Awaken each day to an exciting new destination, including our award-winning private island, RelaxAway, Half Moon Cay™, on your Caribbean cruise vacation.
Explore the Caribbean from East to West
Visit island jewels including Key West, Trinidad & Tobago, Puerto Rico, the Bahamas, U.S. Virgin Islands, and more.
Explore idyllic beaches and more in Jamaica, the Cayman Islands, Belize, Honduras, and the Yucatán Peninsula.
Discover the colorful waterfronts and distinctly Dutch ambience of the ABC Islands — Aruba, Bonaire, and Curaçao.
Call on Cartagena and Costa Rica and experience a man-made marvel as you traverse the Gatun or Agua Clara Locks.
Must-See Caribbean Cruise Highlights
From sun-kissed beaches to culture-rich ports, the Caribbean shines with color, flavor, and tranquility at every turn. Enjoy visiting RelaxAway, Half Moon Cay™, our award-winning private island, personalized service on board, and effortless relaxation ashore.
Swim, snorkel, or lounge beneath a swaying palm as turquoise waves roll gently onto the sand. From quiet coves to lively promenades, every beach invites you to slow down and take in the views.
Effortless relaxation awaits at RelaxAway, Half Moon Cay™, our award-winning private island in the Bahamas. Spend the day unwinding in a cabana or simply soaking up the sun.
Follow island rhythms through colorful streets, tasting local flavors and meeting welcoming communities. Choose your perfect day with options like reef snorkeling, sailing, or relaxed sightseeing ashore.
Convenient Itineraries
Our Award-Winning Private Island
Perfectly Sized Ships Ideal for Island-Hopping
Destination Dining™ with Fresh Caribbean Flavors
Four-Time “Best Service” Award Winner
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Discover wonders near and far on our Caribbean cruises. Visit San Juan’s historic sites, walk along the ocean floor in St. Thomas, see St. Kitts’ UNESCO-listed Brimstone Hill Fortress, or watch for sloths and more from Costa Rica’s Puerto Limón.
Nearly all Caribbean cruises include a day on our idyllic private island — designed for effortless relaxation and home to turquoise waters, white-sand shores, and a series of enhancements including new pickleball courts, dining options, and more.
Caribbean Cruise Departure Ports
You can start your Caribbean escape from two vibrant South Florida cities, each offering sun, sea, and plenty to do before or after your voyage.
Sail from Fort Lauderdale’s Port Everglades, a convenient gateway to the Caribbean, Bahamas, and the Panama Canal with plenty of nearby hotels and beaches. Spend extra time enjoying the city’s waterfront promenade, dining along Las Olas Boulevard, or relaxing on its wide, palm-lined sands.
Depart from Miami, a lively oceanside city known for its iconic skyline, colorful Art Deco architecture, and world-famous South Beach. Make the most of your trip by sampling Cuban-inspired cuisine, exploring vibrant neighborhoods, or simply soaking up the energy along the waterfront before you sail.
Plenty of Room at the Pool
Take in breathtaking views from your private verandah, sip Caribbean-inspired cocktails, play a round of pickleball surrounded by 360° sea views, or lounge alongside our adults-only Sea View Pool as your perfectly sized ship carries you from one tropical destination to the next.
Cruise Travel Made Simple
From pre- and post-cruise flights and hotels to transportation, Holland America provides one-stop planning support for a seamless journey.
The easiest way to book flights for your cruise.
Extend your trip with a pre- or post-cruise hotel stay.
Travel to and from your cruise hassle-free.
Caribbean cruises sail from late October to April, with the most reliable weather running from December through April. This dry season brings warm temperatures and calm seas across the Eastern, Western, and Southern Caribbean. Spring and fall sailings offer lower fares and fewer visitors at popular ports, with the trade-off of a higher chance of rain.
That depends on your route. Eastern Caribbean itineraries favor islands like St. Thomas, St. Maarten, and Grand Turk; Western itineraries lean toward Cozumel, Costa Maya, and Grand Cayman; and Southern voyages reach Aruba, Bonaire, and Curaçao. Caribbean Collectors’ Voyages combine back-to-back itineraries for a deeper exploration, often spanning multiple regions. Look for itineraries that visit the islands you most want to explore.
Most Caribbean cruises run from seven to eleven days, sailing round trip from Fort Lauderdale. Shorter getaways of five to six days are available if you're tight on time, while longer voyages let you reach the Southern Caribbean and spend more days in port. Choose the length that fits your schedule and the islands you'd like to discover.
Our consultants are ready to answer your questions, arrange hotel stays, and find the best fares. Try this free service today!
