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Cheap flights from Road Town to Caribbean Islands from $157

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 10/21. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Road Town to Caribbean Islands

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
12:50 pm - 1:45 pmEIS-SJU
0h 55mnonstop
Multiple Airlines Logo
2:35 pm - 3:15 pmSJU-EIS
0h 40mnonstop
$283Multiple Airlines
Find Deal
mié., oct. 29 - dom., nov. 2
interCaribbean Airways Logo
4:00 pm - 4:40 pmEIS-SJU
0h 40mnonstop
interCaribbean Airways Logo
5:40 pm - 6:20 pmSJU-EIS
0h 40mnonstop
$284interCaribbean Airways
Find Deal
vie., oct. 31 - lun., nov. 3
interCaribbean Airways Logo
12:10 pm - 12:50 pmEIS-SJU
0h 40mnonstop
interCaribbean Airways Logo
5:40 pm - 6:20 pmSJU-EIS
0h 40mnonstop
$286interCaribbean Airways
Find Deal
lun., dic. 1 - dom., dic. 7
Winair Logo
7:15 am - 9:05 amEIS-SXM
1h 50m1 stop
Winair Logo
10:20 am - 11:05 amSXM-EIS
0h 45mnonstop
$366Winair
Find Deal
dom., dic. 14 - mié., dic. 17
Winair Logo
11:55 am - 9:20 amEIS-SXM
21h 25m1 stop
Winair Logo
10:20 am - 11:05 amSXM-EIS
0h 45mnonstop
$373Winair
Find Deal
vie., dic. 19 - dom., dic. 21
Caribbean Airlines Logo
4:50 pm - 12:15 pmEIS-SJU
19h 25m3 stops
Caribbean Airlines Logo
3:15 pm - 4:05 pmSJU-EIS
0h 50mnonstop
$558Caribbean Airlines
Find Deal
jue., dic. 4 - vie., dic. 5
JetBlue Logo
3:00 pm - 3:59 pmEIS-SJU
24h 59m1 stop
JetBlue Logo
1:42 pm - 9:15 amSJU-EIS
19h 33m1 stop
$705JetBlue
Find Deal
mié., dic. 3 - sáb., dic. 6
JetBlue Logo
11:42 am - 3:59 pmEIS-SJU
4h 17m1 stop
JetBlue Logo
11:23 am - 12:19 pmSJU-EIS
0h 56mnonstop
$717JetBlue
Find Deal
jue., dic. 4 - dom., dic. 7
Cape Air Logo
9:41 am - 10:38 amEIS-SJU
0h 57mnonstop
Cape Air Logo
11:23 am - 12:19 pmSJU-EIS
0h 56mnonstop
$784Cape Air
Find Deal
dom., nov. 30 - jue., dic. 4
Cape Air Logo
8:15 am - 9:12 amEIS-SJU
0h 57mnonstop
Cape Air Logo
8:00 am - 11:14 amSJU-EIS
3h 14m1 stop
$797Cape Air
Find Deal
vie., dic. 5 - lun., dic. 8

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 31
EIS4:00 pmRoad Town Beef Island
0h 40m
SJU4:40 pmSan Juan Luis Munoz Marin Intl
Nov 3
SJU5:40 pmSan Juan Luis Munoz Marin Intl
0h 40m
EIS6:20 pmRoad Town Beef Island
$284
Find similar
interCaribbean Airways
Dec 1
EIS12:10 pmRoad Town Beef Island
0h 40m
SJU12:50 pmSan Juan Luis Munoz Marin Intl
Dec 7
SJU5:40 pmSan Juan Luis Munoz Marin Intl
0h 40m
EIS6:20 pmRoad Town Beef Island
$286
Find similar
interCaribbean Airways
Oct 31
EIS4:00 pmRoad Town Beef Island
0h 40m
SJU4:40 pmSan Juan Luis Munoz Marin Intl
Nov 2
SJU5:40 pmSan Juan Luis Munoz Marin Intl
0h 40m
EIS6:20 pmRoad Town Beef Island
$289
Find similar

