BOS - EIS

$327 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 7/28. 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
$788
Typical prices: $1,035-$822
American Airlines
Thu 7/30Wed 8/5
BOS - EIS • 1 stop
Cheapest one-way
$327
Multiple Airlines
Tue 7/28
BOS - EIS • 2 stops
Top airlines
Cheapest • from $788 (round-trip)
Best reviews • 7.1 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between Boston and Road Town. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $1,079 (round-trip)
Shortest trip • 7h 13m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 100% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
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

Thu, Jul 30 - Wed, Aug 5
American Airlines Logo
8:00 am - 9:49 pm
BOS
-
EIS
13h 49m
1 stop
American Airlines Logo
2:46 pm - 11:26 pm
EIS
-
BOS
8h 40m
1 stop
$788American Airlines
Thu, Jul 30 - Wed, Aug 5
American Airlines Logo
8:19 am - 9:49 pm
BOS
-
EIS
13h 30m
2 stops
American Airlines Logo
8:20 am - 7:26 pm
EIS
-
BOS
11h 06m
2 stops
$793American Airlines
Wed, Nov 4 - Tue, Nov 10
American Airlines Logo
5:18 pm - 12:17 pm
BOS
-
EIS
17h 59m
2 stops
American Airlines Logo
12:57 pm - 11:47 pm
EIS
-
BOS
11h 50m
2 stops
$798American Airlines
Sun, Oct 11 - Sun, Oct 18
Multiple Airlines Logo
12:34 pm - 10:55 am
BOS
-
EIS
22h 21m
2 stops
Multiple Airlines Logo
11:35 am - 8:50 pm
EIS
-
BOS
9h 15m
1 stop
$814Multiple Airlines
Sun, Nov 15 - Sun, Nov 22
Multiple Airlines Logo
12:34 pm - 6:10 pm
BOS
-
EIS
28h 36m
2 stops
Multiple Airlines Logo
11:35 am - 7:50 pm
EIS
-
BOS
9h 15m
1 stop
$817Multiple Airlines
Tue, Jul 14 - Tue, Jul 21
American Airlines Logo
6:00 am - 2:17 pm
BOS
-
EIS
8h 17m
1 stop
American Airlines Logo
8:20 am - 9:45 pm
EIS
-
BOS
13h 25m
1 stop
$818American Airlines
Tue, Jul 14 - Tue, Jul 21
American Airlines Logo
8:19 am - 9:49 pm
BOS
-
EIS
13h 30m
2 stops
American Airlines Logo
5:06 pm - 12:59 am
EIS
-
BOS
7h 53m
1 stop
$823American Airlines
Sat, Oct 10 - Thu, Oct 15
Multiple Airlines Logo
10:19 am - 10:55 am
BOS
-
EIS
24h 36m
2 stops
Multiple Airlines Logo
11:35 am - 8:50 pm
EIS
-
BOS
9h 15m
1 stop
$829Multiple Airlines
Thu, Oct 8 - Sun, Oct 18
Multiple Airlines Logo
12:34 pm - 10:55 am
BOS
-
EIS
22h 21m
2 stops
Multiple Airlines Logo
11:35 am - 8:50 pm
EIS
-
BOS
9h 15m
1 stop
$832Multiple Airlines
Mon, Jul 27 - Fri, Jul 31
American Airlines Logo
1:42 pm - 9:49 pm
BOS
-
EIS
8h 07m
1 stop
American Airlines Logo
5:06 pm - 12:59 am
EIS
-
BOS
7h 53m
1 stop
$833American 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.

How much is a round-trip flight from Boston to Road Town?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Boston to Road Town departing in July.

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 $0 (return) on average. On the other hand, the most expensive months are April and January, where the average cost of round-trip tickets is $1,772 and $1,145 respectively.

Good to know

Low seasonFebruary
Cheapest flight$327
Best time to beat the crowds with an average 27% drop in price.
Most popular time to fly and prices are also 27% 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 5 days, the lowest price for a flight from Boston to Road Town was $327 for a one-way ticket and $788 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 $742 and an overall rating of 7.1, JetBlue is the most popular choice. American Airlines is also a great choice for the route, with an average price of $1,055 and an overall rating of 7.1.

  • 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.
7.1
American AirlinesOverall score based on 11651 reviews
7.5Boarding
7.9Crew
6.4Food
7.2Comfort
6.9Entertainment
Airline reviews

Our flight was repeatedly delayed for maintenance problems: scheduled for 9.30am, eventually delayed to 7pm! Very very inconvenient! AA should have provided a substitute plane much earlier.. On the other hand, Customer Service crew in Charlotte helped us to reach NY (LGA) by late afternoon. Thank you Patricia!! The actual flight was quick and very comfortable. As always a. excellent, professional crew. [no food on a a short hop).

2.0 MediocreMarc, Jun 2026
CLT - JFK
Read more American Airlines reviews

Our flight was repeatedly delayed for maintenance problems: scheduled for 9.30am, eventually delayed to 7pm! Very very inconvenient! AA should have provided a substitute plane much earlier.. On the other hand, Customer Service crew in Charlotte helped us to reach NY (LGA) by late afternoon. Thank you Patricia!! The actual flight was quick and very comfortable. As always a. excellent, professional crew. [no food on a a short hop).

