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November 7, 2025

I've been to 20 Caribbean islands — These are the 6 I'd revisit and 2 I'd skip next time

By JAN OTTE
Travelbinger

iStock image
St. Lucia manages to feel both intimate and grand simultaneously.

Over two decades of Caribbean island hopping have taken me from hidden coves in the Grenadines to bustling markets in Kingston. I've snorkeled through coral gardens, danced at local festivals, and discovered that each island truly has its own personality. After exploring twenty different Caribbean destinations, patterns emerge about which places capture your heart and which ones leave you counting down the hours until departure.


 
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