What are the cheapest airlines flying from Boston to Road Town round-trip?

According to our current data, JetBlue ($616), and American Airlines ($672) offers the cheapest pricing from Boston to Road Town. Users have found that JetBlue is 31% cheaper than the other options available to this destination.

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.

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).

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.

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.

$219+ Flights from Boston to Road Town

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1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

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We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

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Cheap flight deals from Boston to Road Town

Most accurate provider	eDreams 3 stars
Most trusted provider	eDreams 3 stars
Round-trip from	$497 (Kiwi.com)
One-way from	$219 (Kiwi.com)
Popular in	April
Cheapest in	September
Average price	$1,011

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. 12% potential increase in price ($125 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 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 4, 2025.

Sat 12/138:11 pmBOS - EIS

2 stops18h 04mMultiple Airlines

Sun 12/2112:10 pmEIS - BOS

1 stop7h 29mMultiple Airlines

Deal found 11/4

$563

Fri 12/193:22 pmBOS - EIS

2 stops22h 06mUnited Airlines

Fri 12/2611:42 amEIS - BOS

2 stops13h 12mUnited Airlines

Deal found 11/4

$667

Fri 12/1911:55 amBOS - EIS

2 stops46h 10mMultiple Airlines

Fri 12/268:55 amEIS - BOS

1 stop10h 44mMultiple Airlines

Deal found 11/4

$761

Wed 11/56:00 amBOS - EIS

2 stops33h 15mUnited Airlines

Wed 11/1911:21 amEIS - BOS

2 stops22h 53mUnited Airlines

Deal found 11/4

$874

Thu 12/2511:55 amBOS - EIS

2 stops29h 25mMultiple Airlines

Mon 12/2912:10 pmEIS - BOS

1 stop7h 29mMultiple Airlines

Deal found 11/4

$881

Best flights from Boston to Road Town
Discover carefully curated flight deals from Boston to Road Town that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 4, 2025.

Tue 1/67:34 pmBOS - EIS

1 stop14h 21mMultiple Airlines

Tue 1/1312:10 pmEIS - BOS

1 stop9h 24mMultiple Airlines

Deal found 11/3

$497

Tue 1/65:15 amBOS - EIS

1 stop8h 55mAmerican Airlines

Tue 1/138:00 amEIS - BOS

1 stop13h 51mAmerican Airlines

Deal found 11/3

$794

Wed 1/285:30 amBOS - EIS

2 stops11h 50mMultiple Airlines

Sun 2/17:15 amEIS - BOS

3 stops17h 42mMultiple Airlines

Deal found 11/4

$636

Thu 2/2610:24 amBOS - EIS

1 stop6h 56mMultiple Airlines

Wed 3/118:55 amEIS - BOS

2 stops16h 09mMultiple Airlines

Deal found 11/3

$650

Thu 2/265:00 amBOS - EIS

1 stop16h 13mAmerican Airlines

Wed 3/117:00 amEIS - BOS

1 stop16h 09mAmerican Airlines

Deal found 11/3

$804

Thu 2/2610:24 amBOS - EIS

1 stop6h 56mMultiple Airlines

Tue 3/1011:35 amEIS - BOS

1 stop23h 10mMultiple Airlines

Deal found 11/3

$750

Sat 3/710:51 amBOS - EIS

1 stop10h 22mAmerican Airlines

Mon 3/167:00 amEIS - BOS

1 stop16h 09mAmerican Airlines

Deal found 11/4

$899

Mon 1/1910:00 amBOS - EIS

2 stops11h 16mAmerican Airlines

Mon 1/265:49 pmEIS - BOS

1 stop8h 10mAmerican Airlines

Deal found 11/3

$899

Last-minute flights from Boston to Road Town
Discover last-minute flight deals from Boston to Road Town. Data last updated November 4, 2025 and is based on user searches.

Wed 11/56:00 amBOS - EIS

2 stops33h 15mUnited Airlines

Wed 11/1911:21 amEIS - BOS

2 stops22h 53mUnited Airlines

Deal found 11/4

$874

Sat 12/138:11 pmBOS - EIS

2 stops18h 04mMultiple Airlines

Sun 12/2112:10 pmEIS - BOS

1 stop7h 29mMultiple Airlines

Deal found 11/4

$563

Fri 12/193:22 pmBOS - EIS

2 stops22h 06mUnited Airlines

Fri 12/2611:42 amEIS - BOS

2 stops13h 12mUnited Airlines

Deal found 11/4

$667

Fri 12/1911:55 amBOS - EIS

2 stops46h 10mMultiple Airlines

Fri 12/268:55 amEIS - BOS

1 stop10h 44mMultiple Airlines

Deal found 11/4

$761

Thu 12/2511:55 amBOS - EIS

2 stops29h 25mMultiple Airlines

Mon 12/2912:10 pmEIS - BOS

1 stop7h 29mMultiple Airlines

Deal found 11/4

$881

One-way flights from Boston to Road Town
Search for one-way flight options from Boston to Road Town. Find affordable one-way fares based on user searches. Data last updated November 4, 2025.

