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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 RelaxAway, Half Moon Cay™, our award-winning private island. Whatever itinerary you choose, sun-soaked relaxation awaits.

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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.


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.

Port Details
Botanical gardens in Ocho Rios, Jamaica.

Ocho Rios, Jamaica

Ocho Rios is known for its stunning white-sand beaches, crystal-clear waters, and lush tropical landscapes. The town offers a perfect blend of relaxation and adventure, with opportunities to explore natural wonders like Dunn's River Falls and indulge in local cuisine and cultural experiences. 

Port Details
A view of the ocean from the beach at Port Georgetown Cayman Islands.

George Town, Cayman Islands

With a mix of modern amenities, duty-free shopping, and a stunning waterfront, George Town offers a unique blend of Caribbean charm and international sophistication. George Town is also a melting pot of culinary offerings, making it one of the best places to eat in the Caribbean.

Port Details
An aerial view of the port in 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 excellent snorkeling opportunities.

Port Details

See All Eastern Caribbean Cruise Ports


Eastern Caribbean Tours and Excursions

Stunning scenery and incredible adventures await at every turn. Take your pick from our wide array of Eastern Caribbean shore excursions and live your best tropical life.

An aerial view of the Bamboo Beach Club in Rio Bueno, Jamaica.

Bamboo Beach Club Upgraded Experience

Get the VIP beach experience. Relax on padded lounge beds, sip specialty cocktails, and indulge in a four-course lunch as you enjoy your serene surroundings.

Excursion Details
A man in the water snorkeling in Cas Cay, U.S. Virgin Islands.

Kayak, Hike & Snorkel Cas Cay

Embark on a day of unforgettable adventures in St. Thomas. Take in stunning scenery as you kayak through a lagoon, hike a mangrove forest, and snorkel past colorful marine life. 

Excursion Details
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A Taste of Cayman

Take in the sights and flavors of beautiful Grand Cayman. Cruise past several famous landmarks on your way to the Seven Fathoms Rum Distillery, where you can sample the island’s award-winning rum. 

Excursion Details
Kayaking in a bio-luminescent bay near San Juan, Puerto Rico.

Bio-Luminescent Bay Kayak

Kayak through enchanting waters at Laguna Grande of Fajardo. The bay is filled with bio-luminescent organisms that light up as you paddle, producing a glow-in-the-dark effect that’s truly magical. 

Excursion Details

Featured Eastern Caribbean Cruise Itineraries

Choose your dream cruise, from 7-day getaways to extended voyages, and explore the best that the Eastern Caribbean has to offer.

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7-Day Eastern Caribbean

Island hop the Caribbean. Snorkel Turks and Caicos’ vivid reefs, gondola to St. Thomas’ breathtaking Paradise Point, and dip into RelaxAway, Half Moon Cay’s™ Bonefish Lagoon.

View Itinerary
Tropical reefs with colorful fish in the Caribbean..

14-Day Eastern/Western Caribbean

Leave your cares behind on a sun-soaked Eastern Caribbean cruise. Dive reefs off Grand Turk, meander the cobblestoned Old San Juan, and ride horses into the sea on RelaxAway, Half Moon Cay™.

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18-Day Eastern Caribbean Wayfarer/Eastern Caribbean

Set sail on this spectacular 18-day roundtrip cruise and explore the rainbow reefs off Grand Turk, the blue cobblestones of Old San Juan, and the emerald peaks of St. Thomas.

View Itinerary

Explore All Eastern Caribbean Cruises


Eastern Caribbean Travel Tips

Live tropical life to the fullest. Read insider travel tips and recommendations for things to see and do in beloved Eastern Caribbean destinations.

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Best Time for a Caribbean Cruise

Find out the best time of year to cruise the Caribbean, whether you want to avoid crowds, save money, or enjoy the sunniest days possible.

Read Article
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Caribbean Cruise Packing List

Arrive prepared for all your Caribbean adventures with our complete guide on what to bring. 

Read Article
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25 Things To Do on RelaxAway, Half Moon Cay™

RelaxAway, Half Moon Cay™ is your private island playground. From relaxing activities to unique thrills, here are the top ways to spend your day on the island.

Read Article

View All Caribbean Cruise Tips and Travel Advice


Experience Utter Bliss on Board


Holland America Line’s Rotterdam cruise ship in the water.

Rotterdam

Inspired by music, our newest ship, Rotterdam, delivers a mastery of details. Experience Pinnacle-class exclusives in dining and entertainment, as well as special single and family staterooms.
Ship Details
Rotterdam
Holland America Line’s Nieuw Statendam cruise ship.

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.
Ship Details
Nieuw Statendam
Holland America Line’s Nieuw Amsterdam cruise ship.

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.
Ship Details
Nieuw Amsterdam
Holland America Line’s Zuiderdam cruise ship

Zuiderdam

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.
Ship Details
Zuiderdam
Holland America Line’s Eurodam cruise ship.

Eurodam

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. Eurodam was named the best cruise ship for great dining and diverse destinations.
Ship Details
Eurodam
A view of the Holland America cruise ship Volendam in the water.

Volendam

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.
Ship Details
Volendam
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The Eastern Caribbean Cruise Experience

Lobster and steak.

Enjoy World-Class Dining

Satisfy your every craving with our exquisite on-board dining experiences. Embark on a mouthwatering journey of fine dining, award-winning cocktails, and local flavors.

Dining Details
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Add a Resort Stay

Extend your tropical getaway. Add a resort package to your Western Caribbean cruise and indulge in an unforgettable overnight before or after your cruise.

Add-On Details
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Book Your Flight

Book flights that depart and arrive in time for Caribbean cruises with Holland America Line Flight Ease®. Find low prices, loads of options, and enjoy flexibility and support should plans change.

Flight Ease Details
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Get Free Planning Help

Our consultants answer your questions, arrange hotel stays and find the best fares. Take advantage of this free service today.
CONTACT A CONSULTANT
Get Free Planning Help

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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. 
LEARN MORE ABOUT CARIBBEAN CRUISES
Caribbean Cruises

Bahamas Cruises | Southern Caribbean | Tropical Caribbean | Western Caribbean


Savour the Journey

Experiences With Us Are Too Good To Hurry Through

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