Opt for an All-inclusive Resort
What would Dad call his perfect family reunion destination? The one where he doesn't have to take out his wallet ten times a day. That will be the case at many all-inclusive resorts. If your group travels to a place like Sugar Bay Resort & Spa in St. Thomas in the U.S. Virgin Islands, one fee will get your group breakfast, lunch and dinner and alcoholic and non-alcoholic beverages, resort taxes, and tip. It also allows family members to battle one another in beach and pool volleyball, basketball and tennis and non-motorized water sports [source: Sugar Bay]. Of course, you won't feel so guilty about piling your plate with grilled fish and plantains at practically every meal since your fee also includes access to the fitness center.
Other Caribbean all-inclusive resorts, like Beaches and Breezes offer similar packages. Keep in mind, though, that some include alcoholic beverages in the one fee while others charge extra for alcohol. Most charge additionally for Internet access and in-room movies.
Some resorts also provide special activities for children of all ages. For example, Beaches Resorts in Jamaica and the Turks and Caicos offers pre-teens and teens programs where your young cousins will be treated to amenities like a pizza bar, karaoke and disco, group water sports and a talent show [source: Beaches].