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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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    For Sale By
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    3,639 boats
    Sort: Recommended
    • Recommended
    • Recently Updated: Newest first
    • Recently Updated: Oldest first
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      2028 Dynamic Project Garfield

      $35,000,000

      $258,279/mo*

      Savannah, GA 31401 | Capstan Yachts

      2028 Dynamic Project Garfield
      Dealer Logo

      2027 Fountaine Pajot Thira 80

      Request a Price

      Fort Lauderdale, FL 33301 | ACY Yachts Fort Lauderdale

      2027 Fountaine Pajot Thira 80
      Dealer Logo

      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
      • 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
          • 1994 Beneteau Oceanis 400

            $45,000

            Miami, FL 33133 | Private Seller

            1994 Beneteau Oceanis 400
            • 1994 Hinckley Sou'wester 42 Sloop

              $295,000

              Southwest Harbor, ME 04679 | Hinckley Yacht Brokerage

              1994 Hinckley Sou'wester 42 Sloop

              2008 Catalina 309

              $59,995

              $443/mo*

              Kemah, TX 77565 | Jarman Yacht Sales, LLC

              2008 Catalina 309

              2019 Lagoon 42

              $379,000

              $2,797/mo*

              Fort Lauderdale, FL 33301 | The Multihull Company

              2019 Lagoon 42

              2005 Corsair F-31 1D

              $94,900

              Stuart, FL 34997 | The Finish Line

              2005 Corsair F-31 1D
              • 2006 Catalina 42 MkII

                $189,000

                $1,395/mo*

                San Diego, CA 92106 | Private Seller

                2006 Catalina 42 MkII
                • 2009 Jeanneau Sun Odyssey 44i

                  $175,000

                  $1,291/mo*

                  Superior, WI 54880 | Barker's Island Marina

                  2009 Jeanneau Sun Odyssey 44i

                  1987 Pearson 36-2

                  $22,000

                  ↓ Price Drop

                  Port Charlotte, FL 33952 | United Yacht Sales

                  1987 Pearson 36-2
                  • 1990 Cheoy Lee Sloop

                    $459,000

                    North Miami Beach, FL 33162 | Atlantic Yacht & Ship, Inc.

                    1990 Cheoy Lee Sloop

                    1986 Covey Island 38

                    $49,500

                    Eliot, ME 03903 | Merri-Mar Yacht Basin, Inc

                    1986 Covey Island 38

                    1990 Custom 46

                    $49,500

                    Seattle, WA 98117 | Seattle Yachts

                    1990 Custom 46

                    2013 Gemini Legacy

                    $145,000

                    ↓ Price Drop

                    $1,070/mo*

                    West Palm Beach, FL 33403 | McNally Yacht Sales

                    2013 Gemini Legacy
                    • 2000 Crowther Catamaran

                      $80,900

                      Dighton, MA 02715 | The Multihull Source

                      2000 Crowther Catamaran
                      • 2015 Beneteau Oceanis 35

                        $149,000

                        $1,100/mo*

                        Marina Bay, CA 94804 | Rubicon Yachts

                        2015 Beneteau Oceanis 35

                        2016 Dufour 382 Grand Large

                        $139,000

                        $1,026/mo*

                        Annapolis, MD 21403 | ACY Yachts

                        2016 Dufour 382 Grand Large
                        • 1998 Beneteau Oceanis 50

                          $149,000

                          Lantana, FL 33462 | United Yacht Sales - Florida SE Coast

                          1998 Beneteau Oceanis 50

                          2021 Fountaine Pajot Elba 45 Catamaran

                          $699,000

                          ↓ Price Drop

                          $5,158/mo*

                          St Thomas, VI 00802 | ACY Yachts

                          2021 Fountaine Pajot Elba 45 Catamaran

                          1982 Watkins 27 Pirate Ship!

                          $4,999

                          Washington, NC 27889 | McCotters Marina

                          1982 Watkins 27 Pirate Ship!
                          • 1987 Kelly Peterson 46

                            $69,000

                            Fort Lauderdale, FL 33315 | Private Seller

                            1987 Kelly Peterson 46
                            • 1987 Hunter Legend 35

                              $19,500

                              Melbourne, FL 32901 | Private Seller

                              1987 Hunter Legend 35

                              1992 Dragonfly 800 Swing Wing

                              $39,000

                              ↓ Price Drop

                              Port Orange, FL 32129 | Windcraft Multihulls

                              1992 Dragonfly 800 Swing Wing
                              • 2020 Beneteau Oceanis 30.1

                                $170,000

                                $1,254/mo*

                                Hilton Head Island, SC 29926 | North Point Yacht Sales

                                2020 Beneteau Oceanis 30.1
                                • 1994 Sweden Yachts 70

                                  $1,200,000

                                  Charlotte Amalia, VI 00801 | Gunnar's Yacht & Ship

                                  1994 Sweden Yachts 70
                                  • 1995 Island Packet 40

                                    $179,900

                                    Hilton Head Island, SC 29928 | Adventure Yacht Sales

                                    1995 Island Packet 40
                                    • 1983 Tayana 55

                                      $99,000

                                      Emeryville, CA 94608 | Rubicon Yachts

                                      1983 Tayana 55
                                      • 2006 Gemini Gemini 105 MC

                                        $79,900

                                        $590/mo*

                                        Moore Haven, FL 33471 | Private Seller

                                        2006 Gemini Gemini 105 MC

                                        1996 Blue Water 60 Ketch

                                        $99,000

                                        Fort Lauderdale, FL 33301 | Rick Obey Yacht Sales

                                        1996 Blue Water 60 Ketch

                                        2014 Seaton Custom Ketch

                                        $175,000

                                        ↓ Price Drop

                                        $1,291/mo*

                                        Miami, FL 33133 | Grove Yacht Sales

                                        2014 Seaton Custom Ketch
                                        • 1994 Endeavour cat30

                                          $74,000

                                          Marathon, FL 33050 | Private Seller

                                          1994 Endeavour cat30
                                          • 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
                                            • 1983 Palmer Johnson 110 Cruising Sloop

                                              $2,250,000

                                              $16,604/mo*

                                              Fort Lauderdale, FL 33316 | Luke Brown Yachts - Ft. Lauderdale

                                              1983 Palmer Johnson 110 Cruising Sloop
                                              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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