Flights To Anguilla - Cheap Flights Starting at

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Beautiful Rendez-Vous Bay beach in Anguilla

Rendezvous Bay

Flights
Rendezvous Bay
OriginDestinationTravel datesFlights from*
SXMThe ValleyJune 3 to June 10CA $488
BOSThe ValleyAugust 22 to August 29CA $1,417
MIAThe ValleyAugust 3 to August 8CA $3,281
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Ceblue Luxury Villas
5.0-star property

Ceblue Luxury Villas

Jul 8 - Jul 15

7 night stay

Toronto (YTO) to The Valley (AXA)

American Airlines • Non-stop roundtrip • Coach
Price was CA $4,563, price is now CA $3,574 per person
CA $3,574
per person
found 1 day ago
Quintessence Hotel Anguilla
4.5-star property

Quintessence Hotel Anguilla

May 23 - May 28

5 night stay

Toronto (YTO) to The Valley (AXA)

Air Canada • Roundtrip • Coach
Price was CA $15,150, price is now CA $10,298 per person
CA $10,298
per person
found 1 day ago
6 BR Villa On Crocus Bay With Pool Concierge
2.0-star property

6 BR Villa On Crocus Bay With Pool Concierge

Jun 22 - Jun 27

5 night stay

Toronto (YTO) to The Valley (AXA)

WestJet • Coach

The Valley (AXA) to Toronto (YTO)

American Airlines • Coach
Price was CA $11,145, price is now CA $9,355 per person
CA $9,355
per person
found 17 hours ago
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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 and Meads Bay Beach are located nearby.
9.6/10 Exceptional! (250 reviews)
Room was perfect and cleaned daily. Spa was terrific. Property was immaculate and staff was very friendly and helpful.

Reviewed on Apr 29, 2026

Opens in a new windowFour Seasons Resort and Residences Anguilla
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 Meads Bay and Aurora International Golf Club are located nearby.
9.6/10 Exceptional! (196 reviews)
Beautiful oceanfront hotel with two golf courses, amazing restaurants, quiet pool area an the a waterpark for kids.

Reviewed on Mar 16, 2026

Opens in a new windowAurora Anguilla Resort & Golf Club
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 Meads Bay and Maundays Bay are located nearby.
9.6/10 Exceptional! (141 reviews)
I recently returned from a ten day stay at Cap Julucca. Unless you order lobster, steak or catch of the day, you will receive a meal that is sub par Breakfast had good omelettes but none of the breads had any taste. Order off the menu for a better meal. Bedrooms do not have AC in your bathroom and ...

Reviewed on May 10, 2026

Opens in a new windowCap Juluca, A Belmond Hotel, Anguilla
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Zemi Beach House, LXR Hotels & Resorts

Zemi Beach House, LXR Hotels & Resorts

5 out of 5
Shoal Bay East Shoal Bay
Book a stay at this 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.
9.8/10 Exceptional! (264 reviews)
Incredible stay. Exceeded our expectations. Family of 5. Better than Four Seasons. Boutique and luxury combined. Super friendly staff. The best food we had on the island. No reason to go anywhere else. Better than Veya. Excellent service all around. The best beach in the world. Not crowded. Feels ...

Reviewed on Apr 30, 2026

Opens in a new windowZemi Beach House, LXR Hotels & Resorts
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.

Frequently asked questions

How much is the cheapest flight to Anguilla?
A roundtrip flight to Anguilla cost as little as CA $488 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 3 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, June 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 CA $488. 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 CA $488 and CA $3,281 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.