$333 Find Cheap Flights from Boston to Anguilla

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Boston to Anguilla departing on 2/11. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

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Cheap Flights from Boston to Anguilla

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
The Valley
The Valley1 stop$475
The Valley
The Valley1 stop$475

Book Cheap Boston to Anguilla Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Boston to Anguilla that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Boston to Anguilla

mié., oct. 8 - mié., oct. 15
American Airlines Logo
5:30 am - 1:18 pmBOS-AXA
7h 48m1 stop
American Airlines Logo
2:05 pm - 11:30 pmAXA-BOS
9h 25m1 stop
$475American Airlines
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mié., oct. 8 - mié., oct. 15
American Airlines Logo
5:30 am - 1:18 pmBOS-AXA
7h 48m1 stop
American Airlines Logo
2:05 pm - 8:35 amAXA-BOS
18h 30m2 stops
$479American Airlines
Find Deal
mié., feb. 25 - mié., mar. 4
American Airlines Logo
7:30 am - 4:25 pmBOS-AXA
7h 55m1 stop
American Airlines Logo
5:10 pm - 12:52 amAXA-BOS
8h 42m1 stop
$573American Airlines
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mié., feb. 25 - mié., mar. 4
American Airlines Logo
6:40 am - 4:25 pmBOS-AXA
8h 45m1 stop
American Airlines Logo
5:10 pm - 7:37 amAXA-BOS
15h 27m2 stops
$577American Airlines
Find Deal
lun., feb. 16 - mié., feb. 25
American Airlines Logo
5:09 pm - 4:25 pmBOS-AXA
22h 16m1 stop
American Airlines Logo
5:10 pm - 12:52 amAXA-BOS
8h 42m1 stop
$587American Airlines
Find Deal
lun., feb. 16 - mié., feb. 25
American Airlines Logo
5:09 pm - 4:25 pmBOS-AXA
22h 16m1 stop
American Airlines Logo
5:10 pm - 9:21 amAXA-BOS
17h 11m2 stops
$591American Airlines
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sáb., feb. 28 - sáb., mar. 7
BermudAir Logo
10:20 am - 4:00 pmBOS-AXA
4h 40mnonstop
BermudAir Logo
5:05 pm - 8:50 pmAXA-BOS
4h 45mnonstop
$596BermudAir
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mié., dic. 31 - mié., ene. 7
BermudAir Logo
10:20 am - 4:00 pmBOS-AXA
4h 40mnonstop
BermudAir Logo
5:05 pm - 8:50 pmAXA-BOS
4h 45mnonstop
$608BermudAir
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sáb., ene. 24 - sáb., ene. 31
BermudAir Logo
10:20 am - 4:00 pmBOS-AXA
4h 40mnonstop
BermudAir Logo
5:05 pm - 8:50 pmAXA-BOS
4h 45mnonstop
$630BermudAir
Find Deal
vie., oct. 17 - mié., oct. 22
 Logo
6:16 am - 3:40 pmBOS-AXA
9h 24m2 stops
 Logo
9:35 am - 1:20 pmAXA-BOS
27h 45m3 stops
$1,013
Find Deal
Booking Insights

KAYAK's insights & trends for Boston to Anguilla flights

Get data-powered insights and trends into flights from Boston to Anguilla to help you find the cheapest flights, the best time to fly and much more.

Can I save money by flying with a layover from Boston to Anguilla?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $657 on average.

Good to know

Low seasonOctober
Cheapest flight$333
Best time to beat the crowds with an average 24% drop in price.
Most popular time to fly with an average 29% increase in price.
Flight from Boston to The Valley

FAQs - booking Anguilla flights

  • How does KAYAK find such low prices on flights from Boston to Anguilla?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Boston to Anguilla.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Boston to Anguilla?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Boston to Anguilla is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Boston to Anguilla?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Boston to Anguilla with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Boston to Anguilla?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Boston to Anguilla up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Anguilla?

    The cheapest time of day to fly to Anguilla is generally in the morning, when round-trip flights cost $564 on average. The most expensive time of day to fly to Anguilla is generally at night, which is peak travel time and where the average cost of a ticket is $799.

