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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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    4,087 boats
    Sort: Recommended
    • Recommended
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    • Price: High to Low
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      2005 Jongert 2900M

      $1,995,000

      $14,722/mo*

      Newport, RI 02840 | Northrop & Johnson Yachts

      2005 Jongert 2900M
      Dealer Logo

      2026 Lagoon EIGHTY 2

      Request a Price

      Fajardo, PR | Atlas Yacht Sales, LLC

      2026 Lagoon EIGHTY 2
      Dealer Logo

      2028 Dynamic Project Garfield

      $35,000,000

      $258,279/mo*

      Savannah, GA 31401 | Capstan Yachts

      2028 Dynamic Project Garfield
      Dealer Logo
      • 1995 PDQ 32 LRC

        $65,000

        Miami Beach, FL | Just Catamarans

        1995 PDQ 32 LRC

        1991 Beneteau Oceanis 390

        $39,000

        Long Beach, CA 90802 | Adair Yachts

        1991 Beneteau Oceanis 390
        • 2019 Lagoon 42

          $379,000

          $2,797/mo*

          Fort Lauderdale, FL 33301 | The Multihull Company

          2019 Lagoon 42
          • 2014 Gemini Legacy 35

            $169,950

            $1,254/mo*

            Panama City Beach, FL 32407 | Great Southern Yacht Company

            2014 Gemini Legacy 35
            • 1994 Beneteau Oceanis 400

              $45,000

              Miami, FL 33133 | Private Seller

              1994 Beneteau Oceanis 400

              2013 Gemini Legacy

              $145,000

              $1,070/mo*

              West Palm Beach, FL 33403 | McNally Yacht Sales

              2013 Gemini Legacy

              2000 Hunter 290

              $19,000

              ↓ Price Drop

              St Petersburg, FL 33701 | Adventure Yacht Sales

              2000 Hunter 290
              • 1989 Sabre 34 MK II

                $28,900

                St Simons Island, GA 31522 | Dunbar Yachts

                1989 Sabre 34 MK II

                1981 C&C Landfall 35

                $24,900

                ↓ Price Drop

                Palmetto, FL 34221 | United Yacht Sales

                1981 C&C Landfall 35
                • 2002 Alerion Express 28

                  $64,900

                  Orleans, MA 02647 | K. McCann Yacht Sales

                  2002 Alerion Express 28

                  2008 Hunter 27

                  $39,800

                  ↓ Price Drop

                  $344/mo*

                  Eureka, CA 95503 | Rubicon Yachts- San Rafael

                  2008 Hunter 27

                  1977 Westsail 32

                  $55,000

                  Grand Rivers, KY 42045 | At Ease Yacht Sales

                  1977 Westsail 32

                  1982 Hinckley Sou'wester 59

                  $325,000

                  Southwest Harbor, ME 04679 | Luke Brown Yachts

                  1982 Hinckley Sou'wester 59
                  • 2026 Bali 4.2

                    $528,970

                    $3,903/mo*

                    Hollywood, FL 33020 | Catamaran Gurus

                    2026 Bali 4.2

                    2019 Leopard 58

                    $845,000

                    ↓ Price Drop

                    $6,236/mo*

                    Fort Lauderdale, FL 33304 | Just Catamarans

                    2019 Leopard 58

                    1978 Robert Perry 47

                    $99,000

                    Long Beach, CA 90802 | Adair Yachts

                    1978 Robert Perry 47
                    • 2006 Lagoon 440

                      $299,500

                      $2,210/mo*

                      Hayes, VA 23072 | Severn Yachting Center

                      2006 Lagoon 440
                      • 2007 Lagoon 440

                        $349,000

                        $2,575/mo*

                        Hilton Head, SC | Just Catamarans

                        2007 Lagoon 440

                        1986 Amel Mango

                        $199,000

                        St Augustine, FL 32084 | Edwards Yacht Sales

                        1986 Amel Mango
                        • 1990 Island Packet 35

                          $55,000

                          Highland Beach, FL 33487 | Edwards Yacht Sales

                          1990 Island Packet 35

                          1994 Catalina 38 CC

                          $96,000

                          St Simons Island, GA 31522 | Dunbar Yachts

                          1994 Catalina 38 CC
                          • 1998 Shuttleworth Ocean Cheetah 37

                            $95,000

                            Deltaville, VA 23043 | YaZu Yachting

                            1998 Shuttleworth Ocean Cheetah 37
                            • 2005 Gemini 105Mc

                              $83,500

                              Saint James, NC 28461 | Private Seller

                              2005 Gemini 105Mc
                              • 2009 MacGregor 26M

                                $18,900

                                Camano Island, WA 98282 | Private Seller

                                2009 MacGregor 26M

                                1985 Pacific Seacraft Dana 24

                                $25,000

                                ↓ Price Drop

                                Homestead, FL 33033 | Private Seller

                                1985 Pacific Seacraft Dana 24

                                1998 Hunter 310

                                $28,500

                                ↓ Price Drop

                                Wrightsville Beach, NC 28480 | Private Seller

                                1998 Hunter 310

                                1989 Custom Schooner Liveaboard

                                $95,000

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

                                1989 Custom Schooner Liveaboard

                                2006 Hunter 38

                                $39,000

                                ↓ Price Drop

                                $337/mo*

                                Highland Beach, FL 33487 | McNally Yacht Sales

                                2006 Hunter 38
                                • 1993 Able Custom 97'

                                  $590,000

                                  Sag Harbor, NY 11963 | Yachts New England

                                  1993 Able Custom 97'
                                  • 1998 Beneteau Oceanis 50

                                    $149,000

                                    Lantana, FL 33462 | United Yacht Sales

                                    1998 Beneteau Oceanis 50

                                    1982 Watkins 27 Pirate Ship!

                                    $4,999

                                    Washington, NC 27889 | McCotters Marina

                                    1982 Watkins 27 Pirate Ship!
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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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