Best Caribbean Islands to Visit During the Holidays

With the holiday season fast approaching, that means winter is also right around the corner. Sure, everyone loves the winter season during the holidays, but after the season is over there are still many months left of the cold and snow. If you are looking to plan a family or friend getaway this holiday season, why not spend it on a Caribbean Island (cue Jimmy Buffet Christmas Island song). Below are a few of the best Caribbean Islands to visit during the holidays and where to stay at each.

U.S. Virgin Islands

If you are looking to experience tranquility, beaches, and natural beauty plan your Caribbean vacation to the U.S. Virgin Islands. There are three major islands that make up the Virgin Islands, but a personal favorite for vacationers is St. John. The island of St. John is perfect for people who want it all – hiking, camping, shopping, and world-renowned beaches such as Cinnamon Bay and Trunk Bay are all located on St.John. And if you want to experience breathtaking views, luxury amenities, and only be steps away from the ocean try staying in a vacation rental from CimmaronStJohn. Whether you are planning a romantic getaway or family vacation, they offer over 40 luxury vacation homes to choose from.

Cruz Bay St. John U.S.V.I.

Turks & Caicos

Vibrant coral reefs, turquoise waters, and uncrowded beaches await you at Turks and Caicos Islands. This Caribbean Island is perfect for both families and romantic getaways, and you will find that there is never a shortage of things to do. Grace Bay is one of the island’s most well-known beaches that offers snow-white sand and spectacular views of the ocean. If you want to be located right on this beach, you can stay at the Grace Bay Club, which is Turks & Caicos first luxury all-suite resort. The island also offers countless different attractions such as island hopping, horseback riding along the beach, whale tours, and scuba diving on Pillory Beach.



Located in the Northern part of the Eastern Caribbean is the beautiful island of Antigua. With 365 beaches on the island of Antigua, there is something new to see everyday. Antigua is one of the more popular tourist attractions in the Caribbean, but for good reasons. Beyond the breathtaking views of the ocean you will find that there are many historic sites, restaurants, nightlife, shopping, and more. You can also plan a helicopter tour where you can experience panoramic views of the ocean and island, or plan a safari tour to see some of the most beautiful places on the island that cars and buses can’t access. Cocobay Resort is a luxury adult only resort, or the Jolly Beach Resort & Spa is perfect for families. Each resort is an all-inclusive, offer spectacular views of the ocean, and unique amenities to enjoy during your stay.


Now can you imagine walking along the white sandy beaches, bathing in the warm sun, and holding a refreshing drink? It all sounds too good to be true. No matter which of these islands you plan to vacation at this holiday season, it will definitely be a trip to remember.