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Cheap flights to Anguilla
| Popular in | December | High demand for flights, 21% potential price rise |
| Cheapest in | September | Best time to find cheap flights, 4% potential price drop |
| Average price | $849 | Average for round-trip flights in December 2020 |
| Round-trip from | $404 | From New York to The Valley |
| One-way from | $213 | One-way flight from New York to The Valley |
Cheapest Prices for Anguilla flights by month
When is the best time to fly to Anguilla?
Choose a month below to see average flight price and weather conditions.
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NYC - AXA Price
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$536 - $1,164
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AXA Temperature
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84.2 - 89.6 °F
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AXA Rainfall
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1.93 - 6.22 inches
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When is the best time to book a flight to Anguilla?
Booking 61 days in advance of your planned departure date is, on average, the best time to get cheap flights to Anguilla. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
Which day is cheapest to fly to Anguilla?
The cheapest day to fly to Anguilla is usually Wednesday. At the moment, Thursday is the most expensive.
What time of day is cheapest to fly to Anguilla?
Anguilla flights can be made cheaper if you choose a flight in the afternoon. Booking a flight in the evening will likely mean higher prices.
The main gateways to this Edenic island are Puerto Rico, St. Maarten/Martin, Antigua and St. Kitts. Travelers generally fly to St. Maarten and then take a ferry ride to Anguilla, which takes about 25 minutes. Just 15.5 miles (25km) long and less than 3 miles (5km) wide (at its widest point), the island is located to the north of the Leeward Islands in the Eastern Caribbean. Its beaches – 33 in total, and all public – are considered among the best in the world.
The island is known as the Wreck Diving Capital of the Caribbean. The Spanish galleon, El Buen Consejo, lies off its shores and there are nine ships under the waves that a wide variety of marine life dash and dart about. A double reef system (rich in soft and hard corals), and a lack of strong currents make Anguilla ideal for scuba diving and snorkeling.
Anguilla attracts a discerning type of traveler. Hotels here are world-class and resorts the last word in luxury. Small wonder that Anguilla is a favourite with the Hollywood A-list. While the celebs are probably not searching as hard for cheap flights to Anguilla as the rest of us, the island has a range of affordable accommodation and welcomes all travelers.
Anguilla climate
Anguilla’s climate is like a slice of heaven. The skies are sunny and clear year round with an average temperature of 80 F. The gentle trade winds and the warm, extremely swimmable ocean temperatures keep the heat down. September and October are the rainy months, but the rain is usually light and sporadic.
Best Time to Fly to Anguilla
With temperatures that rarely dip below 80 degrees there’s no bad time to visit Anguilla, but when it’s winter in the Northern Hemisphere – mid-December to mid-April – that’s when most travelers visit Anguilla.
Peak Season:
The middle of December to the middle of April is high season, when most travelers escape the winter weather at home.
Off Season:
Low season coincides with hurricane season in the Caribbean, June through November. Anguilla frequently gets hit with tropical storms and hurricanes. If you are willing to take your chances with the weather, you could score big with savings on flights and accommodations.
Getting around Anguilla
Anguilla is a tiny island and there is no public transportation system. Renting a car allows visitors maximum independence. There are several rental agencies on the island. You’ll need a valid driver’s licence and a temporary local permit from the rental agency. Visitors can also rent bicycles and mopeds.
A delightful side trip is taking the ferry to St. Martin/Sint Maarten. Catch the ferry at Blowing Point. The journey takes about 25 minutes and the services are fairly regular. Pack your passport and remember that there’s a departure tax added to the price of your ticket.
Anguilla Travel Information
• Wallblake House is the only surviving plantation-era house on Anguilla. The entire complex, including the kitchens, stables and workers’ quarters still stand, giving a fascinating glimpse into 18th-century life on the island.
• There are many beaches to choose from in Anguilla: try Mead’s Bay and Shoal Bay. They are some of the finest Caribbean beaches to lie on.
• Six nearby islands belong to Anguilla too. They are Scrub Island, Sombrero, Dog Island, Sandy Island, Prickly Pear and Anguilliate.
• The Summer Festival takes place in early August each year. Dancing, competitions, fairs, costumes, parades, beach picnics and boat races make this an unmissable event. If you’re visiting Anguilla at this time, try to be up for the J’Ouvert Morning – Sunrise Street Jam. It starts around 5am, a daybreak jam through the streets to commemorate emancipation.
• The cuisine is a fusion of European, American and Caribbean flavours. Unsurprisingly, the seafood – local crayfish, lobster, grilled Snapper, Swordfish and Mahi Mahi – is a specialty.
