Category Archives: Caribbean Guide

The island is Anguilla: a flat, quiet British territory in the northeastern Caribbean, with no cruise port, long empty beaches and walled estates on the ...

Anguilla’s year turns on a handful of dates worth planning a trip around: Moonsplash at the Dune Preserve in March, Festival del Mar in Island ...

The best time to visit Anguilla is December to April, when the island has its most settled sunshine, calm water on the west-end beaches and ...

Anguilla has one road and three answers. Meads Bay for the restaurants and the sunset, Shoal Bay for the calmest water, the West End for ...

What Caribbean islands have travel warnings right now: Haiti, Trinidad and Tobago, Jamaica, The Bahamas, Turks and Caicos, Grenada, Cuba, and the Dominican Republic have ...

The closest Caribbean island to NYC is Puerto Rico, with nonstop JFK–San Juan flight times commonly listed around 3 hours 55 minutes and distances around ...

The newest villas in our Turks and Caicos collection, added since October 2025, are eight houses on Providenciales: Villa Paradisa, an eight-bedroom estate on Long ...

For most families, the best Caribbean island for Christmas is Turks and Caicos: calm, shallow water, nonstop flights from the United States and fully staffed ...

From Boston Logan this winter you can fly nonstop to twelve Caribbean islands: Turks and Caicos, Anguilla, St Martin, Barbados, the Dominican Republic, the Bahamas, ...

Yes, many Turks and Caicos villas have a heated pool: in October 2026, 76 of the 160 Turks and Caicos villas on our site listed ...

February is the driest, coolest and fullest month in the Caribbean, and the week of Presidents' Day is the one that sells out first. Our ...

February is the month Providenciales fills with American families, and the week of Presidents' Day is the one that fills first. Our team explains how ...

For most Caribbean trips, yes—you do need a passport for the Caribbean, especially if you are flying internationally. The main U.S.-citizen exceptions are Puerto Rico, ...

Where do the wealthy stay in Turks and Caicos? The answer is Grace Bay Beach in Providenciales for most, and private islands such as Parrot ...