Caribbean Grand Tour – Puerto Plata, San Juan & Roatan

About this cruise

You won't run out of things to do on a trip this long, but you also won't feel like you have to do any of them. 14 nights from Miami on January 22, 2028, visiting Puerto Plata (Amber Cove), San Juan, Ocean Cay, Roatan Island, Costa Maya and Cozumel. There's a stretch of back-to-back port days, so those days are busy, but the sea days around them give you time to recharge. Crossing 5 borders through the Caribbean: Dominican Republic, Puerto Rico, Bahamas, Honduras and Mexico. You'll notice the culture shift at every stop. Most ports give you about 10 hours, so you can do more than just tick off the main sights. As for the ship itself, MSC World America launched in 2025, so everything on board is still new. You can tell. 14 nights is long enough to build a routine on board: favourite restaurant, favourite deck chair, favourite people. It starts to feel like a floating village. If you like having options (restaurants, bars, activities, entertainment), a big ship delivers that. Pro tip: fly in the day before. Miami has plenty to offer, and you'll board relaxed instead of rushed. Whether you've cruised before or not, this 14-night itinerary is a genuinely good one.