BOS - EIS

$276 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 11/27. 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, 0 bags

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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Flight Deals

Cheap Flights from Boston to Road Town (BOS-EIS)

 
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.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Boston to Road Town

Sat, Jan 24 - Thu, Feb 5
Multiple Airlines Logo
11:13 am - 6:20 pmBOS-EIS
6h 07m1 stop
Multiple Airlines Logo
12:10 pm - 8:34 pmEIS-BOS
9h 24m1 stop
$496Multiple Airlines
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Sat, Jan 24 - Thu, Feb 5
Multiple Airlines Logo
9:39 pm - 3:15 pmBOS-EIS
16h 36m2 stops
Multiple Airlines Logo
12:10 pm - 8:34 pmEIS-BOS
9h 24m1 stop
$528Multiple Airlines
Find Deal
Sun, Jan 25 - Fri, Feb 6
Multiple Airlines Logo
11:13 am - 6:20 pmBOS-EIS
6h 07m1 stop
Multiple Airlines Logo
12:10 pm - 8:34 pmEIS-BOS
9h 24m1 stop
$531Multiple Airlines
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Sun, Jan 4 - Sat, Jan 10
Multiple Airlines Logo
7:34 pm - 10:55 amBOS-EIS
14h 21m1 stop
Multiple Airlines Logo
4:00 pm - 1:04 amEIS-BOS
34h 04m2 stops
$552Multiple Airlines
Find Deal
Sun, Jan 4 - Sat, Jan 10
Multiple Airlines Logo
7:34 pm - 10:55 amBOS-EIS
14h 21m1 stop
Multiple Airlines Logo
12:50 pm - 8:34 pmEIS-BOS
8h 44m1 stop
$554Multiple Airlines
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Thu, Mar 19 - Tue, Mar 24
American Airlines Logo
7:17 am - 8:55 pmBOS-EIS
13h 38m1 stop
American Airlines Logo
7:00 am - 8:44 pmEIS-BOS
13h 44m1 stop
$694American Airlines
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Thu, Mar 19 - Tue, Mar 24
American Airlines Logo
5:23 am - 8:55 pmBOS-EIS
15h 32m1 stop
American Airlines Logo
7:00 am - 6:20 pmEIS-BOS
11h 20m2 stops
$699American Airlines
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Wed, Dec 3 - Fri, Dec 12
JetBlue Logo
7:40 am - 2:49 pmBOS-EIS
6h 09m1 stop
JetBlue Logo
9:41 am - 4:54 pmEIS-BOS
8h 13m1 stop
$700JetBlue
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Tue, Dec 23 - Sat, Feb 21
United Airlines Logo
10:25 am - 4:15 pmBOS-EIS
28h 50m2 stops
United Airlines Logo
9:41 am - 12:46 pmEIS-BOS
28h 05m3 stops
$753United Airlines
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Wed, Nov 19 - Sun, Nov 23
JetBlue Logo
7:40 am - 2:49 pmBOS-EIS
6h 09m1 stop
JetBlue Logo
12:47 pm - 12:30 amEIS-BOS
12h 43m1 stop
$790JetBlue
Find Deal

Everything you should know

Top airlines
American Airlines
Cheapest • from $694 (round-trip)
American Airlines
Best reviews • 7.2 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to book
5 weeks
in advance
Our data shows that travelers who book at least 5 weeks in advance save around 18% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
September
Cheapest • 19% price drop
February
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Cheapest round-trip
$496
Overall average: $770
Multiple Airlines
Sat 1/24Thu 2/5
BOS - EIS • 1 stop
Cheapest one-way
$276
Typical prices: $402-$472
Multiple Airlines
Thu 11/27
BOS - EIS • 2 stops
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We hope you love your trip to Road Town!
Booking Insights

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 September, where tickets cost $727 (return) on average. On the other hand, the most expensive months are April and December, where the average cost of round-trip tickets is $1,157 and $1,101 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, which saves you about 18% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 13 weeks before departure.

Find deals

Good to know

Low seasonSeptember
Cheapest flight$276
Best time to beat the crowds with an average 19% drop in price.
Most popular time to fly and prices are also 0% 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 $276 for a one-way ticket and $496 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?

    oneworld is the only airline alliance operating flights between Boston and 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 $871 and an overall rating of 7.2, JetBlue is the most popular choice. American Airlines is also a great choice for the route, with an average price of $905 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.

Reviews of the 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.
7.2
American AirlinesOverall score based on 11030 reviews
7.2Comfort
6.9Entertainment
6.4Food
7.5Boarding
8.0Crew
Airline reviews

The flight attendant, a black woman with curly hair who sat near Row 21, was wonderful and kind.

10.0 ExcellentMax, Oct 2025DCA - SAV
Read more American Airlines reviews

The flight attendant, a black woman with curly hair who sat near Row 21, was wonderful and kind.

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

Flight was delayed leaving Dallas. Arrived about 2 hours later than scheduled.

Flight delayed and missed connection. Rescheduled flight cancelled after 6 hrs wait. Rerouted thru ORD, flight cancelled, overnight stay in ORD. Still in the air on new flight!

We are too tired and frustrated to comment politely at this point

Terrible. Our luggage was delayed and couldn’t be delivered for several days. We got bad information from the airline agents at baggage claim. We had to pick up our car so we wouldn’t be charged for an extra day. We got lost in the maze of airport parking. The baggage claim agents didn’t offer us any compensation for our extra time and expense. We are tired, hungry and very frustrated.

The flight was flawless and we even arrived between 20 and 25 minutes early!

The only thing to like was that we eventually got to our destination

Delayed delayed delayed and no offer for food or vouchers

Disliked having to wait a little longer to disembark from the plan when we landed in London

The flight was two hours late due to a computer fault and resulting maintenance. Nothing was offered as compensation beyond bottles of water during the time we were deplaned and waiting in the terminal.

Very pleasant flight attendants. Gate crew rather loud chatting with each other.

Four plus hour flight delay in New York caused us to take off after 11:30pm. We didn’t arrive at our hotel until five hours after check in. Started the trip off feeling exhausted.

Plane was in bad shape. TV’s and WiFi didn’t work. Plane need a refresh. Not enough room for bags.

There was a fowl odour coming from the lavatory the entire flight

Everything was great. I liked the text updates so that I never miss a gate change & I have all the latest info.

I don’t usually fly budget airlines or airlines in the United States. It was as good as any other airline. The seats are comfortable and the airline attendants are not rude & surly. Very nice flight (s).

No internet on a flight over three hours in this age is criminal. Staff inattentive and dismissive

They have the most inexperienced / rude flight staff I’ve encountered

very difficult boarding process - aggressive passengers not the friendliest crew

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

Information on your arrival and departure airports

Boston (BOS)
Road Town (EIS)

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