BOS - EIS

$361 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 12/30. 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

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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flights Deals
Booking Insights
Flights 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 - Sat, Jan 31
 Logo
11:13 am - 6:20 pmBOS-EIS
6h 07m1 stop
 Logo
12:10 pm - 8:34 pmEIS-BOS
9h 24m1 stop
Sat, Jan 24 - Sat, Jan 31
 Logo
6:00 am - 10:55 amBOS-EIS
27h 55m3 stops
 Logo
12:50 pm - 8:34 pmEIS-BOS
8h 44m1 stop
Fri, Jan 23 - Sat, Jan 31
 Logo
11:13 am - 6:20 pmBOS-EIS
6h 07m1 stop
 Logo
12:50 pm - 8:34 pmEIS-BOS
8h 44m1 stop
Mon, Sep 1 - Mon, Sep 15
 Logo
6:30 am - 6:20 pmBOS-EIS
11h 50m2 stops
 Logo
12:50 pm - 1:48 pmEIS-BOS
24h 58m2 stops
Wed, Dec 10 - Thu, Dec 18
American Airlines Logo
7:28 am - 4:10 pmBOS-EIS
7h 42m1 stop
American Airlines Logo
8:00 am - 8:52 pmEIS-BOS
13h 52m1 stop
$694American Airlines
Find Deal
Wed, Dec 10 - Thu, Dec 18
American Airlines Logo
6:00 am - 4:10 pmBOS-EIS
9h 10m2 stops
American Airlines Logo
8:00 am - 6:32 pmEIS-BOS
11h 32m2 stops
$698American Airlines
Find Deal
Tue, Nov 4 - Tue, Nov 18
United Airlines Logo
9:40 am - 6:55 pmBOS-EIS
32h 15m2 stops
United Airlines Logo
1:08 pm - 4:10 pmEIS-BOS
28h 02m2 stops
$783United Airlines
Find Deal
Sat, Aug 30 - Thu, Sep 18
United Airlines Logo
7:12 pm - 6:55 pmBOS-EIS
23h 43m2 stops
United Airlines Logo
7:55 am - 8:38 pmEIS-BOS
12h 43m2 stops
$785United Airlines
Find Deal
Fri, Aug 29 - Fri, Sep 12
JetBlue Logo
1:40 pm - 8:20 pmBOS-EIS
6h 40m1 stop
JetBlue Logo
7:55 am - 5:25 pmEIS-BOS
9h 30m1 stop
$902JetBlue
Find Deal
Thu, Sep 4 - Fri, Sep 12
JetBlue Logo
12:00 pm - 8:20 pmBOS-EIS
8h 20m1 stop
JetBlue Logo
12:48 pm - 11:57 pmEIS-BOS
11h 09m1 stop
$927JetBlue
Find Deal
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 August, where tickets cost $702 (return) on average. On the other hand, the most expensive months are December and April, where the average cost of round-trip tickets is $1,118 and $1,066 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 6 weeks before departure, which saves you about 22% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 15 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$361
Best time to beat the crowds with an average 15% drop in price.
Most popular time to fly with an average 25% increase in price.
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 $361 for a one-way ticket and $469 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, and Star Alliance 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 $869 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 $878 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
JetBlueOverall score based on 2913 reviews
8.0Crew
6.7Food
7.4Boarding
7.6Comfort
7.3Entertainment
Airline reviews

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.

2.0 MediocreAnthony, Jul 2025JFK - SAV
Read more JetBlue reviews

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…

There were mutliple delays. There was inconsistent, delayed, and poor communication regarding the delays.

flight was delayed for hours with no explanation. The plane was a very old aircraft.

Spend hours delayed with no food, water anything sitting on the aieplane with no ability to eat or use the restroom. My entire experience was the absolute worst. I will never fly jet Blue again.

It would have been nice if they had offered more than one set of snacks

Very poor delay in dfw was really bad n long

Our flight was 1.5 hours delayed. There was no weather for the inbound flight, so I don't understand why. This meant a VERY late arrival and only a quick nap before my morning flight.

Because of rescheduling, they had to put me on a flight that didn't go through Dallas

It was very difficult to stretch my knee out and I am very short. I also had a torn tendon in my knee which made it extra uncomfortable anyways. My husband is 6'2" and I can't imagine him flying in that plane.

3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!

Couldn’t get the door on the plane to close leading to a nearly 2 hour delay. But, hey at least they didn’t cancel the flight.

Flight was cancelled 3 hrs AFTER etd. Thetefore Missed connection from JFK to New Zealand . No accommodation provided… This cost ne aporox 1000 USD in extra expenses and turned whst should have been a 24 hr trip ftom Boston - New Zealand into a VERY expensive , late 70+ hr nightmare … Complete nonsense!!!

After we'd boarded , they canceled the flight. The crew didn't even know , we just all received text messages. Then after they deplaned us , AA was just like "too bad, go F your self, we sure ain't gonna help you"

The plane was broken so we had to change planes.

The flight got delayed 2.5 hrs due to a maintenance issue that cause a domino effect. American should have spare planes for when something like this happens.

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

Information on your arrival and departure airports

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.