
$152 Cheap flights to Anguilla
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Top places to visit in Anguilla
Cheap flights to Anguilla from $152 One Way, $298 Round Trip
$298 return flights and $152 one-way flights to Anguilla were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Deals For This Weekend's Flights
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| SXM | The Valley | February 13 to February 16 | $298 |
| BOS | The Valley | February 15 to February 19 | $547 |
| DCA | The Valley | February 15 to February 19 | $618 |
| JFK | The Valley | February 15 to February 22 | $758 |
| JFK | The Valley | February 15 to February 22 | $758 |
| SJU | The Valley | February 13 to February 15 | $1,010 |
Find The Perfect Hotel For After Your Flight
Score Epic Anguilla Accommodation Deals

Anacaona Boutique Hotel
My wife and I have stayed twice at Anacaona. Went went back because we enjoyed it so much the first time. It is a great value for the money; the staff is very nice; the rooms are very comfortable (we love the view from our balcony); it is an easy and pleasant walk to probably the best beach in Anguilla; ...
Reviewed on May 5, 2017
Our Top Anguilla Apartment Hotels

Carimar Beach Club
Every room here has an ocean view. The entire staff is amazing. Theu will do anything for you to make your stay as stressfree as possible for you. You cannot beat the beach this resort is sitting on. If you want a laid back peaceful place to stay, look no further!
Reviewed on Oct 26, 2025

Paradise Cove Resort
Great resort for a peaceful getaway. We had a great time.
Reviewed on Aug 18, 2025

Anguilla Breeze

Anguilla Vacation Rental Short Term / Long Term
Excellent we love to stay there comfortable hace everything you need good owners taking care of you
Reviewed on Aug 7, 2017
Score Epic Anguilla Accommodation Deals

Four Seasons Resort and Residences Anguilla
Fabulous hotel
Reviewed on Dec 28, 2025

Cap Juluca, A Belmond Hotel, Anguilla
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

Anguilla Great House Beach Resort
The staff were very welcoming, the rooms are big, beds are comfortable and the food and rum punches were very good. The beach is probably the nicest in Anguilla. It’s a laid back place not for people who want spa service etc.
Reviewed on Jan 30, 2026

La Vue Boutique Inn
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
Family Friendly Hotels in Anguilla

Zemi Beach House, LXR Hotels & Resorts
Families like: Outdoor pools, kids club, game room, babysitting
The room was gorgeous, the grounds stunning, the staff was extremely friendly 10/10 recommend
Reviewed on Jan 7, 2026

Malliouhana Resort Anguilla
Families like: Outdoor pools, playground, babysitting, on the beach
Beautiful pool and grounds, beach is so nice and staff at hotel were great.
Reviewed on Nov 25, 2025

Four Seasons Resort and Residences Anguilla
Families like: Outdoor pools, kids club, playground, game room
Fabulous hotel
Reviewed on Dec 28, 2025

Paradise Cove Resort
Families like: Kids pool, kitchen, babysitting, close to beach
Great resort for a peaceful getaway. We had a great time.
Reviewed on Aug 18, 2025
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Anguilla
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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.
Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.
Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.




