Eastern Caribbean Cruises

Escape, even just for a little while on Eastern Caribbean cruises. We have an array of itineraries to meet your every vacation wish. Island hop to Turks & Caicos, Puerto Rico, St. Thomas and Half Moon Cay on a 7-day Eastern Caribbean cruise. Or ring in the New Year on festive holiday cruises. Linger in dynamic San Juan on an evening stay to explore its rich history and natural treasures. Whatever itinerary you choose, sun-soaked relaxation is in the cards. Rent a personal cabana on Half Moon Cay, our award-winning private island and sip rum drinks as the aqua lagoon laps against the shore. Amble atop a 17th-century fortress in Puerto Rico or kayak a sparkling bioluminescent bay. Find the best Eastern Caribbean cruises, whether you’re looking for adventure, romance, or relaxation.

Featured Eastern Caribbean Cruise Destinations

Each Eastern Caribbean destination gives the perfect balance of beach relaxation and sightseeing. Unwind on Half Moon Cay’s white sand, explore the vibrant streets of San Juan or chill out at St. Thomas’ Ice Museum.

People horseback riding in the surf on Half Moon Cay, Holland America's award-winning private island

Half Moon Cay, Bahamas

Celebrate 26 years of Half Moon Cay, our award-winning private island. Every 2023-2024 Eastern Caribbean cruise stops at this secluded paradise, where you can ride horses into the surf, encounter gentle stingrays or relax with friends in a private cabana.

Fountain in San Juan, Puerto Rico

San Juan, Puerto Rico

San Juan is full of vibrant colors, from its candy-colored homes and 17th-century architecture to its shimmering lagoons and lush rain forests. Taste your way through the city’s extraordinary culinary scene or immerse yourself in its history.

Grand Turk, Turks & Caicos

Grand Turk, Turks & Caicos

One of the world’s most photogenic islands, Turks & Caicos beckons with sugar-white sand, brilliant blue waters and vivid reefs. A great pick for underwater adventures and a relaxing day at the beach.

St. Thomas, U.S.V.I.

St. Thomas, U.S.V.I.

An Eastern Caribbean cruise to St. Thomas is full of surprises. Though the island is known for luxury shopping and dining, it has pristine beaches, some of the area’s highest viewpoints and the coolest attraction around—an Ice Museum.

Featured Caribbean Cruise Itineraries

Top Eastern Caribbean Shore Excursions

See lemon sharks from the comfort of a glass-bottom boat or snorkel among schools of jewel-toned fish on Eastern Caribbean shore excursions.

Experience Utter Bliss On Board


Inspired by music, our newest ship, Rotterdam delivers a master of details. Experience Pinnacle-class exclusives in dining and entertainment, as well as special single and family staterooms.

Nieuw Statendam

Cruise the Eastern Caribbean aboard the Nieuw Statendam, a modern beauty with dramatic spaces. Relax in perfect bliss and enjoy more room as this best mid-size ship whisks you to the Caribbean.

Nieuw Amsterdam

With an inspired design and art collection valued at more than $3 million, Nieuw Amsterdam gives a nod to New York City. When you’re not ashore exploring Eastern Caribbean gems, rejuvenate at the Greenhouse® Spa & Salon or attend a cooking demonstration.


The first of our Vista-class ships, Zuiderdam features classic nautical lines, modern amenities and an array of activities. Learn about the world’s natural wonders at BBC Earth Experiences and sample exquisite cuisine in our restaurants.


Eurodam guests can get moving to live music as part of the Music Walk® experience, including Lincoln Center Stage, B.B. King’s Blues Club and Billboard Onboard. This ship was named the best for great dining and diverse destinations.


Airy and bright, Volendam features garden-fresh décor that uplifts and inspires. Unwind with a spa treatment, dine in one of our renowned restaurants or take in spectacular views from one of many grand public spaces as you cruise the Eastern 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.