How to Plan Your Holidays in Barbados

Do you usually travel over long weekends or national holidays? In Barbados, there’s always a way to celebrate.

One of the most appealing aspects of a Caribbean vacation is the warm, sunny weather that can be enjoyed all year — and the island of Barbados is no exception. Many travelers find this to be convenient, as sometimes, trips need to be scheduled around specific holidays to maximize available vacation hours at work or to sync with school breaks.

If you are thinking about visiting Barbados and are considering a few different dates around various observances, you can rest assured that whatever time period you choose, the holidays in Barbados are a guaranteed good time. With a little planning, it’s not difficult to combine the relaxation of a Barbados vacation with some of your favorite holidays.

Traveling to Barbados During the Winter Holiday Season

holidays in barbados

High season in the Caribbean begins in mid-December, which means Barbados is more bustling than usual. Villa or room reservations need to be made well in advance, and you should expect to spend a bit more on flights and lodging. However, after you have relished one festive season under the Barbados sun, you will understand why many discerning travelers and celebrities return every year for Thanksgiving, Christmas, Hanukkah, and New Year’s Eve.

Winter holidays in Barbados is a lovely time of year. While it’s always possible to find twinkling lights and even secure a visit with St. Nick, the commercialization present in the U.S. is nowhere to be found on this island.

If you are staying in a villa, you can even celebrate with your own real Christmas tree. Visit Bajan Christmas Trees when you arrive on the island, or speak with your WIMCO Villa Specialist about having one set up for you ahead of time.

For Christmas and Hanukkah religious services, there are wonderful options available in Barbados. Bridgetown’s Nidhe Israel Synagogue, built in 1654, is one of the oldest synagogues in the western hemisphere. For a traditional Christmas service, visit St. James Parish Church in Holetown, the oldest Anglican church in Barbados, founded in 1628.

Traveling to Barbados During Summer Vacation

Holidays in Barbados


While escaping to Barbados during the cold winter months may seem more appealing, summer in Barbados is still an amazing experience. If you spend your summer holidays in Barbados, you will be traveling during the Caribbean’s low season — which means more affordable pricing and better availability for villas and flights.

In the U.S., summer is thought to unofficially begin at the end of May on Memorial Day weekend, and unofficially end at the beginning of September on Labor Day weekend. Those holidays, however, are not observed in Barbados because Barbados is part of the United Kingdom.

That means the primary summer holiday in America — the 4th of July — also does not exist on Barbados. However, while you aren’t going to find parades or fireworks on the 4th, there is an annual celebration on the island that Americans enjoy.

Held at the George Washington House (he visited Barbados in 1751 for 2 months), guests gather to celebrate Independence Day with a “birthday” cake and classic patriotic tunes. And, of course, you’re welcome to go back to your villa and have an impromptu barbecue with your family.

If you are a big fan of fun holiday celebrations, however, Barbados has one big summer event that the U.S. does not have: Crop Over Festival. For 2016, the official dates are June 4 through August 1, but events can sometimes pop up a little before or after this time period as well.

The Crop Over Festival’s roots go back to the 1780s when the locals would throw a huge celebration at the end of a successful sugar cane harvest season. Today, Crop Over Festival is incredibly popular and features parades, the crowning of the king and queen of the festival, arts and crafts, delicious food, stunning costumes, talented calypso bands, competitions, concerts…and more.

Crop Over Festival more than makes up for any U.S.-based holidays you might miss while vacationing in Barbados.

Let WIMCO Help You Plan Your Holidays in Barbados

Holidays in Barbados

Vacations are supposed to be relaxing – even if you are traveling during the holidays. When you book your trip with WIMCO, your Villa Specialist will not simply arrange your villa accommodations — he or she can also take care of your flights, dinner reservations, first night provisioning for your villa, or rental cars. If you want to ensure your family experiences a memorable holiday, voice your desires to your Villa Specialist and he or she will be able to make recommendations.

Get the same beautiful villa, for half the price. Traveling to the Caribbean during the low season is a fantastic way to experience the beauty of the Caribbean with the lowest villa rates of the year. Book one of our value villas and make your holidays in Barbados better than you could have imagined.

Leave a comment: Do you regularly travel during holidays? Any advice for readers that may be considering a trip to the Caribbean? 


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