Best Hotels in the Caribbean

December through April is the classic "dry season" with sunny skies and lower humidity. This is peak season with higher prices. May through November is hurricane season but offers significant savings — and many weeks are perfectly pleasant. Late November and early December are excellent shoulder periods.

For families and those who want a worry-free holiday, yes — particularly in Jamaica, Antigua, and the Dominican Republic where top all-inclusive brands like Sandals and Secrets operate. For foodie travellers or couples seeking variety, a boutique hotel with à la carte dining often provides a richer experience.

St. Barts, Anguilla, and Turks & Caicos are considered the premier luxury destinations with the highest concentration of ultra-premium properties. Barbados offers more diversity with both five-star resorts and charming independent hotels.

US citizens need a passport for all Caribbean destinations. Some islands require additional documentation. Always check the specific entry requirements for your chosen island, and ensure your passport has at least six months' validity remaining.