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Road Town

$325+ 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 7/5. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — EIS
Jul 5 — Jul 121
Sat 7/5
Sat 7/12
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 30, 2025.

Round-trip from

$567
(Kiwi.com)

One-way from

$325
(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. 10% potential increase in price ($93 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 30, 2025.

This Kiwi.com deal was found by Cheapflights users on 6/29. 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.
Sun 8/1010:03 amBOS - EIS
1 stop8h 17mMultiple Airlines
Thu 8/144:00 pmEIS - BOS
2 stops17h 39mMultiple Airlines
Deal found 6/29$567
This United Airlines deal was found by Cheapflights users on 6/29. 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 11/46:00 amBOS - EIS
2 stops11h 55mUnited Airlines
Tue 11/187:55 amEIS - BOS
2 stops38h 40mUnited Airlines
Deal found 6/29$720
This American Airlines deal was found by Cheapflights users on 6/29. 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.
Wed 8/135:13 amBOS - EIS
1 stop8h 03mAmerican Airlines
Wed 8/201:56 pmEIS - BOS
1 stop9h 49mAmerican Airlines
Deal found 6/29$724
This JetBlue deal was found by Cheapflights users on 6/29. 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.
Mon 7/148:45 pmBOS - EIS
1 stop13h 24mJetBlue
Sat 7/197:55 amEIS - BOS
1 stop11h 40mJetBlue
Deal found 6/29$1,092

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 30, 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 8/10

10:03 am-6:20 pm

1 stop8h 17m

Road Town Beef Island

Thu 8/14

4:00 pm-9:39 am

2 stops17h 39m

$567

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Wed 8/13

5:13 am-1:16 pm

1 stop8h 03m

Road Town Beef Island

Wed 8/20

1:56 pm-11:45 pm

1 stop9h 49m

$724

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Mon 7/14

4:33 pm-6:55 pm

2 stops26h 22m

Road Town Beef Island

Sat 7/19

10:05 am-8:11 am

2 stops22h 06m

$908

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Mon 7/14

8:45 pm-10:09 am

1 stop13h 24m

Road Town Beef Island

Sat 7/19

7:55 am-7:35 pm

1 stop11h 40m

$1,092

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Sat 7/5

3:25 pm-10:55 am

2 stops19h 30m

$325

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Sat 7/5

8:45 pm-10:09 am

1 stop13h 24m

$571

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Sat 7/5

5:31 pm-4:02 pm

2 stops46h 31m

$595

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Tue 7/8

9:06 pm-4:00 pm

2 stops18h 54m

$933

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/29

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 27, 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 $950). 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 30, 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 June 30, 2025.
See what other customers who have flown with United Airlines, JetBlue, and American Airlines 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.
United Airlines
7.4
Good
8,852 reviews

Food

6.6

Entertainment

7.0

Overall

7.4

Boarding

7.7

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
8,852 reviews
United Airlines
7.4
Good
8,852 reviews

Food

6.6

Entertainment

7.0

Overall

7.4

Boarding

7.7

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
2,920 reviews
United Airlines
7.4
Good
8,852 reviews

Food

6.6

Entertainment

7.0

Overall

7.4

Boarding

7.7

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
8,852 reviews

Food

6.6

Entertainment

7.0

Overall

7.4

Boarding

7.7

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, American Airlines ($724), United Airlines ($908), and JetBlue ($1,092) offers the cheapest pricing from Boston to Road Town. Users have found that American Airlines is 12% 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 JetBlue, which is currently one of the cheapest options available, starting at $571. United Airlines flights start at $595 while deals on American Airlines start at $933 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, 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 $950). 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

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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 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$596Average$849FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$662Average$864FlexibilityNo cancel feeOn-time71%

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