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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Snorkeling

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.

Welcome!

We charter professionally crewed, premier private charters in Islamorada.

Clients Say

Based on 30 reviews
Lisa Spengler
Lisa Spengler
2022-11-23
Spending the day with Captain Jim, surrounded by the beauty of the water, sun, nature and friends, was a memory I will always be grateful for. Highly recommend Captain Jim and Island Adventures!.
Michelle Nordheim
Michelle Nordheim
2022-11-23
Captain Jim was great, highly recommend!!! Very friendly and let us customize the day trip, will definitely use again!
Betty Bonner
Betty Bonner
2022-10-16
By far the best day of our vacation, with Cap’t Jim and Rebecca. Relaxing, boating and talking. Awesome captains and great people!
Louise Young
Louise Young
2022-10-15
Had a great day out with Captain Jim very knowledgeable about the area. Comfortable boat and very professional. Kids loved the floating mat and paddle board on the sandbank. Will definitely book again as it was great having the boat to ourselves. Seeing the dolphins was a bonus.
Melissa Foster
Melissa Foster
2022-10-08
We had a great time! Very knowledgeable of the area and we enjoyed everything about our trip. We already have island adventures in our plans next trip here in the Keys.
Julie Chang
Julie Chang
2022-09-23
Thank you for a perfect, relaxing afternoon in paradise!
Spencer Gabriel
Spencer Gabriel
2022-09-21
We spent the day with Capt. Jim this past Sunday. We had a great time on the sandbar. Jim was very personable and definitely catered to all four of us. Afterword he took us on a little tour so we can finish all our beverages! The boat is really comfortable with great tunes! We will definitely be back each time we visit Islamorada! Thanks again Jim.
marquisha Morgan
marquisha Morgan
2022-09-08
We had a very good experience Captain Jim was great. The sand bar was awesome. Would highly recommend!
Matthew Forgette
Matthew Forgette
2022-08-30
Great time, and great tour guides!
Allison Klemmer
Allison Klemmer
2022-08-28
*HIGHLIGHT OF OUR HONEYMOON* Captain Jim’s 6hr private charter was nothing short of AMAZING!!!!!! We let him know prior it was our honeymoon so when we arrived he had a full day planned of fun! The experience with Captain Jim made us feel like friends visiting rather than customers. He has a wealth of knowledge about the area and we loved that! My husband and I would 10000% recommended Island Adventures and will 10000% be back again for Captain Jim island experience.

Have Questions?

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