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Cheap flights from Massachusetts to Road Town from $192

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 1/11. 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
6:00 am - 6:20 pm
BOS
-
EIS
11h 20m2 stops
Multiple Airlines Logo
8:55 am - 2:12 pm
EIS
-
BOS
6h 17m1 stop
$447Multiple Airlines
Mon, Jan 19 - Thu, Jan 29
Multiple Airlines Logo
3:18 pm - 3:15 pm
BOS
-
EIS
22h 57m1 stop
Multiple Airlines Logo
4:00 pm - 2:12 pm
EIS
-
BOS
23h 12m1 stop
$466Multiple Airlines
Mon, Jan 19 - Thu, Jan 29
Multiple Airlines Logo
3:18 pm - 10:55 am
BOS
-
EIS
18h 37m1 stop
Multiple Airlines Logo
4:00 pm - 4:28 pm
EIS
-
BOS
25h 28m2 stops
$474Multiple Airlines
Sun, Jan 11 - Fri, Jan 16
Multiple Airlines Logo
5:34 am - 6:20 pm
BOS
-
EIS
11h 46m2 stops
Multiple Airlines Logo
4:00 pm - 2:12 pm
EIS
-
BOS
23h 12m1 stop
$475Multiple Airlines
Wed, Jan 21 - Wed, Jan 28
Multiple Airlines Logo
7:34 pm - 10:55 am
BOS
-
EIS
14h 21m1 stop
Multiple Airlines Logo
12:10 pm - 1:13 am
EIS
-
BOS
14h 03m2 stops
$477Multiple Airlines
Tue, Jan 6 - Tue, Jan 13
Multiple Airlines Logo
3:18 pm - 10:55 am
BOS
-
EIS
18h 37m1 stop
Multiple Airlines Logo
8:55 am - 2:12 pm
EIS
-
BOS
6h 17m1 stop
$494Multiple Airlines
Sun, Jan 25 - Sun, Feb 1
Multiple Airlines Logo
3:18 pm - 10:55 am
BOS
-
EIS
18h 37m1 stop
Multiple Airlines Logo
4:00 pm - 2:12 pm
EIS
-
BOS
23h 12m1 stop
$507Multiple Airlines
Sun, Jan 11 - Fri, Jan 16
Multiple Airlines Logo
3:43 pm - 10:55 am
BOS
-
EIS
18h 12m2 stops
Multiple Airlines Logo
8:55 am - 2:12 pm
EIS
-
BOS
6h 17m1 stop
$525Multiple Airlines
Sun, Jan 25 - Sun, Feb 1
American Airlines Logo
2:18 pm - 1:27 pm
ORH
-
EIS
22h 09m2 stops
American Airlines Logo
5:49 pm - 1:53 pm
EIS
-
ORH
21h 04m2 stops
$1,164American Airlines
Sun, Jan 25 - Sun, Feb 1
American Airlines Logo
2:18 pm - 1:27 pm
ORH
-
EIS
22h 09m2 stops
American Airlines Logo
5:49 pm - 1:53 pm
EIS
-
ORH
21h 04m3 stops
$2,585American Airlines
Sun, Jan 25 - Sun, Feb 1

JetBlue flights from Massachusetts to Road Town

Our best JetBlue deals on Massachusetts to Road Town flight tickets
JetBlue
Apr 25
BOS6:00 amBoston Logan Intl
9h 17m
1 stop
EIS3:17 pmRoad Town Beef Island
May 2
EIS3:45 pmRoad Town Beef Island
8h 09m
1 stop
BOS11:54 pmBoston Logan Intl
$640
Find similar
JetBlue
Dec 13
BOS8:00 amBoston Logan Intl
5h 32m
1 stop
EIS2:32 pmRoad Town Beef Island
Dec 15
EIS8:15 amRoad Town Beef Island
9h 39m
1 stop
BOS4:54 pmBoston Logan Intl
$1,198
Find similar
JetBlue
Dec 18
BOS7:10 amBoston Logan Intl
6h 22m
1 stop
EIS2:32 pmRoad Town Beef Island
Dec 29
EIS12:47 pmRoad Town Beef Island
8h 45m
1 stop
BOS8:32 pmBoston Logan Intl
$1,238
Find similar

