BOS - EIS

$346 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 2/15. 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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Everything you should know

Cheapest round-trip
$440
Overall average: $1,047
Multiple Airlines
Τρι 3/17Τρι 3/24
BOS - EIS • 1 stop
Cheapest one-way
$346
Typical prices: $347-$562
Multiple Airlines
Κυρ 2/15
BOS - EIS • 1 stop
When to travel
October
Cheapest • 25% price drop
February
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Road Town!
Flight Deals
Booking Insights
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

Τρι, Μαρ 17 - Τρι, Μαρ 24
Multiple Airlines Logo
3:23 pm - 10:55 am
BOS
-
EIS
19h 32m
1 stop
Multiple Airlines Logo
12:10 pm - 2:18 pm
EIS
-
BOS
26h 08m
1 stop
$440Multiple Airlines
Δευ, Φεβ 23 - Τετ, Μαρ 4
Multiple Airlines Logo
8:01 pm - 3:15 pm
BOS
-
EIS
18h 14m
1 stop
Multiple Airlines Logo
4:00 pm - 9:19 am
EIS
-
BOS
18h 19m
1 stop
$448Multiple Airlines
Σαβ, Φεβ 21 - Τετ, Μαρ 4
Multiple Airlines Logo
8:32 pm - 2:10 pm
BOS
-
EIS
40h 38m
2 stops
Multiple Airlines Logo
4:00 pm - 9:19 am
EIS
-
BOS
18h 19m
1 stop
$454Multiple Airlines
Τρι, Φεβ 24 - Τετ, Μαρ 4
Multiple Airlines Logo
8:01 pm - 10:55 am
BOS
-
EIS
13h 54m
1 stop
Multiple Airlines Logo
8:55 am - 11:59 pm
EIS
-
BOS
16h 04m
2 stops
$460Multiple Airlines
Δευ, Φεβ 23 - Πεμ, Μαρ 5
Multiple Airlines Logo
8:01 pm - 3:15 pm
BOS
-
EIS
18h 14m
1 stop
Multiple Airlines Logo
8:55 am - 11:59 pm
EIS
-
BOS
16h 04m
2 stops
$466Multiple Airlines
Κυρ, Φεβ 22 - Τετ, Μαρ 4
Multiple Airlines Logo
4:22 pm - 2:10 pm
BOS
-
EIS
20h 48m
2 stops
Multiple Airlines Logo
4:00 pm - 9:19 am
EIS
-
BOS
18h 19m
1 stop
$471Multiple Airlines
Τρι, Φεβ 24 - Πεμ, Μαρ 5
Multiple Airlines Logo
8:01 pm - 10:55 am
BOS
-
EIS
13h 54m
1 stop
Multiple Airlines Logo
8:55 am - 11:59 pm
EIS
-
BOS
16h 04m
2 stops
$472Multiple Airlines
Σαβ, Φεβ 21 - Τετ, Μαρ 4
Multiple Airlines Logo
3:00 pm - 3:15 pm
BOS
-
EIS
23h 15m
1 stop
Multiple Airlines Logo
4:00 pm - 9:19 am
EIS
-
BOS
18h 19m
1 stop
$482Multiple Airlines
Πεμ, Φεβ 26 - Δευ, Μαρ 9
Multiple Airlines Logo
8:01 pm - 10:55 am
BOS
-
EIS
13h 54m
1 stop
Multiple Airlines Logo
4:00 pm - 2:43 pm
EIS
-
BOS
22h 43m
1 stop
$483Multiple Airlines
Πεμ, Φεβ 26 - Τρι, Μαρ 10
Multiple Airlines Logo
11:45 am - 10:55 am
BOS
-
EIS
22h 10m
2 stops
Multiple Airlines Logo
12:10 pm - 6:56 pm
EIS
-
BOS
6h 46m
1 stop
$484Multiple Airlines
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 October, where tickets cost $723 (return) on average. On the other hand, the most expensive months are April and January, where the average cost of round-trip tickets is $1,746 and $1,183 respectively.