Take-off delayed an hour because of a missing flight officer, so,arrived in Charlotte lates causing many passengers to miss connections. Otherwise a very good flight, safe and comfortable, with an excellent professional crew.

Little time between flight from Dallas to flight to Gainesville. We chose this one, 43 minutes between, because the price for a connection with at least an hour between, was so much higher. Had to ask passengers on the Dallas flight to please allow us to deplane ahead of them. The economy passengers allowed this. We had to walk very fast to the next gate, 35 gates away. Thankfully all in the same terminal. Getting to the small Gainesville plane was a little confusing as you enter an area that is boarding many small planes at the same time. We stood in the wrong line for about 15 seconds before realizing it was not our Gainesville flight. Since I had boarded at this gate in the past, I knew to check the signs carefully so we weren’t lost. The first class seat experience was wonderful. I really enjoyed the upgrade. We were offered an alcohol drink as soon as we sat down. I got something different but it was a great gesture especially since we really had to hurry to make the flight. We had packed expecting we might miss this connection, but made it. Our luggage didn’t miss the flight. American Airlines delivered our bags to our home the next day. That was very convenient!

The plane was large, not full, but one with 3 seats near each window and 4 in a row in the middle of the plane. There were screens on the backs of the seats for entertainment and information. To use the entertainment one needs ear plugs that physically plug into the screen. My husband had some he let me use as I only had blue tooth type. The stewards gave out some headphones to some, but when my neighbor asked for some, the steward said no. So maybe they ran out? Idk. Bring the old kind of headphones or earbuds if you want entertainment in case this is the type of entertainment offered. We had a very tight connection in Miami. 43 minutes. The other economy passengers allowed us to get ahead of them because I asked if we could since we were near boarding time for our next flight and 35 gates away. They were extremely kind. First class wasn’t going to allow us to pass through. We did make the next flight. Our baggage didn’t, but they were delivered to us the next day and we were prepared with essentials in our carry on packs.

Food is what you expect on a plane. Nothing gluten free. But that is expected. Drinks, apple juice, was fine. Seat, what I expected. Fine.

The check in agents in PHL and gate agents had to have been the rudest women that I have ever encountered; the agent weighing the bags at check in screamed continuously at all of the guests as did the woman at the gate.I have Executive Platinum status with AA and fly a lot with AA but these ladies were the absolute worst I had the displeasure to encounter!

Everything went as planned. The only issue I had was with the gate C31 attendant. The person could barely speak English and was very difficult to understand.

The flight took off an hour late which made the connection concerning

My pillow had a shoe print on it, when I asked if I can have another pillow, I was told “I’m sorry but it is one pillow per guest, do YOU want to turn it inside out” to which I responded , no thanks I will go without. This is generally not ok, but For the price tag I paid flying business this is absolutely unacceptable. Hopefully American Airlines can update their accommodations to bedding that is not tossed on the ground and stepped on, or at least have a couple of extra pillows in hand, incase someone had decided to step on the pillows for what ever reason

The flight from LA to Chicago was smooth and service was very good overall.

First the flt was delayed over 2 hrs bc of plane mechanics that should have been handled better! No text or email was sent so only found out at the airport so there we sat for 5 hours! THATS RIDICULOUS! The gate area was filthy! No agents showed up till hr before so no additional info was given-waited online for 15 mins while the gate agent chatted and got together then given last seat in back of plane!! No priority for senior or anything-took attendants over 2hrs to serve drinks and snack-WHY are they not served together? By time snack came needed another drink! Worst service in my life!

Since we started at syr the service, crews, and flights were just excellent

All the TV screens in my rows was non functional . The map shown for an international route was antiqued..

It was fine for what it was. It’s not luxury travel but it was efficient, for the most part. Having my carry-on transferred into luggage however, was unwelcome.

We had better-than-average leg room and I loved the access to shows and movies. During boarding, we could not hear the agent even though we were close to the boarding door, which was kind of scary when we realized that half of the passengers had already boarded. Also, the entertainment was awesome, but I could not hear the movie as well as I would have liked, because my headphones were crappy. It would have been better if I could connect my own ear buds via Bluetooth or if JetBlue provided headphones.

On time, friendly attendants, quick wheelchair assistance and help checking in bags. Also appreciated change in seats, more forward to make it easier for my 97 year old mother to board and exit the plane. Thank you, JetBlue!

Flight did not have onboard charging and TV screen flickering.

I was seated next to an autistic child who was out of control and had a child behind me kicking my seat for most of the trip. I will never fly JetBlue again. Ever. I don't care how cheap it is. It's terrible.

Boarding process was terrible. No assigned seat until the gate, then a long line to get seat assignment.

This was the first flight I've taken since pre-pandemic. I was pleased with how orderly the boarding and disembarking went. The seats were comfortable. I loved that there was no "first class'. The attendants and passengers I met were all very friendly and welcoming.

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

Information on your arrival and departure airports