Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from Road Town to Caribbean Islands from $147

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Road Town to Caribbean Islands departing on 11/12. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Road Town to Caribbean Islands

Cheap round-trip flights

interCaribbean Airways Logo
11:30 am - 12:10 pmEIS-SJU
0h 40mnonstop
interCaribbean Airways Logo
12:50 pm - 1:30 pmSJU-EIS
0h 40mnonstop
$265interCaribbean Airways
Find Deal
Sat, Oct 25 - Sat, Nov 1
interCaribbean Airways Logo
12:10 pm - 12:50 pmEIS-SJU
0h 40mnonstop
interCaribbean Airways Logo
5:40 pm - 6:20 pmSJU-EIS
0h 40mnonstop
$266interCaribbean Airways
Find Deal
Wed, Oct 8 - Sat, Oct 11
Logo
12:50 pm - 1:45 pmEIS-SJU
0h 55mnonstop
Logo
10:15 am - 10:55 amSJU-EIS
0h 40mnonstop
$287
Find Deal
Sat, Nov 22 - Mon, Nov 24
Logo
11:55 am - 2:20 pmEIS-SXM
2h 25m1 stop
Logo
10:10 am - 10:50 amSXM-EIS
0h 40mnonstop
$342
Find Deal
Fri, Sep 26 - Fri, Oct 3
Winair Logo
11:55 am - 2:20 pmEIS-SXM
2h 25m1 stop
Winair Logo
5:00 pm - 6:35 pmSXM-EIS
25h 35m1 stop
$354Winair
Find Deal
Fri, Sep 19 - Mon, Sep 22
Winair Logo
7:35 pm - 8:25 pmEIS-SXM
0h 50mnonstop
Winair Logo
5:00 pm - 6:35 pmSXM-EIS
25h 35m1 stop
$357Winair
Find Deal
Mon, Aug 25 - Mon, Oct 13
Sunrise Airways Logo
1:15 pm - 1:55 pmEIS-SXM
0h 40mnonstop
Sunrise Airways Logo
10:45 am - 12:35 pmSXM-EIS
25h 50m2 stops
$424Sunrise Airways
Find Deal
Fri, Sep 19 - Sun, Sep 21
JetBlue Logo
1:08 pm - 1:52 pmEIS-SJU
0h 44mnonstop
JetBlue Logo
2:00 pm - 4:17 pmSJU-EIS
2h 17m1 stop
$437JetBlue
Find Deal
Sun, Dec 14 - Wed, Jan 7
JetBlue Logo
10:37 am - 2:40 pmEIS-SJU
4h 03m1 stop
JetBlue Logo
2:00 pm - 4:17 pmSJU-EIS
2h 17m1 stop
$465JetBlue
Find Deal
Sun, Dec 14 - Wed, Jan 7
Sunrise Airways Logo
1:05 pm - 3:25 pmEIS-SXM
2h 20m1 stop
Sunrise Airways Logo
2:00 pm - 11:35 amSXM-EIS
21h 35m3 stops
$570Sunrise Airways
Find Deal
Sat, Sep 13 - Wed, Sep 17

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 25
EIS11:30 amRoad Town Beef Island
0h 40m
SJU12:10 pmSan Juan Luis Munoz Marin Intl
Nov 1
SJU12:50 pmSan Juan Luis Munoz Marin Intl
0h 40m
EIS1:30 pmRoad Town Beef Island
$265
Find similar
interCaribbean Airways
Oct 8
EIS12:10 pmRoad Town Beef Island
0h 40m
SJU12:50 pmSan Juan Luis Munoz Marin Intl
Oct 11
SJU5:40 pmSan Juan Luis Munoz Marin Intl
0h 40m
EIS6:20 pmRoad Town Beef Island
$266
Find similar
interCaribbean Airways
Oct 17
EIS8:55 amRoad Town Beef Island
0h 40m
SJU9:35 amSan Juan Luis Munoz Marin Intl
Oct 29
SJU2:35 pmSan Juan Luis Munoz Marin Intl
0h 40m
EIS3:15 pmRoad Town Beef Island
$271
Find similar

Cape Air flights from Road Town to Caribbean Islands

Our best Cape Air deals on Road Town to Caribbean Islands flight tickets
Cape Air
Nov 21
EIS5:35 pmRoad Town Beef Island
0h 44m
SJU6:19 pmSan Juan Luis Munoz Marin Intl
Nov 24
SJU11:15 amSan Juan Luis Munoz Marin Intl
4h 47m
1 stop
EIS4:02 pmRoad Town Beef Island
$837
Find similar
Cape Air
Oct 19
EIS10:37 amRoad Town Beef Island
3h 13m
1 stop
SJU1:50 pmSan Juan Luis Munoz Marin Intl
Oct 24
SJU6:50 pmSan Juan Luis Munoz Marin Intl
18h 57m
2 stops
EIS1:47 pmRoad Town Beef Island
$859
Find similar
Cape Air
Oct 31
EIS12:48 pmRoad Town Beef Island
5h 32m
1 stop
SJU6:20 pmSan Juan Luis Munoz Marin Intl
Nov 10
SJU5:10 pmSan Juan Luis Munoz Marin Intl
46h 52m
2 stops
EIS4:02 pmRoad Town Beef Island
$994
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Road Town to Caribbean Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated August 14, 2025.
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

