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Aerial view of St. Thomas, U.S. Virgin Islands, featuring turquoise Caribbean waters, a tropical bay, waterfront resorts, palm-lined coastline, and a colorful sunset over the island landscape.

Eastern Caribbean Cruises

Discover Eastern Caribbean cruises featuring colorful island cultures, pristine beaches, world-class snorkeling, and visits to RelaxAway, Half Moon Cay™, our award-winning private island.

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Eastern Caribbean Cruise Ports to Discover

Eastern Caribbean cruise ports blend beachside relaxation with vibrant culture, rich history, and outdoor adventure.
View All Eastern Caribbean Cruise Ports

San Juan, Puerto Rico

Discover colorful colonial streets, shimmering lagoons, lush rain forests, and a thriving culinary scene.
Explore San Juan, Puerto Rico
Historic stone fortress wall overlooking the Caribbean Sea in Old San Juan, Puerto Rico, featuring a Spanish colonial watchtower, waterfront promenade, and lush tropical trees along the coastline.

Ocho Rios, Jamaica

Relax on white-sand beaches, explore Dunn's River Falls, and experience Jamaica's tropical beauty.
Explore Ocho Rios, Jamaica
Turquoise waterfall pool surrounded by lush tropical rainforest in Ocho Rios, Jamaica, with cascading water flowing over natural rocks and dense green jungle vegetation.

George Town, Cayman Islands

Enjoy waterfront views, duty-free shopping, Caribbean charm, and one of the region's top dining scenes.
Explore George Town, Cayman Islands
Rum Point Beach in Grand Cayman featuring a palm-lined pier, turquoise water, and colorful destination signpost.

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

Take in pristine beaches, excellent snorkeling, panoramic island views, and vibrant shopping and dining.
Explore St. Thomas, U.S.V.I.
Panoramic view of St. Thomas, U.S. Virgin Islands, featuring a luxury marina, yachts, Caribbean harbor, hillside homes, and colorful tropical flowers under a bright blue sky.
View All Eastern Caribbean Cruise Ports

Eastern Caribbean Shore Excursions

Whether you're seeking adventure, cultural discoveries, scenic landscapes, or relaxation, you'll find unforgettable experiences throughout the Eastern Caribbean.​

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.
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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.
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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.
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Expedition to Window Cave

Hike above the Arecibo River Valley to the stunning Window Cave for panoramic views, then explore caves with a guide to see ancient markings and wildlife.
View Shore Excursion

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.
View Shore Excursion

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.
View Shore Excursion

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.
View Shore Excursion

Expedition to Window Cave

Hike above the Arecibo River Valley to the stunning Window Cave for panoramic views, then explore caves with a guide to see ancient markings and wildlife.
View Shore Excursion
Luxury beach loungers on a sandy Caribbean shoreline with crystal-clear turquoise water and ocean views.
Bamboo Beach Club
Sea turtle swimming above a sandy seabed surrounded by starfish and tropical fish in the clear turquoise waters of St. Thomas, U.S. Virgin Islands.
Cas Cay Adventure
Glass of tropical rum cocktail with ice and citrus garnish on a Caribbean beach, featuring turquoise ocean water, white sand, and a luxury island vacation setting.
Taste of Cayman
Visitors explore Window Cave overlooking a lush tropical valley and winding river in Jamaica.
Window Cave

Experience the Best of Life On Board

Between unforgettable Caribbean ports, enjoy spacious decks, refined dining, elegant accommodations, relaxing retreats, and world-class entertainment—all thoughtfully designed to make every day at sea exceptional.

Eurodam

A Signature Class ship that blends timeless elegance with modern enhancements, featuring refined dining, vibrant entertainment, and inviting spaces designed for a sophisticated and memorable journey at sea.

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Nieuw Amsterdam

A Signature Class ship inspired by New York City’s vibrant energy, blending classic elegance with contemporary design, enriched dining, and immersive entertainment for a dynamic experience at sea.

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Nieuw Statendam

A Pinnacle Class ship showcasing contemporary design, inspired dining, spacious accommodations, and immersive entertainment for an elevated cruising experience.

