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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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    4,087 boats
    Sort: Recommended
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    • Recently Updated: Newest first
    • Recently Updated: Oldest first
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    • Price: High to Low
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      1977 Custom 80 Brigantine

      $1,350,000

      $9,962/mo*

      Long Beach, CA 90802 | Rick Obey Yacht Sales

      1977 Custom 80 Brigantine
      Dealer Logo

      2025 Catamaran Bloomfield 86 Motorsailor

      $3,600,000

      $26,566/mo*

      Raymond, WA 98577 | W S Yacht Brokers - Portland

      2025 Catamaran Bloomfield 86 Motorsailor
      Dealer Logo

      2026 Lagoon EIGHTY 2

      Request a Price

      New Orleans, LA 70112 | The Multihull Company

      2026 Lagoon EIGHTY 2
      Dealer Logo
      • 2026 Bali 4.2

        $520,812

        $3,843/mo*

        Hollywood, FL 33020 | Catamaran Gurus

        2026 Bali 4.2

        2015 Jeanneau 53

        $320,000

        $2,361/mo*

        Emeryville, CA 94608 | Rubicon Yachts

        2015 Jeanneau 53

        1981 Pearson 424

        $54,000

        St Augustine, FL 32084 | Sunshine Cruising Yachts

        1981 Pearson 424
        • 2026 Bali CATSMART

          $382,780

          $2,825/mo*

          Hollywood, FL 33020 | Catamaran Gurus

          2026 Bali CATSMART
          • 1996 Amel Super Maramu 53

            $299,000

            Westbrook, CT 06498 | McMichael Yacht Brokers LTD.

            1996 Amel Super Maramu 53

            1987 Oyster 46.5

            $145,000

            Racine, WI 53402 | Racine Riverside Marine, Inc.

            1987 Oyster 46.5

            2009 Lagoon 440

            $299,000

            ↓ Price Drop

            $2,206/mo*

            Seattle, WA 98117 | Wright Yachts

            2009 Lagoon 440
            • 2019 Lagoon 42

              $385,000

              $2,841/mo*

              Hollywood, FL 33019 | Catamaran Gurus

              2019 Lagoon 42
              • 1994 Tartan 3100

                $39,900

                Groton, CT 06340 | Yachts New England

                1994 Tartan 3100
                • 2000 Catalina 250

                  $20,500

                  Westbrook, CT 06498 | Yachts New England

                  2000 Catalina 250
                  • 2005 Nonsuch 33

                    $84,500

                    Branford, CT 06405 | Yachts New England

                    2005 Nonsuch 33
                    • 1994 C&C 51' XL / CB

                      $155,000

                      Bristol, RI 02809 | Northstar Yacht Sales, LLC

                      1994 C&C 51' XL / CB
                      • 2002 Alerion Express 28

                        $64,900

                        Orleans, MA 02647 | K. McCann Yacht Sales

                        2002 Alerion Express 28
                        • 1989 Custom Schooner Liveaboard

                          $95,000

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

                          1989 Custom Schooner Liveaboard
                          • 1984 Nauticat 33

                            $79,900

                            Bainbridge Island, WA 98110 | Swiftsure Yachts

                            1984 Nauticat 33

                            2014 Gemini Legacy 35

                            $169,950

                            ↓ Price Drop

                            $1,254/mo*

                            Panama City Beach, FL 32407 | Great Southern Yacht Company

                            2014 Gemini Legacy 35

                            1983 Brewer 42 Center Cockpit

                            $79,000

                            Easton, MD 21601 | Campbell's Yacht Sales

                            1983 Brewer 42 Center Cockpit
                            • 1986 Catalina 36

                              $11,000

                              St. Thomas, VI 00802 | Harbor Shoppers

                              1986 Catalina 36
                              • 1979 Schucker 436 Motorsailor

                                $55,000

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

                                1979 Schucker 436 Motorsailor

                                2016 Outbound 46

                                $579,950

                                $4,280/mo*

                                West River, MD 20778 | Sunshine Cruising Yachts

                                2016 Outbound 46
                                • 1986 Beneteau Idylle 15.50

                                  $22,000

                                  St. Thomas, VI | Harbor Shoppers

                                  1986 Beneteau Idylle 15.50

                                  1973 Fisher 37

                                  $85,000

                                  Bellingham, WA 98225 | Seacraft Yacht Sales, Inc

                                  1973 Fisher 37

                                  2007 Jeanneau Sun Odyssey 42 DS

                                  $138,000

                                  $1,018/mo*

                                  Riviera Beach, FL 33404 | McNally Yacht Sales

                                  2007 Jeanneau Sun Odyssey 42 DS
                                  • 1990 Nautor Swan Swan 61

                                    $279,000

                                    Jamestown, RI 02835 | Yeoman Yachts, LLC

                                    1990 Nautor Swan Swan 61

                                    1988 Custom Lahaina Welding Co. Square Topsail Ketch

                                    $1,499,900

                                    ↓ Price Drop

                                    Port Townsend, WA 98368 | Port Townsend Boat Company

                                    1988 Custom Lahaina Welding Co. Square Topsail Ketch

                                    2019 Lagoon 42

                                    $379,000

                                    $2,797/mo*

                                    Fort Lauderdale, FL 33301 | The Multihull Company

                                    2019 Lagoon 42

                                    2026 Fountaine Pajot 48

                                    $1,191,360

                                    $8,792/mo*

                                    Newport, RI 02840 | ACY Yachts

                                    2026 Fountaine Pajot 48
                                    • 1995 Pacific Seacraft 37

                                      $125,000

                                      Annapolis, MD 21403 | Seattle Yachts - Annapolis

                                      1995 Pacific Seacraft 37

                                      2026 Corsair 760

                                      $75,599

                                      $558/mo*

                                      Seattle, WA 98117 | Wright Yachts

                                      2026 Corsair 760
                                      • 1993 Catalina 42

                                        $76,500

                                        Richmond, CA 94801 | Rubicon Yachts- San Rafael

                                        1993 Catalina 42
                                        • 1984 Camper & Nicholsons Nicholson 58

                                          $249,000

                                          Annapolis, MD | David Walters Yachts

                                          1984 Camper & Nicholsons Nicholson 58
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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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