Travel + Leisure Readers' 25 Favorite Islands in the Caribbean, Bermuda, and the Bahamas of 2025 The Winner: Anguilla
This year, Travel + Leisure readers’ 25 favorite island destinations in the Caribbean, Bermuda, and the Bahamas demonstrate just how much cultural diversity you’ll find in the region. From luxury resorts to ecolodges, beaches to mountains, tiny towns to busy cities, there’s so much to see and do on the islands. Whether you want to park yourself on the beach or build a more active vacation around hiking or food tourism, this list has something for you.
The Winner: Anguilla
“Anguilla is tiny but so beautiful and memorable,” wrote one T+L reader of this narrow, elongated island north of St. Martin, which has consistently landed in the top three reader-favorite islands in the World's Best Awards. This year, survey respondents were effusive about its luxurious hotels, plentiful and excellent restaurants, and 33 beautiful beaches (including Mead’s Bay and Shoal Bay). Readers seem to agree that Anguilla is perfect for a laid-back vacation full of sunshine, delicious meals, and lounging. One survey respondent summed it up perfectly: “The locals are friendly, the vibe is very relaxed, and getting around the island to visit the many different beaches is easy.”