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

According to our current data, JetBlue ($617), and American Airlines ($718) 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.

$205+ Flights from Boston to Road Town

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1. Tell us where you want to go

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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 December 23, 2025.

Wed 12/317:34 pmBOS - EIS

1 stop19h 31mMultiple Airlines

Wed 1/712:50 pmEIS - BOS

2 stops22h 21mMultiple Airlines

Deal found 12/22

$479

Tue 12/307:34 pmBOS - EIS

1 stop14h 21mMultiple Airlines

Wed 1/712:50 pmEIS - BOS

2 stops22h 21mMultiple Airlines

Deal found 12/22

$502

Wed 12/317:34 pmBOS - EIS

1 stop19h 31mMultiple Airlines

Tue 1/612:10 pmEIS - BOS

2 stops24h 24mMultiple Airlines

Deal found 12/22

$570

Tue 12/307:34 pmBOS - EIS

1 stop14h 21mMultiple Airlines

Tue 1/612:10 pmEIS - BOS

2 stops24h 24mMultiple Airlines

Deal found 12/22

$593

Wed 12/317:34 pmBOS - EIS

1 stop19h 31mMultiple Airlines

Mon 1/54:00 pmEIS - BOS

1 stop20h 36mMultiple Airlines

Deal found 12/22

$603

Tue 12/307:34 pmBOS - EIS

1 stop14h 21mMultiple Airlines

Thu 1/18:55 amEIS - BOS

2 stops23h 28mMultiple Airlines

Deal found 12/22

$623

Tue 12/307:34 pmBOS - EIS

1 stop14h 21mMultiple Airlines

Mon 1/54:00 pmEIS - BOS

1 stop20h 36mMultiple Airlines

Deal found 12/22

$627

Sun 12/287:34 pmBOS - EIS

1 stop17h 36mMultiple Airlines

Wed 1/712:50 pmEIS - BOS

2 stops22h 21mMultiple Airlines

Deal found 12/22

$656

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 December 23, 2025.

Sat 2/288:01 pmBOS - EIS

1 stop13h 54mMultiple Airlines

Tue 3/312:10 pmEIS - BOS

1 stop7h 46mMultiple Airlines

Deal found 12/21

$452

Fri 3/139:45 amBOS - EIS

1 stop6h 34mJetBlue

Sat 3/214:43 pmEIS - BOS

1 stop12h 56mJetBlue

Deal found 12/22

$624

Tue 2/248:01 pmBOS - EIS

1 stop13h 54mMultiple Airlines

Sun 3/112:10 pmEIS - BOS

1 stop7h 46mMultiple Airlines

Deal found 12/21

$453

Mon 2/233:00 pmBOS - EIS

1 stop23h 15mMultiple Airlines

Mon 3/212:10 pmEIS - BOS

1 stop7h 46mMultiple Airlines

Deal found 12/21

$460

Thu 2/268:01 pmBOS - EIS

1 stop13h 54mMultiple Airlines

Sun 3/112:10 pmEIS - BOS

1 stop7h 46mMultiple Airlines

Deal found 12/22

$461

Tue 1/67:34 pmBOS - EIS

1 stop14h 21mMultiple Airlines

Tue 1/1312:10 pmEIS - BOS

2 stops27h 28mMultiple Airlines

Deal found 12/22

$484

Wed 2/255:27 amBOS - EIS

2 stops11h 53mMultiple Airlines

Tue 3/312:10 pmEIS - BOS

1 stop7h 46mMultiple Airlines

Deal found 12/22

$484

Sun 2/223:54 pmBOS - EIS

2 stops21h 16mMultiple Airlines

Mon 3/212:10 pmEIS - BOS

1 stop7h 46mMultiple Airlines

Deal found 12/22

$514

Mon 2/235:27 amBOS - EIS

2 stops11h 53mMultiple Airlines

Sat 2/288:55 amEIS - BOS

2 stops16h 04mMultiple Airlines

Deal found 12/21

$541

Sat 1/173:18 pmBOS - EIS

1 stop18h 37mMultiple Airlines

Wed 1/214:00 pmEIS - BOS

1 stop23h 12mMultiple Airlines

Deal found 12/21

$567

Last-minute flights from Boston to Road Town
Discover last-minute flight deals from Boston to Road Town. Data last updated December 23, 2025 and is based on user searches.

