Simply wandering the colorful cobblestone streets is one of the best things to do in Old San Juan, Puerto Rico. The fortified old city is only some seven square blocks, so it’s easy to see in a day.
Planning a Caribbean vacation?
The Caribbean makes for a great sun-and-sand escape in winter!
Quick Caribbean travel information:
Number of islands: Over 700 in the Caribbean Sea
Largest Caribbean island: Cuba
Our favorite Caribbean islands: Antigua, Barbados (we got engaged here), St. Barts, St. Lucia and St. Vincent & the Grenadines
When to go: The best time to visit the Caribbean is between December and April (avoid the hurricane season from about August to October/November)
Currency: The United States dollar (USD) is accepted in most places
Famous people from the Caribbean: Bob Marley (reggae musician), Usain Bolt (sprinter) and Rhianna (singer)
Read all our Caribbean travel posts:
Our St. Barts travel guide shares the scoop on the best hotels and restaurants, secluded beaches and fun things to do on the swankiest Caribbean island!
What’s it like to cruise with Star Clippers? The sailing is magical! And on our Caribbean cruise, the unspoiled island ports were a treat to visit.
We’ve sussed out the best Caribbean villas! Find everything from affordable 1-bedroom cottages to swank 6-bedroom beach mansions on Jamaica, Barbados, St. Barts, Mayreau and Mustique.
No kids splashing in the pool or kicking sand our way. Grown-up shore excursions. Sophisticated dining. We’re cruising the Caribbean on the adults-only “Viking Sea”!
Pssst! Want to have a royal holiday? Try Blue Waters, Antigua (where Prince Harry stayed). With three bewitching beaches and lovely Cove Suites, it’s one of the best resorts in Antigua.
Two of the best luxury St Martin hotels, Hotel L’Esplanade and Le Petit Hotel, are now open again after being damaged by Hurricane Irma. They’re perfect for discovering Grand Case’s culinary delights.
Hunting lionfish while scuba diving in the Caribbean wasn’t planned. But it turns out there’s a lionfish invasion, and they need to be eliminated. What about eating lionfish? Very yummy.