How long is the flight from Boston to Road Town?

For as low as $743, American Airlines can have you in Road Town from Boston in 17h 20m. Airlines will cover a distance of 1695 mi.

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

According to our current data, JetBlue ($597), and American Airlines ($662) 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.

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 31% by booking at least 30 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 $773.

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

September can be a great time to fly to Road Town from Boston with a flight ticket averaging about $862. Cheapflights users have found deals in the month of September for as cheap as $727. The most expensive prices can be found in the month of April.

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.

$526+ Flights from Boston to Road Town

Home Search by date Vacation packages Hotels Flight deals Car rental Travel tips & news

Find cheap flights from Boston to Road Town with Cheapflights

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”

2. Select your favorite providers

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.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Boston to Road Town

Round-trip from	$526 (Kiwi.com)
Popular in	April
Cheapest in	September
Average price	$727

From Boston Logan Intl to Road Town Beef Island

Search Deals

Highest demand for flights based on searches. 8% potential increase in price ($80 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 2% potential price decrease ($23 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in September 2025

Search Deals

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 September 11, 2025.

Mon 12/86:00 amBOS - EIS

2 stops32h 15mMultiple Airlines

Wed 12/1712:10 pmEIS - BOS

1 stop9h 24mMultiple Airlines

Deal found 9/10

$526

Tue 12/96:15 amBOS - EIS

2 stops27h 40mMultiple Airlines

Wed 12/1712:10 pmEIS - BOS

1 stop9h 24mMultiple Airlines

Deal found 9/10

$536

Fri 12/1211:06 amBOS - EIS

2 stops22h 49mMultiple Airlines

Wed 12/1712:10 pmEIS - BOS

1 stop9h 24mMultiple Airlines

Deal found 9/10

$562

Mon 12/86:00 amBOS - EIS

2 stops32h 15mMultiple Airlines

Fri 12/1912:10 pmEIS - BOS

1 stop9h 24mMultiple Airlines

Deal found 9/10

$565

Thu 12/1112:20 pmBOS - EIS

2 stops21h 35mMultiple Airlines

Wed 12/1712:10 pmEIS - BOS

1 stop9h 24mMultiple Airlines

Deal found 9/10

$569

Tue 12/96:15 amBOS - EIS

2 stops27h 40mMultiple Airlines

Sat 12/2012:10 pmEIS - BOS

1 stop9h 24mMultiple Airlines

Deal found 9/10

$575

Sun 12/711:13 amBOS - EIS

2 stops22h 42mMultiple Airlines

Wed 12/1712:10 pmEIS - BOS

1 stop9h 24mMultiple Airlines

Deal found 9/10

$585

Fri 12/1211:06 amBOS - EIS

2 stops22h 49mMultiple Airlines

Fri 12/1912:10 pmEIS - BOS

1 stop9h 24mMultiple Airlines

Deal found 9/10

$601

Thu 12/1112:20 pmBOS - EIS

2 stops21h 35mMultiple Airlines

Fri 12/1912:10 pmEIS - BOS

1 stop9h 24mMultiple Airlines

Deal found 9/10

$608

Sun 12/711:13 amBOS - EIS

2 stops22h 42mMultiple Airlines

Fri 12/1912:10 pmEIS - BOS

1 stop9h 24mMultiple Airlines

Deal found 9/10

$624

Mon 12/811:13 amBOS - EIS

2 stops27h 02mMultiple Airlines

Tue 12/1611:35 amEIS - BOS

1 stop23h 10mMultiple Airlines

Deal found 9/10

$666

Mon 11/176:00 amBOS - EIS

2 stops32h 15mMultiple Airlines

Thu 11/2711:35 amEIS - BOS

1 stop7h 25mMultiple Airlines

Deal found 9/10

$667

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 September 11, 2025.

