Anguilla is an amazing island to visit and choosing the right time to go can turn an already amazing destination into a spectacular trip. It can also shave a few dollars off the cost which is always good.
1. Carnival (Last week of July - second week of August)
If there is any time to come to come to Anguilla it is during Carnival period. This is when Anguilla comes alive in spectacular fashion with a whole host of parties, boat races, and parades. Carnival in Anguilla normally starts around the last last week of July and lasts until the first week of August. The first week consists mainly of some beach and concert parties or fetes to the Caribbean indoctrinated. Generally there are mixture of local bands like Pantha Vibes, De Movements Band and Exodus band and international and regional performers like Machel Montano and Destra Garcia. One event you definitely need to bookmark is August Monday Beach party which happens on the first Monday of August. August Monday is a day full of street and beach partying and plenty of local food and rum!
Another one for music lovers in particularly reggae. During the start of March reggae royalty come to perform the Dune Preserve on Rendezvous Bay. Previous acts include Romain Virgo , Third World Band, Mighty Mystic and Bankie Banx the owner of the Dune preserve. Moonsplash is now one of Caribbean's best reggae festivals and for goood reason.
Festival Del Mar is a celebration of seafood and Anguillian culture. This ever growing in popularity event in Island Harbor village showcases authentic Anguillian fish and seafood dishes. The highlight of Festival Del Mar is the smorgasbord of grilled spiny lobster visitors can fill up on. For a good weekend drenched in food and culture I would definitely recommend Festival Del Mar.
4. Slow season (July - October)
Anguilla is usually on the more expensive side of Caribbean islands to visit and with few cheap places to eat, stay and things to do a vacation in Anguilla can give your bank account a pummeling. Going during the the slow season can definitely help you save a few pennies and still enjoy all what Anguilla has to offer. Things like Hotel rooms and car hire are cheaper at this period and not only that you have to even more to yourself the enjoyment of Anguilla's already seriously under crowded beaches.
5. Living in the Sun (Second weekend of November)
This is a very new event and when I say very new it is only 1 year old. For a couple of days major performers like Major Laser who attended in 2016 descend to the small caye Sandy Island. Living in the sun is a new take on the usual music festival and in my opinion will grow bigger and better every year.