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Road Town

$282+ 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 6/21. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — EIS
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
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 June 12, 2025.

Round-trip from

$453
(Kiwi.com)

One-way from

$282
(Mytrip)

Popular in

December

Cheapest in

August

Average price

$772
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 ($87 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 June 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 June 12, 2025.

This Kiwi.com deal was found by Cheapflights users on 6/11. 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.
Sun 7/62:42 pmBOS - EIS
1 stop25h 23mMultiple Airlines
Sun 7/138:55 amEIS - BOS
1 stop10h 35mMultiple Airlines
Deal found 6/11$453
This United Airlines deal was found by Cheapflights users on 6/9. 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 11/45:30 amBOS - EIS
2 stops29h 00mUnited Airlines
Tue 11/187:55 amEIS - BOS
2 stops16h 47mUnited Airlines
Deal found 6/9$496
This JetBlue deal was found by Cheapflights users on 6/9. 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 11/411:20 pmBOS - EIS
1 stop11h 10mJetBlue
Tue 11/1812:05 pmEIS - BOS
1 stop11h 13mJetBlue
Deal found 6/9$512
This American Airlines deal was found by Cheapflights users on 6/9. 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 10/215:43 amBOS - EIS
1 stop9h 07mAmerican Airlines
Tue 10/283:00 pmEIS - BOS
1 stop9h 19mAmerican Airlines
Deal found 6/9$694

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 June 12, 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

Sun 7/6

2:42 pm-4:05 pm

1 stop25h 23m

Road Town Beef Island

Sun 7/13

8:55 am-7:30 pm

1 stop10h 35m

$453

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Tue 11/4

5:30 am-11:30 am

2 stops29h 00m

Road Town Beef Island

Tue 11/18

7:55 am-11:42 pm

2 stops16h 47m

$496

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Tue 11/4

11:20 pm-11:30 am

1 stop11h 10m

Road Town Beef Island

Tue 11/18

12:05 pm-10:18 pm

1 stop11h 13m

$512

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Tue 10/21

5:43 am-2:50 pm

1 stop9h 07m

Road Town Beef Island

Tue 10/28

3:00 pm-12:19 am

1 stop9h 19m

$694

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Sat 6/21

8:14 pm-6:20 pm

2 stops22h 06m

$282

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Wed 12/3

7:40 am-11:30 am

2 stops26h 50m

$285

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Sat 8/2

5:10 am-1:55 pm

1 stop8h 45m

$462

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

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 June 9, 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, September is the cheapest month in which you can book a flight from Boston to Road Town (average of $681). Flying from Boston to Road Town in April is currently the most expensive (average of $943). 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 June 12, 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 June 12, 2025.
Get a feel of what it's like to fly with United Airlines, JetBlue and American Airlines from Boston to Road Town by reading reviews from past customers. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,790 reviews

Entertainment

7.0

Overall

7.4

Boarding

7.7

Food

6.6

Crew

8.1

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
8,790 reviews
United Airlines
7.4
Good
8,790 reviews

Entertainment

7.0

Overall

7.4

Boarding

7.7

Food

6.6

Crew

8.1

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
2,925 reviews
United Airlines
7.4
Good
8,790 reviews

Entertainment

7.0

Overall

7.4

Boarding

7.7

Food

6.6

Crew

8.1

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
8,790 reviews

Entertainment

7.0

Overall

7.4

Boarding

7.7

Food

6.6

Crew

8.1

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, United Airlines ($496), JetBlue ($638), and American Airlines ($814) offers the cheapest pricing from Boston to Road Town. Users have found that United Airlines is 40% 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, September is the cheapest month in which you can book a flight from Boston to Road Town (average of $681). Flying from Boston to Road Town in April is currently the most expensive (average of $943). 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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$590Average$849FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$662Average$867FlexibilityNo cancel feeOn-time71%

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