Florida Sailing Trips

Florida Sailing Trips

Cruises, Sailing & Water Tours See all

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Champagne Celebration Sunset Cruise

5 star rating: Highly Recommended 41 Reviews

Get out on Key West’s beautiful Atlantic waters to sip Moët & Chandon champagne while enjoying the sunset. Included in the tour price are Chandon Brut ...  Read more

Location: Key West, Florida
Duration: 2 hours (approx.)

From USD $73.99

Key West Sail and Snorkel Day Trip from Fort Lauderdale

Whether you’re an experienced snorkeler or you want to try something new and exciting, you’ll find Key West to be the perfect destination for fun in the ocean. ...  Read more

Location: Fort Lauderdale, Florida
Duration: 15 hours (approx.)

From USD $164.99

Shipwreck Snorkel and Wild Dolphin Encounter

4.5 star rating: Recommended 20 Reviews

Spend a beautiful Florida day out in the clear, blue waters off Key West. On the Key West Shipwreck Snorkel and Wild Dolphin Encounter cruise, you’ll spot ...  Read more

Location: Key West, Florida
Duration: 4 hours (approx.)

From USD $95.59

Catamaran Sailing Lesson or Boat Rental in Biscayne Bay

Sailing on a sleek catamaran is the best way to explore Miami’s beautiful Biscayne Bay. Whether you want to learn how to sail or want to rent a boat to take ...  Read more

Location: Miami, Florida
Duration: Varies

From USD $16.25

Key West Schooner Sailing

5 star rating: Highly Recommended 3 Reviews

Take to the sea aboard an 1890s-style schooner from Key West and admire its beauty on the clear, calm Caribbean waters! As you sail through the turquoise ...  Read more

Location: Key West, Florida
Duration: 1 hour 30 minutes (approx.)

From USD $45.00

Tall Ship Sunset Cruise in Key West

5 star rating: Highly Recommended 4 Reviews

Enjoy an exquisite 2-hour sunset sailing adventure in Key West aboard a stunning tall ship! Take in great views of Mallory Square, Sunset Pier, Sand Key Light ...  Read more

Location: Key West, Florida
Duration: 2 hours (approx.)

From USD $75.00

Only Show: Day Cruises | Dolphin & Whale Watching | Duck Tours | Night Cruises | Sailing Trips

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