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Road Town

$244+ Cheap flights from Boston (BOS) to Road Town (EIS)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/20. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — EIS
août 25 — sept. 11
lun. 8/25
lun. 9/1
1 adult, Economy
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Cheap flight deals from Boston to Road Town

Discover tips and strategies to find the most affordable flight options for your journey from Boston (BOS) to Road Town (EIS). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated août 20, 2025.

Round-trip from

$638
(Kiwi.com)

One-way from

$244
(Kiwi.com)

Popular in

April

Cheapest in

September

Average price

$824
From Boston Logan Intl to Road Town Beef Island
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One-way flight from Boston Logan Intl to Road Town Beef Island
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Highest demand for flights based on searches. 9% potential increase in price ($86 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($23 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from Boston to Road Town

Cheapest flights from Boston to Road Town
Explore the most affordable flight options available from Boston to Road Town. Find the lowest fares from popular airlines and budget airlines, with prices last updated on août 20, 2025.

This Mytrip deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven. 10/108:24 pmBOS - EIS
3 stops21h 56mMultiple Airlines
sam. 10/1812:50 pmEIS - BOS
3 stops26h 04mMultiple Airlines
Deal found 8/19$758
This JetBlue deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sam. 12/207:00 amBOS - EIS
1 stop8h 17mJetBlue
sam. 12/272:11 pmEIS - BOS
1 stop8h 16mJetBlue
Deal found 8/20$768
This United Airlines deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 10/289:40 amBOS - EIS
2 stops33h 15mUnited Airlines
mar. 11/47:55 amEIS - BOS
2 stops34h 48mUnited Airlines
Deal found 8/19$776
This United Airlines deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 11/46:00 amBOS - EIS
2 stops11h 55mUnited Airlines
mar. 11/187:55 amEIS - BOS
2 stops34h 48mUnited Airlines
Deal found 8/18$787
This Mytrip deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven. 10/36:10 amBOS - EIS
3 stops29h 30mMultiple Airlines
ven. 10/108:55 amEIS - BOS
3 stops37h 57mMultiple Airlines
Deal found 8/19$821
This American Airlines deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 10/25:47 amBOS - EIS
1 stop7h 19mAmerican Airlines
jeu. 10/92:00 pmEIS - BOS
1 stop10h 34mAmerican Airlines
Deal found 8/17$844
This United Airlines deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 11/104:20 pmBOS - EIS
2 stops25h 35mUnited Airlines
lun. 11/171:08 pmEIS - BOS
2 stops11h 34mUnited Airlines
Deal found 8/18$863
This Kiwi.com deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dim. 11/237:30 pmBOS - EIS
1 stop19h 05mMultiple Airlines
lun. 12/14:00 pmEIS - BOS
2 stops31h 08mMultiple Airlines
Deal found 8/19$891

Cheapflights Fare Finder

 
Customize your flight search to find flights from Boston to Road Town that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated août 20, 2025.
Use the filters below to find and compare flights from Boston to Road Town that are best for you.

Fly from

Boston

Fly to

Road Town

Route

Depart

Return

Price

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

lun. 1/12

11:13 am-6:20 pm

1 stop6h 07m

Road Town Beef Island

jeu. 1/22

4:00 pm-11:25 pm

2 stops32h 25m

$638

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

lun. 1/12

7:30 am-4:00 pm

1 stop7h 30m

Road Town Beef Island

jeu. 1/22

5:35 pm-10:02 am

1 stop17h 27m

$694

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

mar. 2/3

7:30 am-4:00 pm

1 stop7h 30m

Road Town Beef Island

mar. 2/10

3:35 pm-12:55 am

1 stop10h 20m

$694

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

sam. 9/20

12:20 pm-4:05 pm

2 stops27h 45m

$244

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

lun. 8/25

3:37 pm-3:15 pm

2 stops23h 38m

$312

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

sam. 9/20

8:31 am-10:09 am

1 stop25h 38m

$436

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

lun. 8/25

9:56 am-6:55 pm

1 stop8h 59m

$471

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/20

Best time to book a flight from Boston to Road Town

Have a flexible travel schedule? Discover the best time to fly to Road Town from Boston with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

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

Use this chart to determine the optimal time to book a round-trip flight from Boston to Road Town. Price data was last updated on August 8, 2025.

