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

According to our current data, United Airlines ($570), JetBlue ($580), and American Airlines ($698) offers the cheapest pricing from Boston to Road Town. Users have found that United Airlines is 34% 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.

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 49% 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 $864. Cheapflights users have found deals in the month of August for as cheap as $573. The most expensive prices can be found in the month of December.

Most accurate provider : When it comes to deals on Boston-Road Town flights, users find the pricing of AranGrant to be most consistent on Cheapflights vs. AranGrant Users can find the same prices on Boston-Road Town flight deals on Cheapflights vs. AranGrant >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 AranGrant the most. AranGrant 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.

$215+ Flights from Boston to Road Town

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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

Most accurate provider	AranGrant 3 stars
Most trusted provider	AranGrant 3 stars
Round-trip from	$570 (United Airlines)
One-way from	$215 (Kiwi.com)
Popular in	December
Cheapest in	August
Average price	$990

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.

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. 4% potential increase in price ($39 potential increase over avg. RT price).

Search Deals

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 April 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 abril 25, 2025.

sáb. 5/37:52 pmBOS - EIS

1 stop15h 03mMultiple Airlines

sáb. 5/104:00 pmEIS - BOS

1 stop18h 43mMultiple Airlines

Deal found 4/24

$527

jue. 11/611:20 pmBOS - EIS

1 stop11h 10mJetBlue

jue. 11/2012:05 pmEIS - BOS

1 stop11h 13mJetBlue

Deal found 4/25

$528

mar. 10/75:30 amBOS - EIS

2 stops9h 05mUnited Airlines

sáb. 10/188:45 pmEIS - BOS

2 stops11h 14mUnited Airlines

Deal found 4/25

$570

mar. 11/46:49 amBOS - EIS

1 stop8h 16mAmerican Airlines

mar. 11/182:00 pmEIS - BOS

1 stop9h 22mAmerican Airlines

Deal found 4/24

$694

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 abril 25, 2025.

mar. 10/75:30 amBOS - EIS

2 stops9h 05mUnited Airlines

sáb. 10/188:45 pmEIS - BOS

2 stops11h 14mUnited Airlines

Deal found 4/25

$570

mar. 10/78:00 amBOS - EIS

1 stop6h 35mJetBlue

sáb. 10/1812:05 pmEIS - BOS

1 stop10h 59mJetBlue

Deal found 4/24

$580

sáb. 5/106:00 amBOS - EIS

2 stops28h 55mMultiple Airlines

mié. 5/1412:50 pmEIS - BOS

2 stops20h 19mMultiple Airlines

Deal found 4/24

$640

dom. 8/105:57 amBOS - EIS

2 stops9h 08mAmerican Airlines

vie. 8/154:35 pmEIS - BOS

1 stop7h 45mAmerican Airlines

Deal found 4/25

$698

Last-minute flights from Boston to Road Town
Discover last-minute flight deals from Boston to Road Town. Data last updated abril 25, 2025 and is based on user searches.

sáb. 5/37:52 pmBOS - EIS

1 stop15h 03mMultiple Airlines

sáb. 5/104:00 pmEIS - BOS

1 stop18h 43mMultiple Airlines

Deal found 4/24

$527

sáb. 5/31:59 pmBOS - EIS

1 stop6h 11mJetBlue

sáb. 5/103:10 pmEIS - BOS

1 stop8h 15mJetBlue

Deal found 4/24

$835

sáb. 5/35:30 amBOS - EIS

2 stops30h 00mUnited Airlines

sáb. 5/102:30 pmEIS - BOS

2 stops18h 22mUnited Airlines

Deal found 4/25

$1,115

sáb. 5/103:00 pmBOS - EIS

1 stop20h 54mAmerican Airlines

mié. 5/144:25 pmEIS - BOS

1 stop19h 20mAmerican Airlines

Deal found 4/24

$907

sáb. 5/242:34 pmBOS - EIS

2 stops44h 56mUnited Airlines

sáb. 5/318:45 pmEIS - BOS

2 stops25h 15mUnited Airlines

Deal found 4/24

$785

mar. 5/277:00 amBOS - EIS

1 stop7h 35mJetBlue

sáb. 5/318:45 pmEIS - BOS

1 stop13h 23mJetBlue

Deal found 4/24

$639

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 abril 25, 2025.

sáb. 9/204:40 pmBOS - EIS

2 stops18h 15mMultiple Airlines

Deal found 4/24

$215

sáb. 9/208:00 amBOS - EIS

1 stop12h 10mJetBlue

Deal found 4/24

$294

jue. 6/129:35 amBOS - EIS

2 stops25h 55mUnited Airlines

Deal found 4/24

$397

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

mar. 10/7

5:30 am-2:35 pm

2 stops9h 05m

Road Town Beef Island

sáb. 10/18

8:45 pm-7:59 am

2 stops11h 14m

$570

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

mar. 10/7

8:00 am-2:35 pm

1 stop6h 35m

Road Town Beef Island

sáb. 10/18

12:05 pm-11:04 pm

1 stop10h 59m

$580

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

sáb. 5/10

6:00 am-10:55 am

2 stops28h 55m

Road Town Beef Island

mié. 5/14

12:50 pm-9:09 am

2 stops20h 19m

$640

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

dom. 8/10

5:57 am-3:05 pm

2 stops9h 08m

Road Town Beef Island

vie. 8/15

4:35 pm-12:20 am

1 stop7h 45m

$698

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

sáb. 9/20

4:40 pm-10:55 am

2 stops18h 15m

$215

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

sáb. 9/20

8:00 am-8:10 pm

1 stop12h 10m

$294

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

jue. 6/12

9:35 am-11:30 am

2 stops25h 55m

$397

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/24

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 April.

Provider	Price Accuracy	Trust Score*
Expedia	Price Accuracy1 star	Trust Score*3 stars
FlightHub	Price Accuracy3 stars	Trust Score*2 stars
eDreams	Price Accuracy3 stars	Trust Score*3 stars
AranGrant	Price Accuracy3 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 AranGrant to be most consistent on Cheapflights vs. AranGrant Users can find the same prices on Boston-Road Town flight deals on Cheapflights vs. AranGrant >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 AranGrant the most. AranGrant 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, September is the cheapest month in which you can book a flight from Boston to Road Town (average of $694). 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.

Rainfall in Road Town by month

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.

Temperature in Road Town by month

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).

Reviews of airlines servicing Road Town

Get a feel of what it's like to fly with United Airlines, JetBlue and American Airlines from Boston to Road Town by reading reviews from past customers. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

United Airlines

7.4

Good

8,685 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

8,685 reviews

United Airlines

7.4

Good

8,685 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

2,922 reviews

United Airlines

7.4

Good

8,685 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

8,685 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, United Airlines ($570), JetBlue ($580), and American Airlines ($698) offers the cheapest pricing from Boston to Road Town. Users have found that United Airlines 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, September is the cheapest month in which you can book a flight from Boston to Road Town (average of $694). 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$592	Average$859	FlexibilityNo cancel fee	On-time62%
American Airlines	Cheapest$622	Average$866	FlexibilityNo cancel fee	On-time71%

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$215+ 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 9/20. 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 abril 25, 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 abril 25, 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 April.

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 April 18, 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 abril 25, 2025.

Rainfall in Road Town by month

Plan your trip to Road Town by taking into account the average rainfall totals by month.

Temperature in Road Town by month

Plan your trip to Road Town by taking into account the average temperature totals by month.

Reviews of airlines servicing Road Town

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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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 abril 25, 2025.