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Cheap flights from Massachusetts to Road Town from $318

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 9/29. 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
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Massachusetts to Road Town

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
6:17 pm - 1:27 pmBOS  Boston Logan Intl-EIS Road Town Beef Island
18h 10m1 stop Miami
American Airlines Logo
8:00 am - 11:05 pmEIS  Road Town Beef Island-BOS Boston Logan Intl
16h 05m1 stop Miami
$628American Airlines
Sun, Jan 10 - Thu, Jan 14
American Airlines Logo
5:15 am - 4:00 pmBOS  Boston Logan Intl-EIS Road Town Beef Island
9h 45m1 stop Miami
American Airlines Logo
3:38 pm - 12:59 amEIS  Road Town Beef Island-BOS Boston Logan Intl
10h 21m1 stop Miami
$708American Airlines
Mon, Feb 1 - Mon, Feb 8
American Airlines Logo
6:00 am - 1:52 pmBOS  Boston Logan Intl-EIS Road Town Beef Island
7h 52m1 stop Miami
American Airlines Logo
2:32 pm - 11:29 pmEIS  Road Town Beef Island-BOS Boston Logan Intl
8h 57m1 stop Miami
$708American Airlines
Thu, Sep 10 - Thu, Sep 17
American Airlines Logo
5:00 am - 6:15 pmBOS  Boston Logan Intl-EIS Road Town Beef Island
12h 15m1 stop Miami
American Airlines Logo
6:55 pm - 10:19 amEIS  Road Town Beef Island-BOS Boston Logan Intl
16h 24m1 stop Miami
$708American Airlines
Thu, Dec 17 - Tue, Dec 22
American Airlines Logo
5:00 am - 6:15 pmBOS  Boston Logan Intl-EIS Road Town Beef Island
12h 15m1 stop Miami
American Airlines Logo
5:54 pm - 12:59 amEIS  Road Town Beef Island-BOS Boston Logan Intl
8h 05m1 stop Miami
$708American Airlines
Thu, Dec 17 - Tue, Dec 22
American Airlines Logo
6:00 am - 1:52 pmBOS  Boston Logan Intl-EIS Road Town Beef Island
7h 52m1 stop Miami
American Airlines Logo
2:01 pm - 11:40 pmEIS  Road Town Beef Island-BOS Boston Logan Intl
9h 39m1 stop Miami
$708American Airlines
Mon, Sep 28 - Mon, Oct 5
American Airlines Logo
6:00 am - 1:52 pmBOS  Boston Logan Intl-EIS Road Town Beef Island
7h 52m1 stop Miami
American Airlines Logo
2:32 pm - 11:29 pmEIS  Road Town Beef Island-BOS Boston Logan Intl
8h 57m1 stop Miami
$708American Airlines
Thu, Sep 24 - Thu, Oct 1
Multiple Airlines Logo
11:17 am - 10:55 amBOS  Boston Logan Intl-EIS Road Town Beef Island
23h 38m2 stops Orlando San Juan Luis Munoz Marin Intl
Multiple Airlines Logo
9:00 am - 10:51 amEIS  Road Town Beef Island-BOS Boston Logan Intl
25h 51m2 stops San Juan Luis Munoz Marin Intl Orlando
$719Multiple Airlines
Thu, Sep 10 - Thu, Sep 17
Multiple Airlines Logo
9:35 am - 7:15 pmBOS  Boston Logan Intl-EIS Road Town Beef Island
32h 40m3 stops Toronto Island Montreal Pierre Elliott Trudeau Intl Simpson Bay Princess Juliana
Multiple Airlines Logo
7:15 am - 10:17 amEIS  Road Town Beef Island-BOS Boston Logan Intl
28h 02m2 stops Simpson Bay Princess Juliana Toronto Pearson Intl
$869Multiple Airlines
Fri, Nov 6 - Sun, Nov 15
Multiple Airlines Logo
10:31 am - 6:10 pmBOS  Boston Logan Intl-EIS Road Town Beef Island
30h 39m2 stops Fort Lauderdale San Juan Luis Munoz Marin Intl
Multiple Airlines Logo
4:00 pm - 11:39 amEIS  Road Town Beef Island-BOS Boston Logan Intl
20h 39m1 stop San Juan Luis Munoz Marin Intl
$873Multiple Airlines
Sun, Dec 13 - Sun, Dec 27

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American Airlines flights from Massachusetts to Road Town

