Cheap Flights to Anguilla from $231 (2025/2026)

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How Much Does it Cost To Fly To Anguilla?

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

OriginDestinationTravel DatesFlights From*
SXMThe ValleyDecember 13 to December 20$297
MIAThe ValleyFebruary 25 to March 1$454
ATLThe ValleyJanuary 20 to January 27$459
IADThe ValleyFebruary 15 to February 25$476
JFKThe ValleyFebruary 7 to February 18$485
EWRThe ValleyDecember 10 to December 16$485
BOSThe ValleyDecember 27 to January 3$507
SJUThe ValleyJanuary 13 to January 21$630
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
SXMThe ValleyNovember 30 to December 5$297
BOSThe ValleyNovember 30 to December 9$669
MIAThe ValleyNovember 28 to December 18$720
SJUThe ValleyNovember 28 to December 5$1,157
*Prices include taxes and fees

Best Anguilla Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
West End Bay Condos
Malliouhana Resort Anguilla
Sheriva Luxury Villas and Suites
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Travelers ❤️ These 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. Popular attractions Meads Bay Beach and Meads Bay Pond are located nearby.
9.6/10 Exceptional! (239 reviews)
The staff was super helpful and friendly!! They helped us navigate and assisted with reservations! They were always ready to help in any way possible

Reviewed on Nov 15, 2025

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 attractions Rendezvous Bay Beach and Aurora International Golf Club are located nearby.
8/10 Very Good! (257 reviews)
clean and comfy, very quaint and serene environment, right on the beach

Reviewed on Nov 20, 2025

Opens in a new windowAnguilla Great House Beach Resort
Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
Rendezvous Bay Rendezvous Bay
Book a stay at this luxury resort in Rendezvous Bay. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Aurora International Golf Club and Rendezvous Bay Beach are located nearby.
9.6/10 Exceptional! (182 reviews)
My wife and I arrived at Aurora Anguilla Resort & Golf Club on November 15, and our stay has been nothing short of exceptional. From the warm welcome by bellman Kevin, who greeted us by name, to Zenobia’s smooth check-in with rum punches and cool towels, the service was impeccable. Our ocean-view ...

Reviewed on Nov 21, 2025

Opens in a new windowAurora Anguilla Resort & Golf Club
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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 nearby.
9.4/10 Exceptional! (136 reviews)
From the moment I arrived, every detail, every interaction, and every experience felt intentional, warm, and above and beyond. The staff truly make this paradise exceptional. Maury, Sawnie, Yoann, and Shadae at Uchu Restaurant delivered some of the most attentive and personalized service I’ve ever ...

Reviewed on Nov 19, 2025

Opens in a new windowCap Juluca, A Belmond Hotel, Anguilla
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.

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