Top Key West Day Cruises

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Key West Island T'ing: Sail, Snorkel and Kayak Adventure

5 star rating: Highly Recommended 94 Reviews

Beautiful Key West is surrounded by the sparkling blue waters of the Gulf of Mexico, making it perfect for day of fun in the sun. On the Island T’ing ... 

Location: Key West, Florida
Duration: 6 hours

From USD $112.00

Key West Sunset Sail Aboard Schooner America 2.0

5 star rating: Highly Recommended 8 Reviews

Enjoy an exquisite 2-hour sunset sailing adventure aboard a stunning modern-built schooner! Take in great views of Mallory Square, Sunset Pier, Sand Key Light ... 

Location: Key West, Florida
Duration: 2 hours

From USD $91.38

Bugeye Backcountry Schooner Eco Tour

5 star rating: Highly Recommended 5 Reviews

Set sail aboard our classically-styled schooner as she departs the Historic Key West Seaport for a full day of sailing and exploration through the  pristine ... 

Location: Key West, Florida
Duration: 6 hours

From USD $99.00

Dart Backcountry Private Customized Charter

Dart is a 2017 Key West Dual Console boat. She is the perfect boat to venture out into the backcountry where others do not go. She is docked next to our ... 

Location: Key West, Florida
Duration: 3 hours 30 minutes

From USD $510.63

Key West Classic Day Sail Aboard America 2.0

5 star rating: Highly Recommended 4 Reviews

Sail aboard the fastest and most elegant schooner in Key West, Schooner America 2.0! This boat is a replica of the 1851 Schooner America that won the first ... 

Location: Key West, Florida
Duration: 90 minutes

From USD $59.12

Historic Harbor Tour

Forts, shipwrecks, lighthouses and legends—Key West Harbor has it all, and you can learn about it on this fully narrated sightseeing cruise. Sail with us ... 

Location: Key West, Florida
Duration: 90 minutes

From USD $38.00

Key West and Beyond Sailing Adventure

The most fun you can have on a boat!  Moon Dance is a family friendly 42 ft. sailing vessel  located in downtown Key West at the E Docks in front of ... 

Location: Key West, Florida
Duration: 2 to 8 hrs

From USD $585.00
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