Anguilla
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Anguilla Information

Best Time to Travel to Anguilla

General Overview:

Arguably, the ideal time to travel to Anguilla is between December and April, when the island is way outside the hurricane season, and the temperatures are a bit lower, with February and March being the driest months. Unlike other popular destinations, the summertime is a rainy season for the island, particularly between June and July. August receives fewer showers of rain, though. That being said, there is also less probability of a hurricane striking Anguilla. The window that opens in June and closes in November is the hurricane season for the island, which is the less suitable time of the year to visit Anguilla or enjoy its sandy beaches and crystalline waters.

However, weather aside, it should be noted that visitor arrivals are the single most significant factor affecting the seasons in the Caribbean. In one way or another, the weather rarely prevents you from experiencing a great time on the island. So you may consider planning a trip or quick getaway at Anguilla in the following periods.


Festive Season – A Super Busy Period (mid-December Through January 7th)

This is around 15 days surrounding Christmas and Old Year’s Night (New Year’s Eve), when the exclusive villas, 5-star hotels, and luxury resorts are in the highest demand (and, of course, the most expensive they can be). It is the time of the year preferred mainly by families and groups of friends, who eventually become close friends with one another after revisiting the island every single year. Also, accommodation often comes with requirements like a minimum length of stay.

During this period, there is a considerable increase in top-tier hotels like Cap Juluca and the Four Seasons' special events and fantastic entertainment featuring live music, fireworks, guests-only parties, and all sorts of festivities to ring in the upcoming new year. Apart from these events, expect to be blown away by heart-stopping sights, such as mega yachts all lit up and anchored in idyllic bays. Due to the high popularity of Anguilla during the Festive season, booking in advance is highly recommended, be it accommodation, dining, or other.


January Through mid-April – Ideal for Quieter Experiences

The Festive season has ended, and the island is slowly entering a more laid-back and relaxed mode. However, Anguilla holds on to its fun character, with celebrations emerging as we enter spring. From annual multi-day music festivals, such as the Moonsplash (reggae music festival) that takes place under a full moon and a starry sky, and Festival del Mar that invites locals, tourists, and ex-pats from the corners of the earth to a weekend (at Easter weekend) full of grilled seafood, an abundant flow of rum, and colourful boats bouncing along the shoreline of Island Harbour (a scenic fishing village).

It almost smells like summer, with days gradually becoming longer and the influx of tourists becoming more significant by the day. However, it won’t get crowded and loud before November, when the high season officially commences, so you have plenty of time to enjoy the more chilled side of the island.


Mid-April Through August – The Most Budget-Friendly Period

Although not particularly preferred by visitors, mainly due to the misconception that Anguilla is relatively too humid or hot in the summer months, the summertime is a well-kept Anguilla secret that entices with more peaceful beaches, calm seas, great weather, and entertainment options that lack the craziness of the high season. Plus, it is an excellent time of the year to get exceptional value for your accommodation. The local festivities also increase, and the conditions on the open sea are lake-like, making the island heavenly for water sports enthusiasts (i.e., Stand Up Paddleboarding, Waterskiing, and Kayaking) and boaters.

The days are even longer than before, and the island offers its most authentic experiences, with local events like the Anguilla Day festivities (the largest sailboat racing event on the island) drawing the attention of culture seekers and the friendly locals who rush to the beaches and cliffs to watch the popular boat races. Followed by the Carnival in early August and lively beach parties that spoil with rum punches, loads of local music, and mouth-watering BBQ meals, the island is gradually headed towards its most vibrant time of the year. The great thing about this period is that everything still has a decent price tag – perfect for budget-conscious travellers.


September and October – Lesser Crowds & Getting Ready for the High Season Ahead

The island takes a short break from the animated summer months and focuses on regaining its power for the upcoming high season that starts in November. Many resorts and hotels close for a couple of months to do any renovation work needed, and boats are either pulled out of the sea or moved to a safe harbour due to the island going through the peak of the hurricane season. Speaking of which, a hurricane has not hit Anguilla in years. On the contrary, September and October are usually months with plenty of rain-free days and lots of sunshine. Those looking for a low-key escape will find several accommodations and dining options still open, serving as quiet retreats for serene adventures.


In a Nutshell

  • High Season (November to mid-December and mid-January to March) - This refers to the period between Thanksgiving and the Festive season and from the end of the Festive season through the end of March. Expect high rates for accommodation and all sorts of entertainment and dining options. Reservations are required.
  • Low Season (October to November and Easter to August) – Gorgeous weather conditions, tempting and calm waters, luxury properties with special discounts and offers, lots of festivals, younger crowds, honeymooners, mostly regional visitors, and favourable price tags for everything can be particularly appealing factors to plan an Anguilla visit during low season!
  • Off Season (September and October) – Hurricane season for Anguilla but with the cheapest prices in accommodation and other aspects of the local lifestyle. Ideal for seekers of authentic island experiences, with a few hotels, Airbnb spots, and restaurants remaining open. Plus, hot weather, beaches all for yourself to enjoy, and great fun overall.

