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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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    3,237 boats
    Sort: Recommended
    • Recommended
    • Recently Updated: Newest first
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      1999 Custom International Americas Cup Class USCG Certified 20 pax

      $285,000

      $2,123/mo*

      Rio Vista, CA 94571 | Rubicon Yachts

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

      2026 Lagoon Eighty 2

      Request a Price

      Kemah, TX 77565 | The Multihull Company

      2026 Lagoon Eighty 2
      Dealer Logo

      2028 Dynamic Project Garfield

      $35,000,000

      $260,745/mo*

      Savannah, GA 31401 | Capstan Yachts

      2028 Dynamic Project Garfield
      Dealer Logo
      • 2006 Lagoon 410-S2

        $215,000

        $1,602/mo*

        Vero Beach, FL 32960 | The Multihull Company

        2006 Lagoon 410-S2
        • 2006 Hanse 461

          $199,000

          $1,483/mo*

          Jacksonville, FL 32210 | Sunshine Cruising Yachts

          2006 Hanse 461
          • 1981 Island Trader 46

            $159,000

            North East, MD 21901 | Sunshine Cruising Yachts

            1981 Island Trader 46

            1989 Taswell 43

            $155,900

            ↓ Price Drop

            Hayes, VA 23072 | Severn Yachting Center

            1989 Taswell 43
            • 2019 Lagoon 42

              $395,000

              $2,943/mo*

              Hayes, VA 23072 | Severn Yachting Center

              2019 Lagoon 42
              • 2006 Lagoon 440

                $299,500

                $2,231/mo*

                Hayes, VA 23072 | Severn Yachting Center

                2006 Lagoon 440

                1996 Caliber 35 LRC

                $85,000

                Racine, WI 53402 | Racine Riverside Marine, Inc.

                1996 Caliber 35 LRC
                • 2003 Wauquiez 40 Pilot Saloon

                  $159,900

                  Harwich, MA 02645 | Atlantic Yacht & Ship, Inc.

                  2003 Wauquiez 40 Pilot Saloon

                  2006 Hunter 38

                  $47,000

                  ↓ Price Drop

                  $409/mo*

                  Highland Beach, FL 33487 | McNally Yacht Sales

                  2006 Hunter 38

                  1989 Irwin 43 Mk III

                  $69,900

                  Stuart, FL 34994 | United Yacht Sales

                  1989 Irwin 43 Mk III
                  • 1986 Slocum 43

                    $65,000

                    Green Cove Springs, FL 32043 | Sunshine Cruising Yachts

                    1986 Slocum 43
                    • 2006 Island Packet 440

                      $347,000

                      $2,585/mo*

                      Marathon, FL 33050 | Sunshine Cruising Yachts

                      2006 Island Packet 440

                      1999 Beneteau Oceanis 400

                      $48,000

                      ↓ Price Drop

                      Indiantown, FL 34956 | Sunshine Cruising Yachts

                      1999 Beneteau Oceanis 400
                      • 1972 Custom 53 Catamaran

                        $139,900

                        Salinas, PR 00751 | Sunshine Cruising Yachts

                        1972 Custom 53 Catamaran
                        • 2014 Lagoon 450

                          $385,000

                          $2,868/mo*

                          Hayes, VA 23072 | Severn Yachting Center

                          2014 Lagoon 450
                          • 1994 Beneteau Oceanis 400

                            $45,000

                            Miami, FL 33133 | Private Seller

                            1994 Beneteau Oceanis 400
                            • 2015 Beneteau Oceanis 35

                              $149,000

                              $1,110/mo*

                              Lauderdale by the Sea, FL 33062 | Great Southern Yacht Company

                              2015 Beneteau Oceanis 35

                              1989 Custom Schooner Liveaboard

                              $95,000

                              ↓ Price Drop

                              Shady Side, MD 20778 | YachtSalesInternational.Com

                              1989 Custom Schooner Liveaboard
                              • 2022 Lagoon 46

                                $779,000

                                $5,803/mo*

                                Fort Lauderdale, FL 33316 | Yachts International

                                2022 Lagoon 46
                                • 1983 Tayana 55

                                  $99,000

                                  Emeryville, CA 94608 | Rubicon Yachts

                                  1983 Tayana 55

                                  1992 Reichel/Pugh 50

                                  $49,000

                                  San Diego, CA 92106 | Denison Yachting

                                  1992 Reichel/Pugh 50
                                  • 2003 Leopard 47

                                    $210,000

                                    Fajardo, PR 00773 | The Multihull Company

                                    2003 Leopard 47
                                    • 2022 Nautor Swan 48MkI

                                      $1,200,000

                                      $8,940/mo*

                                      Jamestown, RI 02835 | Yeoman Yachts, LLC

                                      2022 Nautor Swan 48MkI
                                      • 2023 Rapido 60

                                        $2,200,000

                                        $16,390/mo*

                                        Commerce, GA 30529 | Private Seller

                                        2023 Rapido 60
                                        • 2018 Tofinou 12

                                          $250,000

                                          $1,862/mo*

                                          San Diego, CA 92101 | Denison Yachting

                                          2018 Tofinou 12
                                          • 1974 Irwin 28.5

                                            $9,000

                                            Cape Coral, FL 33904 | Private Seller

                                            1974 Irwin 28.5
                                            • 2000 Crowther Catamaran

                                              $80,900

                                              Dighton, MA 02715 | The Multihull Source

                                              2000 Crowther Catamaran

                                              2014 Gemini Legacy 35

                                              $159,900

                                              $1,191/mo*

                                              San Diego, CA 92106 | Intrepid Yachts

                                              2014 Gemini Legacy 35

                                              2019 Lagoon 42

                                              $379,000

                                              $2,823/mo*

                                              Fort Lauderdale, FL 33301 | The Multihull Company

                                              2019 Lagoon 42
                                              • 1977 Dickerson 41

                                                $52,900

                                                Saint Augustine, FL 32084 | Sunshine Cruising Yachts

                                                1977 Dickerson 41
                                                • 2003 Jeanneau Sun Odyssey 45.2

                                                  $184,900

                                                  San Diego, CA 92101 | ACY Yachts

                                                  2003 Jeanneau Sun Odyssey 45.2
                                                  • 2027 Fountaine Pajot Power 80

                                                    Request a Price

                                                    Saint Petersburg, FL 33301 | ACY Yachts St. Petersburg

                                                    2027 Fountaine Pajot Power 80
                                                    Dealer Logo
                                                    • 2027 Fountaine Pajot Thira 80

                                                      Request a Price

                                                      Annapolis, MD 21403 | ACY Yachts Annapolis

                                                      2027 Fountaine Pajot Thira 80
                                                      Dealer Logo
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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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