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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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      1999 Custom International Americas Cup Class USCG Certified 20 pax

      $249,000

      $1,911/mo*

      Rio Vista, CA 94571 | Rubicon Yachts

      1999 Custom International Americas Cup Class USCG Certified 20 pax
      Dealer Logo

      1989 Custom Schooner Liveaboard

      $95,000

      $729/mo*

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

      1989 Custom Schooner Liveaboard
      Dealer Logo

      2026 Lagoon EIGHTY 2

      Request a Price

      Fort Lauderdale, FL 33301 | Atlas Yacht Sales, LLC

      2026 Lagoon EIGHTY 2
      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

          1972 Bristol 40

          $27,500

          ↓ Price Drop

          Belmont, ME 04952 | Sailboats Northeast

          1972 Bristol 40

          1976 Tayana 37

          $29,000

          Washington, NC 27889 | McCotters Marina

          1976 Tayana 37

          1996 Blue Water 60 Ketch

          $98,900

          ↓ Price Drop

          Fort Lauderdale, FL 33301 | Rick Obey Yacht Sales

          1996 Blue Water 60 Ketch

          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
            • 2003 Leopard 47

              $210,000

              Fajardo, PR 00773 | The Multihull Company

              2003 Leopard 47

              1985 Custom 60

              $190,000

              West Palm Beach, FL 33407 | McNally Yacht Sales

              1985 Custom 60
              • 2000 Bavaria 42 Cruiser

                $125,000

                Newport Beach, CA 92660 | Seattle Yachts - San Diego

                2000 Bavaria 42 Cruiser
                • 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
                    • 2015 Beneteau Oceanis 55

                      $400,000

                      $3,070/mo*

                      Lighthouse Point, FL 33064 | Rick Obey Yacht Sales

                      2015 Beneteau Oceanis 55
                      • 1983 Bluewater Vagabond 47

                        $42,000

                        San Diego, CA 92106 | Yachtfinders Windseakers

                        1983 Bluewater Vagabond 47
                        • 2012 Beneteau Oceanis 58

                          $365,000

                          $2,801/mo*

                          Riviera Beach, FL 33301 | Just Catamarans

                          2012 Beneteau Oceanis 58
                          • 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

                              1986 Cape Dory MS300

                              $29,000

                              Fort Myers, FL 33901 | Grand Slam Yacht Sales Inc

                              1986 Cape Dory MS300
                              • 1986 Catalina 36

                                $11,000

                                St. Thomas, VI 00802 | Harbor Shoppers

                                1986 Catalina 36
                                • 1979 Bristol Channel Cutter Channel Cutter

                                  $19,000

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

                                  1979 Bristol Channel Cutter Channel Cutter

                                  1989 Custom Schooner Liveaboard

                                  $95,000

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

                                  1989 Custom Schooner Liveaboard

                                  2005 Lagoon 440

                                  $215,000

                                  ↓ Price Drop

                                  Charleston, SC 29401 | The Multihull Company

                                  2005 Lagoon 440
                                  • 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
                                      • 2006 Lagoon 440

                                        $299,500

                                        $2,299/mo*

                                        Hayes, VA 23072 | Severn Yachting Center

                                        2006 Lagoon 440
                                        • 1999 Catalina 320

                                          $59,000

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

                                          1999 Catalina 320
                                          • 1999 Island Packet 320

                                            $90,000

                                            Pensacola, FL 32501 | Edwards Yacht Sales

                                            1999 Island Packet 320
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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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