JetBlue flights from Road Town to Caribbean Islands

Our best JetBlue deals on Road Town to Caribbean Islands flight tickets
JetBlue
Dec 3
EIS3:00 pmRoad Town Beef Island
24h 59m
1 stop
SJU3:59 pmSan Juan Luis Munoz Marin Intl
Dec 6
SJU1:42 pmSan Juan Luis Munoz Marin Intl
19h 33m
1 stop
EIS9:15 amRoad Town Beef Island
$705
Find similar
JetBlue
Dec 4
EIS11:42 amRoad Town Beef Island
4h 17m
1 stop
SJU3:59 pmSan Juan Luis Munoz Marin Intl
Dec 7
SJU11:23 amSan Juan Luis Munoz Marin Intl
0h 56m
EIS12:19 pmRoad Town Beef Island
$717
Find similar
JetBlue
Dec 3
EIS3:17 pmRoad Town Beef Island
0h 57m
SJU4:14 pmSan Juan Luis Munoz Marin Intl
Dec 5
SJU1:42 pmSan Juan Luis Munoz Marin Intl
2h 37m
1 stop
EIS4:19 pmRoad Town Beef Island
$732
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 octubre 16, 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

mié. 10/29

12:50 pm-1:45 pm

Nonstop0h 55m

San Juan Luis Munoz Marin Intl

dom. 11/2

2:35 pm-3:15 pm

Nonstop0h 40m

$283

Road TownSan Juan

EIS - SJU

EISSJU

Road Town Beef Island

vie. 10/31

4:00 pm-4:40 pm

Nonstop0h 40m

San Juan Luis Munoz Marin Intl

lun. 11/3

5:40 pm-6:20 pm

Nonstop0h 40m

$284

Road TownSan Juan

EIS - SJU

EISSJU

Road Town Beef Island

lun. 12/1

12:10 pm-12:50 pm

Nonstop0h 40m

San Juan Luis Munoz Marin Intl

dom. 12/7

5:40 pm-6:20 pm

Nonstop0h 40m

$286

Road TownSimpson Bay

EIS - SXM

EISSXM

Road Town Beef Island

dom. 12/14

7:15 am-9:05 am

1 stop1h 50m

Simpson Bay Princess Juliana

mié. 12/17

10:20 am-11:05 am

Nonstop0h 45m

$366

Road TownSimpson Bay

EIS - SXM

EISSXM

Road Town Beef Island

vie. 12/19

11:55 am-9:20 am

1 stop21h 25m

Simpson Bay Princess Juliana

dom. 12/21

10:20 am-11:05 am

Nonstop0h 45m

$373

Road TownSan Juan

EIS - SJU

EISSJU

Road Town Beef Island

jue. 12/4

4:50 pm-12:15 pm

3 stops19h 25m

San Juan Luis Munoz Marin Intl

vie. 12/5

3:15 pm-4:05 pm

Nonstop0h 50m

$558

Road TownSan Juan

EIS - SJU

EISSJU

Road Town Beef Island

mié. 12/3

3:00 pm-3:59 pm

1 stop24h 59m

San Juan Luis Munoz Marin Intl

sáb. 12/6

1:42 pm-9:15 am

1 stop19h 33m

$705

Road TownSan Juan

EIS - SJU

EISSJU

Road Town Beef Island

jue. 12/4

11:42 am-3:59 pm

1 stop4h 17m

San Juan Luis Munoz Marin Intl

dom. 12/7

11:23 am-12:19 pm

Nonstop0h 56m

$717

Road TownSan Juan

EIS - SJU

EISSJU

Road Town Beef Island

dom. 11/30

9:41 am-10:38 am

Nonstop0h 57m

San Juan Luis Munoz Marin Intl

jue. 12/4

11:23 am-12:19 pm

Nonstop0h 56m

$784

Road TownSan Juan

EIS - SJU

EISSJU

Road Town Beef Island

vie. 12/5

8:15 am-9:12 am

Nonstop0h 57m

San Juan Luis Munoz Marin Intl

lun. 12/8

8:00 am-11:14 am

1 stop3h 14m

$797

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 December is another great option to travel to Caribbean Islands, with average flight prices from Road Town averaging around $215.

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 $310. 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 $755. 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

Fastest flight time

0h 40m

Direct flights

Every day

Airports in Caribbean Islands

2 airports
The fastest flight from Road Town to Caribbean Islands takes 0h 40m
Direct flights go from Road Town to Caribbean Islands every day.
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
8,982 reviews
Search United Airlines flights
Caribbean AirlinesPriceFrom $110Free CancellationRating
8.1
188 reviews
Search Caribbean Airlines flights
interCaribbean AirwaysPriceFrom $166Free CancellationRating
0.0
0 reviews
Search interCaribbean Airways flights
Silver AirwaysPriceFrom $189Free CancellationRating
5.8
240 reviews
Search Silver Airways 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.
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1 adult
sáb. 11/15
sáb. 11/22
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