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Sailboat boats for sale in Florida

There are 104 new and used boats for sale in Florida. Find boats of all types and price ranges on BoatCrazy.com. We offer boats for sale by owner and dealers. Browse through Fishing Boats, Center Consoles, Pontoons, Cruisers, PWCs and more in Florida.
104 boats found within 200 miles out of 8,147 Boats Found

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  • 1981 Tayana 37 CUTTER

    1981 Tayana 37 CUTTER

    $35,600
    Cape Coral, FL
    • Cape Coral, FL
    • Sailboat
    • 37' / 0'
    • 1981 / Used
    • $35,600

    - Stock #198094 - 1981 TAYANA 37 CUTTER SAILBOAT 42' LOA PERKINS DIESEL If you are in the market for a cutter, look no further than this 1981 Tayana 37 CUTTER, priced right at... View Details

    View 10 Photos and Details Contact Seller
    $35,600
    VIEW DETAILS
  • 1969 Iroquois 30

    1969 Iroquois 30

    $35,000
    Hudson, FL
    • Hudson, FL
    • Sailboat
    • 30' / 0'
    • 1969 / Used
    • $35,000

    - Stock #199808 - 169 IROQUOIS CATAMARAN 30 YAMAHA 9.9HP HIGH QUALITY CONSTRUCTION READY TO SAIL If you are in the market for a catamaran, look no further than this 1969 Iroquo... View Details

    View 10 Photos and Details Contact Seller
    $35,000
    VIEW DETAILS
  • 2017 Other Wee Seal 20

    2017 Other Wee Seal 20

    $35,000
    Gainesville, FL
    • Gainesville, FL
    • Sailboat
    • 20' / 0'
    • 2017 / Used
    • $35,000

    - Stock #233765 - Wee Seal 20 designed by Ian Oughtred, Dabbler sails, bronze hardware, Ian's Big Rig, 5 hp Mercury outboard, double axle trailer! If you are in the market for... View Details

    View 10 Photos and Details Contact Seller
    $35,000
    VIEW DETAILS
  • 1991 Beneteau First 35 S 5

    1991 Beneteau First 35 S 5

    $34,000
    Miami, FL
    • Miami, FL
    • Sailboat
    • 35' / 0'
    • 1991 / Used
    • $34,000

    - Stock #154074 - Jean Berret designed French-built sailing cruiser / racer fast yet comfortable If you are in the market for a sloop, look no further than this 1991 Beneteau F... View Details

    View 10 Photos and Details Contact Seller
    $34,000
    VIEW DETAILS
  • 1978 Pacific Seacraft 25

    1978 Pacific Seacraft 25

    $32,800
    Miami, FL
    • Miami, FL
    • Sailboat
    • 25' / 0'
    • 1978 / Used
    • $32,800

    - Stock #193474 - 1978 25' Pacific Seacraft with an electric engine Pocket Ocean Cruiser If you are in the market for a cruiser, look no further than this 1978 Pacific Seacraft... View Details

    View 10 Photos and Details Contact Seller
    $32,800
    VIEW DETAILS
  • 1981 Endeavour 37

    1981 Endeavour 37

    $30,000
    Port Charlotte, FL
    • Port Charlotte, FL
    • Sailboat
    • 37' / 0'
    • 1981 / Used
    • $30,000

    - Stock #168262 - This Beautiful Endeavour(B) has been half way around the world and is ready to explore the other half!!! If you are in the market for a sloop, look no further... View Details

    View 10 Photos and Details Contact Seller
    $30,000
    VIEW DETAILS
  • 1973 Morgan Out Island 41

    1973 Morgan Out Island 41

    $30,000
    Sarasota, FL
    • Sarasota, FL
    • Sailboat
    • 41' / 0'
    • 1973 / Used
    • $30,000

    - Stock #157663 - 1973 MORGAN 41 OUT ISLAND SAILBOAT PERKINS 4108 DIESEL, SOLAR PANELS, GREAT LIVE ABOARD WILL DELIVER TO ANY PORT IN THE US If you are in the market for a sloo... View Details

