$354 Cheap Flights from Tortola (EIS) to Boston (BOS)

View $354 flight on Wed, Oct 29, 2025Opens in a new window

Popular airlines from Terrance B. Lettsome Intl. Airport (EIS) to Logan International Airport (BOS)

Cheap Flights from Tortola to Boston (EIS-BOS)

Prices were available within the past 7 days and start at $354 for one-way flights and $695 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Windward Island Airways International
Fri, Dec 26 - Tue, Jan 6
EIS
Tortola
BOS
Boston
$695 Roundtrip, found 3 days ago
$695
Roundtrip
found 3 days ago
Select Windward Island Airways International flight, departing Fri, Dec 26 from Tortola to Boston, returning Tue, Jan 6, priced at $695 found 3 days ago
Windward Island Airways International
Wed, Apr 22 - Sat, May 2
EIS
Tortola
BOS
Boston
$725 Roundtrip, found 3 days ago
$725
Roundtrip
found 3 days ago
Select Windward Island Airways International flight, departing Wed, Apr 22 from Tortola to Boston, returning Sat, May 2, priced at $725 found 3 days ago
United
Wed, Oct 22 - Tue, Oct 28
EIS
Tortola
BOS
Boston
$733 Roundtrip, found 6 days ago
$733
Roundtrip
found 6 days ago
Select United flight, departing Wed, Oct 22 from Tortola to Boston, returning Tue, Oct 28, priced at $733 found 6 days ago
United
Wed, Oct 22 - Fri, Oct 31
EIS
Tortola
BOS
Boston
$735 Roundtrip, found 6 days ago
$735
Roundtrip
found 6 days ago
Select United flight, departing Wed, Oct 22 from Tortola to Boston, returning Fri, Oct 31, priced at $735 found 6 days ago
United
Wed, Oct 22 - Fri, Oct 31
EIS
Tortola
BOS
Boston
$740 Roundtrip, found 6 days ago
$740
Roundtrip
found 6 days ago
Select United flight, departing Wed, Oct 22 from Tortola to Boston, returning Fri, Oct 31, priced at $740 found 6 days ago
United
Wed, Oct 22 - Fri, Oct 31
EIS
Tortola
BOS
Boston
$742 Roundtrip, found 6 days ago
$742
Roundtrip
found 6 days ago
Select United flight, departing Wed, Oct 22 from Tortola to Boston, returning Fri, Oct 31, priced at $742 found 6 days ago
United
Wed, Oct 22 - Fri, Oct 31
EIS
Tortola
BOS
Boston
$745 Roundtrip, found 6 days ago
$745
Roundtrip
found 6 days ago
Select United flight, departing Wed, Oct 22 from Tortola to Boston, returning Fri, Oct 31, priced at $745 found 6 days ago
Cape Air
Wed, Oct 22 - Fri, Oct 31
EIS
Tortola
BOS
Boston
$785 Roundtrip, found 6 days ago
$785
Roundtrip
found 6 days ago
Select Cape Air flight, departing Wed, Oct 22 from Tortola to Boston, returning Fri, Oct 31, priced at $785 found 6 days ago
American Airlines
Fri, Dec 26 - Tue, Jan 6
EIS
Tortola
BOS
Boston
$789 Roundtrip, found 3 days ago
$789
Roundtrip
found 3 days ago
Select American Airlines flight, departing Fri, Dec 26 from Tortola to Boston, returning Tue, Jan 6, priced at $789 found 3 days ago
JetBlue Airways
Wed, Oct 22 - Fri, Oct 31
EIS
Tortola
BOS
Boston
$800 Roundtrip, found 6 days ago
$800
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Wed, Oct 22 from Tortola to Boston, returning Fri, Oct 31, priced at $800 found 6 days ago

Find the cheapest month to fly from Beef Island (EIS) to Boston (BOS)

January is typically the cheapest month to fly

From $435 - $1,450 per traveler.

Frequently asked questions

How much does a flight from Terrance B. Lettsome Intl. Airport (EIS) to Logan Intl. Airport (BOS) cost?
Get a cheap one-way flight from $354 or cheap return flight from $695 from Terrance B. Lettsome Intl. Airport (EIS) to Logan Intl. Airport (BOS) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.
What is the cheapest month to fly from Terrance B. Lettsome Intl. Airport (EIS) to Logan Intl. Airport (BOS)?
The cheapest month to fly from EIS to BOS is December, when demand is low. Off-peak months are typically when you'll find cheap fares for travel between these airports.
What is the cheapest airline that flies from Terrance B. Lettsome Intl. Airport (EIS) to Logan Intl. Airport (BOS)?
To find the cheapest airline that'll fly you from EIS to BOS, use Expedia's filter tool. Tailor your search based on what's important to you, such as preferred carriers and number of stops. You can then sort your results by "Price (lowest to highest)" to discover the cheapest flight right away.
How many flights per day from Terrance B. Lettsome Intl. Airport (EIS) to Logan Intl. Airport (BOS)?
You'll have to book a flight with a layover when traveling from Terrance B. Lettsome Intl. Airport (EIS) to Logan Intl. Airport (BOS). Direct flights don't operate daily on this route. However, just filter your search to include one or two stops to find an option that works for you.
What day of the week has the most flights from EIS to BOS?
Generally you'll find the widest variety of flight choices on a Friday. Tuesdays are often the quietest.* However, this can vary based on the season, carrier and other factors.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Terrance B. Lettsome Intl. Airport (EIS) to Logan Intl. Airport (BOS)?
To land at Logan Intl. Airport (BOS) on schedule, pick a flight that leaves from Terrance B. Lettsome Intl. Airport (EIS) before 3 PM. The likelihood of cancellations is 22% higher, on average, for departures after this hour.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Terrance B. Lettsome Intl. Airport (EIS) to Logan Intl. Airport (BOS) last-minute?
Holding off until just before your trip to book your flight from EIS to BOS often results in higher prices. While you might find some last-minute offers, there's no guarantee. Allow some flexibility in your schedule for the best chance of snagging a bargain.
Is it cheaper to book an EIS to BOS flight and hotel package?
Compared with arranging flights and hotels separately, booking an EIS to BOS flight and hotel package with Expedia could lead to significant savings. What's more, having everything in one place will take the hassle out of travel planning. Simply pick your flights and select from our wide range of hotels, then personalize your trip with extras like tours and car rentals.
Can I cancel or change the date of my flight from Terrance B. Lettsome Intl. Airport (EIS) to Logan Intl. Airport (BOS)?
Typically, you can modify or cancel your EIS to BOS flight. However, additional charges may apply, especially if you booked over 24 hours ago. Double-check your itinerary for the airline's fees and rules on flight changes, or if you need more details, head to our Customer Service portal.

Travel information

Travel information

Origin airport
Terrance B. Lettsome Intl.
Destination airport
Logan Intl.
Airlines serving
American Airlines, JetBlue Airways, United
Roundtrip price
$695
Distance
1695 mi

Book with confidence

Book with confidence

Tortola to Boston Flights

The cheapest times to fly from Tortola to Boston

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Tortola to Boston are during the month of December. You can find some of the cheapest flights from Tortola to Boston with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Tortola to Boston

Sunday is one of the best days to book for cheap flights from Tortola to Boston: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Tortola to Boston

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Tortola to Boston in 2025. You can also book with separate airlines for your outbound and return journeys, from $354 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Tortola to Boston flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Tortola to Boston airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Tortola to Boston Flights

Explore a world of travel with Expedia

Explore a world of travel with Expedia

*Available to One Key members.