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Mountain and ocean views from Timothy Hill, St. Kitts in the Eastern Caribbean.

Eastern Caribbean Cruises

Embark on the journey of a lifetime with an Eastern Caribbean cruise. Island hop to Turks and Caicos, Puerto Rico, and St. Thomas on a 7-day Eastern Caribbean cruise. Linger in dynamic San Juan on an evening stay to explore its rich history and natural treasures. Rent a personal cabana on Half Moon Cay, our award-winning private island. Whatever itinerary you choose, sun-soaked relaxation awaits.

Explore Eastern Caribbean Cruise Ports

Each Eastern Caribbean cruise destination offers the perfect balance of beach relaxation and sightseeing. Explore the vibrant streets of San Juan,  marvel at the stunning waterfalls in Ocho Rios, or embark on a snorkeling adventure in St. Thomas.

Experience Utter Bliss on Board

A Holland America Personal Cruise Consultant wearing a telephone headset.

Get Free Planning Help

Our consultants answer your questions, arrange hotel stays and find the best fares. Take advantage of this free service today.
Diver snorkeling for seashells in the Caribbean.

Caribbean Cruises

Explore the Caribbean on perfectly sized ships where you always have a sunny corner to call your own. Uncover perennial favorites on convenient 7-day roundtrip cruises or visit the region’s distant reaches, such as the Panama Canal on longer journeys.