5-Star Private Florida Keys Boat Charters
Snorkeling, Sandbar Charters and More!
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Making Memories
On Multi-Activity Charters
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Explore! Discover! Live!
It's what we do and at the best price!
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All of our private charters are equipped with everything divers need. Spend your 2, 3, 4 or 6 hour boat tour on the fabulous Florida Keys reefs!

Sandbar Charters

An afternoon of relaxation on the world famous “Islamorada Sandbar!” We offer, 2, 3, 4 and 6 hour private charters!

Friendly Professional Crew

Capt. Jim is an absolute blast to hang out with! He’s outgoing, fun, and super personable! He knows the waters and definitely knows how to show you a good time! Whether you want to just relax or party, Jim is your guy! – Charter Guest

Eco and Dolphin Watch Tours

We offer you exclusive mangrove and historical tours with a professional crew. With 2, 3, 4 and 6 hour boat tours available, you’re sure to get all the time you need on the fabulous waters of the Florida Keys.


We charter professionally crewed, premier private charters in Islamorada.

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Clients Say

My girlfriends and I chartered a boat in Islamorada in February 2021 and had the best time with Captain Jim! He was very professional and fun to spend the day with. We can’t wait to go out again this year while spending time this winter in Florida!! Boating, swimming, and lots of sunshine. Guaranteed to have an amazing, fun filled day on the water with Island adventures. Highly recommend!!
a woman standing next to a body of water
Elise Stucchi
We Had The Best Time!
We booked Island Adventures for my best friend’s bachelorette party and I can’t express enough how amazing of a time we had!!! I’ve been on many bachelorette parties at this point, but the one that stands out is our boat day with this amazing group! If you’re considering this for any event or gathering – PLEASE do yourself a huge favor and end your search – this is the best option, hands down.
a group of people on a boat in the water
Katie Dabrowski
Amazing Time!
We HIGHLY recommend Capt. Jim! He’s a fun, attentive, knowledgeable host. He helped me overcome my anxiety of snorkeling by encouraging me (without any judgement) and making sure I was safe and comfortable. We celebrated at the sandbar and he provided the toys, floats, paddle boards, and Fireball! He prepared the food we brought and made sure the coolers were full. And while making sure we were having a good time, he took pictures to document our over-the-top experience!!
a group of people in a boat on a body of water
Highly Recommended!

Have Questions?

If you’re considering a private charter but have some questions please feel free to contact us!