Upper Keys Boat Tours

The best out of 56 boat tours in Upper Keys - enter dates to check availability

Upper Keys Boat Tours

56 boats available

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Top Boat Tours in Upper Keys

Upper Keys: 56 boats available

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Listing image
Deck boat silhouette

24 ft

Up to 6 persons

Florida Keys Boat Charters 

5.0
/5
(32 reviews)
Islamorada
Discover the ultimate way to experience Islamorada with Florida Keys Boat Charters. Step aboard this spacious 2004 Hurricane 231 Fun Deck, perfect for up to six guests seeking unforgettable moments on the water.

"We were looking forward to a day on the water. Our trip was booked a few weeks prior to arrival." —⁠ Michele,
+6
Trips from
US $300
Trips from
US $300
Listing image
Meet the Captain
Center console silhouette

25 ft

Up to 6 persons

Bamboo Charters 

5.0
/5
(53 reviews)
Islamorada
Bamboo Charters has been running adventure trips in Islamorada since early 2001. Snorkeling and Sandbar adventures are two of our most popular activities.

"Originally I had booked a snorkeling afternoon trip.  Captain Matt called me the day before to let me know that based on the wind, that Alligator Reef would be too choppy, and that closer in reefs would have limited visibility." —⁠ Doug,
+3
Trips from
US $300
Trips from
US $300
Listing image
Dual console silhouette

25 ft

Up to 6 persons

Sunshine Watersports Boat Charter 

5.0
/5
(15 reviews)
Key Largo
Set off on an unforgettable adventure with Sunshine Watersports Boat Charter, a sleek and spacious 2021 Cobalt 25 SC Dual Console based out of Key Largo.

"Kevin was great with communication and everything leading up to our trip…as this was our first time doing this type of boat trip, he was fantastic to work with." —⁠ Drew,
+1
Trips from
US $128
Trips from
US $128
Listing image
Meet the Captain
Center console silhouette

26 ft

Up to 6 persons

Custom Charters 

5.0
/5
(20 reviews)
Islamorada
Custom Charters invites you to explore the stunning waters of Islamorada aboard a sleek 2017 Sea Fox 266 Center Console.

"Captain Jim was wonderful-my family and I booked a 3-hour snorkel tour." —⁠ Gretchen,
+4
Trips from
US $325
Trips from
US $325
Listing image
Meet the Captain
Bay boat silhouette

23 ft

Up to 6 persons

Catch & Sea Charters 

4.9
/5
(10 reviews)
Tavernier
Embark on an unforgettable adventure with Catch & Sea Charters aboard the 2024 Key West 230 Bay Reef Bay boat, located in the beautiful Tavernier.

"Just returned from a boat day with this company. We had an awesome day with Captain Kyle and his first mate." —⁠ Patricia,
+3
Trips from
US $325
Trips from
US $325
Listing image
Catamaran silhouette

23 ft

Up to 6 persons

Nautical Tiki Islamorada 

5.0
/5
(29 reviews)
Islamorada
Experience the ultimate island escape aboard the Nautical Tiki Islamorada, a stunning 2023 Beach Cat Tiki Catamaran, perfect for unforgettable adventures in the heart of Islamorada.

"We enjoyed our afternoon with Captain Merv. He was knowledgeable and took the time to tell us about the places we cruised by." —⁠ Meredith,
+6
Trips from
US $399
Trips from
US $399
Listing image
Dual console silhouette

26 ft

Up to 6 persons

Islamorada Private Charters 

5.0
/5
(47 reviews)
Islamorada
Islamorada Private Charters – Luxury Catamaran Experience Set sail aboard the stunning Islamorada Private Charters, a custom-built 2019 catamaran offering an unforgettable adventure in the heart of the Florida Keys.

"The boat ride was really fun and was really cool we got to see the sand bar and everyone looked like they were having fun." —⁠ Jenelle,
+7
Trips from
US $295
Trips from
US $295
Listing image
Center console silhouette

23 ft

Up to 6 persons

Island Ryder Charters 

5.0
/5
(43 reviews)
Islamorada
Experience Islamorada Like Never Before! There is no better way to immerse yourself in the natural beauty and vibrant marine life of Islamorada than by setting sail on a private charter.

"A huge thank you to Captain Jen Brito for an amazing experience out in the beautiful waters of the Florida Keys!" —⁠ Celina,
+1
Trips from
US $300
Trips from
US $300
Listing image
Meet the Captain
Deck boat silhouette

19 ft

Up to 6 persons

Island Adventures 

5.0
/5
(10 reviews)
Islamorada
Spend a private day on the water in Islamorada with Island Adventures, a fully restored 19 ft Hurricane deck boat perfect for up to 6 guests. This isn’t a crowded party boat or a rigid group tour.

"Captain Jim was amazing and the sunset cruise we experienced with Island Adventures was breathtaking!" —⁠ Alex,
+2
Trips from
US $499
Trips from
US $499
Listing image
Bay boat silhouette

23 ft

Up to 4 persons

Catchin In The Keys Charters 

5.0
/5
(1 review)
30 external reviews
Key Largo
Set off on a memorable adventure in Key Largo aboard Catchin In The Keys, a sleek 2025 Sea Hunt Bay boat designed for comfort and fun on the water.

"Catchin in the Keys provided a fantastic Key Largo sunset cruise experience!" —⁠ Glen,
+2
Trips from
US $350
Trips from
US $350

Top Upper Keys Destinations

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Top Boat Types in Upper Keys

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Frequently Asked Questions about Boat Tours in Upper Keys

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Frequently Asked Questions about Boat Tours in Upper Keys

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What people said about boating in Upper Keys

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How people rated boat trips in Upper Keys

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