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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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    4,107 boats
    Sort: Recommended
    • Recommended
    • Recently Updated: Newest first
    • Recently Updated: Oldest first
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      2026 Lagoon EIGHTY 2

      Request a Price

      Kemah, TX 77565 | The Multihull Company

      2026 Lagoon EIGHTY 2
      Dealer Logo

      2026 Lagoon EIGHTY 2

      Request a Price

      Fort Lauderdale, FL 33301 | Atlas Yacht Sales, LLC

      2026 Lagoon EIGHTY 2
      Dealer Logo

      2007 Perini Navi 52M

      $19,500,000

      $149,665/mo*

      Savannah, GA 31401 | Northrop and Johnson (Monaco)

      2007 Perini Navi 52M
      Dealer Logo

      2013 Gemini Legacy

      $145,000

      $1,113/mo*

      West Palm Beach, FL 33403 | McNally Yacht Sales

      2013 Gemini Legacy
      • 2006 Hunter 41 Deck Salon

        $120,000

        $921/mo*

        Shady Side, MD 20764 | ACY Yachts

        2006 Hunter 41 Deck Salon
        • 2002 Alerion Express 28

          $64,900

          Orleans, MA 02647 | K. McCann Yacht Sales

          2002 Alerion Express 28
          • 1995 PDQ 32 LRC

            $65,000

            Miami Beach, FL | Just Catamarans

            1995 PDQ 32 LRC

            2006 Island Packet 440

            $329,000

            $2,525/mo*

            Fort Lauderdale, FL 33301 | David Walters Yachts

            2006 Island Packet 440

            2026 Moody Decksaloon 41

            Request a Price

            Seattle, WA 98117 | Seattle Yachts

            2026 Moody Decksaloon 41

            1985 Custom 60

            $190,000

            West Palm Beach, FL 33407 | McNally Yacht Sales

            1985 Custom 60
            • 2014 Beneteau Oceanis 37

              $139,998

              $1,075/mo*

              Hollywood, FL 33020 | Yachts360

              2014 Beneteau Oceanis 37

              1973 Fisher 37

              $85,000

              Bellingham, WA 98225 | Seacraft Yacht Sales, Inc

              1973 Fisher 37
              • 1988 Hylas Custom 44

                $149,000

                San Diego, CA 92106 | Yachtfinders Windseakers

                1988 Hylas Custom 44
                • 1992 Pacific Seacraft 34

                  $75,000

                  Sausalito, CA 94965 | Marotta Yachts of Sausalito

                  1992 Pacific Seacraft 34
                  • 2026 Bali 4.2

                    $528,250

                    $4,054/mo*

                    Hollywood, FL 33020 | Catamaran Gurus

                    2026 Bali 4.2
                    • 2010 Island Packet Estero

                      $174,900

                      $1,342/mo*

                      Osterville, MA 02655 | K. McCann Yacht Sales

                      2010 Island Packet Estero

                      2000 Hunter 290

                      $19,000

                      ↓ Price Drop

                      St Petersburg, FL 33701 | Adventure Yacht Sales

                      2000 Hunter 290
                      • 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

                        2005 Manta 42 MkII

                        $285,000

                        ↓ Price Drop

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

                        2005 Manta 42 MkII

                        2014 C.W. Hood 32 Daysailer

                        $89,000

                        $683/mo*

                        Severna Park, MD 21146 | CW Hood Yachts

                        2014 C.W. Hood 32 Daysailer
                        • 1983 Bluewater Vagabond 47

                          $42,000

                          San Diego, CA 92106 | Yachtfinders Windseakers

                          1983 Bluewater Vagabond 47
                          • 1996 Amel Super Maramu 53

                            $299,000

                            Westbrook, CT 06498 | McMichael Yacht Brokers LTD.

                            1996 Amel Super Maramu 53
                            • 1986 Catalina 36

                              $11,000

                              St. Thomas, VI 00802 | Harbor Shoppers

                              1986 Catalina 36

                              1989 Custom Schooner Liveaboard

                              $95,000

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

                              1989 Custom Schooner Liveaboard
                              • 2022 Knysna 500SE

                                $999,995

                                $7,675/mo*

                                Fort Lauderdale, FL 33304 | Just Catamarans

                                2022 Knysna 500SE

                                1972 Bristol 40

                                $27,500

                                ↓ Price Drop

                                Belmont, ME 04952 | Sailboats Northeast

                                1972 Bristol 40
                                • 2019 Lagoon 42

                                  $379,000

                                  $2,909/mo*

                                  Fort Lauderdale, FL 33301 | The Multihull Company

                                  2019 Lagoon 42
                                  • 2015 Beneteau Oceanis 55

                                    $400,000

                                    $3,070/mo*

                                    Lighthouse Point, FL 33064 | Rick Obey Yacht Sales

                                    2015 Beneteau Oceanis 55
                                    • 2014 Gemini Legacy 35

                                      $169,950

                                      $1,304/mo*

                                      Panama City Beach, FL 32407 | Great Southern Yacht Company

                                      2014 Gemini Legacy 35

                                      1969 Allied Greenwich 24

                                      $3,700

                                      Harborside, ME 04642 | Metinic Yacht Brokers

                                      1969 Allied Greenwich 24
                                      • 1986 Tayana 37

                                        $65,000

                                        Old Lyme, CT 06371 | Yachts New England

                                        1986 Tayana 37
                                        • 2001 Voyage 440

                                          $225,000

                                          East Hampton, NY 28480 | Private Seller

                                          2001 Voyage 440
                                          • 2005 Gemini 105Mc

                                            $83,500

                                            Saint James, NC 28461 | Private Seller

                                            2005 Gemini 105Mc
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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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