Tue 12/307:34 pmBOS - EIS

1 stop14h 21mMultiple Airlines

Wed 1/712:50 pmEIS - BOS

2 stops22h 21mMultiple Airlines

Deal found 12/22

$502

Wed 12/317:34 pmBOS - EIS

1 stop19h 31mMultiple Airlines

Wed 1/712:50 pmEIS - BOS

2 stops22h 21mMultiple Airlines

Deal found 12/22

$479

Thu 1/17:34 pmBOS - EIS

1 stop14h 21mMultiple Airlines

Wed 1/712:50 pmEIS - BOS

2 stops22h 21mMultiple Airlines

Deal found 12/22

$501

Mon 1/57:34 pmBOS - EIS

1 stop18h 41mMultiple Airlines

Sat 1/1012:50 pmEIS - BOS

2 stops22h 21mMultiple Airlines

Deal found 12/21

$489

Tue 1/67:34 pmBOS - EIS

1 stop14h 21mMultiple Airlines

Tue 1/1312:10 pmEIS - BOS

2 stops27h 28mMultiple Airlines

Deal found 12/22

$484

Sat 1/175:27 pmBOS - EIS

2 stops20h 48mMultiple Airlines

Wed 1/214:00 pmEIS - BOS

1 stop23h 12mMultiple Airlines

Deal found 12/21

$503

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 December 23, 2025.

Tue 3/38:01 pmBOS - EIS

1 stop13h 54mMultiple Airlines

Deal found 12/22

$205

Tue 1/203:43 pmBOS - EIS

2 stops18h 12mMultiple Airlines

Deal found 12/21

$207

Thu 4/96:00 amBOS - EIS

2 stops28h 55mMultiple Airlines

Deal found 12/20

$256

Sat 3/213:18 pmBOS - EIS

1 stop23h 57mMultiple Airlines

Deal found 12/22

$278

Sat 3/283:18 pmBOS - EIS

1 stop19h 37mMultiple Airlines

Deal found 12/22

$306

Find flight deals from Boston to Road Town

Most accurate provider	eDreams 3 stars
Most trusted provider	eDreams 3 stars
Round-trip from	$452 (Kiwi.com)
One-way from	$205 (Kiwi.com)
Popular in	April
Cheapest in	October
Average price	$978

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. 20% potential increase in price ($230 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 6% potential price decrease ($56 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in December 2025

Search Deals

Fly from

Fly to

Route

Depart

Return

Price

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Sat 2/28

8:01 pm-10:55 am

1 stop13h 54m

Road Town Beef Island

Tue 3/3

12:10 pm-6:56 pm

1 stop7h 46m

$452

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Tue 2/24

8:01 pm-10:55 am

1 stop13h 54m

Road Town Beef Island

Sun 3/1

12:10 pm-6:56 pm

1 stop7h 46m

$453

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Mon 2/23

3:00 pm-3:15 pm

1 stop23h 15m

Road Town Beef Island

Mon 3/2

12:10 pm-6:56 pm

1 stop7h 46m

$460

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Thu 2/26

8:01 pm-10:55 am

1 stop13h 54m

Road Town Beef Island

Sun 3/1

12:10 pm-6:56 pm

1 stop7h 46m

$461

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-2:38 pm

2 stops27h 28m

$484

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Wed 2/25

5:27 am-6:20 pm

2 stops11h 53m

Road Town Beef Island

Tue 3/3

12:10 pm-6:56 pm

1 stop7h 46m

$484

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Sun 2/22

3:54 pm-2:10 pm

2 stops21h 16m

Road Town Beef Island

Mon 3/2

12:10 pm-6:56 pm

1 stop7h 46m

$514

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Mon 2/23

5:27 am-6:20 pm

2 stops11h 53m

Road Town Beef Island

Sat 2/28

8:55 am-11:59 pm

2 stops16h 04m

$541

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Sat 1/17

3:18 pm-10:55 am

1 stop18h 37m

Road Town Beef Island

Wed 1/21

4:00 pm-2:12 pm

1 stop23h 12m

$567

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Fri 3/13

9:45 am-4:19 pm

1 stop6h 34m

Road Town Beef Island

Sat 3/21

4:43 pm-5:39 am

1 stop12h 56m

$624

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/22

Showing 1-10 of 17 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 December.

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, April is the cheapest month in which you can book a flight from Boston to Road Town (average of $616). 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?

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

11,050 reviews

Reviews

1 / 20

10.0

Excellent

Jeremy,Dec 2025

OKC - CLT

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit

American Airlines

7.2

Good

11,050 reviews

American Airlines

7.2

Good

11,050 reviews

Reviews

1 / 20

10.0

Excellent

Jeremy,Dec 2025

OKC - CLT

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit

JetBlue

7.2

Good

2,898 reviews

American Airlines

7.2

Good

11,050 reviews

Reviews

1 / 20

10.0

Excellent

Jeremy,Dec 2025

OKC - CLT

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit

Related info for your journey

What are the cheapest airlines flying from Boston to Road Town round-trip?
According to our current data, JetBlue ($617), and American Airlines ($718) 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, April is the cheapest month in which you can book a flight from Boston to Road Town (average of $616). 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

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$617	Average$845	FlexibilityNo cancel fee	On-time62%
American Airlines	Cheapest$718	Average$1,031	FlexibilityNo cancel fee	On-time71%

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$205+ 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 3/3. 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

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 December 23, 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 December 23, 2025.

Find 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

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 December.

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 December 23, 2025.