Top Key West Private & Custom Tours

Private & Custom Tours

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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

Private Sail with Reef Eco Exploration

Trip starts out at Conch Harbor Marina for a 4 Hour sail. You will be taken through the National Marine Sanctuary which is home to Dolphins, Loggerhead ... 

Location: Key West, Florida
Duration: 4 hours

From USD $599.99

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

Private Sunset Sail

The perfect Key West sunset sail - peaceful, private and exclusive! Your captain and mate will take you out to watch the sunset from your own private classic ... 

Location: Key West, Florida
Duration: 2 hours

From USD $394.99

Private 90 Minute Customized Sailing Charter

Live the high life on this private chartered day sail in Key West. Set sail on your boat for a 90-minute adventure around the Florida Keys and view the city ... 

Location: Key West, Florida
Duration: Flexible

From USD $294.99

90-Minute Key West Harbor Sail

This 90 minute sailing trip in Key West is the best way to experience the water with friends and/or family when time is of the essence!  The captain helps ... 

Location: Key West, Florida
Duration: 90 minutes

From USD $255.38

Private Key West Sunset Sail

Enjoy an exclusive and intimate sunset cruise on the Java Cat. Departing from the Key West Historic Seaport, your captain sails the surrounding waters with the ... 

Location: Key West, Florida
Duration: 2 hours

From USD $370.88

Private Sunset Sail with Wine and Cheese

5 star rating: Highly Recommended 1 Review

Sunset sailing trips in Key West should be romantic with friends and/or family, and that's why we only offer private sunset sails. Our beautiful sail boat is ... 

Location: Key West, Florida
Duration: 2 hours

From USD $350.00

Private Beach Day

Trip starts out at Conch Harbor Marina. You will be taken through the National Marine Sanctuary on a 26 foot power cat.  The Captain will give ... 

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

From USD $600.00
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