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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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    4,092 boats
    Sort: Recommended
    • Recommended
    • Recently Updated: Newest first
    • Recently Updated: Oldest first
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      2026 Lagoon EIGHTY 2

      Request a Price

      Fajardo, PR | Atlas Yacht Sales, LLC

      2026 Lagoon EIGHTY 2
      Dealer Logo

      2026 Lagoon EIGHTY 2

      Request a Price

      Charleston, SC 29401 | The Multihull Company

      2026 Lagoon EIGHTY 2
      Dealer Logo

      1934 Custom Schooner

      $865,000

      $6,639/mo*

      Port Angeles, WA 98362 | Seacraft Yacht Sales, Inc

      1934 Custom Schooner
      Dealer Logo
      • 2006 Hunter 41 Deck Salon

        $120,000

        $921/mo*

        Shady Side, MD 20764 | ACY Yachts

        2006 Hunter 41 Deck Salon
        • 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

          2006 Island Packet 440

          $329,000

          $2,525/mo*

          Fort Lauderdale, FL 33301 | David Walters Yachts

          2006 Island Packet 440
          • 2019 Lagoon 42

            $379,000

            $2,909/mo*

            Fort Lauderdale, FL 33301 | The Multihull Company

            2019 Lagoon 42
            • 2014 Gemini Legacy 35

              $169,950

              $1,304/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

                $1,113/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

                    $355/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

                      $529,107

                      $4,061/mo*

                      Hollywood, FL 33020 | Catamaran Gurus

                      2026 Bali 4.2

                      2019 Leopard 58

                      $845,000

                      ↓ Price Drop

                      $6,486/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

                        $2,299/mo*

                        Hayes, VA 23072 | Severn Yachting Center

                        2006 Lagoon 440
                        • 2007 Lagoon 440

                          $349,000

                          $2,679/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

                                    Homestead, FL 33033 | Private Seller

                                    1985 Pacific Seacraft Dana 24
                                    • 1998 Hunter 310

                                      $28,500

                                      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

                                      $348/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'
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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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