This page features Jamaica family vacation ideas including things to do with kids and all-inclusive reaorts with terrific vacation offers. “Don’t worry, be happy” truly is the philosophy of the island. The island offers a welcoming family-friendly atmosphere complete with awesome beaches, enchanting music, and great coffee. From the Straw Market in Montego Bay and the waterslides in Negril to the music of Ocho Rios and the resorts of Runaway Bay, the family vacation possibilities are endless. Back to Caribbean Family Vacations.