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Road Town

$294+ 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 12/12. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — EIS
oct. 17 — oct. 241
vie. 10/17
vie. 10/24
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 septiembre 17, 2025.

Round-trip from

$494
(Kiwi.com)

One-way from

$294
(Kiwi.com)

Popular in

November

Cheapest in

September

Average price

$727
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. 11% potential increase in price ($112 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($22 potential savings vs. average RT price).
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Average for round-trip flights in September 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 septiembre 17, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
mié. 12/106:15 amBOS - EIS
2 stops27h 40mMultiple Airlines
mié. 12/1712:10 pmEIS - BOS
1 stop9h 24mMultiple Airlines
Deal found 9/16$559
This Mytrip deal was found by Cheapflights users on 9/16. 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.
vie. 10/312:15 pmBOS - EIS
2 stops20h 40mMultiple Airlines
vie. 11/78:55 amEIS - BOS
2 stops14h 13mMultiple Airlines
Deal found 9/16$628
This Mytrip deal was found by Cheapflights users on 9/16. 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.
vie. 10/246:17 amBOS - EIS
3 stops28h 38mMultiple Airlines
lun. 10/274:00 pmEIS - BOS
2 stops21h 20mMultiple Airlines
Deal found 9/16$635
This Mytrip deal was found by Cheapflights users on 9/15. 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.
jue. 10/308:24 pmBOS - EIS
3 stops21h 56mMultiple Airlines
jue. 11/68:55 amEIS - BOS
2 stops14h 13mMultiple Airlines
Deal found 9/15$656
This lol.travel deal was found by Cheapflights users on 9/15. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 10/46:00 amBOS - EIS
2 stops29h 05mMultiple Airlines
vie. 10/107:55 amEIS - BOS
2 stops37h 43mMultiple Airlines
Deal found 9/15$720

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 septiembre 17, 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

mié. 12/10

6:15 am-10:55 am

2 stops27h 40m

Road Town Beef Island

mié. 12/17

12:10 pm-8:34 pm

1 stop9h 24m

$559

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

vie. 10/24

6:17 am-10:55 am

3 stops28h 38m

Road Town Beef Island

lun. 10/27

4:00 pm-1:20 pm

2 stops21h 20m

$635

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

jue. 10/30

8:24 pm-6:20 pm

3 stops21h 56m

Road Town Beef Island

jue. 11/6

8:55 am-10:08 pm

2 stops14h 13m

$656

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

vie. 10/31

6:17 am-10:55 am

3 stops28h 38m

Road Town Beef Island

vie. 11/7

12:10 pm-11:25 pm

3 stops36h 15m

$661

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

sáb. 10/4

6:00 am-11:05 am

2 stops29h 05m

Road Town Beef Island

vie. 10/10

7:55 am-9:38 pm

2 stops37h 43m

$720

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

mié. 12/10

6:29 am-5:08 pm

1 stop9h 39m

Road Town Beef Island

mié. 12/17

4:52 pm-12:55 am

1 stop9h 03m

$744

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

jue. 10/30

5:30 am-5:07 pm

2 stops11h 37m

Road Town Beef Island

jue. 11/6

8:15 am-9:34 pm

2 stops14h 19m

$928

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

mié. 11/5

6:46 am-5:04 pm

1 stop9h 18m

Road Town Beef Island

mié. 11/19

5:46 pm-9:56 am

2 stops17h 10m

$948

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

vie. 12/12

8:48 am-10:55 am

2 stops25h 07m

$294

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

dom. 12/14

11:19 am-6:20 pm

2 stops30h 01m

$308

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 13 results
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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 September 12, 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 March is currently the most expensive (average of $966). 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 septiembre 17, 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 septiembre 17, 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

Comfort

7.2

Boarding

7.5

Food

6.4

Crew

8.0

Entertainment

6.9

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac
American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Comfort

7.2

Boarding

7.5

Food

6.4

Crew

8.0

Entertainment

6.9

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac
JetBlue
7.2
Good
2,914 reviews
American Airlines
7.2
Good
10,000 reviews

Comfort

7.2

Boarding

7.5

Food

6.4

Crew

8.0

Entertainment

6.9

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac

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.

  • 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 32% 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 March is currently the most expensive (average of $966). 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

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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 septiembre 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$597Average$850FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$662Average$882FlexibilityNo cancel feeOn-time71%

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