Eastern Caribbean Cruises

Escape, even if it’s just for a little while on Eastern Caribbean cruises. Choose from plenty of itineraries, ranging from a 3-day cruise to Bahamas islands to much longer sojourns. Whatever Eastern Caribbean cruise itinerary you choose, sun-soaked relaxation is in the cards. Rent a personal cabana on Half Moon Cay, our 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. Cruise to Turks and Caicos to comb white sand beaches while the sea-breeze tangles your hair. Find the best Eastern Caribbean cruises, whether you’re looking for adventure, romance or relaxation.

Great to be Back!

2021 Caribbean Cruises Begin Sailing October 23rd

Island hop the Caribbean on cruises from Fort Lauderdale. Our featured itineraries depart Florida to Grand Turk, San Juan and award-winning Half Moon Cay.

Holland America Line cruises from Fort Lauderdale to the Caribbean are available for guests who have received their final dose of an approved COVID-19 vaccine at least 14 days prior to the beginning of the cruise and have proof of vaccination. Here are the COVID-19 Guest Protocols currently planned which are subject to change as further details are established. They will be updated in accordance with guidance from public health authorities. View our health & safety protocols for more information. 

Featured Eastern Caribbean Cruise Ports

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Half Moon Cay, Bahamas

There’s nowhere like Half Moon Cay, our crescent-shaped private island in the Bahamas. Porthole Cruise Magazine’s named Half Moon Cay a Best Private Island for two decades. Sugary sand and miles of impossibly blue lagoon waters make it a continued favorite.

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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.

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Featured Eastern Caribbean Shore Excursions

Introducing Our Newest Ships


Inspired by music, Rotterdam is a new ship that hits all the right notes from exquisite dining to innovative entertainment. Rotterdam will be the soundtrack of discovery on your journey, from that very first day to end of each perfect night.

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.