What are the most popular destinations to fly to from Road Town?

This month, the top selected destinations from Road Town are San Juan Luis Munoz Marin Intl Airport, St. John's, Saint John, Miami. Throughout the year, Simpson Bay, San Juan Luis Munoz Marin Intl Airport, St. John's, Saint John are some of the top choices made by users flying from Road Town.

What are popular destinations to fly to from Road Town?

Some of the most frequent flights departing from Road Town everyday are: San Juan (29 flights per day), St. John's (15 flights per day), and Saint Thomas Island (14 flights per day).

What is the cheapest flight from Road Town to anywhere?

Users have flown out of Road Town for as low as $141 to Basseterre (prices may vary depending on the airline and departure time). On average, users have booked flights for $476 to fly from Road Town.

What are the cheapest airlines flying from Road Town to anywhere?

Over the past few days, we've found that interCaribbean Airways, Winair, and Fly Salone have the cheapest prices from Road Town. interCaribbean Airways flights from Road Town to St. John's V.C. Bird Intl ($143), Winair flights from Road Town to St. John's V.C. Bird Intl ($187), and Fly Salone flights from Road Town to St. George's Point Saline Intl ($323).

What is the cheapest premium economy flight from Road Town?

Options for some of the cheapest premium economy flights from Road Town we have found on Cheapflights are as follows: Fly from Road Town Beef Island to Simpson Bay starting at $2,499

$157+ Cheap Flights from Road Town

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Route

Depart

Return

Price

Cheapest round-trip

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Road TownSimpson Bay

EIS Road Town Beef Island - SXM Simpson Bay Princess Juliana

EISSXM

Road Town Beef Island

Thu 3/25

1:45 pm-2:25 pm

Nonstop0h 40m

Simpson Bay Princess Juliana

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$157

Road TownSimpson Bay

EIS Road Town Beef Island - SXM Simpson Bay Princess Juliana

EISSXM

Road Town Beef Island

Thu 3/25

7:15 am-9:10 am

1 stop1h 55m

Simpson Bay Princess Juliana

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$159

Road TownSimpson Bay

EIS Road Town Beef Island - SXM Simpson Bay Princess Juliana

EISSXM

Road Town Beef Island

Fri 2/5

7:15 am-9:10 am

1 stop1h 55m

Simpson Bay Princess Juliana

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$160

Road TownSimpson Bay

EIS Road Town Beef Island - SXM Simpson Bay Princess Juliana

EISSXM

Road Town Beef Island

Sat 2/6

1:45 pm-2:25 pm

Nonstop0h 40m

Simpson Bay Princess Juliana

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$161

Road TownSimpson Bay

EIS Road Town Beef Island - SXM Simpson Bay Princess Juliana

EISSXM

Road Town Beef Island

Thu 2/4

1:45 pm-2:25 pm

Nonstop0h 40m

Simpson Bay Princess Juliana

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$161

Road TownSan Juan

EIS Road Town Beef Island - SJU San Juan Luis Munoz Marin Intl

EISSJU

Road Town Beef Island

Wed 10/28

11:35 am-12:15 pm

Nonstop0h 40m

San Juan Luis Munoz Marin Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$185

Road TownSan Juan

EIS Road Town Beef Island - SJU San Juan Luis Munoz Marin Intl

EISSJU

Road Town Beef Island

Fri 1/15

11:35 am-12:15 pm

Nonstop0h 40m

San Juan Luis Munoz Marin Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$185

Road TownSan Juan

EIS Road Town Beef Island - SJU San Juan Luis Munoz Marin Intl

EISSJU

Road Town Beef Island

Thu 11/19

4:00 pm-4:40 pm

Nonstop0h 40m

San Juan Luis Munoz Marin Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$189

Road TownSan Juan

EIS Road Town Beef Island - SJU San Juan Luis Munoz Marin Intl

EISSJU

Road Town Beef Island

Tue 10/13

4:00 pm-4:40 pm

Nonstop0h 40m

San Juan Luis Munoz Marin Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$199

Road TownSan Juan

EIS Road Town Beef Island - SJU San Juan Luis Munoz Marin Intl

EISSJU

Road Town Beef Island

Fri 11/20

4:00 pm-4:40 pm

Nonstop0h 40m

San Juan Luis Munoz Marin Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$200

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/4

Showing 1-10 of 60 resultsSorted by cheapest first

...

