Best Time for a Caribbean Cruise

Ruby Princess® in St. Thomas

When determining the best time for a Caribbean cruise, the only thing you need to consider is your availability. Summer is almost year-round on the sun-kissed islands. With temperatures dancing throughout the 80s, the soft sands and refreshing waters always welcome visitors. Whether you wish to float down transparent rivers on a bamboo raft or zipline through lush rainforest canopies, the wonders of the Caribbean are ready for your arrival.

The Warm Caribbean Winter

Escape the biting temperatures of winter and retreat to the invigorating climates of the Caribbean where palm tree-lined beaches and rivers await you. Besides the tropical scenery, the Caribbean also boasts an alluring culture. If cruising during the holidays, join in the celebration of Jamaica’s Junkanoo – a Caribbean Christmas tradition. From vibrant costumes to rhythmic dancers, this parade of artists trots through the crowd-lined streets, appearing as one kaleidoscope of color.

To avoid the busy season, the best time to go on a Caribbean cruise is from November to early December. While every cruise journey offers intimate experiences, expeditions during this time will allow you to take in quieter beaches or more in-depth tours of Mayan ruins. Not to mention, November and December offer various voyages to help you escape the frosty Fahrenheits at home and dip your toes into the warm waters of a Caribbean winter. Revel in seasonal activities on board – like an elaborate Thanksgiving feast or a magical gingerbread house-making contest – and experience the holiday season like never before.


Springtime in the Caribbean exhibits the height of festival season. From Bacchanal in Jamaica to Carnival in the Cayman Islands, the sounds of rhythmic drums waltz through the island streets. At the Batabano Festival, taste local delicacies including macaroni pie, fresh-caught seafood and flaky pastries filled with tender meat. Or, feel the performers’ passion stir a newfound spirit of excitement.

As schools close for spring break, the whole family can join in on this cultural celebration. With more families on board, kids can discover endless forms of entertainment while making lifelong friendships along the way – leaving more time for parents to savor the sweet taste of relaxation. Best of all, families can embark on unforgettable journeys together – like ziplining through lush canopies or exploring underwater World War II shipwrecks. Kids will bring home more than just souvenirs, but also lifelong memories of time spent with loved ones.


As the most popular time of year to cruise the Caribbean, the summer breathes even more life into the already-spirited islands. With slightly warmer temperatures in the mid-to-upper 80s, both days and evenings can be spent outdoors kayaking beneath the golden sun or dining under the stars. To beat the summer rush, plan a visit in May or early June, and book a private rum distillery tour or a cinematic Jeep safari ride. If you prefer to float through the most refreshing waters of the year, wait until June when the azure ocean has warmed to perfection. Although summer excursions don larger price tags, you can never truly place a value on the treasures of the Caribbean.

As events occur throughout the year, anytime can be considered the best time to travel to the Caribbean. With year-round opportunities to sail through the teal-blue waters, any of our Caribbean cruises can transport you to a state of total relaxation and bliss.