Fri 1/911:13 amBOS - EIS

1 stop6h 07mMultiple Airlines

Tue 1/2012:10 pmEIS - BOS

1 stop9h 24mMultiple Airlines

Deal found 9/11

$627

Sat 1/247:35 pmBOS - EIS

2 stops17h 20mAmerican Airlines

Mon 2/25:35 pmEIS - BOS

1 stop8h 20mAmerican Airlines

Deal found 9/11

$743

Fri 11/146:00 amBOS - EIS

2 stops11h 30mUnited Airlines

Tue 11/258:15 amEIS - BOS

2 stops14h 19mUnited Airlines

Deal found 9/10

$895

Mon 1/1211:13 amBOS - EIS

1 stop6h 07mMultiple Airlines

Thu 1/1512:10 pmEIS - BOS

1 stop9h 24mMultiple Airlines

Deal found 9/11

$661

Sat 12/135:34 amBOS - EIS

1 stop10h 34mAmerican Airlines

Sun 12/217:00 amEIS - BOS

1 stop11h 23mAmerican Airlines

Deal found 9/11

$789

Fri 2/2011:13 amBOS - EIS

1 stop6h 07mMultiple Airlines

Wed 2/2512:10 pmEIS - BOS

1 stop9h 24mMultiple Airlines

Deal found 9/11

$721

Sat 1/315:45 amBOS - EIS

2 stops29h 45mUnited Airlines

Fri 2/68:15 amEIS - BOS

2 stops25h 59mUnited Airlines

Deal found 9/11

$896

Sat 1/316:13 pmBOS - EIS

1 stop20h 47mAmerican Airlines

Fri 2/63:35 pmEIS - BOS

1 stop10h 20mAmerican Airlines

Deal found 9/10

$854

Wed 12/249:39 pmBOS - EIS

2 stops15h 31mMultiple Airlines

Wed 1/2112:10 pmEIS - BOS

1 stop9h 24mMultiple Airlines

Deal found 9/10

$824

Mon 2/1611:13 amBOS - EIS

1 stop6h 07mMultiple Airlines

Sat 2/214:00 pmEIS - BOS

2 stops19h 11mMultiple Airlines

Deal found 9/10

$874

Wed 2/1811:13 amBOS - EIS

1 stop6h 07mMultiple Airlines

Sat 2/214:00 pmEIS - BOS

2 stops19h 11mMultiple Airlines

Deal found 9/10

$874

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

Fri 9/127:12 pmBOS - EIS

2 stops21h 55mUnited Airlines

Mon 9/151:08 pmEIS - BOS

2 stops10h 14mUnited Airlines

Deal found 9/11

$1,077

Mon 9/296:10 amBOS - EIS

3 stops12h 55mMultiple Airlines

Thu 10/211:35 amEIS - BOS

3 stops26h 13mMultiple Airlines

Deal found 9/10

$908

Mon 9/2912:20 pmBOS - EIS

2 stops21h 49mJetBlue

Thu 10/25:35 pmEIS - BOS

1 stop6h 49mJetBlue

Deal found 9/10

$954

Mon 9/294:23 pmBOS - EIS

2 stops26h 32mUnited Airlines

Thu 10/27:55 amEIS - BOS

2 stops25h 43mUnited Airlines

Deal found 9/10

$1,025

Fri 10/241:35 pmBOS - EIS

2 stops48h 12mUnited Airlines

Fri 10/318:15 amEIS - BOS

2 stops39h 27mUnited Airlines

Deal found 9/11

$925

Fri 10/2412:00 pmBOS - EIS

1 stop24h 20mJetBlue

Fri 10/318:15 amEIS - BOS

1 stop26h 28mJetBlue

Deal found 9/11

$980

Sun 10/266:16 amBOS - EIS

3 stops29h 24mMultiple Airlines

Sun 11/24:00 pmEIS - BOS

3 stops27h 54mMultiple Airlines

Deal found 9/11

$886

Sun 10/266:55 pmBOS - EIS

1 stop17h 45mJetBlue

Sun 11/23:17 pmEIS - BOS

1 stop21h 06mJetBlue

Deal found 9/11

$1,040

Sun 10/264:10 pmBOS - EIS

2 stops50h 45mUnited Airlines

Sun 11/23:00 pmEIS - BOS

2 stops32h 47mUnited Airlines

Deal found 9/11

$1,044

Fly from

Fly to

Route

Depart

Return

Price

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Fri 1/9

11:13 am-6:20 pm

1 stop6h 07m

Road Town Beef Island

Tue 1/20

12:10 pm-8:34 pm

1 stop9h 24m

$627

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Mon 1/12

11:13 am-6:20 pm

1 stop6h 07m

Road Town Beef Island

Thu 1/15

12:10 pm-8:34 pm

1 stop9h 24m

$661

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Fri 2/20

11:13 am-6:20 pm

1 stop6h 07m

Road Town Beef Island

Wed 2/25

12:10 pm-8:34 pm

1 stop9h 24m

$721

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Sat 1/24

7:35 pm-1:55 pm

2 stops17h 20m

Road Town Beef Island

Mon 2/2

5:35 pm-12:55 am

1 stop8h 20m

$743

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Sat 12/13

5:34 am-5:08 pm

1 stop10h 34m

Road Town Beef Island

Sun 12/21

7:00 am-5:23 pm

1 stop11h 23m

$789

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Wed 12/24

9:39 pm-2:10 pm

2 stops15h 31m

Road Town Beef Island

Wed 1/21

12:10 pm-8:34 pm

1 stop9h 24m

$824

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Sat 1/31

6:13 pm-4:00 pm

1 stop20h 47m

Road Town Beef Island

Fri 2/6

3:35 pm-12:55 am

1 stop10h 20m

$854

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Mon 2/16

11:13 am-6:20 pm

1 stop6h 07m

Road Town Beef Island

Sat 2/21

4:00 pm-10:11 am

2 stops19h 11m

$874

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Wed 2/18

11:13 am-6:20 pm

1 stop6h 07m

Road Town Beef Island

Sat 2/21

4:00 pm-10:11 am

2 stops19h 11m

$874

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Fri 11/14

6:00 am-6:30 pm

2 stops11h 30m

Road Town Beef Island

Tue 11/25

8:15 am-9:34 pm

2 stops14h 19m

$895

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/11

Showing 1-10 of 11 results

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 $956). 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 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

10,000 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

10,000 reviews

American Airlines

7.2

Good

10,000 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

2,913 reviews

American Airlines

7.2

Good

10,000 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

How long is the flight from Boston to Road Town?
For as low as $743, American Airlines can have you in Road Town from Boston in 17h 20m. Airlines will cover a distance of 1695 mi.
What are the cheapest airlines flying from Boston to Road Town round-trip?
According to our current data, JetBlue ($597), and American Airlines ($662) 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, 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 $956). 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$859	FlexibilityNo cancel fee	On-time62%
American Airlines	Cheapest$662	Average$882	FlexibilityNo cancel fee	On-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.

$526+ Cheap flights from Boston (BOS) to Road Town (EIS)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/8. 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

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 September 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 September 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?

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.

How long is the flight from Boston to Road Town?

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

100% Free

Book with Flexibility

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 September 11, 2025.