“Which Caribbean island should I visit?” is one of the most common questions a travel advisor hears, and it rarely has one right answer. The Caribbean is not a single destination. It is dozens of islands with different personalities, price points, and pace, and the island that makes one traveler's trip is the wrong fit for another. The better question is not which island is best, but which island fits the trip you actually want. Start With How You Want to Spend Your Days Befo