Best Cruises from Tampa to Key West

Escape on a delightful tropical vacation on one of our cruises from Tampa to Key West, an enchantingly eccentric community basking in the sunshine of the Florida Keys. Learn about the legacy of Hemingway, snorkel over teeming coral reefs, spot wild dolphins, and sample delicious local specialties, from rum punch to tangy Key lime pie.

Cruises from Tampa to Key West last six or seven nights, giving you plenty of time to relax on board by the sparkling pool with a cocktail, or unwind with a treatment in the spa. You’ll have a full day to explore Key West, whether you opt for a guided cycle ride, a sightseeing jaunt on the Conch Train, or a gentle paddle through the mangroves on the lookout for birds and gentle manatees. Other ports along the way might include fun-packed Grand Cayman; Belize, with some of the world’s most exciting snorkeling; or Costa Maya, the jumping-off point for magnificent Mayan archaeological sites.

Featured Ports of Call

Key West

Stop in sunny Key West, a quirky city with a lively downtown and pristine coral reefs. Discover vibrant marine life during a snorkeling excursion, or join an eco-safari with an expert to spot wild dolphins. Embrace the town’s laid-back atmosphere while strolling down festive Duval Street, packed with bars and shops, or explore attractions like the serene Ernest Hemingway House and the Southernmost Point of the United States during a bicycle sightseeing tour.

See Key West Port Guide

Grand Cayman

Grand Cayman is famed for the vast expanse of Seven Mile Beach, but there are plenty more reasons to visit. Interact with wild stingrays or snorkel over the wreck of the USS Kittiwake, now colonized by dazzling corals and tropical fish. Take a trip to Hell, a stretch of jagged black limestone formations that could indeed resemble the underworld. Back in George Town, shop for duty-free goods and sample local specialties like delicious conch chowder and Tortuga rum cake.

See Grand Cayman Port Guide

Nassau

Nassau, the bustling capital of the Bahamas, is surrounded by glorious sandy beaches, sleepy islets, and coral reefs. There’s plenty here for active travelers, whether you want to fly down the waterslides at the thrilling Aquaventure waterpark, explore the island in a Jeep, or take in the colonial-era architecture. Visit the candy-pink Parliament Square, dating back to the 19th century, the limestone-cut Queen’s Steps, and three chunky forts built to defend the city against pirates and invaders.

See Nassau Port Guide