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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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Night Dives

With Southpoint Divers
In the Lower Keys
Experience a shallow night dive on the Reef with us! We descend with the sun and the moon is high when we surface. The Coral Reef comes alive at night as the Parrot Fish tuck into their protective cocoons, Brittle Stars and Lobster become active, Squid swim about and more! Summer conditions make Night Diving even more amazing!
Duration: 2.5 Hours
Starting from: $110
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Seabreeze Dolphin & Snorkel Tour

With Barefoot Billy's
In the Lower Keys
On this family-friendly cruise, we venture out to balmy Backcountry waters to snorkel in Key West’s wildlife sanctuary before searching the Gulf of Mexico’s backcountry’s balmy waters before searching for Key West’s dolphins in the crystal clear waters for our local dolphin pods at play.
Duration: 3.5 Hours
Starting from: $99
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25’ Sportsman - Center Console Full 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: 8 Hours
Starting from: $695
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21’ FunDeck 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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22 ft Robalo Center Console 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: $790
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22.5’ Hurricane SunDeck 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: $295
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Premium Day Sail, Snorkel & Kayak with Lunch

With Danger Charters
In the Lower Keys
Experience the ultimate Key West snorkeling and kayaking tour on our Danger Charters 6.5-hour Key West Backcountry Picnic Cruise. Get more time to sail, play, and explore the amazing Key West National Wildlife Refuge. Sightsee, snorkel, kayak, and enjoy a delicious buffet-style picnic lunch on deck all in one unforgettable day. This is the perfect sailing trip for true watersports adventurers and anyone who just loves being on a beautiful boat at sea.
Duration: 6.5 Hours
Starting from: $134
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Private Duck Key Cruise

With Sole Watersports
In the Middle Keys
Relaxing, one hour private island cruise through protected waters, think “gondola style” cruise. Meander by Hawks Cay Resort, private villas and the beautiful Duck Key neighborhood. Great on windy days! Pack a lunch, snacks, or drinks from Marketplace. Cooler of bottled waters included.
Duration: 1 Hour
Starting from: $250
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22' Robalo Center Console Full Day Rental

With Sand Dollar Boat Rentals - Islamorada
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: 8 Hours
Starting from: $395
Learn More

26’ Century Center Console 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: $950
Learn More
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