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Anguilla from $682

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Cheap round-trip flights to Anguilla

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Flights to Anguilla starting at $682

Have you been telling yourself, “2026 is the year I travel more and sit less”? Well, here we are and there you are. So, where are you going? Looks like a flight to Anguilla is calling. Good thing we can help you bag that flight out of town for cheap, so you can get your resolutions resolved.

Travel like you mean it

When you land it’s not straight to the tourist traps for you. You have things to do and see in Anguilla that aren’t on a map or in the “Best of. . .” guides. You know this region is filled with hidden haunts, locals-only know favorites, and the off-beat-so-weird-it’s-amazing places. And you plan to find every last one of them. Good thing you’ll save a grip of cash on your flight so you can daytrip far and wide.

You won’t have to wing it

So how do you score that killer deal on a flight to Anguilla? Easy, go through us. These aren’t pie in the sky deals, but ones you can actually score. Filter flights to Anguilla by:

  • Hotwire Hot Rate: Do you have a flexible schedule? Hit up the Hotwire Hot Rate and land a super cheap flight to Anguilla. We’ll reveal the airline and exact time after you book.
  • Price: How low can we go? Find out. We have prices from $682 to $739.
  • Duration: Want to get to Anguilla as fast as you can? Or maybe you don’t mind taking your time to save a few bucks here and there.
  • Departure or Arrival: Like to arrive in the a.m. to get your day going? Or are you a night owl that knows the best fun happens late night? The choice is yours.

So are you going to live up to those travel plans or kick the can to next year? Book your flight to Anguilla today and get going.

Last Minute Hotel Deals in Anguilla

Four Seasons Resort and Residences Anguilla

Four Seasons Resort and Residences Anguilla

5 out of 5
Barnes Bay West End Village
Book a stay at this luxury resort in West End Village. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff in our reviews. ...
9.6/10 Exceptional! (247 reviews)
Great Service!!!

Reviewed on Feb 4, 2026

Opens in a new windowFour Seasons Resort and Residences Anguilla
Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

4 out of 5
Rendezvous Bay Rendezvous Bay
Book a stay at this beach hotel in Rendezvous Bay. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular ...
8/10 Very Good! (285 reviews)
An ice machine would be a benefit to guests but we had a wonderful stay!

Reviewed on Feb 11, 2026

Opens in a new windowAnguilla Great House Beach Resort
Cap Juluca, A Belmond Hotel, Anguilla

Cap Juluca, A Belmond Hotel, Anguilla

5 out of 5
Maundays Bay Maunday's Bay
Book a stay at this luxury resort in Maunday's Bay. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Maundays Bay and Cove Bay are located ...
9.6/10 Exceptional! (137 reviews)
Besides the obvious natural beauty of the property, the beachfront’s glorious views, the fine restaurants and food, it is the warm, inviting and outgoing staff that sets Cap Juluca apart. It is one of a kind on the island, in a class by itself.

Reviewed on Feb 2, 2026

Opens in a new windowCap Juluca, A Belmond Hotel, Anguilla
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La Vue Boutique Inn

La Vue Boutique Inn

3.5 out of 5
Back Street South Hill
Book a stay at this spa hotel in South Hill. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Blowing Point Ferry Terminal and Pelican ...
8.8/10 Excellent! (212 reviews)
Staff were friendly. Definitely check out the two ship wrecks directly below the hotel, there is a dirt/gravel path down to them from the front of the hotel. Our favorite beaches were Shoal Bay East and Mead’s Bay.

Reviewed on Feb 2, 2026

Opens in a new windowLa Vue Boutique Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.