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Cheap flights from Massachusetts to Road Town from $205

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 2/22. 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
8:01 pm - 3:15 pm
BOS
-
EIS
18h 14m
1 stop
Multiple Airlines Logo
4:00 pm - 2:43 pm
EIS
-
BOS
22h 43m
1 stop
$448Multiple Airlines
Mon, Mar 2 - Mon, Mar 9
Multiple Airlines Logo
3:23 pm - 10:55 am
BOS
-
EIS
19h 32m
1 stop
Multiple Airlines Logo
8:55 am - 11:59 pm
EIS
-
BOS
15h 04m
2 stops
$463Multiple Airlines
Wed, Mar 18 - Wed, Mar 25
Multiple Airlines Logo
8:01 pm - 3:15 pm
BOS
-
EIS
18h 14m
1 stop
Multiple Airlines Logo
4:00 pm - 2:43 pm
EIS
-
BOS
22h 43m
1 stop
$465Multiple Airlines
Mon, Mar 2 - Mon, Mar 9
Multiple Airlines Logo
5:27 am - 6:20 pm
BOS
-
EIS
11h 53m
2 stops
Multiple Airlines Logo
12:10 pm - 2:43 pm
EIS
-
BOS
26h 33m
1 stop
$471Multiple Airlines
Mon, Mar 2 - Mon, Mar 9
Multiple Airlines Logo
3:00 pm - 10:55 am
BOS
-
EIS
18h 55m
1 stop
Multiple Airlines Logo
4:00 pm - 6:56 pm
EIS
-
BOS
26h 56m
1 stop
$483Multiple Airlines
Thu, Mar 5 - Mon, Mar 9
Multiple Airlines Logo
3:00 pm - 10:55 am
BOS
-
EIS
18h 55m
1 stop
Multiple Airlines Logo
12:10 pm - 11:59 pm
EIS
-
BOS
36h 49m
2 stops
$495Multiple Airlines
Tue, Feb 17 - Tue, Feb 24
Multiple Airlines Logo
8:01 pm - 10:55 am
BOS
-
EIS
13h 54m
1 stop
Multiple Airlines Logo
8:55 am - 2:43 pm
EIS
-
BOS
6h 48m
1 stop
$496Multiple Airlines
Wed, Mar 4 - Sat, Mar 7
Multiple Airlines Logo
8:01 pm - 6:20 pm
BOS
-
EIS
21h 19m
1 stop
Multiple Airlines Logo
4:00 pm - 11:48 am
EIS
-
BOS
19h 48m
2 stops
$506Multiple Airlines
Thu, Mar 5 - Mon, Mar 9
American Airlines Logo
1:44 pm - 10:52 am
ORH
-
EIS
21h 08m
2 stops
American Airlines Logo
11:32 am - 1:19 pm
EIS
-
ORH
25h 47m
2 stops
$915American Airlines
Thu, Mar 19 - Thu, Mar 26
American Airlines Logo
1:30 pm - 11:52 am
ORH
-
EIS
21h 22m
2 stops
American Airlines Logo
5:40 pm - 1:05 pm
EIS
-
ORH
20h 25m
2 stops
$1,150American Airlines
Tue, Feb 17 - Mon, Feb 23

JetBlue flights from Massachusetts to Road Town

Our best JetBlue deals on Massachusetts to Road Town flight tickets
JetBlue
Feb 14
BOS9:55 pmBoston Logan Intl
13h 35m
1 stop
EIS12:30 pmRoad Town Beef Island
Feb 21
EIS2:56 pmRoad Town Beef Island
7h 48m
1 stop
BOS9:44 pmBoston Logan Intl
$1,651
JetBlue
Feb 14
BOS9:55 pmBoston Logan Intl
13h 35m
1 stop
EIS12:30 pmRoad Town Beef Island
Feb 21
EIS2:56 pmRoad Town Beef Island
7h 48m
1 stop
BOS9:44 pmBoston Logan Intl
$1,709
JetBlue
Feb 14
BOS9:55 pmBoston Logan Intl
13h 35m
1 stop
EIS12:30 pmRoad Town Beef Island
Feb 21
EIS2:56 pmRoad Town Beef Island
7h 48m
1 stop
BOS9:44 pmBoston Logan Intl
$1,710

