Showing results for Sailing View All
Experiences just outside of Monroe County
From $116
4.9
587 Ratings
Sunset Sailing: Key West Schooner America 2.0 Tour
Key West
From $91
4.9
198 Ratings
Key West Sunset Sail: Traditional Pirate Experience
Key West
From $49
4.7
18 Ratings
Key West Catamaran: Snorkeling and Mimosas Adventure
Key West
From $100
5.0
1 Rating
Key West Full Day Beach Pass: Watersports Extravaganza
Key West
From $2,400
5.0
1 Rating
Key West Snorkel Adventure: Reefs, Drinks, and Snacks
Key West
From $350
Dock Side Adventure: Kayak, Paddle Boarding, Sunfish Sailboats
Naval Air Station Key West
From $795
Sunset Cruise: Key West Ocean Views
Naval Air Station Key West
From $230
Key West: Smathers Beach Sunset Catamaran Experience
Key West
From $999
Florida Keys Sunset Cruise: Romantic 2-Hour Sail
From $2,100
Florida Keys Day Sail: Historic Schooner Experience
Key West