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Cheap flights from Massachusetts to Road Town from $360

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Massachusetts to Road Town departing on 6/21. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Massachusetts to Road Town

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
10:20 pm - 3:35 pm
BOS
-
EIS
17h 15m
1 stop
Multiple Airlines Logo
4:00 pm - 1:27 am
EIS
-
BOS
33h 27m
2 stops
$747Multiple Airlines
Sun, Jun 14 - Sun, Jun 21
American Airlines Logo
6:00 pm - 11:42 am
BOS
-
EIS
17h 42m
1 stop
American Airlines Logo
5:06 pm - 12:59 am
EIS
-
BOS
7h 53m
1 stop
$787American Airlines
Sun, Jun 28 - Tue, Jul 7
American Airlines Logo
8:00 am - 10:01 pm
BOS
-
EIS
14h 01m
1 stop
American Airlines Logo
1:00 pm - 12:59 am
EIS
-
BOS
11h 59m
1 stop
$788American Airlines
Mon, Jul 6 - Thu, Jul 9
Multiple Airlines Logo
10:20 pm - 3:35 pm
BOS
-
EIS
17h 15m
1 stop
Multiple Airlines Logo
11:35 am - 1:23 am
EIS
-
BOS
13h 48m
2 stops
$797Multiple Airlines
Thu, Jul 16 - Sun, Jul 19
Multiple Airlines Logo
7:20 am - 7:05 pm
BOS
-
EIS
11h 45m
2 stops
Multiple Airlines Logo
7:15 am - 5:16 pm
EIS
-
BOS
10h 01m
2 stops
$812Multiple Airlines
Sat, Aug 22 - Sat, Aug 29
American Airlines Logo
9:37 am - 10:01 pm
BOS
-
EIS
12h 24m
2 stops
American Airlines Logo
1:00 pm - 11:49 pm
EIS
-
BOS
10h 49m
2 stops
$823American Airlines
Mon, Jul 6 - Thu, Jul 9
American Airlines Logo
8:00 am - 4:26 pm
BOS
-
EIS
8h 26m
1 stop
American Airlines Logo
2:46 pm - 11:34 pm
EIS
-
BOS
8h 48m
1 stop
$833American Airlines
Sat, Aug 1 - Wed, Aug 5
American Airlines Logo
8:05 am - 10:01 pm
BOS
-
EIS
13h 56m
2 stops
American Airlines Logo
5:05 pm - 7:43 am
EIS
-
BOS
14h 38m
2 stops
$838American Airlines
Sat, Aug 1 - Wed, Aug 5
Multiple Airlines Logo
7:20 am - 7:05 pm
BOS
-
EIS
11h 45m
2 stops
Multiple Airlines Logo
7:50 am - 5:16 pm
EIS
-
BOS
9h 26m
1 stop
$842Multiple Airlines
Sat, Aug 22 - Sat, Aug 29
American Airlines Logo
5:01 am - 9:58 pm
BOS
-
EIS
16h 57m
1 stop
American Airlines Logo
5:12 pm - 10:05 am
EIS
-
BOS
16h 53m
1 stop
$848American Airlines
Mon, Jun 8 - Wed, Jun 17

JetBlue flights from Massachusetts to Road Town

Our best JetBlue deals on Massachusetts to Road Town flight tickets
JetBlue
May 18
BOS10:40 pmBoston Logan Intl
13h 39m
1 stop
EIS12:19 pmRoad Town Beef Island
May 21
EIS4:43 pmRoad Town Beef Island
7h 04m
1 stop
BOS11:47 pmBoston Logan Intl
$1,044
JetBlue
Jul 4
BOS8:55 amBoston Logan Intl
6h 49m
1 stop
EIS3:44 pmRoad Town Beef Island
Jul 8
EIS4:06 pmRoad Town Beef Island
8h 40m
1 stop
BOS12:46 amBoston Logan Intl
$1,056
JetBlue
May 18
BOS10:40 pmBoston Logan Intl
13h 39m
1 stop
EIS12:19 pmRoad Town Beef Island
May 21
EIS11:50 amRoad Town Beef Island
11h 57m
1 stop
BOS11:47 pmBoston Logan Intl
$1,084

American Airlines flights from Massachusetts to Road Town

Our best American Airlines deals on Massachusetts to Road Town flight tickets
American Airlines
Jun 28
BOS6:00 pmBoston Logan Intl
17h 42m
1 stop
EIS11:42 amRoad Town Beef Island
Jul 7
EIS5:06 pmRoad Town Beef Island
7h 53m
1 stop
BOS12:59 amBoston Logan Intl
$787
American Airlines
Jul 6
BOS8:00 amBoston Logan Intl
14h 01m
1 stop
EIS10:01 pmRoad Town Beef Island
Jul 9
EIS1:00 pmRoad Town Beef Island
11h 59m
1 stop
BOS12:59 amBoston Logan Intl
$788
American Airlines
Jul 6
BOS9:37 amBoston Logan Intl
12h 24m
2 stops
EIS10:01 pmRoad Town Beef Island
Jul 9
EIS1:00 pmRoad Town Beef Island
10h 49m
2 stops
BOS11:49 pmBoston Logan Intl
$823

momondo Fare Finder

 
Customize your flight search to find flights from Massachusetts to Road Town that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated May 9, 2026.
Use the filters below to find and compare flights from Massachusetts to Road Town that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Sun 6/14

