Caribbean Island Hop – St. Thomas & St. Maarten

About this cruise

The kind of trip that's easy to say yes to and hard to regret. 7 nights from San Juan on September 5, 2026, visiting St. Thomas, St. Croix, Philipsburg, St. John's and Roseau. Expect a run of consecutive ports, 5 stops total, with the busiest days packed close together. The sea days around them feel earned. 4 countries (U.S. Virgin Islands, Sint Maarten, Antigua & Barbuda and Dominica) across the Caribbean, each with its own character. Of the stops, Philipsburg tends to be the one people talk about: Two nations, one island, infinite beaches. Roughly 9 hours ashore per stop. No need to rush. You won't go hungry on Rhapsody Of The Seas. 3 restaurants come with the fare, plus 5 more when you feel like treating yourself. And September is a good call. Still warm, less crowded, and usually cheaper too. Sometimes the best trips are the ones you just go ahead and book.