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

According to our current data, American Airlines ($694), United Airlines ($768), and JetBlue ($1,126) offers the cheapest pricing from Boston to Road Town. Users have found that American Airlines is 16% cheaper than the other options available to this destination.

What is the cheapest day to fly from Boston to Road Town?

Travelers seeking maximum savings on their Boston to Road Town flight should consider departing on Saturday at noon when fares are most often at their lowest. Friday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

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).

What is the cheapest day to fly round-trip from Boston to Road Town?

Flights from Boston to Road Town are found to be more expensive on Saturday. This shouldn't discourage you from searching as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to Road Town.

How far in advance should I book a flight from Boston to Road Town?

Find a great deal and save up to 45% by booking at least 60 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from Boston to Road Town within the next two weeks, with the cheapest ticket starting at $867.

What is the cheapest month to fly from Boston to Road Town?

August can be a great time to fly to Road Town from Boston with a flight ticket averaging about $831. Cheapflights users have found deals in the month of August for as cheap as $566. The most expensive prices can be found in the month of December.

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.

$228+ Flights from Boston to Road Town

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Cheap flight deals from Boston to Road Town

Round-trip from	$627 (Mytrip)
One-way from	$228 (Mytrip)
Popular in	December
Cheapest in	August
Average price	$763

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 July 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 July 11, 2025.

Fri 8/226:30 amBOS - EIS

2 stops11h 50mMultiple Airlines

Fri 8/294:00 pmEIS - BOS

2 stops22h 30mMultiple Airlines

Deal found 7/8

$593

Thu 9/115:47 amBOS - EIS

1 stop7h 19mAmerican Airlines

Mon 9/151:46 pmEIS - BOS

1 stop8h 34mAmerican Airlines

Deal found 7/9

$694

Tue 11/45:30 amBOS - EIS

2 stops12h 25mUnited Airlines

Tue 11/181:08 pmEIS - BOS

2 stops29h 35mUnited Airlines

Deal found 7/8

$748

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 July 11, 2025.

Sat 8/234:38 pmBOS - EIS

2 stops18h 17mMultiple Airlines

Sat 8/3012:10 pmEIS - BOS

3 stops34h 24mMultiple Airlines

Deal found 7/10

$627

Thu 9/115:47 amBOS - EIS

1 stop7h 19mAmerican Airlines

Mon 9/151:46 pmEIS - BOS

1 stop8h 34mAmerican Airlines

Deal found 7/9

$694

Tue 11/42:21 pmBOS - EIS

2 stops27h 34mUnited Airlines

Tue 11/181:08 pmEIS - BOS

2 stops29h 35mUnited Airlines

Deal found 7/10

$768

Sat 11/87:45 pmBOS - EIS

2 stops13h 24mJetBlue

Thu 11/137:55 amEIS - BOS

1 stop10h 40mJetBlue

Deal found 7/9

$1,126

Last-minute flights from Boston to Road Town
Discover last-minute flight deals from Boston to Road Town. Data last updated July 11, 2025 and is based on user searches.

Mon 7/145:31 pmBOS - EIS

2 stops25h 24mUnited Airlines

Sat 7/1910:05 amEIS - BOS

2 stops22h 06mUnited Airlines

Deal found 7/9

$933

Mon 7/148:45 pmBOS - EIS

1 stop13h 24mJetBlue

Sat 7/197:55 amEIS - BOS

1 stop11h 40mJetBlue

Deal found 7/10

$1,039

Thu 7/1712:00 pmBOS - EIS

1 stop8h 20mJetBlue

Thu 7/247:55 amEIS - BOS

1 stop9h 08mJetBlue

Deal found 7/10

$1,102

Fri 8/226:30 amBOS - EIS

2 stops11h 50mMultiple Airlines

Fri 8/294:00 pmEIS - BOS

2 stops22h 30mMultiple Airlines

Deal found 7/8

$593

Sun 8/244:34 pmBOS - EIS

2 stops20h 42mAmerican Airlines

Sun 8/311:56 pmEIS - BOS

1 stop9h 49mAmerican Airlines

Deal found 7/10

$813

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 July 11, 2025.

Sat 8/234:38 pmBOS - EIS

2 stops18h 17mMultiple Airlines

Deal found 7/10

$228

Fri 12/196:00 amBOS - EIS

2 stops30h 43mUnited Airlines

Deal found 7/9

$725

Cheapflights Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Fri 8/22

6:30 am-6:20 pm

2 stops11h 50m

Road Town Beef Island

Fri 8/29

4:00 pm-2:30 pm

2 stops22h 30m

$593

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Thu 9/11

5:47 am-1:06 pm

1 stop7h 19m

Road Town Beef Island

Mon 9/15

1:46 pm-10:20 pm

1 stop8h 34m

$694

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Tue 11/4

5:30 am-6:55 pm

2 stops12h 25m

Road Town Beef Island

Tue 11/18

1:08 pm-5:43 pm

2 stops29h 35m

$748

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Sat 8/23

4:38 pm-10:55 am

2 stops18h 17m

$228

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Fri 12/19

6:00 am-1:43 pm

2 stops30h 43m

$725

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/10

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 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 $954). 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 48% 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 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

8,846 reviews

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

8,846 reviews

United Airlines

7.4

Good

8,846 reviews

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

2,913 reviews

United Airlines

7.4

Good

8,846 reviews

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

8,846 reviews

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

What are the cheapest airlines flying from Boston to Road Town round-trip?
According to our current data, American Airlines ($694), United Airlines ($768), and JetBlue ($1,126) offers the cheapest pricing from Boston to Road Town. Users have found that American Airlines is 16% 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, 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 $954). 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$597	Average$855	FlexibilityNo cancel fee	On-time62%
American Airlines	Cheapest$662	Average$870	FlexibilityNo cancel fee	On-time71%

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$228+ 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 8/23. 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

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 July 11, 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 July 11, 2025.

Cheapflights Fare Finder

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

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?

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.

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?

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 July 11, 2025.

Reviews of airlines servicing Road Town

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.

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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Travel Smart

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 July 11, 2025.