American Airlines flights from Massachusetts to Road Town

Our best American Airlines deals on Massachusetts to Road Town flight tickets
American Airlines
Mar 19
ORH1:44 pmWorcester
21h 08m
2 stops
EIS10:52 amRoad Town Beef Island
Mar 26
EIS11:32 amRoad Town Beef Island
25h 47m
2 stops
ORH1:19 pmWorcester
$915
American Airlines
Feb 16
BOS6:25 pmBoston Logan Intl
16h 27m
1 stop
EIS11:52 amRoad Town Beef Island
Feb 23
EIS8:25 amRoad Town Beef Island
15h 51m
1 stop
BOS11:16 pmBoston Logan Intl
$1,035
American Airlines
Feb 16
BOS5:49 amBoston Logan Intl
10h 11m
2 stops
EIS5:00 pmRoad Town Beef Island
Feb 23
EIS8:25 amRoad Town Beef Island
12h 22m
2 stops
BOS7:47 pmBoston Logan Intl
$1,040

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 February 3, 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

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Mon 3/2

8:01 pm-3:15 pm

1 stop18h 14m

Road Town Beef Island

Mon 3/9

4:00 pm-2:43 pm

1 stop22h 43m

$448

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Wed 3/18

3:23 pm-10:55 am

1 stop19h 32m

Road Town Beef Island

Wed 3/25

8:55 am-11:59 pm

2 stops15h 04m

$463

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Mon 3/2

8:01 pm-3:15 pm

1 stop18h 14m

Road Town Beef Island

Mon 3/9

4:00 pm-2:43 pm

1 stop22h 43m

$465

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Mon 3/2

5:27 am-6:20 pm

2 stops11h 53m

Road Town Beef Island

Mon 3/9

12:10 pm-2:43 pm

1 stop26h 33m

$471

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Thu 3/5

3:00 pm-10:55 am

1 stop18h 55m

Road Town Beef Island

Mon 3/9

4:00 pm-6:56 pm

1 stop26h 56m

$483

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Tue 2/17

3:00 pm-10:55 am

1 stop18h 55m

Road Town Beef Island

Tue 2/24

12:10 pm-11:59 pm

2 stops36h 49m

$495

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Wed 3/4

8:01 pm-10:55 am

1 stop13h 54m

Road Town Beef Island

Sat 3/7

8:55 am-2:43 pm

1 stop6h 48m

$496

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Thu 3/5

8:01 pm-6:20 pm

1 stop21h 19m

Road Town Beef Island

Mon 3/9

4:00 pm-11:48 am

2 stops19h 48m

$506

WorcesterRoad Town

ORH - EIS

ORHEIS

Worcester

Thu 3/19

1:44 pm-10:52 am

2 stops21h 08m

Road Town Beef Island

Thu 3/26

11:32 am-1:19 pm

2 stops25h 47m

$915

WorcesterRoad Town

ORH - EIS

ORHEIS

Worcester

Tue 2/17

1:30 pm-11:52 am

2 stops21h 22m

Road Town Beef Island

Mon 2/23

5:40 pm-1:05 pm

2 stops20h 25m

$1,150

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 October is, on average, the cheapest month to fly to Road Town from Massachusetts, with most prices found around $723. If you don’t want to visit Road Town in October, then you should wait until September to fly from Massachusetts, when ticket prices are also cheap, with an average price of $727.

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

You could potentially save up to 13% 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

9h 18m

Direct flights

None
The fastest flight from Massachusetts to Road Town takes 9h 18m
There are no direct flights from Massachusetts to Road Town. There are no popular flight routes from Massachusetts to Road Town.
Search flight deals

  • 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
7.2
2,893 reviews
Search JetBlue flights
American AirlinesPriceFrom $718Free CancellationRating
7.2
11,218 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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