Entire family vacation

My father's side of our family does this every other year. All my aunts, uncles and some cousins and such will go to the Caribbean. Everyone pays their own way but all stay in the same hotel. Most will lounge on the beach but some will do different adventures. Your not tied to anything, just do as you wish. Last time I couldn't go in early 2019 to Jamaica and regret it still. My family is a great bunch of partiers so that makes it so much easier.

Riddler