Best Time to Travel to Anguilla

General Overview:

Arguably, the ideal time to travel to Anguilla is between December and April, when the island is way outside the hurricane season, and the temperatures are a bit lower, with February and March being the driest months. Unlike other popular destinations, the summertime is a rainy season for the island, particularly between June and July. August receives fewer showers of rain, though. That being said, there is also less probability of a hurricane striking Anguilla. The window that opens in June and closes in November is the hurricane season for the island, which is the less suitable time of the year to visit Anguilla or enjoy its sandy beaches and crystalline waters.

However, weather aside, it should be noted that visitor arrivals are the single most significant factor affecting the seasons in the Caribbean. In one way or another, the weather rarely prevents you from experiencing a great time on the island. So you may consider planning a trip or quick getaway at Anguilla in the following periods.


Festive Season – A Super Busy Period (mid-December Through January 7th)

This is around 15 days surrounding Christmas and Old Year’s Night (New Year’s Eve), when the exclusive villas, 5-star hotels, and luxury resorts are in the highest demand (and, of course, the most expensive they can be). It is the time of the year preferred mainly by families and groups of friends, who eventually become close friends with one another after revisiting the island every single year. Also, accommodation often comes with requirements like a minimum length of stay.

During this period, there is a considerable increase in top-tier hotels like Cap Juluca and the Four Seasons' special events and fantastic entertainment featuring live music, fireworks, guests-only parties, and all sorts of festivities to ring in the upcoming new year. Apart from these events, expect to be blown away by heart-stopping sights, such as mega yachts all lit up and anchored in idyllic bays. Due to the high popularity of Anguilla during the Festive season, booking in advance is highly recommended, be it accommodation, dining, or other.


January Through mid-April – Ideal for Quieter Experiences

The Festive season has ended, and the island is slowly entering a more laid-back and relaxed mode. However, Anguilla holds on to its fun character, with celebrations emerging as we enter spring. From annual multi-day music festivals, such as the Moonsplash (reggae music festival) that takes place under a full moon and a starry sky, and Festival del Mar that invites locals, tourists, and ex-pats from the corners of the earth to a weekend (at Easter weekend) full of grilled seafood, an abundant flow of rum, and colourful boats bouncing along the shoreline of Island Harbour (a scenic fishing village).

It almost smells like summer, with days gradually becoming longer and the influx of tourists becoming more significant by the day. However, it won’t get crowded and loud before November, when the high season officially commences, so you have plenty of time to enjoy the more chilled side of the island.


Mid-April Through August – The Most Budget-Friendly Period

Although not particularly preferred by visitors, mainly due to the misconception that Anguilla is relatively too humid or hot in the summer months, the summertime is a well-kept Anguilla secret that entices with more peaceful beaches, calm seas, great weather, and entertainment options that lack the craziness of the high season. Plus, it is an excellent time of the year to get exceptional value for your accommodation. The local festivities also increase, and the conditions on the open sea are lake-like, making the island heavenly for water sports enthusiasts (i.e., Stand Up Paddleboarding, Waterskiing, and Kayaking) and boaters.

The days are even longer than before, and the island offers its most authentic experiences, with local events like the Anguilla Day festivities (the largest sailboat racing event on the island) drawing the attention of culture seekers and the friendly locals who rush to the beaches and cliffs to watch the popular boat races. Followed by the Carnival in early August and lively beach parties that spoil with rum punches, loads of local music, and mouth-watering BBQ meals, the island is gradually headed towards its most vibrant time of the year. The great thing about this period is that everything still has a decent price tag – perfect for budget-conscious travellers.


September and October – Lesser Crowds & Getting Ready for the High Season Ahead

The island takes a short break from the animated summer months and focuses on regaining its power for the upcoming high season that starts in November. Many resorts and hotels close for a couple of months to do any renovation work needed, and boats are either pulled out of the sea or moved to a safe harbour due to the island going through the peak of the hurricane season. Speaking of which, a hurricane has not hit Anguilla in years. On the contrary, September and October are usually months with plenty of rain-free days and lots of sunshine. Those looking for a low-key escape will find several accommodations and dining options still open, serving as quiet retreats for serene adventures.


In a Nutshell

  • High Season (November to mid-December and mid-January to March) - This refers to the period between Thanksgiving and the Festive season and from the end of the Festive season through the end of March. Expect high rates for accommodation and all sorts of entertainment and dining options. Reservations are required.
  • Low Season (October to November and Easter to August) – Gorgeous weather conditions, tempting and calm waters, luxury properties with special discounts and offers, lots of festivals, younger crowds, honeymooners, mostly regional visitors, and favourable price tags for everything can be particularly appealing factors to plan an Anguilla visit during low season!
  • Off Season (September and October) – Hurricane season for Anguilla but with the cheapest prices in accommodation and other aspects of the local lifestyle. Ideal for seekers of authentic island experiences, with a few hotels, Airbnb spots, and restaurants remaining open. Plus, hot weather, beaches all for yourself to enjoy, and great fun overall.