Sunset & Dinner Cruises in Key West
20 boats available
The best out of 20 boat rental deals in Key West - enter dates to check availability
Top Sunset & Dinner Cruises in Key West
Key West: 20 boats available
Key West • 33 ft • 6 persons
3 Hour Trip – Sunset Harbor Tour
3 hour trip • starts at 05:30 PM
Welcome to Kilo Whiskey Charters, the premier destination for unforgettable aquatic adventures in the pristine waters of Key West, Florida. 3 Hour Trip – Sunset Harbor Tour
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2 adults • 0 children
US $500
US $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. "Captain Tony made our charter A++. He was great about communicating with us in advance to ensure our day was perfect." — Heather,
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trips fromUS $350
Key West • 20 ft • 6 persons
2 Hour Trip – Sunset Cruise
2 hour trip • starts at 06:00 PM
Ditch the ordinary and immerse yourself in a tropical escape with Tiki Boat Adventures in Key West! 2 Hour Trip – Sunset Cruise
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2 adults • 0 children
US $425
US $425
Key West • 24 ft • 6 persons
2 Hour – Sunset Dolphin Tour
2 hour trip • starts at 04:00 PM
Good Times Key West LLC is a 2011 Sailfish 2360 Center console based out of Key West. 2 Hour – Sunset Dolphin Tour
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2 adults • 0 children
US $349
US $349
Key West • 35 ft • 6 persons
2 Hour – Sunset Cruise
2 hour trip • starts at 06:00 PM
Good Times Key West LLC is a 2001 Carolina Classic Express Motor yacht based out of Key West. 2 Hour – Sunset Cruise
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2 adults • 0 children
US $900
US $900
Stock Island • 63 ft • 38 persons
3 Hour Trip – Burial At Sea
3 hour trip • starts at 06:00 PM
Blind Squirrel Charters is a 2000 custom built sportfish based out of Stock Island. 3 Hour Trip – Burial At Sea
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2 adults • 0 children
US $1,650
US $1,650
Stock Island • 23 ft • 5 persons
Sunset Sandbar Trip
2 hour trip • starts at 04:30 PM
Discover the ultimate adventure with Outta Line Charters, a sleek 2024 Contender 21 Open Center Console based in Stock Island. Sunset Sandbar Trip
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2 adults • 0 children
US $400
US $400
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
3 Hour – Sunset Trip
3 hour trip • starts at 05:30 PM
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. 3 Hour – Sunset Trip
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2 adults • 0 children
US $400
US $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
Embark on a breathtaking Key West boat cruise that showcases the beauty, charm, and vibrant waters of this tropical paradise!
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trips fromUS $450
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
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