10:20 pm-3:35 pm

1 stop17h 15m

Road Town Beef Island

Sun 6/21

4:00 pm-1:27 am

2 stops33h 27m

$747

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Sun 6/28

6:00 pm-11:42 am

1 stop17h 42m

Road Town Beef Island

Tue 7/7

5:06 pm-12:59 am

1 stop7h 53m

$787

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Mon 7/6

8:00 am-10:01 pm

1 stop14h 01m

Road Town Beef Island

Thu 7/9

1:00 pm-12:59 am

1 stop11h 59m

$788

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Thu 7/16

10:20 pm-3:35 pm

1 stop17h 15m

Road Town Beef Island

Sun 7/19

11:35 am-1:23 am

2 stops13h 48m

$797

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Sat 8/22

7:20 am-7:05 pm

2 stops11h 45m

Road Town Beef Island

Sat 8/29

7:15 am-5:16 pm

2 stops10h 01m

$812

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Mon 7/6

9:37 am-10:01 pm

2 stops12h 24m

Road Town Beef Island

Thu 7/9

1:00 pm-11:49 pm

2 stops10h 49m

$823
Quickest round-trip

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Sat 8/1

8:00 am-4:26 pm

1 stop8h 26m

Road Town Beef Island

Wed 8/5

2:46 pm-11:34 pm

1 stop8h 48m

$833

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Sat 8/1

8:05 am-10:01 pm

2 stops13h 56m

Road Town Beef Island

Wed 8/5

5:05 pm-7:43 am

2 stops14h 38m

$838

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Sat 8/22

7:20 am-7:05 pm

2 stops11h 45m

Road Town Beef Island

Sat 8/29

7:50 am-5:16 pm

1 stop9h 26m

$842

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Mon 6/8

5:01 am-9:58 pm

1 stop16h 57m

Road Town Beef Island

Wed 6/17

5:12 pm-10:05 am

1 stop16h 53m

$848

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Road Town from

How to get the cheapest flight ticket from Massachusetts to Road Town

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Road Town?

The month of September is, on average, the cheapest month to fly to Road Town from Massachusetts, with most prices found around $0. If you don’t want to visit Road Town in September, then you should wait until August to fly from Massachusetts, when ticket prices are also cheap, with an average price of $637.

Can stopping save me money on Massachusetts to Road Town flights?

You could potentially save up to 37% on your flight if you consider stops on a Massachusetts to Road Town flight.

Cheap Massachusetts to Road Town flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Massachusetts to Road Town

Fastest flight time

10h 15m

Direct flights

None
The fastest flight from Massachusetts to Road Town takes 10h 15m
There are no direct flights from Massachusetts to Road Town. There are no popular flight routes from Massachusetts to Road Town.
Search flight deals

Frequently asked questions about flying from Massachusetts to Road Town

  • When did momondo last update prices for flights from Massachusetts to Road Town Beef Island Airport?

    Prices for flights from Massachusetts to Road Town Beef Island Airport refresh daily.

  • How many operators does momondo search for flights from Massachusetts to Road Town Beef Island Airport?

  • How old do you have to be to fly from Massachusetts to Road Town Beef Island Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Massachusetts to Road Town Beef Island Airport.

  • What documentation or ID do you need to fly to Road Town Beef Island Airport?

    The required travel and health documents for your Road Town Beef Island Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Road Town Beef Island Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Best airlines flying from Massachusetts to Road Town

Compare and see reviews for airlines that fly from Massachusetts to Road Town with momondo
Airline
Rating
Free Cancellation
Price
JetBluePriceFrom $641Free CancellationRating
7.1
2,979 reviews
Search JetBlue flights
American AirlinesPriceFrom $723Free CancellationRating
7.1
11,670 reviews
Search American Airlines flights

Traveling to a place near Road Town?

Book flights to Road Town if you plan to visit one of these locations
Jost Van Dyke
Scrub Island

Why use momondo?

Why should I use momondo to find a flight deal from Massachusetts to Road Town?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Massachusetts to Road Town for you.

Can I find flights from Massachusetts to Road Town with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Massachusetts to Road Town flights to just show those with flexible booking policies.

How can momondo help me find flights from Massachusetts to Road Town?

Once all potential Massachusetts to Road Town flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Massachusetts to Road Town right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Massachusetts to Road Town flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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