Sunset & Dinner Cruises in Key West
15 boats available
The best out of 15 boat rental deals in Key West - enter dates to check availability
Top Sunset & Dinner Cruises in Key West
Key West: 15 boats available
Key West • 33 ft • 6 persons
Welcome to Kilo Whiskey Charters, the premier destination for unforgettable aquatic adventures in the pristine waters of Key West, Florida.
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trips fromUS $500
Key West • 27 ft • 6 persons
Step aboard a beautifully restored 1985 SeaVee Ocean Center Console, meticulously updated in 2010, and get ready for an unforgettable adventure.
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trips fromUS $350
Key West • 20 ft • 6 persons
Ditch the ordinary and immerse yourself in a tropical escape with Tiki Boat Adventures in Key West!
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trips fromUS $375
Key West • 24 ft • 6 persons
Good Times Key West LLC is a 2011 Sailfish 2360 Center console based out of Key West.
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trips fromUS $349
Key West • 28 ft • 6 persons
Boatary Club Key West is a 2020 Sailfish 270 WAC Walkaround based out of Key West.
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trips fromUS $675
Stock Island • 63 ft • 38 persons
Blind Squirrel Charters is a 2000 custom built sportfish based out of Stock Island.
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trips fromUS $1,650
Key West • 18 ft • 3 persons
Step aboard Purple Heron Charters for a personalized adventure on the water in Key West.
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trips fromUS $475
Stock Island • 22 ft • 4 persons
Key West Boating Connection offers intimate and customizable trips on their 22-foot Lake and Bay Inshore center console boat, perfect for groups of up to 4 passengers.
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trips fromUS $400
Key West • 32 ft • 6 persons
Embark on an unforgettable journey aboard Strawhat Charters, a beautifully restored 2006 Intrepid 323 Center Console (refurbished in 2024), departing from the vibrant shores of Key West.
trips fromUS $780
Stock Island • 32 ft • 6 persons
Create a One-of-a-Kind Elopement on the Waters of Key West
For couples who seek something extraordinary, celebrate your love in the stunning tropical waters of Key West, Florida.
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trips fromUS $550
Little Torch Key • 25 ft • 6 persons
TNT Charters is a 1982 SeaCraft Potter Hull center console (restored in 2018), based out of Little Torch Key.
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trips fromUS $325
Summerland Key • 32 ft • 6 persons
Set sail with Salt Therapy Charters, a beautifully restored 2002 Century 3200cc Center Console, offering unforgettable adventures in the stunning waters of Summerland Key.
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trips fromUS $700
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