There are more reasons to cruise the Caribbean Sea than there are islands in it. Among those reasons are powder-soft beaches framed by swaying palms, unique cultures with lip-smacking cuisine, crystal-clear water packed with rainbow-sparkling fish and mysterious sunken ships, lively rainforests filled with hidden waterfalls and massive mountains made for hiking. Many cruise lines will help you island-hop with ease, but only Holland America Line® takes you to nearby island favorites as well as far-off countries (including their private-island paradise, RelaxAway, Half Moon Cay™), all while providing the best service at sea, spacious staterooms, fine dining and enriching activities on perfectly sized ships.
A Holland America Caribbean cruise blends tropical variety, cultural richness and effortless exploration in a way no other vacation really matches. You wake up each morning in a completely different world — one day turquoise water and white-sand beaches, the next day lush mountains, colonial towns and vibrant markets. And you do it all on ships that provide you with more space at the rail, diverse dining, quiet retreats, fun spaces for all ages and 150+ years of exceptional service experience.
Top Reasons to Cruise the Caribbean with Holland America
- Convenient Itineraries: Weekend departures, roundtrip itineraries from Fort Lauderdale or Miami and more 9-plus-day sailings than any other cruise line make it easy to explore the Caribbean your way.
- Award-Winning Private Island: Nearly all upcoming Caribbean cruises include a day at RelaxAway, Half Moon Cay™, now featuring enhancements such as new pickleball courts and food offerings plus a new Beach Club.
- Perfectly Sized Ships Ideal for Island-Hopping: Between islands, unwind with an adults-only Signature Pool Experience, sip a refreshing Caribbean cocktail or challenge a friend to pickleball out on deck.
- Destination Dining™ with Fresh Caribbean Flavors: On board, you’ll find classic favorites as well as fresh-caught fish and regional specialties made with locally sourced ingredients such as fried plantains and yellowtail snapper.

RelaxAway, Half Moon Cay™

Dominican Republic
Dozens of Caribbean Itineraries to Choose From
Holland America offers a multitude of itineraries across the islands, giving you many ways to visit the destinations of your dreams. Embark on an Eastern Caribbean cruise to visit Turks and Caicos, Puerto Rico, St. Thomas or the Dominican Republic. On a Western Caribbean cruise, you can sink your toes into the sand in Jamaica, the Cayman Islands and laid-back Cozumel in Mexico. Or maybe the Southern Caribbean — where the pristine beaches of the ABC Islands (Aruba, Bonaire and Curaçao) await — calls your name. Whichever region appeals most, our cruise specialists can place you in the ideal cabin on the ideal cruise.
Why book through our travel agency?
- We know Holland America Line, so we can help you choose the ship and itinerary that work best for you.
- We use our extensive expertise to book experiences for you at each port that complement your passions.
- We turn a “trip” into a proper vacation by handling all the details, from flights and transfers to organizing onboard dining and shore excursions.
- We provide exclusive benefits on select cruises, including the services of a Distinctive Voyages Host, an invitation to a Private Welcome Reception and an Exclusive Shore Event.

