BOS - EIS

$311 Find Cheap Flights from Boston to Road Town - Compare and Save

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1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$611
Typical prices: $810-$1,284
Multiple Airlines
Wed 12/12Wed 12/19
BOS - EIS • 2 stops
Cheapest one-way
$311
Typical prices: $482-$686
Multiple Airlines
Mon 12/10
BOS - EIS • 2 stops
Nonstop flights
Not available
There are currently no direct flights between Boston and Road Town. You'll need to take a connecting flight to reach the destination.
Insights
Insights
When to travel
February
Cheapest • 24% price drop
March
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Simpson Bay Princess Juliana (SXM)
Cheapest • Avg $1,025 (round-trip)
San Juan Luis Munoz Marin Intl (SJU)
Shortest trip • 7h 24m (one-way)
Insights
Insights
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We hope you love your trip to Road Town!
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Booking Insights
Flight Deals

Cheap Flights from Boston to Road Town (BOS-EIS)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Boston to Road Town

Sat, Dec 12 - Sat, Dec 19
Multiple Airlines Logo
11:34 am - 10:55 amBOS  Boston Logan Intl-EIS Road Town Beef Island
22h 21m2 stops Atlanta Hartsfield-Jackson San Juan Luis Munoz Marin Intl
Multiple Airlines Logo
4:00 pm - 9:30 amEIS  Road Town Beef Island-BOS Boston Logan Intl
18h 30m1 stop San Juan Luis Munoz Marin Intl
$611Multiple Airlines
Sat, Jan 9 - Fri, Jan 15
Multiple Airlines Logo
11:08 am - 10:55 amBOS  Boston Logan Intl-EIS Road Town Beef Island
22h 47m1 stop San Juan Luis Munoz Marin Intl
Multiple Airlines Logo
4:00 pm - 9:39 amEIS  Road Town Beef Island-BOS Boston Logan Intl
42h 39m2 stops San Juan Luis Munoz Marin Intl Fort Lauderdale
$674Multiple Airlines
Thu, Dec 10 - Thu, Dec 17
Multiple Airlines Logo
11:34 am - 10:55 amBOS  Boston Logan Intl-EIS Road Town Beef Island
22h 21m2 stops Atlanta Hartsfield-Jackson San Juan Luis Munoz Marin Intl
Multiple Airlines Logo
4:00 pm - 9:30 amEIS  Road Town Beef Island-BOS Boston Logan Intl
18h 30m1 stop San Juan Luis Munoz Marin Intl
$704Multiple Airlines
Tue, Feb 23 - Sun, Feb 28
Multiple Airlines Logo
10:24 am - 10:55 amBOS  Boston Logan Intl-EIS Road Town Beef Island
23h 31m2 stops Orlando San Juan Luis Munoz Marin Intl
Multiple Airlines Logo
4:00 pm - 10:13 amEIS  Road Town Beef Island-BOS Boston Logan Intl
19h 13m1 stop San Juan Luis Munoz Marin Intl
$752Multiple Airlines
Sat, Dec 12 - Sat, Dec 19
Multiple Airlines Logo
11:08 am - 2:05 pmBOS  Boston Logan Intl-EIS Road Town Beef Island
25h 57m3 stops Orlando Philadelphia San Juan Luis Munoz Marin Intl
Multiple Airlines Logo
9:00 am - 9:30 amEIS  Road Town Beef Island-BOS Boston Logan Intl
25h 30m2 stops San Juan Luis Munoz Marin Intl Orlando
$763Multiple Airlines
Tue, Jan 26 - Tue, Feb 2
American Airlines Logo
5:00 am - 4:17 pmBOS  Boston Logan Intl-EIS Road Town Beef Island
10h 17m1 stop Miami
American Airlines Logo
7:02 pm - 12:33 pmEIS  Road Town Beef Island-BOS Boston Logan Intl
18h 31m1 stop Miami
$769American Airlines
Tue, Jan 19 - Tue, Jan 26
American Airlines Logo
7:20 am - 6:22 pmBOS  Boston Logan Intl-EIS Road Town Beef Island
10h 02m1 stop Miami
American Airlines Logo
7:02 pm - 12:33 pmEIS  Road Town Beef Island-BOS Boston Logan Intl
18h 31m1 stop Miami
$769American Airlines
Sat, Jan 9 - Fri, Jan 15
American Airlines Logo
5:50 pm - 12:36 pmBOS  Boston Logan Intl-EIS Road Town Beef Island
17h 46m1 stop Miami
American Airlines Logo
7:02 pm - 10:09 amEIS  Road Town Beef Island-BOS Boston Logan Intl
16h 07m1 stop Miami
$769American Airlines
Mon, Feb 22 - Sun, Feb 28
Multiple Airlines Logo
10:24 am - 2:05 pmBOS  Boston Logan Intl-EIS Road Town Beef Island
26h 41m2 stops Orlando San Juan Luis Munoz Marin Intl
Multiple Airlines Logo
4:00 pm - 10:13 amEIS  Road Town Beef Island-BOS Boston Logan Intl
19h 13m1 stop San Juan Luis Munoz Marin Intl
$770Multiple Airlines
Sat, Dec 12 - Sat, Dec 19
Multiple Airlines Logo
11:08 am - 2:05 pmBOS  Boston Logan Intl-EIS Road Town Beef Island
25h 57m3 stops Orlando Philadelphia San Juan Luis Munoz Marin Intl
Multiple Airlines Logo
9:00 am - 7:43 amEIS  Road Town Beef Island-BOS Boston Logan Intl
23h 43m3 stops San Juan Luis Munoz Marin Intl Miami Atlanta Hartsfield-Jackson
$771Multiple Airlines
Booking Insights

