Boats

Sailboats for Sale in Key West, Florida

(1 - 15 of 65)
  1. 4.5Welcome aboard the SERENITY, a 2017 Owners Version Bali 4.5 cruising catamaran based in beautiful Key West, Florida! With low engine hours, no charter history, and an abundance of recent power/electrical upgrades, this Bali 4.5 stands out from ...
    5 days ago on ListedBuy
  2. - Stock #Catalina Sloop,14 HP Universal M-18 Diesel Engine, Runs Well One of the last Catalina 27 Sloops built, A perfect option for sailers looking to navigate the beautiful shallow depths in areas such as right here in the Florida Keys & Bahamas...
    5 days ago on ListedBuy
  3. Karma, a 2018 Seawind 1260 based in Key West Florida, embodies both quality and performance you simply won’t find in any other catamaran in her class. The design won Cruising World’s boat of the year 2018. With a remarkable $200,000+ in upgrades, ...
    5 days ago on ListedBuy
  4. BLOODY PIRATE IS A WELL MAINTAINED STEELHULL SCHOONER! FULL 5 YEAR AND 10 YEAR (COI), USCG CERTIFICATION! JUST OUT OF THE YARD 10/2023! FULL BOTTOM MAST and STANDING RIGGING UPGRADE! She is the perfect ship for sunset cruises, day snorkel trips or...
    5 days ago on ListedBuy
  5. - Stock #Great live-aboared motorsailor built for bluewater sailing in style. This amazingly restored 1973 Gulfstar 44 has a 13' 5" beam with a 3' 5" draft Looking for a live-aboard or motorsailor to take you on your blue water adventures? This is...
    2 weeks ago on ListedBuy
  6. … Quatuor– SUNBELIEVABLE – Marathon, Florida This 2008 Fountaine Pajot Salina 48 is truly Sunbelievable! Never chartered with only 2 private owners since new, she boasts extremely low engine and generator hours. She is...
    2 weeks ago on ListedBuy
  7. - Stock #Beautiful Catalina MK II Shoal Draft Wing Keel, Ready for Long Range Cruising or Live Aboard! This 1995 Catalina Mark II is well cared for and outfitted for offshore cruising or heading to the Caribbean with it's shoal keel. Sports a full...
    2 weeks ago on ListedBuy
  8. - Stock #A Great racer/cruiser! a Doug Peterson (Americas Cup winning builder) designed and built This classic Choate is an America's Cup Hall of Fame inducted, Doug Peterson design. Solidly constructed, sporting a fin keel and spade rudder, wheth...
    2 weeks ago on ListedBuy
  9. - Stock #ANTSLEY GLASS SLIPPER BLUE WATER 1 of 6, JOHN DEERE DIESEL MANY UPGRADES AND UPDATES-MUST SEE! This 1/6 Antsley 48 Motorsailor was built just outside Portsmouth, England with Fiber Reinforced Polymer construction, 2 inches thick, and 51% ...
    2 weeks ago on ListedBuy
  10. 44' Formosa 1987 Compass Rose (Rosie) was hauled in June 2019 and for 2 years completely refitted from stem to stern. Never damaged or a salvage vessel! $300,000 was spent on this beautiful yacht. The entire hull, deck and topsides were stripped a...
    2 weeks ago on ListedBuy
  11. “Key Finder” is the highly regarded 5-cabin version of the Lagoon 500. The lagoon 500 is a cruising catamaran with a full raised fly bridge yielding 360 degrees from the helm and an uncluttered aft birdpit. The vessel is constructed of vacuum bagg...
    2 weeks ago on ListedBuy
  12. Catamaran For sale- The layout of the Gemini I05Mc is spacious, open and light. Four overhead hatches & opening birdpit windows provide plenty of ventilation. There is a panoramic view from every cabin as well as the dinette, which is also on the ...
    2 weeks ago on ListedBuy
  13. - Stock #Pearson 34 Sail Boat, Great Weekender or Live Aboard, Recent Upgrades, Clean and Sail Ready! This classic 1984 Pearson 34 has a Universal Diesel to get you in and out of port safely and with confidence. Many recent upgrades include batter...
    2 weeks ago on ListedBuy
  14. Step aboard S/V OLIVIA, a distinguished 1986 Irwin 52 Series II ketch, a remarkable model in the celebrated Irwin Yachts lineage, now offered for sale in Key West, FL. The Irwin 52, known for revolutionizing comfort and functionality, stands as a ...
    2 weeks ago on ListedBuy
  15. This 2014 Bruce Roberts offshore 44 is the perfect vessel for those nurturing the lifelong aspiration of blue water cruising and embracing a live-aboard lifestyle. Should you be yearning to amplify your sailing exploits, this yacht beckons as the ...
    2 weeks ago on ListedBuy

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