Caribbean Islands

The Caribbean Islands are rich with culture, history, and beautiful white sand beaches. Check-out our island profiles before you plan your trip.

When choosing a Caribbean island for your visit, you have many things to consider. Are you looking for an all-inclusive resort? Do you prefer posh and upscale or maybe something simpler and beach front? Are you interested in exploring the culture, maybe a tropical rainforest or both? How about some rum cake? The Caribbean Islands offer all of it. If you are looking to steal away alone to a deserted beach and write your memoirs, the Caribbean has a beach for you. If you prefer the South Beach Miami vibe, you can find that too and anything in between.

When should you visit the Caribbean?

When booking a vacation in the Caribbean, a common question is "when is the best time to visit?" Hurricane season is officially June 1st through November 30th, with peak storm activity from August through October. In an average year, there are eight to ten named storms, of which about two thirds will develop into hurricanes. Weather in the Caribbean can change pretty dramatically so it's always best to get a current update before planning any outdoor activity. More Weather Information.


When considering your budget, mid-December to mid/late April is peak season in the Caribbean. Hotel and vacation rental rates are 20-50% higher during that period.


Winter holidays such as Christmas, New Year's and Easter are the busiest times for hotels and the beaches. September and October seem to be the quieter months when you could be sipping a cocktail at Margaritaville nearly alone if you desire.


All things considered, May is on of the best times to visit. The weather is almost as good as in the peak winter months and accommodations cost significantly less. For similar reasons, the first half of December is also a good time to travel. If the only time you can visit is during school holidays, keep in mind that air fares tend to drop in late August.

“Now more than ever do I realize that I will never be content with a sedentary life, that I will always be haunted by thoughts of a sun-drenched elsewhere.”

― Isabelle Eberhardt