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Caribbean Islands

$156+ Cheap flights from Road Town (EIS) to Caribbean Islands

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/14. Fares are subject to change and may not be available on all flights or dates of travel.
EIS — SJU
oct. 16 — oct. 231
jue. 10/16
jue. 10/23
1 adult, Economy
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Cheap flight deals from Road Town to Caribbean Islands

Keep the following information in mind while searching for Road Town to Caribbean Islands flight deals. Data was last updated septiembre 16, 2025.

Round-trip from

$265
(Gotogate)

One-way from

$156
(Booking.com)

Popular in

March

Cheapest in

January

Average price

$280
From Road Town Beef Island to Caribbean Islands
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One-way flight from Road Town Beef Island to Caribbean Islands
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Highest demand for flights based on searches. 10% potential increase in price ($32 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Road Town to Caribbean Islands

Cheapest flights from Road Town to Caribbean Islands
Explore the most affordable flight options available from Road Town to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on septiembre 16, 2025.

This Gotogate deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 10/2212:50 pmEIS - SJU
Nonstop0h 55mCaribbean Airlines
dom. 10/263:15 pmSJU - EIS
Nonstop0h 50mCaribbean Airlines
Deal found 9/14$265
This Kiwi.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 9/254:00 pmEIS - SJU
Nonstop0h 40mMultiple Airlines
jue. 10/23:15 pmSJU - EIS
Nonstop0h 50mMultiple Airlines
Deal found 9/15$269
This Mytrip deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 9/2212:50 pmEIS - SJU
Nonstop0h 55mMultiple Airlines
lun. 9/295:40 pmSJU - EIS
Nonstop0h 40mMultiple Airlines
Deal found 9/15$270
This Kiwi.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/158:55 amEIS - SJU
Nonstop0h 40minterCaribbean Airways
sáb. 1/105:40 pmSJU - EIS
Nonstop0h 40minterCaribbean Airways
Deal found 9/15$273
This Kiwi.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/174:00 pmEIS - SJU
Nonstop0h 40mMultiple Airlines
dom. 10/193:15 pmSJU - EIS
Nonstop0h 50mMultiple Airlines
Deal found 9/15$275
This Kiwi.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/174:00 pmEIS - SJU
Nonstop0h 40minterCaribbean Airways
mié. 10/295:40 pmSJU - EIS
Nonstop0h 40minterCaribbean Airways
Deal found 9/14$279
This Kiwi.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/168:55 amEIS - SJU
Nonstop0h 40mMultiple Airlines
jue. 10/163:15 pmSJU - EIS
Nonstop0h 50mMultiple Airlines
Deal found 9/16$281
This Kiwi.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 9/254:00 pmEIS - SJU
Nonstop0h 40minterCaribbean Airways
mié. 10/12:35 pmSJU - EIS
Nonstop0h 40minterCaribbean Airways
Deal found 9/15$282
This Kiwi.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/158:55 amEIS - SJU
Nonstop0h 40minterCaribbean Airways
lun. 1/121:30 pmSJU - EIS
Nonstop0h 40minterCaribbean Airways
Deal found 9/15$284
This Kiwi.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/158:55 amEIS - SJU
Nonstop0h 40minterCaribbean Airways
mié. 1/75:40 pmSJU - EIS
Nonstop0h 40minterCaribbean Airways
Deal found 9/15$288
This Gotogate deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/167:05 pmEIS - SXM
Nonstop0h 45mWinair
mar. 10/214:15 pmSXM - EIS
1 stop2h 20mWinair
Deal found 9/14$351
This Booking.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 10/47:35 pmEIS - SXM
Nonstop0h 45mWinair
lun. 10/65:00 pmSXM - EIS
1 stop25h 35mWinair
Deal found 9/14$356

Cheapflights 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, Cheapflights users made 2,558,603 searches. Data last updated septiembre 16, 2025.
Use the filters below to find and compare flights from Road Town to Caribbean Islands that are best for you.

