Caribbean · December to April
The most beautiful islands in the Caribbean
White-sand beaches and turquoise water, colourful colonial towns, jungle-covered mountains and reefs: the Caribbean islands are the great winter-sun destination, when it is cold here and dry season there.
Updated 20 October 2026 · How we make our guides
Greater Antilles
- Central America and the Caribbean
Dominican Republic
The beaches of Punta Cana, the Samaná peninsula and the colonial city of Santo Domingo.
Dominican Republic travel guide - Central America and the Caribbean
Cuba
Havana, the Viñales valley, Trinidad and the beaches of Varadero and the cays.
Cuba travel guide -
Central America and the CaribbeanPuerto Rico
Old San Juan, the El Yunque rainforest and bioluminescent bays.
Puerto Rico travel guide -
Central America and the CaribbeanJamaica
The beaches of Negril, the Blue Mountains and reggae culture.
Jamaica travel guide
Smaller islands
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Central America and the CaribbeanAruba
White-sand beaches like Eagle Beach and a dry climate, outside the hurricane belt.
Aruba travel guide -
Central America and the CaribbeanCuraçao
The colourful town of Willemstad, a World Heritage Site, and coves for diving.
Curaçao travel guide -
Central America and the CaribbeanBahamas
Hundreds of islands with crystal-clear water, including the famous swimming pigs of the Exumas.
Bahamas travel guide -
Central America and the CaribbeanSaint Lucia
The Pitons, two volcanic peaks above the sea, and tropical rainforest.
Saint Lucia travel guide -
Central America and the CaribbeanTurks and Caicos Islands
Grace Bay, one of the most famous beaches in the world.
Turks and Caicos Islands travel guide
Frequently asked questions
When is the best time to travel to the Caribbean?
From December to April, in the dry season. June to November is hurricane season, although Aruba and Curaçao lie outside the usual storm track.
Which Caribbean island should you choose?
The Dominican Republic and Cuba have the most choice and good connections; Puerto Rico, Aruba and Curaçao are quieter and very pleasant.
Which is the most beautiful beach in the Caribbean?
Grace Bay in Turks and Caicos, Eagle Beach in Aruba and the beaches of Samaná and Punta Cana are always among the most highly rated.
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Reviewed 20 October 2026. Dates and seasonal warnings: the same data the Bagintravel app uses. Sources and method.
Cover photo: Coolcaesar (CC BY 4.0), Wikimedia Commons.