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

As of September 2026, there are 8 flights per day flying from Road Town to Caribbean Islands. The most common time of day flights depart is 11:00AM, with 56% 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

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 59 per week as of September 2026. The most frequent departure day is Sat, with 27% of weekly flights leaving on this day.

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 2 operators available for flights from Road Town Beef Island Airport to Caribbean Islands as of September 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.

$174 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.

9:00 am - 9:40 amEIS Road Town Beef Island-SJU San Juan Luis Munoz Marin Intl

0h 40mnonstop

10:15 am - 10:55 amSJU San Juan Luis Munoz Marin Intl-EIS Road Town Beef Island

0h 40mnonstop

$306interCaribbean Airways

Wed, Nov 4 - Sun, Nov 8

4:00 pm - 4:40 pmEIS Road Town Beef Island-SJU San Juan Luis Munoz Marin Intl

0h 40mnonstop

5:30 pm - 6:10 pmSJU San Juan Luis Munoz Marin Intl-EIS Road Town Beef Island

0h 40mnonstop

$306interCaribbean Airways

Fri, Oct 23 - Mon, Oct 26

4:00 pm - 4:40 pmEIS Road Town Beef Island-SJU San Juan Luis Munoz Marin Intl

0h 40mnonstop

10:15 am - 10:55 amSJU San Juan Luis Munoz Marin Intl-EIS Road Town Beef Island

0h 40mnonstop

$308interCaribbean Airways

Fri, Oct 16 - Mon, Oct 19

4:00 pm - 4:40 pmEIS Road Town Beef Island-SJU San Juan Luis Munoz Marin Intl

0h 40mnonstop

10:15 am - 10:55 amSJU San Juan Luis Munoz Marin Intl-EIS Road Town Beef Island

0h 40mnonstop

$309interCaribbean Airways

Fri, Oct 9 - Sun, Oct 18

9:55 am - 10:35 amEIS Road Town Beef Island-SXM Simpson Bay Princess Juliana

0h 40mnonstop

10:30 am - 11:10 amSXM Simpson Bay Princess Juliana-EIS Road Town Beef Island

0h 40mnonstop

$384Multiple Airlines

Fri, Oct 2 - Sun, Oct 4

11:35 am - 2:05 pmEIS Road Town Beef Island-SXM Simpson Bay Princess Juliana

2h 30m1 stop St. John's V.C. Bird Intl

6:50 pm - 7:45 pmSXM Simpson Bay Princess Juliana-EIS Road Town Beef Island

0h 55mnonstop

$393Winair

Thu, Oct 29 - Mon, Nov 2

11:35 am - 2:05 pmEIS Road Town Beef Island-SXM Simpson Bay Princess Juliana

2h 30m1 stop St. John's V.C. Bird Intl

5:15 pm - 7:15 pmSXM Simpson Bay Princess Juliana-EIS Road Town Beef Island

2h 00m1 stop Basseterre Robert Bradshaw Intl

$393Winair

Thu, Oct 29 - Mon, Nov 2

11:25 am - 9:30 amEIS Road Town Beef Island-SXM Simpson Bay Princess Juliana

22h 05m1 stop St. John's V.C. Bird Intl

10:30 am - 11:10 amSXM Simpson Bay Princess Juliana-EIS Road Town Beef Island

0h 40mnonstop

$393Multiple Airlines

Fri, Oct 2 - Sun, Oct 4

1:45 pm - 2:25 pmEIS Road Town Beef Island-SXM Simpson Bay Princess Juliana

0h 40mnonstop

10:20 am - 11:05 amSXM Simpson Bay Princess Juliana-EIS Road Town Beef Island

0h 45mnonstop

$398Multiple Airlines

Sat, Dec 19 - Sat, Jan 2

7:15 am - 9:10 amEIS Road Town Beef Island-SXM Simpson Bay Princess Juliana

1h 55m1 stop Basseterre Robert Bradshaw Intl

5:00 pm - 6:45 pmSXM Simpson Bay Princess Juliana-EIS Road Town Beef Island

25h 45m1 stop St. John's V.C. Bird Intl

$423Winair

Sun, Nov 1 - Mon, Nov 16

Cheap last minute flights

Enter your travel dates to find the best prices.