Fly from

Road Town

Fly to

Caribbean Islands

Route

Depart

Return

Price

Road TownSan Juan

EIS - SJU

EISSJU

Road Town Beef Island

vie. 10/17

4:00 pm-4:40 pm

Nonstop0h 40m

San Juan Luis Munoz Marin Intl

mié. 10/29

5:40 pm-6:20 pm

Nonstop0h 40m

$279

Road TownSan Juan

EIS - SJU

EISSJU

Road Town Beef Island

jue. 10/16

8:55 am-9:35 am

Nonstop0h 40m

San Juan Luis Munoz Marin Intl

jue. 10/16

3:15 pm-4:05 pm

Nonstop0h 50m

$281

Road TownSan Juan

EIS - SJU

EISSJU

Road Town Beef Island

vie. 11/21

12:10 pm-12:50 pm

Nonstop0h 40m

San Juan Luis Munoz Marin Intl

lun. 11/24

5:40 pm-6:20 pm

Nonstop0h 40m

$306

Road TownSan Juan

EIS - SJU

EISSJU

Road Town Beef Island

jue. 12/18

4:00 pm-4:40 pm

Nonstop0h 40m

San Juan Luis Munoz Marin Intl

sáb. 1/10

5:40 pm-6:20 pm

Nonstop0h 40m

$310

Road TownSan Juan

EIS - SJU

EISSJU

Road Town Beef Island

dom. 12/21

4:00 pm-4:40 pm

Nonstop0h 40m

San Juan Luis Munoz Marin Intl

jue. 1/8

1:30 pm-2:10 pm

Nonstop0h 40m

$310

Road TownSan Juan

EIS - SJU

EISSJU

Road Town Beef Island

jue. 12/18

8:55 am-9:35 am

Nonstop0h 40m

San Juan Luis Munoz Marin Intl

vie. 1/9

1:30 pm-2:10 pm

Nonstop0h 40m

$310

Road TownSan Juan

EIS - SJU

EISSJU

Road Town Beef Island

dom. 12/21

4:00 pm-4:40 pm

Nonstop0h 40m

San Juan Luis Munoz Marin Intl

sáb. 1/10

5:40 pm-6:20 pm

Nonstop0h 40m

$310

Road TownSan Juan

EIS - SJU

EISSJU

Road Town Beef Island

dom. 12/21

8:55 am-9:35 am

Nonstop0h 40m

San Juan Luis Munoz Marin Intl

vie. 1/9

5:40 pm-6:20 pm

Nonstop0h 40m

$310

Road TownSan Juan

EIS - SJU

EISSJU

Road Town Beef Island

jue. 12/18

8:55 am-9:35 am

Nonstop0h 40m

San Juan Luis Munoz Marin Intl

jue. 1/8

5:40 pm-6:20 pm

Nonstop0h 40m

$310

Road TownSimpson Bay

EIS - SXM

EISSXM

Road Town Beef Island

sáb. 10/4

11:35 am-2:00 pm

1 stop2h 25m

Simpson Bay Princess Juliana

lun. 10/6

5:00 pm-6:35 pm

1 stop25h 35m

$356

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 31 results
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Best time to book a flight from Road Town to Caribbean Islands

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

Cheapflights Insights

Everything you need to know about your flight from Road Town to Caribbean Islands

What is the cheapest month to book a flight from Road Town to Caribbean Islands?

Currently, September is the cheapest month in which you can book a flight from Road Town to Caribbean Islands (average of $254). Flying from Road Town to Caribbean Islands in June is currently the most expensive (average of $339). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from EIS to EPX?

Find hourly flight availability from Road Town to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated septiembre 16, 2025.

When flying from Road Town to Caribbean Islands, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Weekly flight availability from Road Town to Caribbean Islands

Explore weekly flight availability from Road Town to Caribbean Islands. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated septiembre 16, 2025.

