Saturday, February 7, 2026

These Are the Finest Occasions to Go to Anguilla for an Island Escape

December via April is if you’ll discover the very best situations for lounging on the seashore and getting on the water in Anguilla. Though it is the excessive season, locals say the island by no means will get too busy.

Gorgeous seashores, unimaginable resorts, and the simple mystique of exclusivity have put the tiny island of Anguilla on the record of Journey + Leisure readers’ favourite islands within the Caribbean, Bermuda, and the Bahamas for a number of years working. The perfect factor about Anguilla? It preserves the untouched magnificence and laid-back vibes of what the Caribbean was. 

At the same time as the remainder of the area heats up with vacationers escaping icy winters, “Anguilla isn’t overly crowded, as many different neighboring islands could be,” says Stacey Liburd, the Anguilla Vacationer Board’s former director of tourism. It is a sentiment repeated by many an area and return customer: this island is not one the place you will ever have to fret about elbowing your means down the seashore.

Anguilla’s tourism seasons fall into three principal classes:

  • Excessive Season: November to April
  • Shoulder Season: Might to July
  • Low Season: August to October

Earlier than reserving your flight to Anguilla, remember the fact that the island experiences an unusually quiet off-season. Shuttered resorts in September and October can restrict lodging choices and experiences for vacationers. “Flights to Anguilla are supplied year-round, however extra choices exist in the course of the excessive season, November via April,” says David Zipkin, co-founder and chief business officer of Tradewind Aviation, which operates flights between the island and San Juan, Puerto Rico. 

Learn on to study the very best occasions to go to Anguilla for crusing, diving, and festivals—and why it is at all times the proper place to flee crowds.

Finest Occasions to Go to for Smaller Crowds

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November via April is Anguilla’s excessive season, with a marked improve in vacationers over the vacations. Nonetheless, “Anguilla isn’t busy—even in our busy season, you are strolling to the seashore by your self most days. It is a completely different thought of what busy means,” says Shannon Kircher, longtime Anguilla resident and advertising and marketing director at Frangipani Seaside Resort. The crowds, even by Anguilla’s requirements, die down considerably in late spring and early summer season. “Might and June are my private favourite months to go to Anguilla as a traveler,” says Kircher. “The seas are calm, the climate is nearly assured to be good, and it is just a little bit much less busy.”

Finest Occasions to Go to for Good Climate 

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For superb climate, go to Anguilla in the course of the drier months. Whereas it is heat in Anguilla year-round, with temperatures hovering within the low 80s many of the yr, December via April are barely extra balmy and far sunnier. It is the best time to go to for seashore hopping and having fun with the island from the water.

Finest Occasions to Go to for Decrease Costs

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After the vacation season, costs lower barely in late January, although nothing like they do come the shoulder season. Charges will drop by late April or Might as seasonal residents and vacationers escaping chilly winters head residence and Anguilla’s shoulder season unfolds.

Guests can get pleasure from even decrease costs throughout Anguilla’s low season, from August to October. Word, nonetheless, that low season additionally means the island’s bigger resorts and lots of eating places shutter fully. Potential vacationers usually determine that visiting Anguilla throughout these months is probably not well worth the financial savings.

Finest Occasions to Go to for Crusing 

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Crusing is Anguilla’s beloved nationwide sport, each a continuing pastime and a necessity on this tiny island, as many guests nonetheless arrive by boat from neighboring St. Martin. 

Vacationers planning a crusing journey ought to intention for the calmer spring months, when nonetheless waters and sunny skies are the norm. “The Caribbean has fairly regular crusing situations year-round,” says Dan Lockyer, former deputy CEO of Dream Yacht Worldwide, an outfit providing charters to Anguilla out of St. Martin. “Calmer seas within the spring make it simpler to hop from seashore to seashore for snorkeling and to go to Anguilla’s off-shore cays, like Prickly Pear, for a lobster lunch.”

Rougher seas and often passing storms make the Atlantic hurricane season tougher for crusing within the Caribbean. Hurricane season stretches from June via November, however peaks in September and October. Whereas crusing is not out of the query throughout these months, plans are far more inclined to last-minute climate modifications.

Finest Occasions to Go to for Diving

The nice climate that makes December via April the best time for crusing additionally makes this the very best time to get pleasure from Anguilla’s unimaginable diving scene. Whereas PADI says “Anguilla’s dive situations are usually favorable year-round,” December via April is the very best time to dive on the island’s storied Spanish galleon wreck website, El Buen Consejo, or at any of the protected marine parks that encircle the island. 

Rainfall is at its lowest in February and March, making these months the very best for underwater visibility and calmer currents. And there is no have to don a wetsuit for diving in Anguilla; even in the course of the barely cooler months, common water temps hover within the low 80s.

Finest Occasions to Go to for Festivals 

Might tends to be a festive season on the island, with two annual celebrations that might bookend a memorable trip in Anguilla. In Might, the island celebrates the Anguilla Regatta, thought-about among the many finest regattas within the Caribbean. Anguilla Day on the finish of the month marks the island’s independence from St. Kitts and Nevis and is simply as vigorous, with events, boat races, and parades, amongst different occasions.

Anguilla celebrates its annual summer season carnival, also referred to as the Anguilla Summer time Competition, with a packed itinerary of parades, events, concert events, and boat races stretching from late July to early August. The primary Monday in August, referred to as “August Monday,” is the peak of the celebration. These festivities are a memorable means for guests to expertise the island’s tradition and traditions first-hand. Simply be aware that they generally result in short-term store and restaurant closures.

Worst Occasions to Go to 

September and October mark the peak of the Atlantic hurricane season and a definite decline in tourism in Anguilla. Many resorts, resorts, and eating places shut up fully in September and October; visiting Anguilla throughout these months is a markedly completely different expertise than it will be the remainder of the yr. Guests will discover a handful of smaller resorts that stay open, however with most eating places and bigger resorts closed, it may be difficult to actually expertise the richness of the island this time of yr.

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