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Road Town

$235+ 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 5/18. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — EIS
Mar 19 — Mar 261
Thu 3/19
Thu 3/26
1 adult, Economy
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Cheap 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 February 17, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/210:04 am
BOS
-
EIS
1 stop7h 16m
Multiple Airlines
Mon 3/94:00 pm
EIS
-
BOS
1 stop22h 43m
Multiple Airlines
Deal found 2/15$471
This Kiwi.com deal was found by Cheapflights users on 2/14. 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 3/38:01 pm
BOS
-
EIS
1 stop13h 54m
Multiple Airlines
Tue 3/1012:10 pm
EIS
-
BOS
1 stop6h 46m
Multiple Airlines
Deal found 2/14$490
This Kiwi.com deal was found by Cheapflights users on 2/14. 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 3/313:23 pm
BOS
-
EIS
1 stop22h 42m
Multiple Airlines
Tue 4/74:00 pm
EIS
-
BOS
1 stop22h 18m
Multiple Airlines
Deal found 2/14$491
This Kiwi.com deal was found by Cheapflights users on 2/14. 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 3/108:01 pm
BOS
-
EIS
1 stop14h 54m
Multiple Airlines
Tue 3/1712:10 pm
EIS
-
BOS
1 stop26h 08m
Multiple Airlines
Deal found 2/14$496
This Kiwi.com deal was found by Cheapflights users on 2/16. 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.
Sun 3/223:23 pm
BOS
-
EIS
1 stop19h 32m
Multiple Airlines
Wed 4/111:35 am
EIS
-
BOS
1 stop22h 41m
Multiple Airlines
Deal found 2/16$499
This Kiwi.com deal was found by Cheapflights users on 2/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/243:23 pm
BOS
-
EIS
1 stop23h 52m
Multiple Airlines
Tue 3/3111:35 am
EIS
-
BOS
1 stop26h 43m
Multiple Airlines
Deal found 2/15$500
This Kiwi.com deal was found by Cheapflights users on 2/17. 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 4/123:23 pm
BOS
-
EIS
1 stop19h 32m
Multiple Airlines
Sat 4/184:00 pm
EIS
-
BOS
2 stops18h 21m
Multiple Airlines
Deal found 2/17$506
This Kiwi.com deal was found by Cheapflights users on 2/14. 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 4/239:45 am
BOS
-
EIS
1 stop25h 10m
Multiple Airlines
Tue 4/284:00 pm
EIS
-
BOS
2 stops18h 21m
Multiple Airlines
Deal found 2/14$508
This Kiwi.com deal was found by Cheapflights users on 2/16. 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.
Tue 3/176:01 am
BOS
-
EIS
2 stops28h 54m
Multiple Airlines
Wed 4/14:00 pm
EIS
-
BOS
1 stop18h 16m
Multiple Airlines
Deal found 2/16$509
This Kiwi.com deal was found by Cheapflights users on 2/16. 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.
Fri 4/249:45 am
BOS
-
EIS
1 stop8h 25m
Multiple Airlines
Thu 4/3011:35 am
EIS
-
BOS
2 stops13h 16m
Multiple Airlines
Deal found 2/16$512

Find 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 February 17, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$471
(Kiwi.com)

One-way from

$235
(Kiwi.com)

Popular in

April

Cheapest in

October

Average price

$737
Provider with most accurate pricing for Boston Logan Intl-Road Town Beef Island flight deals.
Search Deals
Provider most trusted by Cheapflights users for Boston Logan Intl-Road Town Beef Island flights.
Search Deals
From Boston Logan Intl to Road Town Beef Island
Search Deals
One-way flight from Boston Logan Intl to Road Town Beef Island
Search Deals
Highest demand for flights based on searches. 22% potential increase in price ($279 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 8% potential price decrease ($76 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

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 February 17, 2026.
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 3/3

8:01 pm-10:55 am

1 stop13h 54m

Road Town Beef Island

Tue 3/10

12:10 pm-6:56 pm

1 stop6h 46m

$490

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Tue 3/31

3:23 pm-2:05 pm

1 stop22h 42m

Road Town Beef Island

Mon 4/6

4:00 pm-10:16 am

1 stop18h 16m

$491

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Fri 4/24

9:45 am-6:10 pm

1 stop8h 25m

Road Town Beef Island

Thu 4/30

11:35 am-12:51 am

2 stops13h 16m

$512

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Sun 4/26

9:45 am-10:55 am

1 stop25h 10m

Road Town Beef Island

Thu 4/30

11:35 am-12:51 am

2 stops13h 16m

$517

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Wed 4/1

3:23 pm-10:55 am

1 stop19h 32m

Road Town Beef Island

Wed 4/8

4:00 pm-10:16 am

1 stop18h 16m

$529

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Tue 4/28

9:45 am-6:10 pm

1 stop8h 25m

Road Town Beef Island

Wed 4/29

11:35 am-11:59 pm

2 stops12h 24m

$533

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Fri 4/24

9:45 am-6:10 pm

1 stop8h 25m

Road Town Beef Island

Sun 5/3

4:00 pm-12:51 am

2 stops32h 51m

$535

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Tue 4/28

9:45 am-6:10 pm

1 stop8h 25m

Road Town Beef Island

Sat 5/2

11:35 am-12:51 am

2 stops13h 16m

$535

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Fri 4/24

9:45 am-6:10 pm

1 stop8h 25m

Road Town Beef Island

Sat 5/2

11:35 am-12:51 am

2 stops13h 16m

$535

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Tue 4/28

9:45 am-6:10 pm

1 stop8h 25m

Road Town Beef Island

Sun 5/3

4:00 pm-12:51 am

2 stops32h 51m

$535

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/13

Showing 1-10 of 18 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 February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*2 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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Boston-Road Town flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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

What is the cheapest month to book a flight from Boston to Road Town?

Currently, October is the cheapest month in which you can book a flight from Boston to Road Town (average of $621). Flying from Boston to Road Town in April is currently the most expensive (average of $728). 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.

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 February 17, 2026.
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
11,304 reviews

Entertainment

6.9

Boarding

7.5

Crew

8.0

Comfort

7.2

Food

6.4

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.
American Airlines
7.2
Good
11,304 reviews
American Airlines
7.2
Good
11,304 reviews

Entertainment

6.9

Boarding

7.5

Crew

8.0

Comfort

7.2

Food

6.4

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.
JetBlue
7.2
Good
2,900 reviews
American Airlines
7.2
Good
11,304 reviews

Entertainment

6.9

Boarding

7.5

Crew

8.0

Comfort

7.2

Food

6.4

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.

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 ($641), and American Airlines ($718) offers the cheapest pricing from Boston to Road Town. Users have found that JetBlue is 34% 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, October is the cheapest month in which you can book a flight from Boston to Road Town (average of $621). Flying from Boston to Road Town in April is currently the most expensive (average of $728). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 February 17, 2026.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$641Average$819FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$718Average$1,053FlexibilityNo cancel feeOn-time71%

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