The most flights from EIS to zzEPX are scheduled on a Monday (11 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (5 on average).

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean Islands. Reviews last updated septiembre 16, 2025.
Read through reviews of airlines operating flights from Road Town to Caribbean Islands, such as Caribbean Airlines and interCaribbean Airways. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Caribbean Airlines
8.1
Very good
178 reviews

Comfort

7.9

Food

6.8

Crew

8.4

Boarding

8.1

Overall

8.1

Entertainment

6.8

Reviews

1 / 10
6.0
Good

Anonymous,Jul 2025

GEO - POS

The crew was welcoming and helpful. No entertainment no meal only a drink.
Caribbean Airlines
8.1
Very good
178 reviews
Caribbean Airlines
8.1
Very good
178 reviews

Comfort

7.9

Food

6.8

Crew

8.4

Boarding

8.1

Overall

8.1

Entertainment

6.8

Reviews

1 / 10
6.0
Good

Anonymous,Jul 2025

GEO - POS

The crew was welcoming and helpful. No entertainment no meal only a drink.
interCaribbean Airways
5.2
Fair
24 reviews
Caribbean Airlines
8.1
Very good
178 reviews

Comfort

7.9

Food

6.8

Crew

8.4

Boarding

8.1

Overall

8.1

Entertainment

6.8

Reviews

1 / 10
6.0
Good

Anonymous,Jul 2025

GEO - POS

The crew was welcoming and helpful. No entertainment no meal only a drink.

Related info for your journey

Find useful and relevant information for your journey from Road Town to Caribbean Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Road Town to Caribbean Islands?

    Most people fly from Road Town Beef Island (EIS) if they book a flight from Road Town to Caribbean Islands. Road Town Beef Island is conveniently located just 5.2 mi from Road Town’s city center.

  • How long is the flight from Road Town to Caribbean Islands?

    For as low as $273, interCaribbean Airways can have you in Caribbean Islands from Road Town in 40m. The distance from Road Town to Caribbean Islands is about 96 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Road Town to Caribbean Islands one-way?

    $156 is the cheapest one-way deal found within the past few days, from Winair. You may also be able to find cheap deals on interCaribbean Airways and Caribbean Airlines, with prices starting from $161 and $161, respectively.

  • What are the most reliable airlines from Road Town to Caribbean Islands?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Road Town to Caribbean Islands on time: Caribbean Airlines (98%), JetBlue (85%), United Airlines (81%).

  • What are the cheapest flights from Road Town to Caribbean Islands?

    The cheapest flight price from Road Town to Caribbean Islands is $150. On average you can expect to pay $465. The most popular route, (Road Town Beef Island - San Juan Luis Munoz Marin Intl), can usually be booked for $1,529.

  • Can I find deals for flights from Road Town to Caribbean Islands that include hotel bookings?

    Yes. In addition to deals on Road Town to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Road Town to Caribbean Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Road Town to Caribbean Islands.

  • Can I find deals for business class flights from Road Town to Caribbean Islands?

    Yes. Cheapflights offers flight deals from Road Town to Caribbean Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Road Town to Caribbean Islands?

    Currently, September is the cheapest month in which you can book a flight from Road Town to Caribbean Islands (average of $254). Flying from Road Town to Caribbean Islands in June is currently the most expensive (average of $339). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Top 4 airlines flying from Road Town to Caribbean Islands

Discover the top 4 airlines that operate flights from Road Town to Caribbean Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated septiembre 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$90Average$185FlexibilityNo cancel feeOn-time69%
Caribbean AirlinesCheapest$110Average$266FlexibilityNo cancel feeOn-timeN/A
Silver AirwaysCheapest$173Average$216FlexibilityNo cancel feeOn-timeN/A
interCaribbean AirwaysCheapest$180Average$381FlexibilityNo cancel feeOn-timeN/A

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