4:00 pm - 4:40 pmEIS Road Town Beef Island-SJU San Juan Luis Munoz Marin Intl

0h 40mnonstop

10:15 am - 10:55 amSJU San Juan Luis Munoz Marin Intl-EIS Road Town Beef Island

0h 40mnonstop

$309interCaribbean Airways

Thu, Sep 10 - Thu, Sep 17

9:55 am - 10:35 amEIS Road Town Beef Island-SXM Simpson Bay Princess Juliana

0h 40mnonstop

1:25 pm - 2:05 pmSXM Simpson Bay Princess Juliana-EIS Road Town Beef Island

0h 40mnonstop

$400Multiple Airlines

Fri, Sep 11 - Sun, Sep 20

8:00 am - 8:57 amEIS Road Town Beef Island-SJU San Juan Luis Munoz Marin Intl

0h 57mnonstop

1:25 pm - 2:05 pmSJU San Juan Luis Munoz Marin Intl-EIS Road Town Beef Island

0h 40mnonstop

$424Multiple Airlines

Mon, Sep 7 - Wed, Sep 9

7:15 am - 9:10 amEIS Road Town Beef Island-SXM Simpson Bay Princess Juliana

1h 55m1 stop Basseterre Robert Bradshaw Intl

10:40 am - 11:30 amSXM Simpson Bay Princess Juliana-EIS Road Town Beef Island

0h 50mnonstop

$439Winair

Sat, Sep 12 - Tue, Sep 15

7:45 pm - 8:35 pmEIS Road Town Beef Island-SXM Simpson Bay Princess Juliana

0h 50mnonstop

10:40 am - 11:30 amSXM Simpson Bay Princess Juliana-EIS Road Town Beef Island

0h 50mnonstop

$439Winair

Sat, Sep 12 - Tue, Sep 15

11:25 am - 9:30 amEIS Road Town Beef Island-SXM Simpson Bay Princess Juliana

22h 05m1 stop St. John's V.C. Bird Intl

1:25 pm - 2:05 pmSXM Simpson Bay Princess Juliana-EIS Road Town Beef Island

0h 40mnonstop

$458Multiple Airlines

Fri, Sep 11 - Sun, Sep 20

9:55 am - 10:35 amEIS Road Town Beef Island-SXM Simpson Bay Princess Juliana

0h 40mnonstop

10:40 am - 11:30 amSXM Simpson Bay Princess Juliana-EIS Road Town Beef Island

0h 50mnonstop

$459Winair

Fri, Sep 11 - Tue, Sep 15

7:45 pm - 8:35 pmEIS Road Town Beef Island-SXM Simpson Bay Princess Juliana

0h 50mnonstop

10:40 am - 11:30 amSXM Simpson Bay Princess Juliana-EIS Road Town Beef Island

0h 50mnonstop

$459Winair

Sat, Sep 12 - Tue, Sep 15

7:55 pm - 2:55 pmEIS Road Town Beef Island-SJU San Juan Luis Munoz Marin Intl

19h 00m1 stop Simpson Bay Princess Juliana

1:25 pm - 2:05 pmSJU San Juan Luis Munoz Marin Intl-EIS Road Town Beef Island

0h 40mnonstop

$461Multiple Airlines

Thu, Sep 10 - Thu, Sep 17

7:15 am - 2:55 pmEIS Road Town Beef Island-SJU San Juan Luis Munoz Marin Intl

31h 40m2 stops Basseterre Robert Bradshaw Intl Simpson Bay Princess Juliana

10:15 am - 10:55 amSJU San Juan Luis Munoz Marin Intl-EIS Road Town Beef Island

0h 40mnonstop

$481Multiple Airlines

Thu, Sep 10 - Thu, Sep 17

Cheap direct flights

Enter your travel dates to find the best prices.