Best time to book a flight from Road Town

Have a flexible travel schedule? Discover the best time to fly from Road Town with our price prediction graph.

EIS-MIA

EIS-SJU

EIS-SXM

EIS-ANU

EIS-POS

Estimated round-trip price

Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Road Town

Get recent, data-driven insights about flights from Road Town including ideal travel times, pricing trends, and more.

EIS-MIA

EIS-SJU

EIS-SXM

EIS-ANU

EIS-POS

Which airlines fly from Road Town?

For flights departing from Road Town check dates and pricing for the following: American Airlines. This airline departs to the following popular destinations: Miami.

interCaribbean Airways

Airline reviews for flights from Road Town

Get a feel of what it's like to fly with American Airlines from Road Town by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

American Airlines

7.0

Good

12,129 reviews

Reviews

1 / 20

6.0

Good

Charleen,May 2026

POS - MIA

If I had any other choice in getting to my destination, I would have used it

American Airlines

7.0

Good

12,129 reviews

American Airlines

7.0

Good

12,129 reviews

Reviews

1 / 20

6.0

Good

Charleen,May 2026

POS - MIA

If I had any other choice in getting to my destination, I would have used it

Browse thousands of different options on Cheapflights for your next trip

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Airports servicing

Flights from Road Town

Related info for your journey

What are the most popular destinations to fly to from Road Town?
This month, the top selected destinations from Road Town are San Juan Luis Munoz Marin Intl Airport, St. John's, Saint John, Miami. Throughout the year, Simpson Bay, San Juan Luis Munoz Marin Intl Airport, St. John's, Saint John are some of the top choices made by users flying from Road Town.
What is the cheapest flight from Road Town to anywhere?
Users have flown out of Road Town for as low as $141 to Basseterre (prices may vary depending on the airline and departure time). On average, users have booked flights for $476 to fly from Road Town.
What are the cheapest airlines flying from Road Town to anywhere?
Over the past few days, we've found that interCaribbean Airways, Winair, and Fly Salone have the cheapest prices from Road Town. interCaribbean Airways flights from Road Town to St. John's V.C. Bird Intl ($143), Winair flights from Road Town to St. John's V.C. Bird Intl ($187), and Fly Salone flights from Road Town to St. George's Point Saline Intl ($323).
What is the cheapest premium economy flight from Road Town?
Options for some of the cheapest premium economy flights from Road Town we have found on Cheapflights are as follows:
Fly from Road Town Beef Island to Simpson Bay starting at $2,499

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This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/25. Fares are subject to change and may not be available on all flights or dates of travel.

Find flights from Road Town within your budget

Best time to book a flight from Road Town

Have a flexible travel schedule? Discover the best time to fly from Road Town with our price prediction graph.

Travel insights for flights from Road Town

Which airlines fly from Road Town?

For flights departing from Road Town check dates and pricing for the following: American Airlines. This airline departs to the following popular destinations: Miami.

Airline reviews for flights from Road Town

Get a feel of what it's like to fly with American Airlines from Road Town by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Browse thousands of different options on Cheapflights for your next trip

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Popular flight searches

Check out other popular destinations found by fellow travelers in 2026

Related info for your journey

What are the most popular destinations to fly to from Road Town?

What is the cheapest flight from Road Town to anywhere?

What are the cheapest airlines flying from Road Town to anywhere?

What is the cheapest premium economy flight from Road Town?

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$157+ Cheap flights from Road Town

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/25. Fares are subject to change and may not be available on all flights or dates of travel.

Find flights from Road Town within your budget

Best time to book a flight from Road Town

Have a flexible travel schedule? Discover the best time to fly from Road Town with our price prediction graph.

Travel insights for flights from Road Town

Which airlines fly from Road Town?

For flights departing from Road Town check dates and pricing for the following: American Airlines. This airline departs to the following popular destinations: Miami.

Airline reviews for flights from Road Town

Get a feel of what it's like to fly with American Airlines from Road Town by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Airports servicing

Fly out of one of these airports located in .

Popular flight searches

Check out other popular destinations found by fellow travelers in 2026

Related info for your journey

What are the most popular destinations to fly to from Road Town?

What is the cheapest flight from Road Town to anywhere?

What are the cheapest airlines flying from Road Town to anywhere?

What is the cheapest premium economy flight from Road Town?

100% Free

Book with Flexibility

Travel Smart