Our best American Airlines deals on Massachusetts to Road Town flight tickets
American Airlines
Jan 10
BOS6:17 pmBoston Logan Intl
18h 10m
1 stop
EIS1:27 pmRoad Town Beef Island
Jan 14
EIS8:00 amRoad Town Beef Island
16h 05m
1 stop
BOS11:05 pmBoston Logan Intl
$628
American Airlines
Oct 11
BOS9:25 pmBoston Logan Intl
17h 45m
2 stops
EIS3:10 pmRoad Town Beef Island
Oct 15
EIS3:50 pmRoad Town Beef Island
15h 17m
2 stops
BOS7:07 amBoston Logan Intl
$633
American Airlines
Oct 11
BOS5:15 pmBoston Logan Intl
21h 55m
1 stop
EIS3:10 pmRoad Town Beef Island
Oct 15
EIS2:01 pmRoad Town Beef Island
9h 39m
1 stop
BOS11:40 pmBoston Logan Intl
$643

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 August 15, 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 Boston Logan Intl - EIS Road Town Beef Island

BOSEIS

Boston Logan Intl

Sun 1/10

6:17 pm-1:27 pm

1 stop18h 10m

Road Town Beef Island

Thu 1/14

8:00 am-11:05 pm

1 stop16h 05m

$628

BostonRoad Town

BOS Boston Logan Intl - EIS Road Town Beef Island

BOSEIS

Boston Logan Intl

Mon 2/1

5:15 am-4:00 pm

1 stop9h 45m

Road Town Beef Island

Mon 2/8

3:38 pm-12:59 am

1 stop10h 21m

$708
Quickest round-trip

BostonRoad Town

BOS Boston Logan Intl - EIS Road Town Beef Island

BOSEIS

Boston Logan Intl

Thu 9/10

6:00 am-1:52 pm

1 stop7h 52m

Road Town Beef Island

Thu 9/17

2:32 pm-11:29 pm

1 stop8h 57m

$708

BostonRoad Town

BOS Boston Logan Intl - EIS Road Town Beef Island

BOSEIS

Boston Logan Intl

Thu 12/17

5:00 am-6:15 pm

1 stop12h 15m

Road Town Beef Island

Tue 12/22

6:55 pm-10:19 am

1 stop16h 24m

$708

BostonRoad Town

BOS Boston Logan Intl - EIS Road Town Beef Island

BOSEIS

Boston Logan Intl

Thu 12/17

5:00 am-6:15 pm

1 stop12h 15m

Road Town Beef Island

Tue 12/22

5:54 pm-12:59 am

1 stop8h 05m

$708

BostonRoad Town

BOS Boston Logan Intl - EIS Road Town Beef Island

BOSEIS

Boston Logan Intl

Mon 9/28

6:00 am-1:52 pm

1 stop7h 52m

Road Town Beef Island

Mon 10/5

2:01 pm-11:40 pm

1 stop9h 39m

$708

BostonRoad Town

BOS Boston Logan Intl - EIS Road Town Beef Island

BOSEIS

Boston Logan Intl

Thu 9/24

6:00 am-1:52 pm

1 stop7h 52m

Road Town Beef Island

Thu 10/1

2:32 pm-11:29 pm

1 stop8h 57m

$708

BostonRoad Town

BOS Boston Logan Intl - EIS Road Town Beef Island

BOSEIS

Boston Logan Intl

Thu 9/10

11:17 am-10:55 am

2 stops23h 38m

Road Town Beef Island

Thu 9/17

9:00 am-10:51 am

2 stops25h 51m

$719

BostonRoad Town

BOS Boston Logan Intl - EIS Road Town Beef Island

BOSEIS

Boston Logan Intl

Fri 11/6

9:35 am-7:15 pm

3 stops32h 40m

Road Town Beef Island

Sun 11/15

7:15 am-10:17 am

2 stops28h 02m

$869

BostonRoad Town

BOS Boston Logan Intl - EIS Road Town Beef Island

BOSEIS

Boston Logan Intl

Sun 12/13

10:31 am-6:10 pm

2 stops30h 39m

Road Town Beef Island

Sun 12/27

4:00 pm-11:39 am

1 stop20h 39m

$873

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 $0.

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

6h 17m

Direct flights

None
The fastest flight from Massachusetts to Road Town takes 6h 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

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
3,038 reviews
Search JetBlue flights
American AirlinesPriceFrom $752Free CancellationRating
7.1
11,941 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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