9:00 am - 9:40 amEIS Road Town Beef Island-SJU San Juan Luis Munoz Marin Intl

0h 40mnonstop

10:15 am - 10:55 amSJU San Juan Luis Munoz Marin Intl-EIS Road Town Beef Island

0h 40mnonstop

$306interCaribbean Airways

Wed, Nov 4 - Sun, Nov 8

4:00 pm - 4:40 pmEIS Road Town Beef Island-SJU San Juan Luis Munoz Marin Intl

0h 40mnonstop

5:30 pm - 6:10 pmSJU San Juan Luis Munoz Marin Intl-EIS Road Town Beef Island

0h 40mnonstop

$306interCaribbean Airways

Fri, Oct 23 - Mon, Oct 26

4:00 pm - 4:40 pmEIS Road Town Beef Island-SJU San Juan Luis Munoz Marin Intl

0h 40mnonstop

10:15 am - 10:55 amSJU San Juan Luis Munoz Marin Intl-EIS Road Town Beef Island

0h 40mnonstop

$308interCaribbean Airways

Fri, Oct 16 - Mon, Oct 19

4:00 pm - 4:40 pmEIS Road Town Beef Island-SJU San Juan Luis Munoz Marin Intl

0h 40mnonstop

10:15 am - 10:55 amSJU San Juan Luis Munoz Marin Intl-EIS Road Town Beef Island

0h 40mnonstop

$309interCaribbean Airways

Fri, Oct 9 - Sun, Oct 18

4:00 pm - 4:40 pmEIS Road Town Beef Island-SJU San Juan Luis Munoz Marin Intl

0h 40mnonstop

5:30 pm - 6:10 pmSJU San Juan Luis Munoz Marin Intl-EIS Road Town Beef Island

0h 40mnonstop

$309interCaribbean Airways

Sat, Sep 26 - Tue, Sep 29

9:55 am - 10:35 amEIS Road Town Beef Island-SXM Simpson Bay Princess Juliana

0h 40mnonstop

10:30 am - 11:10 amSXM Simpson Bay Princess Juliana-EIS Road Town Beef Island

0h 40mnonstop

$384Multiple Airlines

Fri, Oct 2 - Sun, Oct 4

1:45 pm - 2:25 pmEIS Road Town Beef Island-SXM Simpson Bay Princess Juliana

0h 40mnonstop

10:20 am - 11:05 amSXM Simpson Bay Princess Juliana-EIS Road Town Beef Island

0h 45mnonstop

$398Multiple Airlines

Sat, Dec 19 - Sat, Jan 2

1:45 pm - 2:25 pmEIS Road Town Beef Island-SXM Simpson Bay Princess Juliana

0h 40mnonstop

10:20 am - 11:05 amSXM Simpson Bay Princess Juliana-EIS Road Town Beef Island

0h 45mnonstop

$402Multiple Airlines

Thu, Oct 29 - Mon, Nov 2

7:50 am - 8:45 amEIS Road Town Beef Island-SXM Simpson Bay Princess Juliana

0h 55mnonstop

10:45 am - 11:25 amSXM Simpson Bay Princess Juliana-EIS Road Town Beef Island

0h 40mnonstop

$403Multiple Airlines

Tue, Feb 9 - Fri, Feb 12

9:55 am - 10:35 amEIS Road Town Beef Island-SXM Simpson Bay Princess Juliana

0h 40mnonstop

10:20 am - 11:10 amSXM Simpson Bay Princess Juliana-EIS Road Town Beef Island

0h 50mnonstop

$464Winair

Fri, Sep 25 - Tue, Sep 29

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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

