Boats

Sailboats for Sale in Key West, FL

(1 - 15 of 63)
  1. Embark on an extraordinary sailing adventure aboard this never chartered 2019 Fountaine Pajot Saona 47 catamaran. This pristine sailing cat boasts unmatched features for blue water cruising anywhere on earth, an impeccable maintenance history, and...
    Over 4 weeks ago on ListedBuy
  2. Less than a year old this is better than buying new. Pura Vida has been given a great shakedown by the owners and is still under 1st owner warranty. Less than a year old this is better than buying new. Pura Vida has been given a great shakedown by...
    Over 4 weeks 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, ...
    1 week ago on ListedBuy
  4. Cruise with comfort and safety on this beautiful NORTH WIND -58 designed by Sparkman & Stephens, with the double birdpit design, she is every sailor’s dream. Same owners for past 15 years. Cruise with comfort and safety on this beautiful NORTH WIN...
    Over 4 weeks ago on ListedBuy
  5. Cruise with comfort and safety on this beautiful NORTH WIND -58. Comfortable, solid built cruiser of Ocean-going Category, designed by Sparkman & Stephens Cruise with comfort and safety on this beautiful NORTH WIND -58. Comfortable, solid built cr...
    Over 4 weeks ago on ListedBuy
  6. Cruise with comfort and safety on this beautiful NORTH WIND -58. Comfortable, solid built cruiser of Ocean-going Category, designed by Sparkman & Stephens Double birdpit version, winches and hydraulic furling - hydraulic main furler in boom - new ...
    Over 4 weeks ago on ListedBuy
  7. This never-chartered 2017 Bali 4.5 Owners Version cruising catamaran offers an exceptional sailing experience with its innovative design and impressive features. Her spacious and luxurious Open Design concept allows for unmatched comfort while mai...
    Over 4 weeks ago on ListedBuy
  8. 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 ...
    1 week ago on ListedBuy
  9. … 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...
    4 weeks ago on ListedBuy
  10. “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...
    4 weeks ago on ListedBuy
  11. 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...
    1 week ago on ListedBuy
  12. PERSEVERANCE was delivered from Jeanneau with almost every factory option. She was built for the European market as a 220V boat. A transformer was installed here in the US. Shore power is 220V/60HZ and the transformer allows 110V/60HZ to the 17 ou...
    Over 4 weeks ago on ListedBuy
  13. Experience the charm and excitement of sailing with this 2005 Island Packet 370, Three Dolphins, based in Key West, Florida. This vessel isn't just a sailboat, she's an icon and testament to timeless design and a lifestyle embraced by a passionate...
    Over 4 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 ...
    4 weeks ago on ListedBuy
  15. 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...
    4 weeks ago on ListedBuy
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