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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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284 more Makes...
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    2,146 boats
    Sort: Recommended
    • Recommended
    • Recently Updated: Newest first
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      • 2019 Leopard 50

        $899,000

        $6,697/mo*

        Fort Lauderdale, FL 33301 | Denison Yachting

        2019 Leopard 50

        2005 Beneteau 57

        $440,000

        $3,278/mo*

        Newport Beach, CA 92660 | ACY Yachts

        2005 Beneteau 57
        • 1994 Endeavour cat30

          $74,000

          Marathon, FL 33050 | Private Seller

          1994 Endeavour cat30
          • 1986 Cape Dory Motorsailer 300

            $39,000

            LaPointe, WI 54850 | Big Water Boats

            1986 Cape Dory Motorsailer 300
            • 2002 Chris White Hammerhead 54

              $550,000

              North Haven, ME 04853 | Private Seller

              2002 Chris White Hammerhead 54
              • 2005 Lagoon 440

                $230,000

                $1,713/mo*

                Saco, ME 04072 | The Multihull Company

                2005 Lagoon 440
                • 1987 Hunter Legend 35

                  $19,500

                  Melbourne, FL 32901 | Private Seller

                  1987 Hunter Legend 35
                  • 2015 Beneteau Oceanis 45

                    $319,500

                    $2,380/mo*

                    Seattle, WA 98109 | Marine Servicenter

                    2015 Beneteau Oceanis 45

                    2009 Brooklin Boat Yard 2009

                    $2,850,000

                    $21,232/mo*

                    Newport, RI 02840 | Northrop and Johnson

                    2009 Brooklin Boat Yard 2009
                    • 2006 Jeanneau Sun Odyssey 49 DS

                      $145,000

                      $1,080/mo*

                      Marina Puerto Del Rey, PR | Atlas Yacht Sales, LLC

                      2006 Jeanneau Sun Odyssey 49 DS

                      1989 Custom Schooner Liveaboard

                      $165,900

                      ↓ Price Drop

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

                      1989 Custom Schooner Liveaboard

                      2000 Gemini 105M

                      $73,000

                      ↓ Price Drop

                      San Diego, CA 92118 | Private Seller

                      2000 Gemini 105M

                      2026 Tracker Pro Guide V-16 WT

                      $29,855

                      $260/mo*

                      Columbus, OH 43224 | Sizzle Marine

                      2026 Tracker Pro Guide V-16 WT

                      2025 Yamaha Boats SX190

                      $34,799

                      $303/mo*

                      Columbus, OH 43224 | Sizzle Marine

                      2025 Yamaha Boats SX190

                      2025 Yamaha Boats AR250

                      $68,995

                      $514/mo*

                      Columbus, OH 43224 | Sizzle Marine

                      2025 Yamaha Boats AR250
                      • 2008 Catalina 320 MkII

                        $80,000

                        $596/mo*

                        St Augustine, FL 32084 | St. Barts Yacht Sales

                        2008 Catalina 320 MkII
                        • 1979 Bristol 29.9

                          $16,500

                          Annapolis, MD 21409 | Private Seller

                          1979 Bristol 29.9

                          1993 Hunter 26

                          $8,000

                          ↓ Price Drop

                          Miami, FL 33138 | Private Seller

                          1993 Hunter 26

                          2026 Fountaine Pajot 55

                          $2,275,205

                          $16,950/mo*

                          Kemah, TX 77565 | ACY Yachts

                          2026 Fountaine Pajot 55

                          1987 Cascade Center Cockpit

                          $44,900

                          Bellingham, WA 98225 | Marine Servicenter

                          1987 Cascade Center Cockpit
                          • 2006 Custom Gemini 105 mc

                            $79,900

                            $595/mo*

                            Moore Haven, FL 33471 | Private Seller

                            2006 Custom Gemini 105 mc
                            • 2022 Bali 4.8

                              $220,000

                              $1,639/mo*

                              Tortola, FL 33101 | Private Seller

                              2022 Bali 4.8
                              • 1979 Schucker 436 Motorsailor

                                $55,000

                                Charleston-Daniel Island Yacht Club , SC 29492 | Private Seller

                                1979 Schucker 436 Motorsailor
                                • 1994 Catalina 30

                                  $21,000

                                  Traverse City, MI 49684 | Private Seller

                                  1994 Catalina 30
                                  • 1981 Endeavour 43

                                    $62,500

                                    Fort Pierce, FL 34950 | United Yacht Sales

                                    1981 Endeavour 43
                                    • 1987 Kelly Peterson 46

                                      $69,000

                                      Fort Lauderdale, FL 33315 | Private Seller

                                      1987 Kelly Peterson 46

                                      2026 Fountaine Pajot 44

                                      $856,000

                                      $6,377/mo*

                                      San Diego, CA 92106 | ACY Yachts

                                      2026 Fountaine Pajot 44

                                      1986 Tartan 34-2

                                      $29,900

                                      ↓ Price Drop

                                      Saint Marys, GA 31558 | Engel Volkers Yachting Americas

                                      1986 Tartan 34-2
                                      • 1987 Morgan 43 CC

                                        $56,000

                                        La Pointe, WI 54850 | Big Water Boats

                                        1987 Morgan 43 CC
                                        • 2021 Moody 45 DS

                                          $795,000

                                          $5,923/mo*

                                          Naples, FL 34102 | Allied Marine

                                          2021 Moody 45 DS

                                          1955 Classic Custom Full Keel Ketch

                                          $45,000

                                          Galesville, MD 20765 | North Point Yacht Sales

                                          1955 Classic Custom Full Keel Ketch
                                          • 1996 Amel Super Maramu 53

                                            $299,000

                                            Westbrook, CT 06498 | McMichael Yacht Brokers LTD.

                                            1996 Amel Super Maramu 53
                                            • 2014 Lagoon 380 S2

                                              $225,000

                                              $1,676/mo*

                                              Charleston, SC 29401 | The Multihull Company

                                              2014 Lagoon 380 S2
                                              • 2002 Lagoon 410

                                                $190,000

                                                Saint Augustine, FL 32084 | The Multihull Company

                                                2002 Lagoon 410
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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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