Upper Keys Boat Tours
The best out of 60 boat tours in Upper Keys - enter dates to check availability

24 ft
Up to 6 persons
5.0
/5
(36 reviews)
Islamorada
Experience the best of Islamorada on your own private boat charter. Perfect for families, couples, and small groups looking for a relaxed, unforgettable day on the water.
"We were looking forward to a day on the water. Our trip was booked a few weeks prior to arrival." — Michele,
"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

25 ft
Up to 6 persons
5.0
/5
(56 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.
"Captain Matt is the epitome of an excellent ambassador, captain and host." — Janet,
"Captain Matt is the epitome of an excellent ambassador, captain and host." — Janet,
+3
Trips from
US $300

26 ft
Up to 6 persons
5.0
/5
(24 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,
"Captain Jim was wonderful-my family and I booked a 3-hour snorkel tour." — Gretchen,
+4
Trips from
US $325

25 ft
Up to 6 persons
5.0
/5
(17 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.
"We had the absolute most enjoyable day on the water with Capt." — Annmarie,
"We had the absolute most enjoyable day on the water with Capt." — Annmarie,
+1
Trips from
US $128

23 ft
Up to 6 persons
5.0
/5
(31 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,
"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

26 ft
Up to 6 persons
5.0
/5
(49 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.
"We had our boat charter with Capt. Trevor. He was great about a last minute change in our activities and gave us a wonderful guided tour around the keys." — Karen,
"We had our boat charter with Capt. Trevor. He was great about a last minute change in our activities and gave us a wonderful guided tour around the keys." — Karen,
+7
Trips from
US $450

23 ft
Up to 6 persons
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,
"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

39 ft
Up to 6 persons
5.0
/5
(2 reviews)
Islamorada
Experience the ultimate adventure aboard A Fishing Guru, a 2023 Contender 39 ST Center Console based in stunning Islamorada.
"If you’re trying to choose a charter—stop looking and book with Captain Dylan." — Michael,
"If you’re trying to choose a charter—stop looking and book with Captain Dylan." — Michael,
Trips from
US $900

23 ft
Up to 6 persons
5.0
/5
(45 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,
"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

23 ft
Up to 4 persons
5.0
/5
(1 review)
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37 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,
"Catchin in the Keys provided a fantastic Key Largo sunset cruise experience!" — Glen,
+2
Trips from
US $350
