Trade Winds Legacy – Puerto Plata to Cozumel
About this cruise
Clear the calendar from December 21, 2026. This one's 14 nights from Miami, and the route visits Puerto Plata (Amber Cove), San Juan, Ocean Cay, Falmouth Jamaica, Grand Cayman Island and Cozumel. By the time you're a week in, you'll have completely stopped checking your phone. The itinerary clusters several port calls together. Fast-paced for a few days, then the sea days hit and you can catch your breath. Crossing 6 borders through the Caribbean: Dominican Republic, Puerto Rico, Bahamas, Jamaica, Cayman Islands and Mexico. You'll notice the culture shift at every stop. You get around 9 hours in each port, which is enough for an excursion, lunch, and some wandering around on your own. When you're not ashore, MSC Seaside takes the food seriously, with 6 restaurants to choose from. 1 are included, and the rest are worth the splurge. Longer sailings have a different energy. People relax into it, stop rushing, and start actually talking to each other. 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.
View on official site
The price above matches MSC Cruises's USD site. MSC Cruises prices every country separately, so the others may show something different.
We added MSC Cruises's mandatory service charge to the prices above, so they show the real total. MSC Cruises bills it on board rather than in the fare, so their own site will quote you less.
- Cruise fare on MSC Cruises's site
- $1,894
- Service charge, paid on board
- +$238
- What you actually pay, per person
- $2,132
$17 per guest per night × 14 nights.
* If you book through a marked link, the cruise line pays us a small commission. Your price is exactly the same either way, and the commission is what pays for Cruisello.
What's included in this price
Your cabin with daily housekeeping, every meal on board, and the shows, pools and gym. 5 of this ship's 6 restaurants cost extra if you want them.
MSC bills this to your onboard account and it can't be removed. The price shown here already includes it, so it compares like for like with MSC's site plus the charge.
Also available to buy on board: Alcohol, Soft drinks, Wi-Fi, Excursions.
