BOS - EIS

$347 Find Cheap Flights from Boston to Road Town

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 Road Town departing on 6/26. 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.
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KAYAK searches hundreds of travel sites at once for deals on flights to Road Town

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Boston to Road Town, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Boston to Road Town, as well as popular online travel agencies
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Flights Deals

Cheap Flights from Boston to Road Town

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Boston to Road Town 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.

Recent round-trip flight deals from Boston to Road Town

KAYAK's recommended round-trip deals from the most popular airlines that fly from Boston to Road Town.
Discover the best prices for you by selecting your travel dates on KAYAK.
JetBlue Logo
8:00 am - 2:35 pmBOS-EIS
6h 35m1 stop
JetBlue Logo
12:05 pm - 11:04 pmEIS-BOS
10h 59m1 stop
$538JetBlue
Find Deal
Tue, Oct 7 - Sat, Oct 18
United Airlines Logo
5:30 am - 11:30 amBOS-EIS
30h 00m2 stops
United Airlines Logo
10:05 am - 7:59 amEIS-BOS
21h 54m2 stops
$563United Airlines
Find Deal
Tue, Oct 7 - Sat, Oct 18
United Airlines Logo
6:00 am - 11:30 amBOS-EIS
29h 30m2 stops
United Airlines Logo
11:25 am - 10:09 amEIS-BOS
22h 44m3 stops
$645United Airlines
Find Deal
Tue, Oct 14 - Sat, Oct 25
JetBlue Logo
8:00 am - 2:35 pmBOS-EIS
6h 35m1 stop
JetBlue Logo
12:05 pm - 10:59 pmEIS-BOS
10h 54m1 stop
$678JetBlue
Find Deal
Thu, Jun 12 - Wed, Jun 18
American Airlines Logo
5:55 am - 2:50 pmBOS-EIS
8h 55m2 stops
American Airlines Logo
4:30 pm - 12:19 amEIS-BOS
7h 49m1 stop
$723American Airlines
Find Deal
Tue, Oct 7 - Sat, Oct 18
United Airlines Logo
5:30 am - 2:35 pmBOS-EIS
9h 05m2 stops
United Airlines Logo
12:05 pm - 10:23 amEIS-BOS
22h 18m2 stops
$738United Airlines
Find Deal
Thu, Jun 12 - Wed, Jun 18
JetBlue Logo
7:00 am - 2:35 pmBOS-EIS
7h 35m1 stop
JetBlue Logo
8:45 pm - 10:08 amEIS-BOS
13h 23m1 stop
$774JetBlue
Find Deal
Sat, May 31 - Sat, Jun 7
American Airlines Logo
5:43 am - 2:50 pmBOS-EIS
9h 07m1 stop
American Airlines Logo
3:00 pm - 10:24 amEIS-BOS
19h 24m2 stops
$833American Airlines
Find Deal
Tue, Oct 14 - Sat, Oct 25
 Logo
2:42 pm - 10:55 amBOS-EIS
20h 13m1 stop
 Logo
4:00 pm - 7:59 amEIS-BOS
15h 59m2 stops
Thu, Jun 26 - Sat, Jul 5
 Logo
8:45 pm - 8:45 amBOS-EIS
12h 00m1 stop
 Logo
7:55 am - 7:08 pmEIS-BOS
11h 13m1 stop
$1,202
Find Deal
Fri, Jun 27 - Sun, Jul 6
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KAYAK's insights & trends for Boston to Road Town flights

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

What is the cheapest month to fly from Boston to Road Town?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Boston to Road Town, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Boston to Road Town is August, where tickets cost $702 (return) on average. On the other hand, the most expensive months are December and February, where the average cost of round-trip tickets is $1,118 and $1,023 respectively.

How far in advance should I book a flight from Boston to Road Town?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Boston to Road Town, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Boston to Road Town, you should book around 5 weeks before departure. For the absolute cheapest price, our data suggests you should book 15 weeks before departure.

Good to know

Low seasonSeptember
High seasonJanuary
Cheapest flight$347
Best time to beat the crowds with an average 17% drop in price.
Most popular time to fly and prices are also 16% lower on average.
Flight from Boston to Road Town

When to book flights from Boston to Road Town

Are your dates flexible? Find out the best times to travel from Boston to Road Town based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Boston to Road Town

  • What is the cheapest flight from Boston to Road Town?