Good to know

Low seasonSeptember
Cheapest flight$346
Best time to beat the crowds with an average 25% drop in price.
Most popular time to fly and prices are also 24% 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 $346 for a one-way ticket and $440 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 $822 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 $1,053 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 11213 reviews
6.9Entertainment
6.4Food
7.5Boarding
8.0Crew
7.2Comfort
Airline reviews

Update to handle the delay was very bad, crews no smiles or welcome or thanks. Don’t care attitude

2.0 MediocreManikandan, Jan 2026
DFW - ORD
Read more American Airlines reviews

Update to handle the delay was very bad, crews no smiles or welcome or thanks. Don’t care attitude

It would be nice to have some low carb options in the snacks.

I was trying to take 2 one and a half hour one way trips and I experienced almost 20 delays over the course of those two trips. Only a few of them were due to weather the rest was disorganization

No gates avail at DFW so our incoming had to wait 30 mins for a plane to push back because they Had mechanical. We boarded 90 mins delayed and then we had a mechanical. Come on American…do better. Also at my seat the tray table had not been cleaned. Floor had not been cleaned. But captain and flight Att were very picture and apologetic.

Crew was helpful and cheerful especially when they had no refreshments to work with. The plane was never serviced and had nothing but limited water and coffee onboard. For the price point, a concern of services.

Flight was smooth, quick and felt safe. The 2 delays not happening would have been better but I guess that happens in the airline industry

Flight was canceled. I asked to be rerouted to OKC and then took an Uber.

AA did not allow to board a flight because my connecting flight from DFW had been canceled. I got on another flight to another city. No service on the plane and I did not use their entertainment system.

On time on a day with lots of weather cancellations on other flights. Thank you for getting me home during a winter storm!

Don't change gate multiple times make people run across the airport. Announce delays in a timely manner. Have maintenance crew ready. Don't delay and keep passengers on the plane for 3 hrs. on tarmac.

Terrible. They canceled our early morning flight after midnight on the day of and had no available flights to rebook my family on for the next 72 hours. Yet they still had other flights that were not cancelled from JFK so it couldn’t be based on the weather. It felt like they canceled the flight based on it not being profitable enough for them. I am not interested in traveling with the again. The absolute worse customer service and lack of accountability.

Horribly rude check in at airport, worst in 25 years of flying. All over a simple issue they could have googled to resolve.

First time flying with JetBlue and never again. I went to the counter to request meet and assist because I'm 74 and my wife is 79. I walk with a cane and my wife is handicapped and has her own wheel chair. I told the agent that my wife and luggage was at the entrance door. The ticketing agent said to me that they don't offer meet and assist. I need to bring them our luggage and then go back and get my wife in order to get my boarding pass. As I went back to get my luggage a Southwest agent along with a TSA agent recognized the situation and came over and took my wife and luggage to the JetBlue ticketing counter alongside the line and told the JetBlue agent to issue to take our luggage as soon as they could.

Flight was fine, price was good but food onboard was abysmal. I was on there for breakfast and lunch and dinner 845am EST to 845pm GMT and all I got was a yoghurt parfait, fruit and a piece of cake. Later snacks included an ice-cream brownie and a pizza twist. I was hungry by the time I landed and the airport amenities were closed. Not happy.

1) No pilot available for 1 hour 2) no room for most passengers careyon in overhead—-> stowed below 3) when we landed we had to wait 45 min. Before docking at gate as gate was not ready

Good. No issues except a slight delay. Crew came in late.

Not a pleasant experience, service was poor. Didn't like it

It was good. I prefer JB over other airlines.I just wish we had headphones for the films, but other than that - good.

The ride share experience in JFK is terrible. After traveling on a flight, then you need to take a subway to the last stop to get an uber or lyft. Unacceptable. Bad job JetBlue for permitting JFK and Port Authority to do this to your passengers.

Checking In on JetBlue site was impossible. It hung up on REAL ID. Even my Global Entry did not help. Luckily, on Kayak site it was a breeze. Entire flight the temperature was COLD! Otherwise the crew was great!

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

Information on your arrival and departure airports