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Rotterdam

Our flagship Pinnacle Class ship featuring exceptional dining, award-winning service, spacious accommodations, and world-class entertainment for a refined cruising experience.

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Zuiderdam

A Vista Class ship that combines spacious design with classic nautical style, offering diverse dining, engaging entertainment, and a well-rounded cruise experience. Relax in spaces designed for comfort at sea.

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Beyond the Eastern Caribbean

Experience the diversity of the Caribbean, where every region offers its own blend of culture, scenery, and adventure.

Southern Caribbean

Sunny Southern Caribbean journeys await, with vibrant islands, colorful culture, and stunning beaches from Aruba and Curaçao to Barbados and beyond.

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Western Caribbean

Sun‑filled Western Caribbean cruises await, with vibrant ports, pristine beaches, and rich cultural experiences from Mexico to Honduras and beyond.

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Bahamas Cruises

Sun‑drenched Bahamas escapes await, featuring crystal‑clear waters, white‑sand beaches, and RelaxAway, Half Moon Cay™, our award‑winning private island getaway.

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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.
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Be the first to know about exclusive cruise deals, new itineraries, and limited-time offers.

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Caribbean Travel Tips & Articles

Linger Longer in the Caribbean Learn about Caribbean cruises with longer stays in port, giving you more time to explore, relax, and experience each destination at your own pace.
Budget-Friendly Caribbean Family Cruises Find budget-friendly Caribbean family cruises with tips on saving money, choosing the right itinerary, and making the most of your time at sea and ashore.
Definitive Guide to Caribbean Cruises Get helpful tips for planning a Caribbean cruise, from choosing the right itinerary to making the most of every destination along the way.
View All Caribbean Travel Tips

Caribbean Travel Tips & Articles

View All Caribbean Travel Tips
Linger Longer in the Caribbean Learn about Caribbean cruises with longer stays in port, giving you more time to explore, relax, and experience each destination at your own pace.
Budget-Friendly Caribbean Family Cruises Find budget-friendly Caribbean family cruises with tips on saving money, choosing the right itinerary, and making the most of your time at sea and ashore.
Definitive Guide to Caribbean Cruises Get helpful tips for planning a Caribbean cruise, from choosing the right itinerary to making the most of every destination along the way.

Eastern Caribbean Travel, Expertly Planned

From pre- and post-cruise flights and hotels to transportation, Holland America provides one-stop planning support for a seamless journey.

Book a Flight

The easiest way to book flights for your cruise.

Explore Flights
Book a Hotel

Extend your trip with a pre- or post-cruise hotel stay.

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Book Cruise Transportation

Travel to and from your cruise hassle-free.

Explore Transportation FAQs

Eastern Caribbean Cruises FAQ



When is the best time for an Eastern Caribbean cruise?

The Eastern Caribbean has two seasons: dry season (December–May) and wet season (June–November). The dry season offers warm, sunny weather and is generally considered the best time to cruise. The wet season is hotter and more humid, with more frequent rain showers. For the most reliable weather, avoid August–September, which is typically the peak of hurricane season.
 

Are Eastern Caribbean cruises good for families?

Yes. Eastern Caribbean cruises are well suited to families, with many itineraries featuring beaches, snorkeling, easy sightseeing, and private-island experiences.
 

Which Eastern Caribbean port is best for history?

San Juan, Puerto Rico, is a top choice for history lovers, with colorful streets, Spanish colonial architecture, historic forts, and cultural landmarks throughout Old San Juan.


Which Eastern Caribbean port is best for snorkeling?

St. Thomas is a popular snorkeling destination known for its clear waters, coral reefs, sea turtles, and guided snorkeling excursions.


What should I pack for an Eastern Caribbean cruise?

Pack swimwear, sunscreen, a hat, sunglasses, comfortable walking shoes, light clothing, travel documents, and a waterproof pouch or dry bag for beach and water excursions.

 

Need Help Planning? Contact Our Personal Cruise Consultants.

Our consultants answer your questions, arrange hotel stays and find the best fares. Try this free service today!

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