Caribbean Cruise Destinations

From the Bahamas to Barbados, the Caribbean packs dozens of islands into a single week. Here are the regions and the ports that define them.

The Eastern Caribbean

The classic route — St. Thomas and St. John in the US Virgin Islands, St. Maarten, Antigua, San Juan’s colonial Old Town, and a beach day at the cruise line’s private island (CocoCay, Castaway Cay, Harvest Caye). Great beaches, shopping and easy first-timer ports.

The Western Caribbean

Beaches plus adventure and culture: Cozumel and Costa Maya (reefs and Mayan ruins), Grand Cayman’s Stingray City and Seven Mile Beach, Jamaica’s Ocho Rios and Montego Bay, and Belize or Roatán for world-class diving and rainforest.

The Southern Caribbean

Deeper south and reliably sunny — Aruba, Bonaire and Curaçao (the “ABC” islands), plus Barbados, St. Lucia’s Pitons, Grenada and the Grenadines. Usually sailed from San Juan or Bridgetown, often on 7–10 night itineraries.

The Bahamas

The quick getaway — Nassau, Freeport and the private islands, on 3–4 night cruises from Florida. Perfect for a first cruise, a long weekend or a family sampler.

Private islands & marquee ports

The lines’ own beach resorts — Perfect Day at CocoCay, Castaway Cay, Ocean Cay, Half Moon Cay and Harvest Caye — plus signature calls like Key West, Grand Turk and Cozumel that show up across regions.

Sailing from South Florida? Flying in the night before is the safest plan — compare hotels near PortMiami or pre-cruise hotels in Fort Lauderdale on RoomsCheap.com.

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