Anguilla Summer Festival is right around the corner! This year the annual event is scheduled from August 3rd to the 11th. It’s a forty-five year old tradition that is going to be bigger and better than ever this year.
As if you really needed more reasons to visit the Caribbean this year, here’s one more: Anguilla Summer Festival is the Caribbean cultural event of the year. With a huge variety of activities, there’s something for everyone: beach parties, sailing, dancing, boat racing, and live concerts.
Anguilla Summer Festival Highlights
(August 5th) J’ouvert Morning Sunrise Street Jam
During this lively party, local musicians compete for the title of “Road March Champion.” Afterward, you can grab some breakfast on the go, from one of the many street vendors.
(August 5th) Caribbean Beach Party
After the J’ouvert Morning Sunrise Street jam, revelers can continue jamming with over 12 hours of live music at Sandy Ground beach. Headliners include both local and international artists. The party is one of the biggest events of the Anguilla Summer Festival, attracting thousands of visitors from all over the world each year.
(August 8th) Eyes Wide Shut
In case you can’t get enough music (at the beach!), here’s another sandy concert featuring both local and international artists. However, you’ll forgo some sleep to go, since it’s held in the early morning hours.
(August 9th) Grand Parade of Troupes
This fabulous parade is a costumed extravaganza! Visitors can even buy their costumes online and pick them up once they arrive in Anguilla to wear in the parade. You can get a costume by using this link. The event begins at 11:30 am and lasts all day long.

(August 10th) The Poker Fun
The Poker Run is an exciting conglomerate of boating, partying, and competitions. Boaters make 4 stops between the start and finish of the event. There is a beach party at each of these venues: Da Vida’s, Island Harbour, Rendezvous Bay and Meads Bay. Participants can try their hand at poker to win the ultimate prize of $5,000, or win prizes at dancing competitions. There’s plenty of fun, food, and music for everyone!
(August 11th Champion of Champions Boat Race)
Anguilla is well-known for boating and sailing, so the Anguilla Summer Festival wouldn’t be complete without a boat race! Although several races take place throughout the festival, August 11th is the day the winner is crowned.
See a complete schedule of the Anguilla Summer Festival here.
About Anguilla
There are plenty of other ways to spend your time in Anguilla, when you’re not partying at the Anguilla Summer Festival. In fact, Anguilla was voted the #1 island in the Caribbean by Travel & Leisure in 2018.
Anguilla has 33 incredible white-sand beaches, and they are all open to the public. In addition, boating is the national sport of Anguilla. There are plenty of places to rent kayaks or boats around the island.
Looking for more fantastic Caribbean events to attend? Read Caribbean events May to August.
Main image source: Caribbean Blue Book
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