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May Events in the Caribbean! It’s Time to Plan!

It’s likely the general consensus that most of us living in the Northern Hemisphere are quite fed up with this lingering winter weather. With spring just arriving, it’s time to start thinking of tropical heat on white, sandy beaches. There is no better time than the present to start planning for a much-deserved spring getaway. May is my absolute favorite month to be in the Caribbean.  The rates are down, the winter crowds are no more, and rainy season has not yet begun.  Fortunately, there is still an almost-endless supply of fun times waiting to be discovered in the Caribbean.

The happenings in May begin with the West Indies Regatta on the French West Indies island of St. Barthelemy, also known as St. Barts, on May 1-4, 2014. As if the excitement of the regatta itself isn’t already enough, the event will also feature an arts & crafts market, as well as an abundance of local, organic produce.

The first week or so of the month of May may find you at the St. Lucia Jazz & Arts Festival that runs from April 30th through May 11th. The 12-day event will offer attendees a plethora of experiences provided by more than 50 artists and entertainers, including Alison Hinds, Barrington Levy, DeeDee Bridgewater, Kem, and many more. When you decide to take a break from all of that wonderful art and jazz, you may want to visit one (or should I say ‘two’) of St. Lucia’s most popular attractions – the twin peaks of Petit Piton and Gros Piton. If hiking the peaks isn’t your forte, there are exquisite beaches for relaxing, banana plantations for exploring, and a wide range of restaurants to enjoy.

Save some energy for the Captain Morgan Ironman 70.3 St. Croix Race on May 4th, unless you’d rather cheer from the sidelines or soak up the sun on one of the many beautiful beaches of St. Croix, the US Virgin Islands’ largest island.

One of the hottest destinations in the Caribbean, Aruba, welcomes the Soul Beach Music Festival on May 21-26. Various events such as live radio broadcasts, beach parties, comedy concerts, nightclub events, and performances by Robin Thicke and Kenny ‘Babyface’ Edmunds, make Aruba the place to be for Memorial Day Weekend.

For the comic, manga, and anime geeks (that’s a compliment, trust me), the best event in the Caribbean takes place on May 24-25 at the Puerto Rico Comic Con, which is the largest Comic Con event in the Caribbean. This year’s special guests include stars from The Walking Dead, Batman, Mighty Morphin Power Rangers, and many more. If the PRCC isn’t you’re cup of rum punch and you’re really only going to support your geeky loved ones, you can slip away for a break at one of Puerto Rico’s numerous beaches or restaurants.

Another Memorial Day Weekend event is the Leverick Bay Poker Run 2014. Over the past 13 years, the event has steadily grown to what is estimated to be more than 300 participants this year. The event takes place May 25th on the BVI island of Virgin Gorda. Proceeds from the entrants’ fees will be donated to local charities and animal rescues.  Congratulations to my friend Nick Willis who has made this event one of the premier boating events in all the Caribbean!

Rounding out the month of May is the Sol Rally Barbados 2014 motorsports event on May 31-June 1. Racers from all over the world will gather for the event in Barbados, bringing along their families and friends and a major boost to the local economy.

Regardless of the island destination, if you’re headed to the Caribbean, you’re bound to find an abundance of sunshine, relaxing beaches, authentic culture, delicious food, and unique events.

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