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 had the best time celebrating my friend’s bachelorette party on Hurricane!" —⁠ Priscila,

Bamboo Charters has been running adventure trips in Islamorada since early 2001. Snorkeling and Sandbar adventures are two of our most popular activities.

"We had such a good time seeing Islamorada from the water.  Captain Matt drove us around the bay and told us many interesting facts about the area." —⁠ Teresa,

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,

Embark on the ultimate island getaway aboard Island Adventures, a beautifully restored 2006 Godfrey Hurricane Sun Deck Deck Boat (refurbished in 2024).

"Captain Jim was amazing and the sunset cruise we experienced with Island Adventures was breathtaking!" —⁠ Alex,

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,

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 booked our charter and as the day got closer we saw that it was supposed to be super windy." —⁠ Heather,

Custom Charters invites you to explore the stunning waters of Islamorada aboard a sleek 2017 Sea Fox 266 Center Console.

"Captain Jim was super.  Very professional, caring and friendly." —⁠ Judy,

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,

Southern Tauk Charters is a 2023 Sea Hunt Center console based out of Tavernier. It can take up to six guests. The boat is powered by one 22 HP gasoline outboard Yamaha engine, offering a maximum cruising speed of 30 knots.

"“What an incredible day on the water with Captain Mike! It was clear from the start that Mike knew all the lively and serene spots to hang out, have fun, and relax ." —⁠ BoatBooker Member,

Experience the best of the Florida Keys with a private charter departing from beautiful Key Largo, Florida - or, if you're staying in Islamorada, let us know in your message and we may be able to accommodate a Islamorada pickup! This sleek and versat

"While our group of nine had a lovely day out on the water, there were a few hiccups early on." —⁠ Amber,