How many flights depart from Road Town to Caribbean Islands on average per week?

The number of flights available between Road Town and Caribbean Islands is 113 per week as of July 2026. The most frequent departure day is Sat, with 20% of weekly flights leaving on this day.

What airlines fly to Caribbean Islands?

interCaribbean Airways, Winair and Caribbean Airlines are the top three most popular airlines that fly to Caribbean Islands from Road Town according to our data. interCaribbean Airways is the first choice among our users, with 81% of people opting to fly with this airline when traveling to Caribbean Islands. Keep in mind that there are 3 different airlines that fly to Caribbean Islands on a routine basis, so you have a few additional options to choose from.

How many flights depart from Road Town to Caribbean Islands on average per day?

As of July 2026, there are 16 flights per day flying from Road Town to Caribbean Islands. The most common time of day flights depart is 8:00AM, with 65% of flights taking off at noon.

What is the cheapest airline that flies from Road Town Beef Island to Caribbean Islands?

interCaribbean Airways and Winair are the most popular carriers operating from Road Town Beef Island to Caribbean Islands

When did momondo last update prices for flights from Road Town Beef Island Airport to Caribbean Islands?

Prices for flights from Road Town Beef Island Airport to Caribbean Islands were last updated today.

How many operators does momondo search for flights from Road Town Beef Island Airport to Caribbean Islands?

There are 3 operators available for flights from Road Town Beef Island Airport to Caribbean Islands as of July 2026.

How old do you have to be to fly from Road Town Beef Island Airport to Caribbean Islands?

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 Road Town Beef Island Airport to Caribbean Islands.

What documentation or ID do you need to fly to Caribbean Islands?

The travel and health documents required for your trip to Caribbean Islands can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Caribbean Islands. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$145 Cheap Flights from Road Town to Caribbean Islands in 2026

Find the cheapest flights from Road Town to Caribbean Islands

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

4:00 pm - 4:40 pm

EIS

SJU

0h 40mnonstop

10:15 am - 10:55 am

SJU

EIS

0h 40mnonstop

$311interCaribbean Airways

Tue, Sep 1 - Wed, Sep 16

11:35 am - 12:15 pm

EIS

SJU

0h 40mnonstop

10:15 am - 10:55 am

SJU

EIS

0h 40mnonstop

$312interCaribbean Airways

Mon, Aug 3 - Sun, Aug 9

11:35 am - 12:15 pm

EIS

SJU

0h 40mnonstop

1:25 pm - 2:05 pm

SJU

EIS

0h 40mnonstop

$315interCaribbean Airways

Thu, Aug 6 - Tue, Aug 18

4:00 pm - 4:40 pm

EIS

SJU

0h 40mnonstop

5:30 pm - 6:10 pm

SJU

EIS

0h 40mnonstop

$316interCaribbean Airways

Thu, Aug 6 - Sat, Aug 8

11:35 am - 12:15 pm

EIS

SJU

0h 40mnonstop

5:30 pm - 6:10 pm

SJU

EIS

0h 40mnonstop

$319interCaribbean Airways

Sat, Aug 15 - Sat, Aug 22

1:45 pm - 2:25 pm

EIS

SXM

0h 40mnonstop

10:20 am - 11:05 am

SXM

EIS

0h 45mnonstop

$348Multiple Airlines

Sat, Sep 12 - Tue, Sep 15

11:25 am - 10:50 am

EIS

SXM

23h 25m

1 stop

10:20 am - 11:05 am

SXM

EIS

0h 45mnonstop

$383Winair

Mon, Aug 31 - Mon, Sep 7

7:15 am - 9:05 am

EIS

SXM

1h 50m

1 stop

10:20 am - 11:05 am

SXM

EIS

0h 45mnonstop

$384Winair

Sat, Sep 12 - Tue, Sep 15

11:25 am - 1:50 pm

EIS

SXM

2h 25mnonstop

10:20 am - 11:05 am

SXM

EIS

0h 45mnonstop

$423Winair

Mon, Aug 31 - Mon, Sep 7

10:40 am - 10:50 am

EIS

SXM

24h 10m

1 stop

5:15 pm - 7:15 pm

SXM

EIS

2h 00m

1 stop

$426Winair

Mon, Aug 31 - Mon, Sep 7

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interCaribbean Airways flights from Road Town to Caribbean Islands

