7-Night Caribbean (Eastern) from San Juan

San Juan cruise port is one of the busiest in the Caribbean and one of the few that doubles as both a major embarkation point and a popular port of call. The port sits in Old San Juan, the historic colonial core of Puerto Rico's capital, founded by Spanish colonists in 1521.

Falmouth's historic port was purpose-built for mega-ships and sits in a town known for its well-preserved Georgian colonial architecture. Popular excursions include Dunn's River Falls, bamboo rafting on the Martha Brae River, and Montego Bay beaches.

Grand Cayman is the largest of the three Cayman Islands, a British Overseas Territory in the western Caribbean known for Seven Mile Beach, exceptional diving, and its role as a major offshore financial center. George Town serves as the cruise port, but there's no pier large enough for cruise ships.

Cozumel cruise port is one of the busiest in the Caribbean, with multiple ships docking on the island every day during peak season. Cozumel is a flat, laid-back island off the eastern coast of Mexico's Yucatán Peninsula, and it's been a cruise staple for decades.