Oscar and Louis describe their Caribbean trip over 5 stops, beginning in Barbados where they sampled rum, attended horse races and danced to calypso music. Their second stop was the Cayman Islands, known for premier diving sites and good hotel deals. St. Kitts was their third stop, praised for its beaches, nightlife and festivals. Their fourth stop was St. Lucia with beaches, mountains, resorts and hiking. Their final stop was San Juan, Puerto Rico, the oldest city in the US with historic forts and mansions dating back to Spanish settlement.