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Road Town

$347+ 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 6/26. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — EIS
May 4 — May 111
Sun 5/4
Sun 5/11
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 April 29, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$538
(JetBlue)

One-way from

$347
(United Airlines)

Popular in

December

Cheapest in

August

Average price

$990
Provider with most accurate pricing for Boston Logan Intl-Road Town Beef Island flight deals.
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Provider most trusted by Cheapflights users for Boston Logan Intl-Road Town Beef Island flights.
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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. 4% potential increase in price ($39 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($24 potential savings vs. average RT price).
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Average for round-trip flights in April 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 April 29, 2025.

This JetBlue deal was found by Cheapflights users on 4/29. 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.
Tue 10/78:00 amBOS - EIS
1 stop6h 35mJetBlue
Sat 10/1812:05 pmEIS - BOS
1 stop10h 59mJetBlue
Deal found 4/29$538
This United Airlines deal was found by Cheapflights users on 4/29. 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.
Tue 10/75:30 amBOS - EIS
2 stops30h 00mUnited Airlines
Sat 10/1810:05 amEIS - BOS
2 stops21h 54mUnited Airlines
Deal found 4/29$563
This American Airlines deal was found by Cheapflights users on 4/29. 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.
Tue 11/46:49 amBOS - EIS
1 stop8h 16mAmerican Airlines
Tue 11/185:30 pmEIS - BOS
1 stop7h 49mAmerican Airlines
Deal found 4/29$694
This Kiwi.com deal was found by Cheapflights users on 4/29. 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.
Thu 6/262:42 pmBOS - EIS
1 stop20h 13mMultiple Airlines
Sat 7/54:00 pmEIS - BOS
2 stops15h 59mMultiple Airlines
Deal found 4/29$908

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 April 29, 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

Tue 10/7

8:00 am-2:35 pm

1 stop6h 35m

Road Town Beef Island

Sat 10/18

12:05 pm-11:04 pm

1 stop10h 59m

$538

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Tue 10/7

5:30 am-11:30 am

2 stops30h 00m

Road Town Beef Island

Sat 10/18

10:05 am-7:59 am

2 stops21h 54m

$563

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Tue 10/7

5:55 am-2:50 pm

2 stops8h 55m

Road Town Beef Island

Sat 10/18

4:30 pm-12:19 am

1 stop7h 49m

$723

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Thu 6/26

2:42 pm-10:55 am

1 stop20h 13m

Road Town Beef Island

Sat 7/5

4:00 pm-7:59 am

2 stops15h 59m

$908

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Thu 6/26

3:39 pm-11:30 am

2 stops19h 51m

$347

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Thu 6/12

8:00 am-2:35 pm

1 stop6h 35m

$349

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Thu 6/26

2:42 pm-10:55 am

1 stop20h 13m

$424

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Fri 6/27

5:15 am-3:51 pm

1 stop10h 36m

$562

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Compare providers for flights from Boston to Road Town

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Boston to Road Town in April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Boston-Road Town flights, users find the pricing of AranGrant to be most consistent on Cheapflights vs. AranGrant Users can find the same prices on Boston-Road Town flight deals on Cheapflights vs. AranGrant >95% of the time. Price accuracy is based on data collected from Boston-Road Town flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Boston-Road Town flights, Cheapflights users trust AranGrant the most. AranGrant has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Boston-Road Town flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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 April 25, 2025.

Booking 70 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, September is the cheapest month in which you can book a flight from Boston to Road Town (average of $700). Flying from Boston to Road Town in April is currently the most expensive (average of $948). 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 April 29, 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.

Rainfall in Road Town by month

Plan your trip to Road Town by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Road Town ranges from 1.9 - 5.8 inches per month. October is typically the wettest month, when rainfall can reach 5.8 in. February is typically the driest time to visit Road Town when rainfall is around 1.9 in.

Temperature in Road Town by month

Plan your trip to Road Town by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Road Town, use this chart to help with planning. For those seeking warmer temperatures, August is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of February, when temperatures are typically at their lowest (around 75.2 F).

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 April 29, 2025.
United Airlines
7.4
Good
8,696 reviews

Entertainment

7.1

Boarding

7.7

Food

6.6

Crew

8.1

Overall

7.4

Comfort

7.3

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
United Airlines
7.4
Good
8,696 reviews
United Airlines
7.4
Good
8,696 reviews

Entertainment

7.1

Boarding

7.7

Food

6.6

Crew

8.1

Overall

7.4

Comfort

7.3

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
JetBlue
7.3
Good
2,922 reviews
United Airlines
7.4
Good
8,696 reviews

Entertainment

7.1

Boarding

7.7

Food

6.6

Crew

8.1

Overall

7.4

Comfort

7.3

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,696 reviews

Entertainment

7.1

Boarding

7.7

Food

6.6

Crew

8.1

Overall

7.4

Comfort

7.3

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??

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 ($538), United Airlines ($563), and American Airlines ($723) offers the cheapest pricing from Boston to Road Town. Users have found that JetBlue is 37% cheaper than the other options available to this destination.

  • What are the cheapest airlines to fly from Boston to Road Town one-way?

    To fly one-way, consider booking your trip with United Airlines, which is currently one of the cheapest options available, starting at $347. JetBlue flights start at $349 while deals on American Airlines start at $562 one-way.

  • 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, September is the cheapest month in which you can book a flight from Boston to Road Town (average of $700). Flying from Boston to Road Town in April is currently the most expensive (average of $948). 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 April 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$591Average$858FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$622Average$867FlexibilityNo cancel feeOn-time71%

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