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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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    4,073 boats
    Sort: Recommended
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    • Price: High to Low
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      1998 Custom Kelly Archer

      $1,290,000

      $9,519/mo*

      Newport, RI 02840 | ACY Yachts - Marina Del Rey

      1998 Custom Kelly Archer
      Dealer Logo

      2001 Vitters Aft Cockpit

      $11,500,000

      $84,863/mo*

      West Palm Beach, FL 33401 | Luke Brown Yachts - Ft. Lauderdale

      2001 Vitters Aft Cockpit
      Dealer Logo

      1988 Custom Lahaina Welding Co. Square Topsail Ketch

      $1,499,900

      $11,068/mo*

      Port Townsend, WA 98368 | Port Townsend Boat Company

      1988 Custom Lahaina Welding Co. Square Topsail Ketch
      Dealer Logo

      1992 Oyster 49

      $195,000

      Tracys Landing, MD 20779 | David Walters Yachts

      1992 Oyster 49
      • 2004 Lagoon 570

        $325,000

        West Palm Beach, FL 33401 | The Multihull Company

        2004 Lagoon 570

        2014 Gemini Legacy 35

        $169,950

        ↓ Price Drop

        $1,254/mo*

        Panama City Beach, FL 32407 | Great Southern Yacht Company

        2014 Gemini Legacy 35
        • 2001 Nautor Swan 44MKII

          $269,000

          Oxford, MD 21654 | Yeoman Yachts, LLC

          2001 Nautor Swan 44MKII

          1979 Formosa 51

          $119,000

          Marina del Rey, CA 90292 | ACY Yachts - Marina Del Rey

          1979 Formosa 51
          • 1989 Custom Schooner Liveaboard

            $95,000

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

            1989 Custom Schooner Liveaboard
            • 2002 Alerion Express 28

              $64,900

              Orleans, MA 02647 | K. McCann Yacht Sales

              2002 Alerion Express 28

              2019 Lagoon 42

              $379,000

              $2,797/mo*

              Fort Lauderdale, FL 33301 | The Multihull Company

              2019 Lagoon 42
              • 1979 Bristol 29.9

                $16,500

                Annapolis, MD 21409 | Private Seller

                1979 Bristol 29.9
                • 1994 Beneteau Oceanis 400

                  $45,000

                  Miami, FL 33133 | Private Seller

                  1994 Beneteau Oceanis 400

                  2026 Fountaine Pajot 48

                  $1,191,360

                  $8,792/mo*

                  Newport, RI 02840 | ACY Yachts

                  2026 Fountaine Pajot 48
                  • 1998 Island Packet 350

                    $115,000

                    Tracys Landing, MD 20779 | Seattle Yachts - Annapolis

                    1998 Island Packet 350
                    • 2003 Beneteau 50

                      $199,000

                      Lighthouse Point, FL 33064 | Worth Avenue Yachts - Fort Lauderdale FL

                      2003 Beneteau 50
                      • 1987 Hunter Legend 35

                        $19,500

                        Melbourne, FL 32901 | Private Seller

                        1987 Hunter Legend 35

                        2026 Fountaine Pajot FP44 Catamaran

                        $935,148

                        $6,901/mo*

                        San Diego, CA 92106 | ACY Yachts - Marina Del Rey

                        2026 Fountaine Pajot FP44 Catamaran
                        • 1980 Whitby Aux Sailing Ketch

                          $25,000

                          Hancock, ME 04640 | Private Seller

                          1980 Whitby Aux Sailing Ketch
                          • 2003 J Boats J/46

                            $259,000

                            Bristol, RI 02809 | McMichael Yacht Brokers LTD.

                            2003 J Boats J/46

                            2001 Seawind 1000xl

                            $49,000

                            ↓ Price Drop

                            Summerland key, FL 33042 | Private Seller

                            2001 Seawind 1000xl
                            • 1997 Island Packet 350

                              $119,000

                              Charleston, SC 29401 | Onewater Yacht Group - South Carolina

                              1997 Island Packet 350

                              2003 Catalina 310

                              $52,000

                              ↓ Price Drop

                              West Palm Beach, FL 33407 | McNally Yacht Sales

                              2003 Catalina 310
                              • 2000 Crowther Catamaran

                                $80,900

                                Dighton, MA 02715 | The Multihull Source

                                2000 Crowther Catamaran
                                • 2014 Seaton Custom Ketch

                                  $175,000

                                  $1,291/mo*

                                  Miami, FL 33133 | Grove Yacht Sales

                                  2014 Seaton Custom Ketch

                                  1985 Tayana Tayana 37 Ct

                                  $84,500

                                  Hernando Beach, FL 34607 | Portside Yacht Sales

                                  1985 Tayana Tayana 37 Ct
                                  • 1986 Stephens Deck Saloon

                                    $325,000

                                    Portsmouth, RI 02871 | David Walters Yachts

                                    1986 Stephens Deck Saloon
                                    • 2022 Lagoon 46

                                      $779,000

                                      $5,749/mo*

                                      Fort Lauderdale, FL 33316 | Yachts International

                                      2022 Lagoon 46

                                      2019 Beneteau Oceanis 41.1

                                      $245,000

                                      ↓ Price Drop

                                      $1,808/mo*

                                      Pompano Beach, FL 33062 | ACY Yachts

                                      2019 Beneteau Oceanis 41.1

                                      2005 Island Packet 445

                                      $359,000

                                      Stuart, FL 34994 | Adventure Yacht Sales

                                      2005 Island Packet 445
                                      • 1975 Allied Mistress

                                        $30,000

                                        St. Thomas, USVI, HI 96768 | Private Seller

                                        1975 Allied Mistress
                                        • 1996 Hinckley Sou'wester 42 MKII

                                          $289,000

                                          Southwest Harbor, ME 04679 | Hinckley Yacht Brokerage

                                          1996 Hinckley Sou'wester 42 MKII

                                          2003 Catalina 42 MkII

                                          $129,900

                                          ↓ Price Drop

                                          Bellingham, WA 98225 | NW Explorations

                                          2003 Catalina 42 MkII

                                          2017 Marlow-Hunter 31

                                          $79,970

                                          $590/mo*

                                          Niceville, FL 32578 | Emerald Coast Marine

                                          2017 Marlow-Hunter 31
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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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