Price, demand and travel trends for Boston to Road Town flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

What's the cheapest day of the week to fly from Boston to Road Town?

Based on deals KAYAK users found in the last 12 months, Tuesday is the cheapest day of the week to fly from Boston to Road Town. It’s 18% cheaper than the average day, while Thursday is the most expensive, with prices 25% higher.

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Key details for Boston to Road Town flights

Low season

September

Cheapest flight

$311
Beat the crowds with an average 97% drop in travelers.
The most popular month to fly with an average 87% increase in travelers.
One-way flight from Boston to Road Town

When to book flights from Boston to Road Town

Are your dates flexible? Find out the best times to travel from Boston to Road Town based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Boston to Road Town flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • What cabin classes can I book on flights from Boston to Road Town?

    Only Economy Class is available on flights from Boston to Road Town.

  • How long is a flight from Boston to Road Town?

    A nonstop flight from Boston to Road Town takes 00m, covering 1,695 miles.

  • Do I need a passport to fly from Boston to Road Town?

    Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

  • How much should I expect to pay for a Boston to Road Town flight?

    Round-trip flights from Boston to Road Town range from $810 to $1,284, with an average of $970 over the past 12 months. Anything below $810 counts as a good deal.

  • Have flight prices from Boston to Road Town changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $611 to $3,980. That means the highest observed fare was about 7x higher than the lowest one.

  • How are flight prices from Boston to Road Town looking right now?

    One-way fares from Boston to Road Town are currently lower than usual. Average one-way flight prices are about $350, which is 41% below the typical average for this route.

  • What car rental options are available at Road Town Beef Island Airport (EIS)?

    Road Town Beef Island Airport (EIS) hosts 5 major car rental companies, with daily rates averaging $76 for economy cars. Top options include:

    • Alamo
    • Hertz
    • Avis
    • Enterprise Rent-A-Car
    • National

  • Which airports can I use when flying from Boston to Road Town?

    Flights from Boston to Road Town usually depart from Boston Logan Intl (BOS) and arrive at Road Town Beef Island (EIS).

  • Which airports do connecting flights from Boston to Road Town pass through?

    One-stop flights from Boston to Road Town most commonly connect through:

    • San Juan Luis Munoz Marin Intl (SJU) - 51% of one-stop connections
    • Miami (MIA) - 48% of one-stop connections
    • Simpson Bay Princess Juliana (SXM) - 1% of one-stop connections

  • Can I save money by using flexible dates for flights from Boston to Road Town?

    Yes. Flexible dates can save you up to 35% on flights from Boston to Road Town. Tuesday is the cheapest departure day at $798 round-trip on average, while Thursday is the most expensive at $1,220, a difference of $422.

    KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • How much time can I save by choosing a different layover airport from Boston to Road Town?

    Flying via San Juan Luis Munoz Marin Intl (SJU) gives the shortest average 1-stop total travel time at 7h 24m, compared with 8h 33m via Miami (MIA) and 18h 36m via Simpson Bay Princess Juliana (SXM).

Your guide to booking Boston to Road Town flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates are flexible, aim for a Tuesday departure and avoid flying on Thursday. On this route, Tuesday flights average $798, about $422 less than Thursday fares (35% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Boston to Road Town trip for February. Fares historically average $741 round-trip in that month - typically $531 less than the most expensive month, which is June (based on the last 12 months).

More options for your flight from Boston to Road Town

Complete your trip to Road Town with a hotel stay or car rental

Car rentals in Road Town
Hotels in Road Town