We’d like a family holiday to the Caribbean

Q Our family of five want to holiday in the Caribbean. We especially want to visit Jamaica, but would like to see as much as possible in two weeks and would love to mix it up a little, with maybe a week in a swanky hotel, then a week with a host family. Our budget is about £15,000.
Makalar Watson, via email

A Island-hopping in the Caribbean isn’t particularly easy, but one option is combining Jamaica with neighbouring Cuba. You could start with a luxurious week in the Hyatt Ziva Rose Hall in Jamaica on an all-inclusive package, mixing up lazing on the beach with some exploring. It’s then easy to head to Cuba, where you could stay in guesthouses that would give you a chance…