    In the last 3 days, the lowest price for a flight from Boston to Road Town was $347 for a one-way ticket and $538 for a round-trip.

  • Do I need a passport to fly between Boston and Road Town?

    Yes, you'll most likely have to show a valid passport before boarding the plane in Boston and on arrival in Road Town.

  • Which aircraft models fly most regularly from Boston to Road Town?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Boston to Road Town?

    Star Alliance, and oneworld are the airline alliances operating flights between Boston and Road Town, with oneworld being the most commonly used for this route.

  • What is the most popular layover when flying to Road Town from Boston?

    San Juan is the most popular layover city among KAYAK users traveling from Boston to Road Town.

  • Which is the best airline for flights from Boston to Road Town, JetBlue or American Airlines?

    The two airlines most popular with KAYAK users for flights from Boston to Road Town are JetBlue and American Airlines. With an average price for the route of $858 and an overall rating of 7.3, JetBlue is the most popular choice. American Airlines is also a great choice for the route, with an average price of $867 and an overall rating of 7.2.

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

    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 Road Town.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Road Town from Boston 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 Road Town?

    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 to Road Town with an airline and back to Boston with another airline. Booking your flights between Boston and EIS can sometimes prove cheaper using this method.

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

    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 to Road Town from Boston up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top airlines flying from Boston to Road Town

 
See real verified KAYAK customer reviews for airlines flying from Boston to Road Town. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Boston to Road Town? 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.
7.3
JetBlueOverall score based on 2922 reviews
7.5Boarding
6.7Food
7.6Comfort
7.3Entertainment
8.0Crew
Airline reviews

Excellent from start to finish. All staff members were amazing!

10.0 ExcellentPeter, Apr 2025BOS - AMS
Read more JetBlue reviews

Excellent from start to finish. All staff members were amazing!

Excellent. Although they used to greet me as a mosaic member and provide a free drink, early boarding helps me to keep coming back to JetBlue.

Cancelled flight with no specific instructions to get a boarding pass for another flight. The whole flight of people were in line for an hour because there was only 1 person to help at the desk. This was unusual for JetBlue.

It was too hot in the cabin. The AC did not help.

Except for the 28 minute delay leaving and the earlier reschedule to a later takeoff time the flight was good.

Loved the leg room and tvs screens on the seats and free WiFi. Wish the price was lower and could save by rebooking

No music app working: no economy meal on five hour flight; hour on tarmac at the end waiting for a gate. Flight itself was smooth and easy.

It took 1-1/2 hours to get our luggage after we landed. That to me is unacceptable

The flight was delayed for 4 hours. Once onboard the crew was wonderful.

Overall was excellent. Will definitely us JetBlue in the future.

Several delays. Next flight was worse. Did not arrive home until 2am PT

Very helpful ground crew after an earlier flight delay and being rebooked on a different flight.

Everything about the flight was lovely…We left early, arrived early, cabin crew were efficient and helpful. Flight was easy and most pleasant.

First world problems, but still… We were seated in first class and asked for a cocktail on a very short, 50 minute flight. After our drink order was taken, a half hour went by, and we noticed that every other person in the small plane had been served except for us. We got up to ask about it, the drinks finally came, then were taken away three minutes later since the flight was so short. Really strange situation, on the other hand, we were in Utah.

We missed our flight. The boarding pass had the wrong gate and by the time we received the text from Kayak, our flight was already gone. I’ll never use Kayak again and will go direct to the airlines in the future.

Boarding took forever, the plane was cramped and cold, and the seatbelt song came on constantly throughout the red eye flight with a loud pre-recorded message playing each time

Cabin felt crammed Snacks are lame But crew was super efficient getting us out on time despite delay

Took off on time and successfully avoided weather that looked to be a problem along the way

There were five broken seats on the plane. The crew was very rude in telling people they had to get off the plane and get a flight the next day. No call for volunteers, but telling people they had to get off. One woman was flying with her elderly mother and daughter and was told she had to leave or all three had to leave. Fortunately, a volunteer offered to stay. The situation was handled poorly.

The flight to Tokyo AA61 took off about two hours late, but then had to turn back. By that time the crew had to be replaced. Then they kept promising to take off in an hour, then in 3, then switch to the next day.

Everything you need to know for your flight from Boston to Road Town

Information on your arrival and departure airports

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