory MS300
                            • 1979 Bristol Channel Cutter Channel Cutter

                              $19,000

                              Mobile, AL 36605 | Turner Marine Yacht Sales, Inc.

                              1979 Bristol Channel Cutter Channel Cutter
                              • 1996 Amel Super Maramu 53

                                $299,000

                                Westbrook, CT 06498 | McMichael Yacht Brokers LTD.

                                1996 Amel Super Maramu 53

                                1989 Custom Schooner Liveaboard

                                $95,000

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

                                1989 Custom Schooner Liveaboard
                                • 1986 Catalina 36

                                  $11,000

                                  St. Thomas, VI 00802 | Harbor Shoppers

                                  1986 Catalina 36

                                  1972 Bristol 40

                                  $27,500

                                  ↓ Price Drop

                                  Belmont, ME 04952 | Sailboats Northeast

                                  1972 Bristol 40
                                  • 1971 Coronado 35

                                    $16,000

                                    Honolulu, HI 96826 | Private Seller

                                    1971 Coronado 35
                                    • 2006 Beneteau 343

                                      $89,900

                                      $690/mo*

                                      Labelle, FL 33935 | My Yacht Sales

                                      2006 Beneteau 343
                                      • 2015 Beneteau Oceanis 55

                                        $400,000

                                        $3,070/mo*

                                        Lighthouse Point, FL 33064 | Rick Obey Yacht Sales

                                        2015 Beneteau Oceanis 55
                                        • 1999 Island Packet 320

                                          $90,000

                                          Pensacola, FL 32501 | Edwards Yacht Sales

                                          1999 Island Packet 320

                                          2000 Hunter 290

                                          $19,000

                                          ↓ Price Drop

                                          St Petersburg, FL 33701 | Adventure Yacht Sales

                                          2000 Hunter 290
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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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