Road TownSan Juan

EIS - SJU

EISSJU

Road Town Beef Island

Sat 10/25

11:30 am-12:10 pm

Nonstop0h 40m

San Juan Luis Munoz Marin Intl

Sat 11/1

12:50 pm-1:30 pm

Nonstop0h 40m

$265

Road TownSan Juan

EIS - SJU

EISSJU

Road Town Beef Island

Wed 10/8

12:10 pm-12:50 pm

Nonstop0h 40m

San Juan Luis Munoz Marin Intl

Sat 10/11

5:40 pm-6:20 pm

Nonstop0h 40m

$266

Road TownSan Juan

EIS - SJU

EISSJU

Road Town Beef Island

Sat 11/22

12:50 pm-1:45 pm

Nonstop0h 55m

San Juan Luis Munoz Marin Intl

Mon 11/24

10:15 am-10:55 am

Nonstop0h 40m

$287

Road TownSimpson Bay

EIS - SXM

EISSXM

Road Town Beef Island

Fri 9/26

11:55 am-2:20 pm

1 stop2h 25m

Simpson Bay Princess Juliana

Fri 10/3

10:10 am-10:50 am

Nonstop0h 40m

$342

Road TownSimpson Bay

EIS - SXM

EISSXM

Road Town Beef Island

Fri 9/19

11:55 am-2:20 pm

1 stop2h 25m

Simpson Bay Princess Juliana

Mon 9/22

5:00 pm-6:35 pm

1 stop25h 35m

$354

Road TownSimpson Bay

EIS - SXM

EISSXM

Road Town Beef Island

Mon 8/25

7:35 pm-8:25 pm

Nonstop0h 50m

Simpson Bay Princess Juliana

Mon 10/13

5:00 pm-6:35 pm

1 stop25h 35m

$357

Road TownSimpson Bay

EIS - SXM

EISSXM

Road Town Beef Island

Fri 9/19

1:15 pm-1:55 pm

Nonstop0h 40m

Simpson Bay Princess Juliana

Sun 9/21

10:45 am-12:35 pm

2 stops25h 50m

$424

Road TownSan Juan

EIS - SJU

EISSJU

Road Town Beef Island

Sun 12/14

1:08 pm-1:52 pm

Nonstop0h 44m

San Juan Luis Munoz Marin Intl

Wed 1/7

2:00 pm-4:17 pm

1 stop2h 17m

$437

Road TownSan Juan

EIS - SJU

EISSJU

Road Town Beef Island

Sun 12/14

10:37 am-2:40 pm

1 stop4h 03m

San Juan Luis Munoz Marin Intl

Wed 1/7

2:00 pm-4:17 pm

1 stop2h 17m

$465

Road TownSimpson Bay

EIS - SXM

EISSXM

Road Town Beef Island

Sat 9/13

1:05 pm-3:25 pm

1 stop2h 20m

Simpson Bay Princess Juliana

Wed 9/17

2:00 pm-11:35 am

3 stops21h 35m

$570

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to Caribbean Islands from

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

What is the cheapest month to fly to Caribbean Islands?

The month of January is, on average, the cheapest month to fly to Caribbean Islands from Road Town, with most prices found around $115. The month of September is another great option to travel to Caribbean Islands, with average flight prices from Road Town averaging around $185.

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 $219. If your travel schedule is flexible, try to avoid departing on a Wednesday because tickets tend to average around $307. 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 evening. momondo users have found flights departing from Road Town to Caribbean Islands in the evening for as low as $125. 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 at noon because they tend to be around $674. 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 Beef Island to Caribbean Islands flights?

There are 3 cabin classes available to choose from on Road Town Beef Island 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

$147

Fastest flight time

0h 40m

Direct flights

Mon, Tue, Thu, Fri, Sat and Sun

Airports in Caribbean Islands

2 airports
The best one-way flight to Caribbean Islands from Road Town in the past 72 hours is $147. The best round-trip flight deal from Road Town to Caribbean Islands found on momondo in the last 72 hours is $265.
The fastest flight from Road Town to Caribbean Islands takes 0h 40m
Direct flights go from Road Town to Caribbean Islands on Monday, Tuesday, Thursday, Friday, Saturday and Sunday. Airlines offering direct flights are: Caribbean Airlines, interCaribbean Airways and Winair.
There are 2 airports near Caribbean Islands: Simpson Bay Princess Juliana (SXM), San Juan Luis Munoz Marin Intl (SJU)
Search flight deals

  • 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?

  • 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?

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
United AirlinesPriceFrom $90Free CancellationRating
7.4
8,916 reviews
Search United Airlines flights
interCaribbean AirwaysPriceFrom $166Free CancellationRating
5.1
23 reviews
Search interCaribbean Airways flights
Silver AirwaysPriceFrom $175Free CancellationRating
5.9
250 reviews
Search Silver Airways flights
Caribbean AirlinesPriceFrom $234Free CancellationRating
8.1
169 reviews
Search Caribbean Airlines 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.

An easier way to manage your Caribbean Islands trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Tue 8/19
Tue 8/26
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Caribbean Islands

Popular cities in Caribbean Islands

Popular flights according to clicks in the last 7 days on momondo
Flights to New Yorkfrom $58
Flights to Londonfrom $321
Flights to Bangkokfrom $511
Flights to Tokyofrom $491
Flights to Los Angelesfrom $46
Flights to Parisfrom $335
Flights to Copenhagenfrom $379
Flights to Istanbulfrom $438
Flights to Manilafrom $496
Flights to Miamifrom $61
Flights to Romefrom $321
Flights to Chicagofrom $45