St. Lucia

st lucia grand piton sailboat

St. Lucia

St. Lucia

When to Go: Late spring

Why: After the spring break and Easter holiday crowds stop coming, the islands of the Caribbean usually drop their prices in preparation for the steamy, stormy summer months (hurricane season starts June 1). On St. Lucia, recognizable by its twin Pitons, the annual Jazz Festival takes place in early May, ensuring that the island will keep hopping for at least a little longer.

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