Sun 3/110:24 amBOS - EIS

1 stop6h 56mMultiple Airlines

Deal found 11/4

$219

Fri 1/210:57 amBOS - EIS

2 stops27h 18mMultiple Airlines

Deal found 11/4

$236

Sat 3/711:47 amBOS - EIS

2 stops22h 08mMultiple Airlines

Deal found 11/4

$319

Fri 11/143:55 pmBOS - EIS

3 stops25h 25mMultiple Airlines

Deal found 11/2

$328

Thu 11/205:45 amBOS - EIS

2 stops28h 10mMultiple Airlines

Deal found 11/4

$338

Fri 1/166:00 amBOS - EIS

2 stops27h 55mMultiple Airlines

Deal found 11/3

$380

Fly from

Fly to

Route

Depart

Return

Price

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Tue 1/6

7:34 pm-10:55 am

1 stop14h 21m

Road Town Beef Island

Tue 1/13

12:10 pm-8:34 pm

1 stop9h 24m

$497

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Wed 1/28

5:30 am-6:20 pm

2 stops11h 50m

Road Town Beef Island

Sun 2/1

7:15 am-11:57 pm

3 stops17h 42m

$636

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Thu 2/26

10:24 am-6:20 pm

1 stop6h 56m

Road Town Beef Island

Wed 3/11

8:55 am-1:04 am

2 stops16h 09m

$650

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Thu 2/26

10:24 am-6:20 pm

1 stop6h 56m

Road Town Beef Island

Tue 3/10

11:35 am-10:45 am

1 stop23h 10m

$750

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Tue 1/6

5:15 am-3:10 pm

1 stop8h 55m

Road Town Beef Island

Tue 1/13

8:00 am-8:51 pm

1 stop13h 51m

$794

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Thu 2/26

5:00 am-10:13 pm

1 stop16h 13m

Road Town Beef Island

Wed 3/11

7:00 am-11:09 pm

1 stop16h 09m

$804

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Sat 3/7

10:51 am-10:13 pm

1 stop10h 22m

Road Town Beef Island

Mon 3/16

7:00 am-11:09 pm

1 stop16h 09m

$899

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Mon 1/19

10:00 am-10:16 pm

2 stops11h 16m

Road Town Beef Island

Mon 1/26

5:49 pm-12:59 am

1 stop8h 10m

$899

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Sun 3/1

10:24 am-6:20 pm

1 stop6h 56m

$219

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Fri 1/2

10:57 am-3:15 pm

2 stops27h 18m

$236

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/4

Showing 1-10 of 14 results

Compare providers for flights from Boston to Road Town

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.

Provider	Price Accuracy	Trust Score*
Expedia	Price Accuracy2 stars	Trust Score*3 stars
FlightHub	Price Accuracy3 stars	Trust Score*1 star
eDreams	Price Accuracy3 stars	Trust Score*3 stars
AranGrant	Price Accuracy2 stars	Trust 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?

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 December is currently the most expensive (average of $820). 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?

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.

Reviews of airlines servicing Road Town

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

11,038 reviews

Reviews

1 / 20

2.0

Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac

American Airlines

7.2

Good

11,038 reviews

American Airlines

7.2

Good

11,038 reviews

Reviews

1 / 20

2.0

Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac

JetBlue

7.2

Good

2,907 reviews

American Airlines

7.2

Good

11,038 reviews

Reviews

1 / 20

2.0

Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac

Related info for your journey

What are the cheapest airlines flying from Boston to Road Town round-trip?
According to our current data, JetBlue ($616), and American Airlines ($672) offers the cheapest pricing from Boston to Road Town. Users have found that JetBlue is 31% 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 December is currently the most expensive (average of $820). 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

Complete your trip

Road Town Beef Island Airport car rentals

Top 2 airlines flying from Boston to Road Town

Airline	Cheapest	Average	Flexibility	On-time
JetBlue	Cheapest$616	Average$858	FlexibilityNo cancel fee	On-time62%
American Airlines	Cheapest$672	Average$900	FlexibilityNo cancel fee	On-time71%

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$219+ 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 3/1. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Boston to Road Town with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from Boston to Road Town

Most accurate provider

Most trusted provider

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Find flight deals from Boston to Road Town

Cheapest flights from Boston to Road TownExplore 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 4, 2025.

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 4, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Boston to Road Town that are best for you.

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.

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.

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?

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

What is the cheapest time of day to fly from BOS to EIS?

Reviews of airlines servicing Road Town

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.

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?

Can I find deals for flights from Boston to Road Town that include hotel bookings?

How can I find direct flights from Boston to Road Town?

Can I find deals for business class flights from Boston to Road Town?

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

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.

Top 2 airlines flying from Boston to Road Town

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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 4, 2025.