Our best interCaribbean Airways deals on Road Town to Caribbean Islands flight tickets

interCaribbean Airways

Sep 1

EIS4:00 pmRoad Town Beef Island

0h 40m

SJU4:40 pmSan Juan Luis Munoz Marin Intl

Sep 16

SJU10:15 amSan Juan Luis Munoz Marin Intl

0h 40m

EIS10:55 amRoad Town Beef Island

$311

interCaribbean Airways

Aug 3

EIS11:35 amRoad Town Beef Island

0h 40m

SJU12:15 pmSan Juan Luis Munoz Marin Intl

Aug 9

SJU10:15 amSan Juan Luis Munoz Marin Intl

0h 40m

EIS10:55 amRoad Town Beef Island

$312

interCaribbean Airways

Aug 6

EIS11:35 amRoad Town Beef Island

0h 40m

SJU12:15 pmSan Juan Luis Munoz Marin Intl

Aug 18

SJU1:25 pmSan Juan Luis Munoz Marin Intl

0h 40m

EIS2:05 pmRoad Town Beef Island

$315

Cape Air flights from Road Town to Caribbean Islands

Our best Cape Air deals on Road Town to Caribbean Islands flight tickets

Cape Air

Aug 2

EIS3:33 pmRoad Town Beef Island

0h 57m

SJU4:30 pmSan Juan Luis Munoz Marin Intl

Sep 7

SJU9:39 amSan Juan Luis Munoz Marin Intl

5h 59m

1 stop

EIS3:38 pmRoad Town Beef Island

$740

Cape Air

Aug 2

EIS3:33 pmRoad Town Beef Island

0h 57m

SJU4:30 pmSan Juan Luis Munoz Marin Intl

Aug 7

SJU7:15 amSan Juan Luis Munoz Marin Intl

8h 23m

1 stop

EIS3:38 pmRoad Town Beef Island

$760

momondo Fare Finder

Use the filters below to find and compare flights from Road Town to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Quickest round-trip

Road TownSan Juan

EIS - SJU

EISSJU

Road Town Beef Island

Tue 9/1

4:00 pm-4:40 pm

Nonstop0h 40m

San Juan Luis Munoz Marin Intl

Wed 9/16

10:15 am-10:55 am

Nonstop0h 40m

$311

Road TownSan Juan

EIS - SJU

EISSJU

Road Town Beef Island

Mon 8/3

11:35 am-12:15 pm

Nonstop0h 40m

San Juan Luis Munoz Marin Intl

Sun 8/9

10:15 am-10:55 am

Nonstop0h 40m

$312

Road TownSan Juan

EIS - SJU

EISSJU

Road Town Beef Island

Thu 8/6

11:35 am-12:15 pm

Nonstop0h 40m

San Juan Luis Munoz Marin Intl

Tue 8/18

1:25 pm-2:05 pm

Nonstop0h 40m

$315

Road TownSan Juan

EIS - SJU

EISSJU

Road Town Beef Island

Thu 8/6

4:00 pm-4:40 pm

Nonstop0h 40m

San Juan Luis Munoz Marin Intl

Sat 8/8

5:30 pm-6:10 pm

Nonstop0h 40m

$316

Road TownSan Juan

EIS - SJU

EISSJU

Road Town Beef Island

Sat 8/15

11:35 am-12:15 pm

Nonstop0h 40m

San Juan Luis Munoz Marin Intl

Sat 8/22

5:30 pm-6:10 pm

Nonstop0h 40m

$319

Road TownSimpson Bay

EIS - SXM

EISSXM

Road Town Beef Island

Sat 9/12

1:45 pm-2:25 pm

Nonstop0h 40m

Simpson Bay Princess Juliana

Tue 9/15

10:20 am-11:05 am

Nonstop0h 45m

$348

Road TownSimpson Bay

EIS - SXM

EISSXM

Road Town Beef Island

Mon 8/31

11:25 am-10:50 am

1 stop23h 25m

Simpson Bay Princess Juliana

Mon 9/7

10:20 am-11:05 am

Nonstop0h 45m

$383

Road TownSimpson Bay

EIS - SXM

EISSXM

Road Town Beef Island

Sat 9/12

7:15 am-9:05 am

1 stop1h 50m

Simpson Bay Princess Juliana

Tue 9/15

10:20 am-11:05 am

Nonstop0h 45m

$384

Road TownSimpson Bay

EIS - SXM

EISSXM

Road Town Beef Island

Mon 8/31

11:25 am-1:50 pm

Nonstop2h 25m

Simpson Bay Princess Juliana

Mon 9/7

10:20 am-11:05 am

Nonstop0h 45m

$423

Road TownSimpson Bay

EIS - SXM

EISSXM

Road Town Beef Island

Mon 8/31

10:40 am-10:50 am

1 stop24h 10m

Simpson Bay Princess Juliana

Mon 9/7

5:15 pm-7:15 pm

1 stop2h 00m

$426

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Road Town to Caribbean Islands

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

Prices

Airlines

Other information

What is the cheapest month to fly to Caribbean Islands?

