Caribbean Grandeur – Puerto Plata & St. Thomas

About this cruise

No complicated itinerary, no back-to-back transfers, just the ports, the ship, and the sea in between. This 9-night sailing from Boston on October 20, 2027 visits Puerto Plata (Amber Cove), Samaná, St. Thomas, St. John's, Tortola and San Juan. Last stop: San Juan. You ease into this one, with a few sea days up front to find your rhythm before the 6 port calls start. The route threads through 5 countries along the Caribbean coast: Dominican Republic, U.S. Virgin Islands, Antigua & Barbuda, British Virgin Islands and Puerto Rico. Of the stops, Tortola tends to be the one people talk about: BVI's mountainous sailing paradise. Around 9 hours per port on average, which is generous enough to go beyond the obvious. Celebrity Summit has 9 restaurants on board, which means you could eat somewhere different nearly every night. Boston itself is worth spending some time in. Don't just treat it as a departure point. The autumn timing is underrated too. Good weather, calmer seas, and a more relaxed ship. Sometimes the best trips are the ones you just go ahead and book.