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Book a sailboat rental in Key West and explore the Florida Keys

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Charter Sailboat Jeanneau Sun Odyssey 409 Key West
Discount offer
Key West

From 250 € per day

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Book a Sailboat Charter in Key West

Founded in 1822, Key West is rich in history and has been home to several well-known artists, poets, writers, and not to mention a few U.S. Presidents who spent their holidays here. Ernest Hemingway used to hang out around here, and even pirates made themselves known in Key West a few centuries ago. The city’s rich history is reflected in the local architecture, a blend of Greek/Romanesque Revival and French Colonial style, which is not surprising given Florida’s historic links to France. With a sailboat charter in Key West you can visit the sandy beaches and bays of the area by day and head to the city's nightclubs and bars by night.

On Click&Boat you can pick from a wide range of vessels if you are planning to sail around Key West. Sailboats in particular are ideal to sail the Florida Keys in the summer, when the waters are warm enough to drop an anchor and take a midnight swim at night. You can charter a sailboat in Key West with or without a skipper, depending on your sailing experience and credentials.

  • Sailboat
  • Motorboat
  • RIB
  • Catamaran
  • Jet ski
  • Houseboat
  • Yacht
0 - 1 000+ € /day
0 - 60 m
  • Discounts
Enter your dates to display the exact discount
0 - 250 hp
2000 - 2021
100 km max.
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A personal advisor will help you, click here

As the southernmost point of both Florida and the United States, Key West is a boating destination with sunshine, history, and character that makes it worth visiting year-round. This island-city is known for its conch-decorated houses and bars and restaurants dotted along Duval Street. If you charter a sailboat in Key West you can explore the beautiful reefs nearby that have ideal conditions for snorkeling and diving.

Many who decide to book a sailboat rental in Key West, also sail to the rest of the Florida Keys, a collection of tropical islands spanning over 80 miles. Diving lovers in particular love this part of Florida for its shipwrecks and rich marine life, including colorful tropical fish, stingrays and dolphins. With a bareboat charter in Key West you can visit the Dry Tortugas National Park, which includes 7 islands and is famous for its crystal-clear waters; it’s also home to lovely sea turtles! Seasoned boatmen can even sail to Cuba, a distance of about 85 nautical miles.

Charter a sailboat near Key West

In Key West, 66 privately owned sailboat are available for charter. See other yachts in the area

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