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Road Town

$211+ 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 1/1. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — EIS
Dec 25 — Jan 11
Thu 12/25
Thu 1/1
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 November 25, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$453
(Kiwi.com)

One-way from

$211
(Mytrip)

Popular in

April

Cheapest in

October

Average price

$1,058
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. 16% potential increase in price ($171 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($37 potential savings vs. average RT price).
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Average for round-trip flights in November 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 November 25, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/25. 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.
Mon 12/297:34 pmBOS - EIS
1 stop18h 41mMultiple Airlines
Mon 1/54:00 pmEIS - BOS
2 stops34h 19mMultiple Airlines
Deal found 11/25$726
This Kiwi.com deal was found by Cheapflights users on 11/24. 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.
Tue 12/2312:18 pmBOS - EIS
1 stop21h 37mMultiple Airlines
Tue 12/3012:10 pmEIS - BOS
2 stops14h 14mMultiple Airlines
Deal found 11/24$819
This American Airlines deal was found by Cheapflights users on 11/24. 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 12/235:00 amBOS - EIS
1 stop16h 14mAmerican Airlines
Tue 12/3012:55 pmEIS - BOS
1 stop9h 10mAmerican Airlines
Deal found 11/24$919

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 November 25, 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

Sat 1/10

3:18 pm-10:55 am

1 stop18h 37m

Road Town Beef Island

Sat 1/17

8:55 am-2:12 pm

1 stop6h 17m

$453

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Sat 2/7

3:18 pm-10:55 am

1 stop18h 37m

Road Town Beef Island

Sat 2/14

8:55 am-10:11 am

2 stops26h 16m

$508

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Sun 1/4

7:34 pm-10:55 am

1 stop14h 21m

Road Town Beef Island

Fri 1/9

4:00 pm-4:19 pm

2 stops25h 19m

$550

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Mon 1/5

7:34 pm-3:15 pm

1 stop18h 41m

Road Town Beef Island

Sat 1/10

12:50 pm-11:36 am

1 stop23h 46m

$574

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Sun 2/22

10:24 am-2:10 pm

1 stop26h 46m

Road Town Beef Island

Tue 3/3

12:10 pm-2:12 pm

1 stop27h 02m

$607

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Sat 2/21

5:40 am-6:20 pm

2 stops11h 40m

Road Town Beef Island

Mon 3/2

12:50 pm-11:57 pm

2 stops12h 07m

$702

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Thu 1/1

7:34 pm-10:55 am

1 stop14h 21m

$211

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Fri 1/2

7:34 pm-6:20 pm

1 stop21h 46m

$220

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Mon 1/12

5:28 am-6:20 pm

2 stops11h 52m

$243

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Sun 12/7

5:45 am-10:55 am

3 stops28h 10m

$374

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/25

Showing 1-10 of 12 results
1
2

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 November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy2 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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Boston-Road Town flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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 November 21, 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, January is the cheapest month in which you can book a flight from Boston to Road Town (average of $576). Flying from Boston to Road Town in September is currently the most expensive (average of $727). 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 November 25, 2025.

It’s typically best to fly out from Boston to Road Town at noon. Doing so could potentially save you 47% on the flight price compared to flying in the evening, which is usually more expensive.

How much does it cost to fly round-trip from Boston to Road Town?

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 November 25, 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
11,040 reviews

Entertainment

6.9

Food

6.4

Boarding

7.5

Overall

7.2

Comfort

7.2

Crew

8.0

Reviews

1 / 20
4.0
Okay

Cameron,Nov 2025

PDX - LHR

The plane was very old...had no WiFi available. The crew were not friendly nor helpful.
American Airlines
7.2
Good
11,040 reviews
American Airlines
7.2
Good
11,040 reviews

Entertainment

6.9

Food

6.4

Boarding

7.5

Overall

7.2

Comfort

7.2

Crew

8.0

Reviews

1 / 20
4.0
Okay

Cameron,Nov 2025

PDX - LHR

The plane was very old...had no WiFi available. The crew were not friendly nor helpful.
JetBlue
7.2
Good
2,903 reviews
American Airlines
7.2
Good
11,040 reviews

Entertainment

6.9

Food

6.4

Boarding

7.5

Overall

7.2

Comfort

7.2

Crew

8.0

Reviews

1 / 20
4.0
Okay

Cameron,Nov 2025

PDX - LHR

The plane was very old...had no WiFi available. The crew were not friendly nor helpful.

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 ($617), and American Airlines ($682) 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, January is the cheapest month in which you can book a flight from Boston to Road Town (average of $576). Flying from Boston to Road Town in September is currently the most expensive (average of $727). 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 November 25, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$617Average$854FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$682Average$922FlexibilityNo cancel feeOn-time71%

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