Travel Agent


What Are the Best Winter Retreats in the Caribbean?

I want some sun, sand, and drinks with umbrellas in them this winter. What are the most overrated and underrated Caribbean destinations?

antigua caribbean winter vacation getaway

A placid beach on the isle of Antigua.    Photo: Luis Santos/Shutterstock


Overrated destinations don’t exist—only unimaginative travelers. You can turn any trip, even to the lamest of foreign tourist traps, into a cultural adventure with a little planning and research. So, instead of focusing on a specific “overrated” country or town, I’ll point out a couple of popular, well-known resorts—which we’ll call “overrated”—that you can probably erase from your must-visit list. (Hint, you’ll notice that I can’t stand massive, self-contained, all-inclusive resorts filled with Americans who never venture off-property.) I’ll also recommend some quiet spots—for our purposes: “underrated”—that might be off your radar.

Coconut Beach Club, Antigua
Excellence, Punta Cana, Dominican Republic
Jungle Bay, Dominica
The Royal, Cancun, Mexico

Filed To: Adventure Adviser, Travel, Mexico, Caribbean, Dominica, Dominican Republic

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