    View 10 Photos and Details Contact Seller
    $30,000
    VIEW DETAILS
  • 1980 Other L36

    1980 Other L36

    $29,900
    Green Cove Springs, FL
    • Green Cove Springs, FL
    • Sailboat
    • 36' / 0'
    • 1980 / Used
    • $29,900

    - Stock #233919 - Solid Built Blue Water Cruiser!! Fresh Bottom Paint!! Great Cabin Layout!! If you are in the market for a sloop, look no further than this 1980 Lavranos L36,... View Details

    View 10 Photos and Details Contact Seller
    $29,900
    VIEW DETAILS
  • 1987 Catalina 30 MK II

    1987 Catalina 30 MK II

    $29,800
    Hollywood, FL
    • Hollywood, FL
    • Sailboat
    • 30' / 0'
    • 1987 / Used
    • $29,800

    - Stock #194854 - Beautiful & meticulous maintained! Excellent condition. Includes TONS upgrades! If you are in the market for a sloop, look no further than this 1987 Catalina... View Details

    View 10 Photos and Details Contact Seller
    $29,800
    VIEW DETAILS
  • 1978 Pacific Seacraft 25

    1978 Pacific Seacraft 25

    $29,500
    Miami, FL
    • Miami, FL
    • Sailboat
    • 25' / 8'
    • 1978 / Used
    • $29,500

    Roller furl main and jib...new, New elec motor and batteries with gen. back up system if batteries run down.....boat setup for easy operation,she is a little yacht,bluewater capabl... View Details

    View 15 Photos and Details Contact Seller
    $29,500
    VIEW DETAILS
  • 1978 C & C 36

    1978 C & C 36

    $29,500
    Tampa, FL
    • Tampa, FL
    • Sailboat
    • 36' / 0'
    • 1978 / Used
    • $29,500

    - Stock #229128 - "BEAUTIFUL RACER/CRUISER! METICULOUSLY MAINTAINED! MANY UPGRADES! ATTRACTIVE & COMFORTABLE INTERIOR WITH AIR CONDITIONING!!" If you are in the market for a cr... View Details

    View 10 Photos and Details Contact Seller
    $29,500
    VIEW DETAILS
  • 1981 Lancer 42 Masthead Sloop

    1981 Lancer 42 Masthead Sloop

    $29,500
    Miami, FL
    • Miami, FL
    • Sailboat
    • 42' / 0'
    • 1981 / Used
    • $29,500

    - Stock #193966 - 1981 Lancer Yachts 42 Masthead Sloop Perkins Diesel If you are in the market for a sloop, look no further than this 1981 Lancer 42 Masthead Sloop, just reduce... View Details

    View 10 Photos and Details Contact Seller
    $29,500
    VIEW DETAILS
  • 1973 Bristol 35

    1973 Bristol 35

    $27,900
    Palm Coast, FL
    • Palm Coast, FL
    • Sailboat
    • 35' / 0'
    • 1973 / Used
    • $27,900

    - Stock #214106 - Hull is in excellent condition. sturdy boat with beautiful lines. Many upgrades. If you are in the market for a sloop, look no further than this 1973 Bristol... View Details

    View 10 Photos and Details Contact Seller
    $27,900
    VIEW DETAILS
  • 1975 Heritage 1 Ton

    1975 Heritage 1 Ton

    $27,800
    Clearwater Beach, FL
    • Clearwater Beach, FL
    • Sailboat
    • 37' / 0'
    • 1975 / Used
    • $27,800

    - Stock #210728 - Extensively equipped offshore cruiser. Ready for the next adventure. If you are in the market for a cruiser, look no further than this 1975 Heritage 1 Ton, pr... View Details

    View 10 Photos and Details Contact Seller
    $27,800
    VIEW DETAILS
  • 1981 Southern Cross 28

    1981 Southern Cross 28

    $27,800
    Apollo Beach, FL
    • Apollo Beach, FL
    • Sailboat
    • 28' / 0'
    • 1981 / Used
    • $27,800

