Join us as we embark on a journey to the Caribbean, setting sail to 14 port cities along the way. Like colorful Key West, where you can stroll the grounds of Ernest Hemingway’s house, or George Town, Grand Cayman, where you can learn how to respectfully interact with local stingray colonies. In Cozumel and Costa Maya, Mexico, ancient Mayan ruins await.

In the Eastern Caribbean, destinations like St. Maarten, Nassau, and Charlotte Amalie, St. Thomas provide plenty of options for beachy relaxation, water sports, and quaint exploration on foot. Or, if you’re feeling like exploring the Western Caribbean, our itineraries include stops in destinations like St. Kits, Bonaire, Aruba, and Puerto Rico. There’s a Caribbean cruise for every type of traveler and every speed of vacation.