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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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    4,105 boats
    Sort: Recommended
    • Recommended
    • Recently Updated: Newest first
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      2026 Lagoon EIGHTY 2

      Request a Price

      Charleston, SC 29401 | The Multihull Company

      2026 Lagoon EIGHTY 2
      Dealer Logo

      2025 Catamaran Bloomfield 86 Motorsailor

      $3,600,000

      $27,631/mo*

      Raymond, WA 98577 | W S Yacht Brokers - Portland

      2025 Catamaran Bloomfield 86 Motorsailor
      Dealer Logo

      2026 Lagoon EIGHTY 2

      Request a Price

      Fort Lauderdale, FL 33301 | Atlas Yacht Sales, LLC

      2026 Lagoon EIGHTY 2
      Dealer Logo

      2013 Gemini Legacy

      $145,000

      $1,113/mo*

      West Palm Beach, FL 33403 | McNally Yacht Sales

      2013 Gemini Legacy
      • 2006 Hunter 41 Deck Salon

        $120,000

        $921/mo*

        Shady Side, MD 20764 | ACY Yachts

        2006 Hunter 41 Deck Salon
        • 2002 Alerion Express 28

          $64,900

          Orleans, MA 02647 | K. McCann Yacht Sales

          2002 Alerion Express 28
          • 1995 PDQ 32 LRC

            $65,000

            Miami Beach, FL | Just Catamarans

            1995 PDQ 32 LRC

            2006 Island Packet 440

            $329,000

            $2,525/mo*

            Fort Lauderdale, FL 33301 | David Walters Yachts

            2006 Island Packet 440
            • 2014 Beneteau Oceanis 37

              $139,998

              $1,075/mo*

              Hollywood, FL 33020 | Yachts360

              2014 Beneteau Oceanis 37
              • 2014 Gemini Legacy 35

                $169,950

                $1,304/mo*

                Panama City Beach, FL 32407 | Great Southern Yacht Company

                2014 Gemini Legacy 35
                • 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

                  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

                  2000 Hunter 290

                  $19,000

                  ↓ Price Drop

                  St Petersburg, FL 33701 | Adventure Yacht Sales

                  2000 Hunter 290

                  1982 Hinckley Sou'wester 59

                  $325,000

                  Southwest Harbor, ME 04679 | Luke Brown Yachts

                  1982 Hinckley Sou'wester 59
                  • 2003 Leopard 47

                    $210,000

                    Fajardo, PR 00773 | The Multihull Company

                    2003 Leopard 47
                    • 2026 Bali 4.2

                      $529,389

                      $4,063/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
                      • 1986 Catalina 36

                        $11,000

                        St. Thomas, VI 00802 | Harbor Shoppers

                        1986 Catalina 36
                        • 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
                            • 2022 Knysna 500SE

                              $999,995

                              $7,675/mo*

                              Fort Lauderdale, FL 33304 | Just Catamarans

                              2022 Knysna 500SE

                              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
                                • 2019 Lagoon 42

                                  $379,000

                                  $2,909/mo*

                                  Fort Lauderdale, FL 33301 | The Multihull Company

                                  2019 Lagoon 42
                                  • 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
                                    • 1998 Beneteau Oceanis 50

                                      $149,000

                                      Lantana, FL 33462 | United Yacht Sales

                                      1998 Beneteau Oceanis 50
                                      • 2010 Gemini 105Mc

                                        $99,500

                                        $764/mo*

                                        Westport Point, MA 02791 | Tripp Marine Group

                                        2010 Gemini 105Mc

                                        1969 Allied Greenwich 24

                                        $3,700

                                        Harborside, ME 04642 | Metinic Yacht Brokers

                                        1969 Allied Greenwich 24
                                        • 2015 Beneteau Oceanis 55

                                          $400,000

                                          $3,070/mo*

                                          Lighthouse Point, FL 33064 | Rick Obey Yacht Sales

                                          2015 Beneteau Oceanis 55
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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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