Island Dreamin' Charters

Cayman Island Bucket List with Oz

Here for the first time and EVERYONE needs to go take a trip on the ocean with Oz! He’s incredibly nice, fun, and knows where to take you. We saw beautiful fish, swam with sting rays and held them, an...

You’re making the right choice!

We had the most amazing time cruising through the Caribbean! Osman was our captain and he was a great host! We opted out of starfish point and stingray city because we had visited the day before! Osma...

Charter a boat with Os

This was by far the most memorable experience with Os and Jose in the Cayman Islands! We booked a trip to snorkel, starfish point, stingray city, stopped & had lunch at Kaibo & added on water tubing!...

Amazing Half Day Private Charter

John and Os treated us to a great day on the water. They were happy to create a bespoke trip for us, starting with a great snorkel spot near Barkers and then onto Starfish Point. A chilled lunch stop ...

3 hour snorkel mangrove and bioluminescence tour

Absolutely amazing!!! Captain Sean and Rikk were the BEST guides you could ask for! Lifetime memories for all