    - Stock #229087 - 30.4' Southern Cross, a Thomas Gillmer design. Deck is fiberglass, the hull is fiberglass with an Airtex foam core! If you are in the market for a cutter, loo... View Details

    View 10 Photos and Details Contact Seller
    $27,800
    VIEW DETAILS
  • 1967 Morgan 34

    1967 Morgan 34

    $26,500
    Saint Petersburg, FL
    • Saint Petersburg, FL
    • Sailboat
    • 34' / 0'
    • 1967 / Used
    • $26,500

    - Stock #133855 - Great Condition. Restored inside and out. If you are in the market for a sloop, look no further than this 1967 Morgan 34, just reduced to $26,500 (offers enco... View Details

    View 10 Photos and Details Contact Seller
    $26,500
    VIEW DETAILS
  • 1995 Hunter 336

    1995 Hunter 336

    $26,000
    Merritt Island, FL
    • Merritt Island, FL
    • Sailboat
    • 33' / 11'
    • 1995 / Used
    • $26,000

    An extremely well-maintained example of the very popular Hunter 336 Sailboat…Stara.We’ve owned her for 3 years with intentions of sailing away, but unfortunately my family plans an... View Details

    View 12 Photos and Details Contact Seller
    $26,000
    VIEW DETAILS
  • 1989 Pearson 27

    1989 Pearson 27

    $25,750
    North Miami Beach, FL
    • North Miami Beach, FL
    • Sailboat
    • 27' / 0'
    • 1989 / Used
    • $25,750

    - Stock #217090 - Nicely Maintained Pearson 27! Shallow 3 ft 4 in draft is ideal for FL and Bahamas!! If you are in the market for a sloop, look no further than this 1989 Pears... View Details

    View 10 Photos and Details Contact Seller
    $25,750
    VIEW DETAILS
  • 1976 Custom Built Finnsailer 29

    1976 Custom Built Finnsailer 29

    $25,250
    Pensacola, FL
    • Pensacola, FL
    • Sailboat
    • 29' / 0'
    • 1976 / Used
    • $25,250

    - Stock #225879 - 1976 FINNSAILER 29 MOTORSAILER BUILT IN FINLAND W/DIESEL YANMAR DIESEL SUPER SPACIOUS AS A LIVEABOARD OR DAYSAILER If you are in the market for a motorsailer,... View Details

    View 10 Photos and Details Contact Seller
    $25,250
    VIEW DETAILS
  • 1979 Sandpiper 32

    1979 Sandpiper 32

    $25,000
    Saint Petersburg, FL
    • Saint Petersburg, FL
    • Sailboat
    • 32' / 0'
    • 1979 / Used
    • $25,000

    - Stock #233274 - This fine vessel won Every race it entered at the St Pete Yacht Club! Decked out, Great Condition, NEW $14k Yanmar motor, This baby is FAST & FINE! If you are... View Details

    View 1 Photo and Details Contact Seller
    $25,000
    VIEW DETAILS
  • 1982 C & C 34

    1982 C & C 34

    $25,000
    Key Largo, FL
    • Key Largo, FL
    • Sailboat
    • 34' / 0'
    • 1982 / Used
    • $25,000

    - Stock #171812 - Great for sailing Bayside or Outside. Completely refitted in spring, 2018. If you are in the market for a sloop, look no further than this 1982 C & C 34, just... View Details

    View 10 Photos and Details Contact Seller
    $25,000
    VIEW DETAILS
Showing 43 to 63 of 104 boats found.
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Sailboats harness wind power for propulsion, offering an eco-friendly and serene boating experience. They come in various types, including sloops, ketches, and catamarans, each with distinct sail configurations. Sizes range from small dinghies to large yachts equipped for ocean crossings. Sailboats are popular for recreational cruising, racing, and liveaboard lifestyles. They require knowledge of wind patterns, navigation, and sail handling, providing an engaging experience for enthusiasts.

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