Award-Winning Private Island
Every Caribbean cruise includes a day at Half Moon Cay, so you can see for yourself why it’s been awarded “Best Private Island,” by readers of Porthole Cruise Magazine for 20 consecutive years.
Why Cruise with Holland America Line
Top 5 reasons to cruise the Caribbean with Holland America:
Perfectly Sized Ships
Our ships never feel crowded but have everything you need at your fingertips. Breathe in expansive views, explore enriching activities, and relax in easy elegance.
Premium Cruising
Enjoy personalized service and award-winning cuisine guided by a Culinary Council® of world-renowned chefs.
The Best Live Music at Sea
From the soulful sounds of Memphis and rock’s biggest anthems to intimate chamber music, you’ll find something that sings to your heart night after perfect night.
Exclusive Destination Programming
Explorations Central (EXC®), our exclusive programming makes each port of call more vivid and meaningful with travel resources and opportunities to engage with local insiders.
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The True Caribbean Awaits
Our Caribbean cruises take you deep into these featured regions, where you’ll experience island magic through dining, music and nightlife.
Eastern Caribbean Cruises
Snorkel in Grand Turk’s clear blue waters among schools of jewel-toned fish. Sip the perfect blend of rum, mango and magic on Half Moon Cay.
Southern Caribbean Cruises
Discover a breathtaking under-water nature park in Bonaire. Tour Willemsted, Curaçao, and get some great shots of its signature gingerbread rooflines.
Tropical Caribbean
Sit under swaying palms or snorkel with colorful fish on tropical Caribbean cruises to Key West and more. Sun, sand, and relaxation await.
Western Caribbean Cruises
Don your snorkeling gear and explore a shipwreck and coral reef. Visit Key West and tour the home of long-time resident, Ernest Hemingway.
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Caribbean Cruises, Every Year From October to April
Venture beyond the known on 7- to 21-day cruises. New for the 2023-2024 season, a 9-day Southern Caribbean itinerary that departs on a Friday and cruises the ABC islands with a late-night call in Curaçao.
Explore Top Caribbean Excursions
Explore the islands from the top of the twin Pitons to the bottom of the sea with hundreds of unique shore excursions.
Top Caribbean Shore Excursions
Each destination offers extraordinary things to do. Touch a silky stingray, learn how the best coffee in the world is made, and explore coral fields and shipwrecks. Dive deeper in the Caribbean with our top shore excursions.
Families
Bring your family to Monkey Land, where you will feed treats to playful squirrel monkeys. The kids will be talking about this excursion for years to come.
Adventurers
Feel the wind in your hair, the sea spray on your face as you race an authentic America’s Cup yacht on a course in St. Maarten.
Convenient Caribbean Cruise Departure Port
Cruise conveniently with weekend departures from Ft. Lauderdale, the “Venice of America.” There’s plenty to do before or after your cruise from this welcoming city.
Featured Caribbean Cruise Destinations
Every Caribbean cruise stops at our exclusive slice of paradise, Half Moon Cay, celebrating 26 years with us in the 2023-2024 season.
Half Moon Cay, Bahamas
The untouched beauty of a nature reserve combined with an incredible selection of amenities and activities.
Oranjestad, Aruba
The Dutch island of Aruba feels like another world and offers experiences unlike anywhere else. Relax in the shade of a fofoti tree on a white-sand beach or explore coastal cliffs in a cactus-filled landscape that that has both wild donkeys and lounging iguanas.
San Juan, Puerto Rico
From relaxing beaches and breathtaking colors, to old cobblestone streets full of hidden gems, incredible flavors and beautiful live music, San Juan always has more to show you.
Castries, St. Lucia
Take a journey into the rainforest and immerse yourself in the untouched wilderness of this paradise island. Touch, hear, taste and feel the true power of Mother Nature.
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The Best Way to Explore Caribbean Islands
There are more than 7,000 unique islands in the Caribbean. We’re excited to show you this sun-kissed corner of the world again this year, but with more amenities, family-friendly itineraries, and onboard events than ever before.
Caribbean Countries
Our Caribbean cruises visit more than a dozen countries. Find out more about each incredible destination.
Our Newest Ships, Back for Another Caribbean Season
Immerse into the steel-drum rhythms of the islands on Rotterdam and Nieuw Statendam, our two newest ships. Enjoy electrifying music at Music Walk® entertainment venues and exquisite dining, along with youth activities, themed parties and more. Welcome to Pinnacle Class.
Rotterdam
Rotterdam, our newest ship sweeps you to the islands in style. Inspired by music, Rotterdam features stylish décor, innovative entertainment, and superb staterooms. Come aboard your sanctuary at sea.
Nieuw Statendam
Cruise the Caribbean aboard the Nieuw Statendam, a modern beauty with dramatic spaces. Experience perfect bliss and more room as you’re carried to the Caribbean on this perfectly mid-sized ship.
Caribbean Cruise Travel Tips & Advice
Plan your cruise with recommendations on what to pack and things to do.
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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.