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Escape on a delightful Caribbean vacation on one of our cruises from Tampa to Key West. These 11-night sailings travel to the region’s most popular destinations, including the ABC Islands, Grand Cayman, and Key West. 

During one of these unforgettable cruises, you’ll revel in warm tropical weather and heavenly beaches, where you’ll discover a wealth of natural wonders both on land and underwater. Caribbean cruises that depart from Tampa also spend several days at sea, allowing you to fully enjoy all of the visionary venues and unlimited entertainment options aboard our award-winning ships. 

Departure Port

Tampa

Before departing on one of our cruises from Tampa to Key West, explore this exciting departure port located on Florida’s Gulf Coast. Spend a day walking around the popular Y-Bor City district, where you can sip craft beers at local breweries and sample authentic Cuban cuisine and cigars. Head to the Dali Museum in nearby St. Petersburg and admire works from the Spanish Surrealist master. Or visit one of the Gulf Coast’s white-sand beaches and swim or kayak in its inviting waters.

Ports of Call

Key West

Stop in sunny Key West, a quirky city with a lively downtown and pristine coral reefs. Discover vibrant marine wildlife during a snorkeling excursion or go on a kayaking trip around maze-like mangroves, where you’ll see stingrays, crabs, and other tropical fish. Embrace the town’s laidback vibe while strolling down festive Duval Street, or explore attractions like the Ernest Hemingway House and the Southernmost Point of the United States during a bicycle sightseeing tour.

Aruba

On a cruise from Tampa to Key West, you’ll visit Oranjestad, the capital of Aruba, which is known as “one happy island.” Aruba’s beaches, with their endless stretches of powdery white sand and crystal-clear turquoise waters, are the main attraction. But there’s also plenty of adventure awaiting on this small island, including catamaran cruises, snorkeling around shipwreck sites, and horseback rides along the coast. 

Curacao

Sail into the colorful waterfront of Curacao, where Dutch colonial buildings in bright, pastel hues welcome you to its friendly shores. Take photos of this picturesque harbor during a walk around Willemstad’s Old Town, a UNESCO World Heritage Site. Unwind under the shade of a palm tree at Mambo Beach, one of the island’s finest. Or descend into the Hato Caves, where spectacular limestone formations await. 

View All Cruises from Tampa to Key West