Cobblestone Calle – San Juan & Puerto Plata

About this cruise

A 14-night sailing gives you something shorter trips can't: the feeling that you're not just visiting places but actually living somewhere else for a while. This one leaves Miami on April 18, 2026 and visits Puerto Plata (Amber Cove), San Juan, Ocean Cay, Roatan Island, Costa Maya and Cozumel. A few ports come in quick succession, which is great for sightseeing but means you'll appreciate the sea days when they arrive. The Caribbean route takes in Dominican Republic, Puerto Rico, Bahamas, Honduras and Mexico, 5 countries, and the differences show up in the food, the architecture, and the mood. If one port sticks with you, it'll probably be Cozumel, Mexico's Caribbean island of Mayan mystery. Around 10 hours per port on average, which is generous enough to go beyond the obvious. MSC World America (2025) is one of the newer ships out there, with current design and recent tech throughout. The longer time on board means you'll catch several shows, themed nights, and start feeling like a regular at your favourite bar. Families and groups will find plenty to do: waterslides, shows, multiple pools, and something for every age. If you can, add a night in Miami before boarding. It's a good city to wander. Timing-wise, spring usually means comfortable temperatures and lower prices than peak season. It's the kind of trip you actually remember afterwards.