Oct 23

EIS4:00 pmRoad Town Beef Island

0h 40m

SJU4:40 pmSan Juan Luis Munoz Marin Intl

Oct 26

SJU5:30 pmSan Juan Luis Munoz Marin Intl

0h 40m

EIS6:10 pmRoad Town Beef Island

$306

interCaribbean Airways

Oct 16

EIS4:00 pmRoad Town Beef Island

0h 40m

SJU4:40 pmSan Juan Luis Munoz Marin Intl

Oct 19

SJU10:15 amSan Juan Luis Munoz Marin Intl

0h 40m

EIS10:55 amRoad Town Beef Island

$308

interCaribbean Airways

Sep 25

EIS4:00 pmRoad Town Beef Island

0h 40m

SJU4:40 pmSan Juan Luis Munoz Marin Intl

Sep 29

SJU1:25 pmSan Juan Luis Munoz Marin Intl

0h 40m

EIS2:05 pmRoad Town Beef Island

$309

Winair flights from Road Town to Caribbean Islands

Our best Winair deals on Road Town to Caribbean Islands flight tickets

Winair

Oct 29

EIS11:35 amRoad Town Beef Island

2h 30m

1 stop

SXM2:05 pmSimpson Bay Princess Juliana

Nov 2

SXM6:50 pmSimpson Bay Princess Juliana

0h 55m

EIS7:45 pmRoad Town Beef Island

$393

Winair

Nov 1

EIS7:15 amRoad Town Beef Island

1h 55m

1 stop

SXM9:10 amSimpson Bay Princess Juliana

Nov 16

SXM5:00 pmSimpson Bay Princess Juliana

25h 45m

1 stop

EIS6:45 pmRoad Town Beef Island

$423

Winair

Nov 1

EIS7:15 amRoad Town Beef Island

1h 55m

1 stop

SXM9:10 amSimpson Bay Princess Juliana

Nov 16

SXM10:20 amSimpson Bay Princess Juliana

0h 45m

EIS11:05 amRoad Town Beef Island

$424

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

EISSJU

Road Town Beef Island

Wed 11/4

9:00 am-9:40 am

Nonstop0h 40m

San Juan Luis Munoz Marin Intl

Sun 11/8

10:15 am-10:55 am

Nonstop0h 40m

$306

Road TownSan Juan

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

EISSJU

Road Town Beef Island

Fri 10/23

4:00 pm-4:40 pm

Nonstop0h 40m

San Juan Luis Munoz Marin Intl

Mon 10/26

5:30 pm-6:10 pm

Nonstop0h 40m

$306

Road TownSan Juan

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

EISSJU

Road Town Beef Island

Fri 10/16

4:00 pm-4:40 pm

Nonstop0h 40m

San Juan Luis Munoz Marin Intl

Mon 10/19

10:15 am-10:55 am

Nonstop0h 40m

$308

Road TownSan Juan

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

EISSJU

Road Town Beef Island

Fri 10/9

4:00 pm-4:40 pm

Nonstop0h 40m

San Juan Luis Munoz Marin Intl

Sun 10/18

10:15 am-10:55 am

Nonstop0h 40m

$309

Road TownSimpson Bay

EIS Road Town Beef Island - SXM Simpson Bay Princess Juliana

EISSXM

Road Town Beef Island

Fri 10/2

9:55 am-10:35 am

Nonstop0h 40m

Simpson Bay Princess Juliana

Sun 10/4

10:30 am-11:10 am

Nonstop0h 40m

$384

Road TownSimpson Bay

EIS Road Town Beef Island - SXM Simpson Bay Princess Juliana

EISSXM

Road Town Beef Island

Thu 10/29

11:35 am-2:05 pm

1 stop2h 30m

Simpson Bay Princess Juliana

Mon 11/2

6:50 pm-7:45 pm

Nonstop0h 55m

$393

Road TownSimpson Bay

EIS Road Town Beef Island - SXM Simpson Bay Princess Juliana

EISSXM

Road Town Beef Island

Thu 10/29

11:35 am-2:05 pm

1 stop2h 30m

Simpson Bay Princess Juliana

Mon 11/2

5:15 pm-7:15 pm

1 stop2h 00m

$393

Road TownSimpson Bay

EIS Road Town Beef Island - SXM Simpson Bay Princess Juliana

EISSXM

Road Town Beef Island

Fri 10/2

11:25 am-9:30 am

1 stop22h 05m

Simpson Bay Princess Juliana

Sun 10/4

10:30 am-11:10 am

Nonstop0h 40m

$393

Road TownSimpson Bay

EIS Road Town Beef Island - SXM Simpson Bay Princess Juliana

EISSXM

Road Town Beef Island

Sat 12/19

1:45 pm-2:25 pm

Nonstop0h 40m

Simpson Bay Princess Juliana

Sat 1/2

10:20 am-11:05 am

Nonstop0h 45m

$398

Road TownSimpson Bay

EIS Road Town Beef Island - SXM Simpson Bay Princess Juliana

EISSXM

Road Town Beef Island

Sun 11/1

7:15 am-9:10 am

1 stop1h 55m

Simpson Bay Princess Juliana

Mon 11/16

5:00 pm-6:45 pm

1 stop25h 45m

$423

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 November is, on average, the cheapest month to fly to Caribbean Islands from Road Town, with most prices found around $387. The month of March is another great option to travel to Caribbean Islands, with average flight prices from Road Town averaging around $392.

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 Tuesday. Travelers who choose to depart for Caribbean Islands on a Tuesday will often find tickets for as low as $277. If your travel schedule is flexible, try to avoid departing on a Monday because tickets tend to average around $797. 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 $308. 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

Best Price Found	$174
Fastest flight time	0h 45m
Direct flights	Every day
Airports in Caribbean Islands	100 airports

The best one-way flight to Caribbean Islands from Road Town in the past 72 hours is $174. The best round-trip flight deal from Road Town to Caribbean Islands found on momondo in the last 72 hours is $306.

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 100 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 2 operators available for flights from Road Town Beef Island Airport to Caribbean Islands as of September 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 40.00% of the total bookings. Other popular models include ATR 42 / ATR 72 with 21.64%, Tecnam P2012 Traveler with 10.16%, and De Havilland (Bombardier) DHC-6 Twin Otter with 9.18%.

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
interCaribbean Airways	PriceFrom $192	Free Cancellation	Rating 0.0 0 reviews		Search interCaribbean Airways flights
Winair	PriceFrom $731	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.