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Florida Keys Activities

Looking to make the most of your Florida Keys vacation? Look no further! Browse our collection of trips, tours, and activities in the Florida Keys. Browse by location, category, or price range, learn more about the trip, and then book directly with the tour operators. It couldn’t be easier!

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Half Day Sandbar Cruise

With Walk The Plank Adventures
In the Lower Keys
Experience the BEST sandbar tour in Key West! Adventure through Mud Key, Snipe Key, Jewfish Basin and deserted sandbar islands! Bring lunch and drinks and see Key West like the locals do!
Duration: 4 Hours
Starting from: $650
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Reach Resort Kayak Rental

With Barefoot Billy's
In the Lower Keys
Want to do one of the most popular activities in Key West? You can’t go wrong with a kayak rental from Barefoot Billy’s!
Duration: 1 to 8 Hours
Starting from: $30
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Half Day Afternoon Fishing

With Charter SeaClusion
In the Lower Keys
In Key West, Florida on the Sport Fishing Charter Boat Sea Clusion, you can book deep sea fishing charters all year round.
Duration: 4 Hours
Starting from: $900
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19' Wellcraft Center Console Half Day Rental

With Sand Dollar Boat Rentals - Islamorada
In the Upper Keys
Enjoy our beautiful waters on your own schedule with our boat rentals! From as short as 4 hours to multiple days, we have the perfect boat for you and your crew!
Duration: 4 Hours
Starting from: $250
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Casa Marina Island Jet Ski Tour

With Barefoot Billy's
In the Lower Keys
A Key West favorite, this high-speed tour will take you 26 miles around the entire island of Key West! You’ll follow a local guide and go as fast or as slow as you want! There are five stops, each just long enough to catch your breath and learn a little local Key West history.
Duration: 90 Minutes
Starting from: $160
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22.5’ Hurricane SunDeck Multi Day Rental

With Sand Dollar Boat Rentals - Islamorada
In the Upper Keys
Enjoy our beautiful waters on your own schedule with our boat rentals! From as short as 4 hours to multiple days, we have the perfect boat for you and your crew!
Duration: 2+ Days
Starting from: $750
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¾ Day Fishing - 42' Liberty

With DirtyBoat Charters LLC
In the Upper Keys
What we call our “Dinner and a Show” package: 6 action-packed hours of fishing just a few miles off the coast. We start on the reef catching live bait and some good-eating Snapper and Grouper. Once dinner is in the cooler, we head further offshore to close by wrecks, on the hunt for bigger fish, including Sailfish, Wahoo, Tuna, Amberjack or even Sharks!
Duration: 6 Hours
Starting from: $1400
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26’ Century Center Console Half Day Rental

With Sand Dollar Boat Rentals - Islamorada
In the Upper Keys
Enjoy our beautiful waters on your own schedule with our boat rentals! From as short as 4 hours to multiple days, we have the perfect boat for you and your crew!
Duration: 4 Hours
Starting from: $450
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Kayak/SUP Rental - 2 Days

With PADDLE! the Florida Keys
In the Upper Keys
We never run out of gear…. Please call us if you want to rent today! Free delivery from mm 100 to mm 80. Or we will strap to the top of your car or truck. We will lend you the straps and padding at no extra cost.
Duration: 2 Days
Starting from: $100
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Jet Ski Rental

With Tropic Water Sports
In the Upper Keys
Explore miles of crystal clear water, observe nearby mangrove ecosystems, or snorkel away from the crowd–water adventures abound aboard our brand new Yamaha VX Deluxe WaveRunners. Our jet skis are equipped with a large swim platform making water entry and exit easy.
Duration: 1-2 Hours
Starting from: $130
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