High season in the Caribbean starts in January all through April. So if you want to get the best Caribbean travel special, then get the deepest discounts in late April or early May, and last into December. Below are some of our top picks for Caribbean travel specials: Apple’s February Frees and Best Buys A well-established company with departures from dozens of US cities, Apple Vacations is always offering Caribbean travel specials and promotions, including multiple departure cities and popular … Continue reading →