The month of October is, on average, the cheapest month to fly to Caribbean Islands from Road Town, with most prices found around $369. The month of November is another great option to travel to Caribbean Islands, with average flight prices from Road Town averaging around $388.

What is the cheapest day to depart on your flight to Caribbean Islands?

The cheapest day to depart from Road Town to Caribbean Islands is on a Saturday. Travelers who choose to depart for Caribbean Islands on a Saturday will often find tickets for as low as $288. If your travel schedule is flexible, try to avoid departing on a Monday because tickets tend to average around $630. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean Islands.

What is the cheapest time of day to depart on your flight to Caribbean Islands?

According to our data, the cheapest time of day to fly to Caribbean Islands is in the afternoon. momondo users have found flights departing from Road Town to Caribbean Islands in the afternoon for as low as $280. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Try not to purchase tickets in the morning because they tend to be around $306. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Road Town Beef Island to Caribbean Islands flight route?

Fly from Road Town Beef Island to San Juan Luis Munoz Marin Intl for the best Road Town Beef Island - Caribbean Islands flight prices

What cabin class options are available on Road Town to Caribbean Islands flights?

There is only 1 cabin class available to choose from on Road Town to Caribbean Islands flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Road Town to Caribbean Islands flights?

No. A direct flight is the cheapest option for a flight between Road Town to Caribbean Islands.

Cheap Road Town to Caribbean Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Road Town to Caribbean Islands

Fastest flight time	0h 45m
Direct flights	Every day
Airports in Caribbean Islands	99 airports

The fastest flight from Road Town to Caribbean Islands takes 0h 45m

Direct flights go from Road Town to Caribbean Islands every day.

There are 99 airports in Caribbean Islands. From Road Town there are direct flights to Simpson Bay Princess Juliana (SXM), San Juan Luis Munoz Marin Intl (SJU).

Search flight deals

Frequently asked questions about flying from Road Town to Caribbean Islands

When did momondo last update prices for flights from Road Town Beef Island Airport to Caribbean Islands?
Prices for flights from Road Town Beef Island Airport to Caribbean Islands were last updated today.
How many operators does momondo search for flights from Road Town Beef Island Airport to Caribbean Islands?
There are 3 operators available for flights from Road Town Beef Island Airport to Caribbean Islands as of July 2026.
How old do you have to be to fly from Road Town Beef Island Airport to Caribbean Islands?
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 Road Town Beef Island Airport to Caribbean Islands.
What documentation or ID do you need to fly to Caribbean Islands?
The travel and health documents required for your trip to Caribbean Islands can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Caribbean Islands. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Road Town to Caribbean Islands?
Based on momondo bookings for flights between Road Town and Caribbean Islands, the leading plane model is ATR 42-300 / 320, making up 37.38% of the total bookings. Other popular models include ATR 42 / ATR 72 with 18.56%, Tecnam P2012 Traveler with 14.85%, and Cessna light aircraft with 7.92%.

Best airlines flying from Road Town to Caribbean Islands

Compare and see reviews for airlines that fly from Road Town to Caribbean Islands with momondo

Airline	Rating	Free Cancellation	Price
Caribbean Airlines	PriceFrom $110	Free Cancellation	Rating 7.9 229 reviews	Search Caribbean Airlines flights
interCaribbean Airways	PriceFrom $242	Free Cancellation	Rating 0.0 0 reviews	Search interCaribbean Airways flights
Winair	PriceFrom $712	Free Cancellation	Rating 8.5 4 reviews	Search Winair flights

Why use momondo?

Why should I use momondo to find a flight deal from Road Town to Caribbean Islands?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Road Town to Caribbean Islands. momondo saves you time and could save you money on your trip.

Can I find flights from Road Town to Caribbean Islands with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Caribbean Islands from Road Town with this policy.

How can momondo help me find flights from Road Town to Caribbean Islands?

momondo helps you find the best flight between Road Town and Caribbean Islands by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Road Town to Caribbean Islands right now. Can momondo alert me if prices change?

Price alerts on flights to Caribbean Islands from Road Town are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.