Cheap Flights to Anguilla from $151 (2025/2026)| Travelocity

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Anguilla featuring a sandy beach, general coastal views and landscape views

The Valley

Flights

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.

Mon, Dec 22 - Mon, Dec 29

SJU

Luis Munoz Marin Intl.

AXA

Clayton J. Lloyd Intl.

$297

Roundtrip

found 3 days ago

Thu, Sep 11 - Sun, Sep 14

SXM

Princess Juliana Intl.

AXA

Clayton J. Lloyd Intl.

$298

Roundtrip

found 8 hours ago

Mon, Feb 2 - Fri, Feb 6

MIA

Miami Intl.

AXA

Clayton J. Lloyd Intl.

$494

Roundtrip

found 1 day ago

Fri, Aug 15 - Mon, Aug 18

STT

Cyril E. King

AXA

Clayton J. Lloyd Intl.

$524

Roundtrip

found 15 hours ago

Wed, Jan 14 - Sat, Jan 24

BOS

Logan Intl.

AXA

Clayton J. Lloyd Intl.

$538

Roundtrip

found 2 days ago

Mon, Dec 29 - Mon, Jan 12

BWI

Baltimore Washington Intl. Thurgood Marshall

AXA

Clayton J. Lloyd Intl.

$543

Roundtrip

found 5 days ago

Wed, Nov 12 - Wed, Nov 19

CLE

Hopkins Intl.

AXA

Clayton J. Lloyd Intl.

$573

Roundtrip

found 11 hours ago

Sat, Nov 15 - Sat, Nov 22

BDL

Bradley Intl.

AXA

Clayton J. Lloyd Intl.

$602

Roundtrip

found 1 day ago

Origin	Destination	Travel Dates	Flights From*
SXM	The Valley	July 27 to August 1	$298
MIA	The Valley	October 22 to October 29	$584
DCA	The Valley	October 11 to October 18	$607
JFK	The Valley	October 7 to October 22	$663
JFK	The Valley	October 7 to October 22	$663
ATL	The Valley	August 17 to August 30	$686
SJU	The Valley	October 7 to October 15	$702
BOS	The Valley	August 27 to August 30	$718
LAX	The Valley	August 28 to September 5	$1,132

*Prices include taxes and fees

Origin	Destination	Travel Dates	Flights From*
SJU	The Valley	July 19 to July 27	$793
ATL	The Valley	July 20 to July 30	$801
LGA	The Valley	July 19 to July 29	$837
JFK	The Valley	July 18 to July 22	$1,128

*Prices include taxes and fees

Best Anguilla Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.

3.5-star property

La Vue Boutique Inn

Aug 29 - Sep 1

3 night stay

Boston (BOS) to The Valley (AXA)

American Airlines • Non-stop roundtrip • Coach

per person

found 1 day ago

4.0-star property

Sheriva Luxury Villas and Suites

Sep 25 - Sep 29

4 night stay

Boston (BOS) to The Valley (AXA)

JetBlue Airways • Coach

The Valley (AXA) to Boston (BOS)

Cape Air • Coach

Save 100% on your flight

per person

found 20 hours ago

5.0-star property

Aurora Anguilla Resort & Golf Club

Jul 21 - Jul 25

4 night stay

Boston (BOS) to The Valley (AXA)

American Airlines • Non-stop • Coach

The Valley (AXA) to Boston (BOS)

Cape Air • Non-stop • Coach

per person

found 1 day ago

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See all available trips from Boston to Anguilla

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Travelers ❤️ These Anguilla 🏨

Four Seasons Resort and Residences Anguilla

Barnes Bay, West End Village

Stay at this 5-star 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 Pond and Meads Bay are located nearby.

9.6/10 Exceptional! (219 reviews)

"The absolute best service I’ve ever encountered. I can’t wait to return."

Reviewed on Jul 10, 2025

Zemi Beach House, LXR Hotels & Resorts

Shoal Bay East, Shoal Bay

Stay at this 5-star luxury resort in Shoal Bay. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Shoal Bay Beach and Scrub Island are located nearby.

9.6/10 Exceptional! (232 reviews)

"The best"

Reviewed on Jul 10, 2025

Cap Juluca, A Belmond Hotel, Anguilla

Maundays Bay, Maunday's Bay

Stay at this 5-star luxury resort in Maunday's Bay. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Maundays Bay and Shoal Bay West are located nearby.

9.6/10 Exceptional! (125 reviews)

"The whole thing was sooo good that I didn’t to leave after 6days."

Reviewed on Jun 20, 2025

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Aurora Anguilla Resort & Golf Club

Rendezvous Bay, Rendezvous Bay

Book a stay at this beach 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! (158 reviews)

"Beautiful"

Reviewed on Jul 5, 2025

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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Things to do in Anguilla

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Frequently asked questions

How much is the cheapest flight to Anguilla?

A roundtrip flight to Anguilla cost as little as $297 over the last seven days. When you're ready to book, we'll help you find an amazing deal. This price was available on Travelocity for flights to Anguilla departing within the next year. Prices and availability are subject to change. Additional terms apply.

Which airlines fly to Anguilla?

Find your ideal fare with one of the 16 airlines that fly to Anguilla. If you're staying in The Valley, let Anguilla Air Services whisk you away to this lively city to explore its top sights. This popular carrier offers 30 flights there per month.

What is the cheapest month to fly to Anguilla?

If you've been dreaming of a break in Anguilla, December is the cheapest month to make your way there. This is according to Travelocity's direct return flight demand between January and December last year. Pick your preferred travel dates and lock in your seat today.

How can I check my flight status to Anguilla?

There are a couple of handy ways to look up your flight status. You can find all the necessary info in our "Trips" portal, which is located at the top right of our homepage. Log in or open a new account --- you'll then be able to browse and manage your bookings whenever you need. If you're already on the go, the Travelocity app can also help you look up the status of your flight to Anguilla, as well as share details with any members of your family flying with you.

How do I find the best deals on flights to Anguilla?

Being flexible with your travel dates is one way to land an awesome deal. Travelocity makes it a piece of cake to find your ideal fare through the "Flexible dates" function. First, search for your flight to Anguilla, then compare prices for surrounding days by clicking the "Flexible dates" dropdown box above. Booking earlier and avoiding vacation periods are some other suggestions. In the last seven days, the best price for a return flight to Anguilla was $297. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.

Why should I book my flight to Anguilla with Travelocity?

Pack your bags and get set for an awesome vacation with Travelocity. It's our job to track down fantastic deals on cheap flights to Anguilla. Whether you're seeking flexible airfares or cheap family flights from low-cost carriers, we've got you covered.

How much is a flight to Anguilla on average?

Passengers were picking up roundtrip flights to Anguilla for between $297 and $1,132 with Travelocity in the last seven days. Whether you're planning to fly economy or first class, we'll help you get a fantastic deal. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.

What can I expect on a flight to Anguilla?

This depends mostly on your carrier and the duration of your flight. Generally, most airlines provide warm meals, drinks and entertainment on long-haul journeys. Whether you're searching for first class flights to Anguilla or cheap flights for family vacations, you'll be well looked after from boarding to touchdown.

Destinations in Anguilla

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Hotels

Flights

Packages

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.