Booking 84 days in advance of your planned departure date is, on average, the best time to get cheap flights from Boston to Road Town. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Boston to Road Town?

Currently, August is the cheapest month in which you can book a flight from Boston to Road Town (average of $702). Flying from Boston to Road Town in April is currently the most expensive (average of $959). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from BOS to EIS?

Find hourly flight availability from Boston to Road Town. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated août 20, 2025.

It’s typically best to fly out from Boston to Road Town at noon. Doing so could potentially save you 48% on the flight price compared to flying in the evening, which is usually more expensive.

Reviews of airlines servicing Road Town

Get insights into the airlines that provide service to Road Town. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Road Town. Reviews last updated août 20, 2025.
See what other customers who have flown with American Airlines and JetBlue from Boston to Road Town have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
10,000 reviews

Overall

7.2

Comfort

7.2

Entertainment

6.9

Crew

8.0

Food

6.5

Boarding

7.5

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

BNA - ORD

My flight was 8 hours delayed, so I missed my connecting flight to Dublin. I understand it’s not the staff’s fault but the lack of sympathy and apology was appalling. I had been sat in the airport since 4am until 3pm and they did not seem understanding. Not good. Need better customer service.
American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Overall

7.2

Comfort

7.2

Entertainment

6.9

Crew

8.0

Food

6.5

Boarding

7.5

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

BNA - ORD

My flight was 8 hours delayed, so I missed my connecting flight to Dublin. I understand it’s not the staff’s fault but the lack of sympathy and apology was appalling. I had been sat in the airport since 4am until 3pm and they did not seem understanding. Not good. Need better customer service.
JetBlue
7.2
Good
2,916 reviews
American Airlines
7.2
Good
10,000 reviews

Overall

7.2

Comfort

7.2

Entertainment

6.9

Crew

8.0

Food

6.5

Boarding

7.5

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

BNA - ORD

My flight was 8 hours delayed, so I missed my connecting flight to Dublin. I understand it’s not the staff’s fault but the lack of sympathy and apology was appalling. I had been sat in the airport since 4am until 3pm and they did not seem understanding. Not good. Need better customer service.

Related info for your journey

Find useful and relevant information for your journey from Boston to Road Town. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Boston to Road Town?

    For as low as $694, American Airlines can have you in Road Town from Boston in 7h 30m. Airlines will cover a distance of 1695 mi.

  • What are the cheapest airlines flying from Boston to Road Town round-trip?

    According to our current data, JetBlue ($597), and American Airlines ($662) offers the cheapest pricing from Boston to Road Town. Users have found that JetBlue is 30% cheaper than the other options available to this destination.

  • Can I find deals for flights from Boston to Road Town that include hotel bookings?

    Yes. In addition to deals on Boston to Road Town flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Boston to Road Town?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Boston to Road Town.

  • Can I find deals for business class flights from Boston to Road Town?

    Yes. Cheapflights offers flight deals from Boston to Road Town by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

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

    Currently, August is the cheapest month in which you can book a flight from Boston to Road Town (average of $702). Flying from Boston to Road Town in April is currently the most expensive (average of $959). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Complete your trip

Complete your trip to Road Town by adding a car rental and/or hotel reservation to your travel itinerary.
Road Town Beef Island Airport car rentals

Top 2 airlines flying from Boston to Road Town

Discover the top 2 airlines that operate flights from Boston to Road Town. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated août 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$597Average$857FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$662Average$879FlexibilityNo cancel feeOn-time71%

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