Reviews of the top airlines flying from Boston to Anguilla

 
Need help choosing which airline to fly with from Boston to Anguilla? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.2
American AirlinesOverall score based on 10000 reviews
6.9Entertainment
8.0Crew
7.5Boarding
7.2Comfort
6.4Food
Airline reviews

Given it’s a red-eye into Charolotte, we didn’t get any food. The survey does not include “N/A” so the rating will be skewed.

10.0 ExcellentDouglas, Sep 2025SLC - CLT
Read more American Airlines reviews

Given it’s a red-eye into Charolotte, we didn’t get any food. The survey does not include “N/A” so the rating will be skewed.

Great. Quick and quiet and east. The breakfast choices were a welcome surprise!

American airlines suck they delay the flights all the time made me sleep in an airport because my flight was delayed and I miss my connecting flight

There's nothing I liked about it. For first off I scheduled this trip two weeks in advance then they delayed my flight which messed up my whole trip. So I scheduled it for the following weekend thinking there won't be a delay and guess what as soon as I got to the airport we said in the airplane on the tarmac for an hour and a half. Not only was it delayed I missed my connecting flight meaning I had to stay the night at Dallas-Fort Worth airport sleeping on the floor. I will tell you this I will never fly American airlines ever again I have had nothing but horrible experience with them and I just throw money at them

The stewardess hit me with the food kart twice on the head and didn't say I'm sorry once. The same stewardess gave me a warm Apple Juice with No ice. The Flight was delayed for Departure 6 times, starting from 2:36pm, finally taking off 7:50pm. I was late picking up my child from the sitter by 3 hours.

Don’t know they cancelled the flight day before I was to leave. They sent a email at 9:00 pm at night saying they cancelled. That is the smooth way to say we don’t want your business! I think they didn’t have enough people booking so they cancelled the flight! It’s all about the money anymore there is no honesty in business.

Having to reschedule flights a day later, they loaded by luggage on the wrong plane from Little rock now I have to HOPE they deliver it to where im staying like they said would. International flight crew was very disgruntled and not very friendly.

We will be writing a long, detailed letter to corporate about our awful experience with American airlines.

It took way too long to diagnose and solve the problem of a broken crew member cabin seat. Though compensation for the volunteer who left the flight was very kind.

The entertainment package was vast and the selections were very current. Keep updating it was great.

very difficult boarding process - aggressive passengers not the friendliest crew

WiFi was not eorkig (again) And the plane was from 1990 with the screens which were.not touch and most didn’t even work and if lucky could tune in tv

I paid extra for a seat closer to the front. The TV didn’t work at all for the entire flight. Would have been nice to know before I purchased an “upgraded “ seat

It was great. I had never flown on JetBlue before, but would be very happy to fly with them in the future.

Worst flight experience ever flights canceled. JetBlue told us just did not even bother standing in line to come back in one and a half hours then without any information we had to go pick up all of our luggage and spend over $2000 in accommodation just to get home. JetBlue said that the next flight available for us to get home would be three days later. Absolutely absurd hasn’t offered to give us any compensation do not fly JetBlue horrible company. They said it was based on the weather and the weather is great in all locations that we would’ve been flying to total hoax. I think it’s a conspiracy theory.

The captain gave good announcements and the flight attendants were friendly. The WiFi was pretty good. The plane itself looked very old inside and the seats were very uncomfortable. The screens in the seat backs were the smallest I’ve ever seen. There were so many loud and obnoxious kids on this flight and the parents didn’t do much to try to quiet them down. Some had videos and games on tablets with higher than necessary volume going the whole time.

Too many long delays with JetBlue. Worst major airline that serves JFK but unfortunately I keep going back because of the prices.

My JetBlue experience was nice. The flights ran on time, the aircraft was clean and comfortable, and the flight attendants were attentive. My only issue, which is isolated to the low-cost (budget) option at JetBlue, is that the check in process makes the user feel that they have to buy their seats. The seats offered for purchase are upgrades from the budget seats you get (which are essentially the last seats remaining). The interface should not make it feel like you must purchase a seat.

The plane was late to leave.. Internet was lousy. TV was not working. when we arrived, We stayed on the plane for a long time before we got to the gate. It took us a long time to retrieve our luggage because they didn’t know what carousel to send them to. It was a bad experience.

I especially liked the lead crew officer. His boarding and safety announcements were made with a bit of novelty and humor. The flight also left the gate 10 minutes early and we landed about 20 minutes early… It was a delightful flight…

Everything you need to know for your flight from Boston to Anguilla

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