American Airlines flights from Massachusetts to Road Town

Our best American Airlines deals on Massachusetts to Road Town flight tickets
American Airlines
Mar 19
BOS10:52 amBoston Logan Intl
10h 11m
1 stop
EIS9:03 pmRoad Town Beef Island
Mar 24
EIS8:48 amRoad Town Beef Island
8h 41m
1 stop
BOS5:29 pmBoston Logan Intl
$744
Find similar
American Airlines
Mar 19
BOS6:00 amBoston Logan Intl
15h 03m
1 stop
EIS9:03 pmRoad Town Beef Island
Mar 24
EIS8:48 amRoad Town Beef Island
10h 10m
2 stops
BOS6:58 pmBoston Logan Intl
$749
Find similar
American Airlines
Jan 25
ORH2:18 pmWorcester
22h 09m
2 stops
EIS1:27 pmRoad Town Beef Island
Feb 1
EIS5:49 pmRoad Town Beef Island
21h 04m
2 stops
ORH1:53 pmWorcester
$1,164
Find similar

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 December 11, 2025.
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 1/19

6:00 am-6:20 pm

2 stops11h 20m

Road Town Beef Island

Thu 1/29

8:55 am-2:12 pm

1 stop6h 17m

$447

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Mon 1/19

3:18 pm-3:15 pm

1 stop22h 57m

Road Town Beef Island

Thu 1/29

4:00 pm-2:12 pm

1 stop23h 12m

$466

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Sun 1/11

3:18 pm-10:55 am

1 stop18h 37m

Road Town Beef Island

Fri 1/16

4:00 pm-4:28 pm

2 stops25h 28m

$474

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Wed 1/21

5:34 am-6:20 pm

2 stops11h 46m

Road Town Beef Island

Wed 1/28

4:00 pm-2:12 pm

1 stop23h 12m

$475

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Tue 1/6

7:34 pm-10:55 am

1 stop14h 21m

Road Town Beef Island

Tue 1/13

12:10 pm-1:13 am

2 stops14h 03m

$477

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Sun 1/25

3:18 pm-10:55 am

1 stop18h 37m

Road Town Beef Island

Sun 2/1

8:55 am-2:12 pm

1 stop6h 17m

$494

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Sun 1/11

3:18 pm-10:55 am

1 stop18h 37m

Road Town Beef Island

Fri 1/16

4:00 pm-2:12 pm

1 stop23h 12m

$507

BostonRoad Town

BOS - EIS

BOSEIS

Boston Logan Intl

Sun 1/25

3:43 pm-10:55 am

2 stops18h 12m

Road Town Beef Island

Sun 2/1

8:55 am-2:12 pm

1 stop6h 17m

$525

WorcesterRoad Town

ORH - EIS

ORHEIS

Worcester

Sun 1/25

2:18 pm-1:27 pm

2 stops22h 09m

Road Town Beef Island

Sun 2/1

5:49 pm-1:53 pm

2 stops21h 04m

$1,164

WorcesterRoad Town

ORH - EIS

ORHEIS

Worcester

Sun 1/25

2:18 pm-1:27 pm

2 stops22h 09m

Road Town Beef Island

Sun 2/1

5:49 pm-1:53 pm

3 stops21h 04m

$2,585

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.

What is the cheapest day to depart on your flight to Road Town?

Our data shows that Tuesday is the least expensive day to fly to Road Town. Tickets to fly out on this day can be as low as $726. If your travel schedule is flexible, try to avoid departing on a Sunday because tickets tend to average around $1,252. These prices are subject to change though, so be sure to set up a Price Alert for flights to Road Town.

What is the cheapest time of day to depart on your flight to Road Town?

Flying to Road Town from Massachusetts at noon is the least expensive time of day to depart. momondo users have found prices as low as $636 when looking at flights departing at noon. Flights in the evening are often more expensive with an average ticket price of $1,217.

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

You are more likely to see cheaper flights to Road Town from Massachusetts when booking weeks ahead of your departure date. In general, you can expect to find flights to Road Town for around $903 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Road Town from Massachusetts for as low as $693 on momondo.

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

You could potentially save up to 24% 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 17m

Direct flights

None
The fastest flight from Massachusetts to Road Town takes 9h 17m
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 $617Free CancellationRating
7.2
2,898 reviews
Search JetBlue flights
American AirlinesPriceFrom $693Free CancellationRating
7.2
11,048 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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