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  • Home//
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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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384 more Makes...
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    3,663 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

      $285,000

      $2,103/mo*

      Rio Vista, CA 94571 | Rubicon Yachts

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

      2027 Fountaine Pajot Thira 80

      Request a Price

      Annapolis, MD 21403 | ACY Yachts Annapolis

      2027 Fountaine Pajot Thira 80
      Dealer Logo

      2027 Fountaine Pajot Power 80

      Request a Price

      Annapolis, MD 21403 | ACY Yachts Annapolis

      2027 Fountaine Pajot Power 80
      Dealer Logo
      • 2006 Lagoon 410 S2

        $215,000

        $1,587/mo*

        Vero Beach, FL 32960 | The Multihull Company

        2006 Lagoon 410 S2
        • 1989 Custom Schooner Liveaboard

          $95,000

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

          1989 Custom Schooner Liveaboard
          • 1996 Amel Super Maramu 53

            $299,000

            Westbrook, CT 06498 | McMichael Yacht Brokers LTD.

            1996 Amel Super Maramu 53
            • 1983 O'Day 39

              $29,000

              Dennis, MA 02641 | Sailboats Northeast

              1983 O'Day 39

              2015 Beneteau Oceanis 37

              $130,000

              $959/mo*

              Crisfield, MD 21817 | Campbell's Yacht Sales

              2015 Beneteau Oceanis 37
              • 1992 Hunter Passage 42

                $88,000

                West Palm Beach, FL 33401 | Private Seller

                1992 Hunter Passage 42

                1999 Catalina 380

                $89,900

                Norfolk, VA 23511 | Bay Harbor Brokerage, Inc.

                1999 Catalina 380

                1983 Brewer 42 Center Cockpit

                $79,000

                Easton, MD 21601 | Campbell's Yacht Sales

                1983 Brewer 42 Center Cockpit

                2003 Beneteau First 47.7

                $179,900

                Norfolk, VA 23451 | Bay Harbor Brokerage, Inc.

                2003 Beneteau First 47.7

                2001 Jeanneau Sun Odyssey 43 DS

                $129,900

                Hampton, VA 23669 | Bay Harbor Brokerage, Inc.

                2001 Jeanneau Sun Odyssey 43 DS
                • 1972 Rhodes 53 Motorsailor

                  $129,000

                  Ponce Inlet, FL 32127 | McNally Yacht Sales

                  1972 Rhodes 53 Motorsailor
                  • 1990 Nautor Swan Swan 61

                    $279,000

                    Jamestown, RI 02835 | Yeoman Yachts, LLC

                    1990 Nautor Swan Swan 61

                    1955 Hinckley 36 Auxiliary Yawl

                    $54,900

                    Norfolk, VA 23505 | Bay Harbor Brokerage, Inc.

                    1955 Hinckley 36 Auxiliary Yawl
                    • 1992 Pacific Seacraft 37 sloop

                      $130,000

                      Sausalito, CA 94965 | Marotta Yachts of Sausalito

                      1992 Pacific Seacraft 37 sloop
                      • 2002 Alerion Express 28

                        $64,900

                        Orleans, MA 02647 | K. McCann Yacht Sales

                        2002 Alerion Express 28

                        1976 Tayana 37

                        $29,000

                        Washington, NC 27889 | McCotters Marina

                        1976 Tayana 37

                        1999 Hunter 460

                        $119,000

                        Hilton Head Island, SC 29926 | Lighthouse Yacht Sales

                        1999 Hunter 460

                        2004 Nautor Swan swan 62

                        $750,000

                        Newport, RI 02840 | Yeoman Yachts, LLC

                        2004 Nautor Swan swan 62

                        1985 Custom 60

                        $190,000

                        West Palm Beach, FL 33407 | McNally Yacht Sales

                        1985 Custom 60
                        • 1983 Hinckley Sou'wester 42

                          $149,000

                          Wellfleet, MA 02667 | Denison Yachting

                          1983 Hinckley Sou'wester 42
                          • 1999 St. Francis 44 MKII

                            $189,000

                            St Augustine, FL 32084 | The Multihull Company

                            1999 St. Francis 44 MKII
                            • 2004 Island Packet 420

                              $285,000

                              Port Charlotte, FL 33952 | CJ Yacht Sales

                              2004 Island Packet 420
                              • 1986 Vagabond 47

                                $165,000

                                Salinas, PR 00751 | Marine Group - Emerald Coast

                                1986 Vagabond 47

                                1977 Tayana 37

                                $40,000

                                Seattle, WA 98103 | Seacraft Yacht Sales, Inc

                                1977 Tayana 37

                                1973 Fisher 37

                                $85,000

                                Bellingham, WA 98225 | Seacraft Yacht Sales, Inc

                                1973 Fisher 37

                                2003 Oyster 53

                                $440,000

                                Portsmouth, RI 01945 | Northrop and Johnson

                                2003 Oyster 53
                                • 2026 Lagoon 46 Iconic

                                  Request a Price

                                  Charleston, SC 29401 | The Multihull Company

                                  2026 Lagoon 46 Iconic
                                  • 1979 Schucker 436 Motorsailor

                                    $55,000

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

                                    1979 Schucker 436 Motorsailor
                                    • 1993 Hunter 26

                                      $8,000

                                      Miami, FL 33138 | Private Seller

                                      1993 Hunter 26

                                      1974 Tartan 30

                                      $12,500

                                      ↓ Price Drop

                                      Galesville, MD 20765 | Hartge Yacht Sales

                                      1974 Tartan 30

                                      2015 Hylas 70

                                      $949,000

                                      ↓ Price Drop

                                      $7,003/mo*

                                      Charleston, SC 29401 | Denison Yachting

                                      2015 Hylas 70
                                      • 2027 Fountaine Pajot Thira 80

                                        Request a Price

                                        St Thomas, VI | ACY Yachts St. Thomas

                                        2027 Fountaine Pajot Thira 80
                                        Dealer Logo
                                        • 1998 Custom Kelly Archer

                                          $1,290,000

                                          $9,519/mo*

                                          Newport, RI 02840 | ACY Yachts - Marina Del Rey

                                          1998 Custom Kelly Archer
                                          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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