Some good answers above to offer some perspective. From another viewpoint, we lived in the Caribbean for 5 years - on both the sea and on land, travelling up from Grenada all the way to the Bahamas. Living in the BVI's, on Tortola and Virgin Gorda for 2 years then on St Thomas for 1 year, gave us a greater insight into 'island life' with frequent trips to Puerto Rico, St Johns and many of the smaller islands like Peter Island, Cooper Island and The Settlement too. We're fan of PR with the Spanish feel, it has a lot of choice but perhaps too big for a real getaway feel. STT always seemed too crowded for us with the frequent cruise ships almost much doubling the island population on a daily basis. A similar impression was left by our time in the BVI - UNTIL you got away from Tortola. Then it became our best destination of the three; but as someone already mentioned, it is possibly best appreciated as a sailing zone - bliss. But all subjective; you need to try them out for yourself!