We have a 10 yr old and have brought him over the past years to many Caribbean destinations including Grand Cayman; St.John (Caneel Bay); St. Thomas; the BVI (Tortola, Virgin Gorda,and Jost); Beaches Turks & Caicos; as well as three Disney Cruises. Hands down, he has enjoyed the Disney Cruises the most with Beaches T&C a close second. They have all had their pros and cons. We have yet to bring him along on a bareboat charter but plan on doing that soon. We also will begrudgingly be going to Atlantis this summer.. something we have avoided for awhile. Feel free to PM me on any specific questions on any of these places because I feel like we have been to our fair share of kid friendly resorts in the Caribbean.