$108 Find Cheap Flights from Caribbean Islands to Road Town

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Road Town departing on 12/18. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$245
Overall average: $300
Caribbean Airlines
Thu 1/1Sat 1/10
SJU - EIS • Non-stop
Cheapest one-way
$105
Typical prices: $114-$211
Caribbean Airlines
Thu 12/18
SJU - EIS • Non-stop
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Flight Deals
Useful Info
Flight Deals

Cheap Flights from Caribbean Islands to Road Town

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Caribbean Islands to Road Town that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Caribbean Islands to Road Town

Thu, Jan 1 - Sat, Jan 10
Caribbean Airlines Logo
3:15 pm - 4:05 pm
SJU
-
EIS
0h 50mnonstop
Caribbean Airlines Logo
12:50 pm - 1:45 pm
EIS
-
SJU
0h 55mnonstop
$245Caribbean Airlines
Thu, Dec 25 - Mon, Dec 29
Caribbean Airlines Logo
3:15 pm - 4:05 pm
SJU
-
EIS
0h 50mnonstop
Caribbean Airlines Logo
12:50 pm - 1:45 pm
EIS
-
SJU
0h 55mnonstop
$258Caribbean Airlines
Sun, Dec 28 - Wed, Dec 31
Multiple Airlines Logo
5:40 pm - 6:20 pm
SJU
-
EIS
0h 40mnonstop
Multiple Airlines Logo
12:50 pm - 1:45 pm
EIS
-
SJU
0h 55mnonstop
$261Multiple Airlines
Wed, Dec 24 - Wed, Dec 31
Multiple Airlines Logo
10:15 am - 10:55 am
SJU
-
EIS
0h 40mnonstop
Multiple Airlines Logo
12:50 pm - 1:45 pm
EIS
-
SJU
0h 55mnonstop
$266Multiple Airlines
Fri, Jan 9 - Mon, Jan 12
interCaribbean Airways Logo
5:40 pm - 6:20 pm
SJU
-
EIS
0h 40mnonstop
interCaribbean Airways Logo
12:10 pm - 12:50 pm
EIS
-
SJU
0h 40mnonstop
$275interCaribbean Airways
Tue, Dec 23 - Wed, Dec 31
Multiple Airlines Logo
2:35 pm - 3:15 pm
SJU
-
EIS
0h 40mnonstop
Multiple Airlines Logo
12:50 pm - 1:45 pm
EIS
-
SJU
0h 55mnonstop
$276Multiple Airlines
Wed, Dec 24 - Mon, Dec 29
Multiple Airlines Logo
2:35 pm - 3:15 pm
SJU
-
EIS
0h 40mnonstop
Multiple Airlines Logo
12:50 pm - 1:45 pm
EIS
-
SJU
0h 55mnonstop
$279Multiple Airlines
Tue, Jan 13 - Sun, Jan 18
interCaribbean Airways Logo
2:35 pm - 3:15 pm
SJU
-
EIS
0h 40mnonstop
interCaribbean Airways Logo
12:10 pm - 12:50 pm
EIS
-
SJU
0h 40mnonstop
$280interCaribbean Airways
Fri, Feb 13 - Fri, Feb 20
interCaribbean Airways Logo
10:15 am - 10:55 am
SJU
-
EIS
0h 40mnonstop
interCaribbean Airways Logo
4:00 pm - 4:40 pm
EIS
-
SJU
0h 40mnonstop
$281interCaribbean Airways
Sat, Dec 27 - Mon, Dec 29
Multiple Airlines Logo
5:40 pm - 6:20 pm
SJU
-
EIS
0h 40mnonstop
Multiple Airlines Logo
12:50 pm - 1:45 pm
EIS
-
SJU
0h 55mnonstop
$283Multiple Airlines
Useful Info

Good to know

Low seasonSeptember
Cheapest flight$105
Best time to beat the crowds with an average 3% drop in price.
Most popular time to fly with an average 1% increase in price.
Flight from San Juan to Road Town

FAQs for booking flights from Caribbean Islands to Road Town

  • How does KAYAK find such low prices on flights from Caribbean Islands to Road Town?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Caribbean Islands to Road Town.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Caribbean Islands to Road Town?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Road Town from Caribbean Islands is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Caribbean Islands to Road Town?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Road Town with an airline and back to Caribbean Islands with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Caribbean Islands to Road Town?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Road Town from Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Caribbean Islands to Road Town

 
Need help choosing which airline to fly with from Caribbean Islands to Road Town? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
Caribbean AirlinesOverall score based on 209 reviews
7.8Comfort
8.0Boarding
6.8Food
8.4Crew
6.6Entertainment
Airline reviews

Overall, it was good. There was no food or entertainment, which is why I put poor (it wasn't an issue though).

8.0 ExcellentLorrian, Dec 2025
GND - BGI
Read more Caribbean Airlines reviews

Overall, it was good. There was no food or entertainment, which is why I put poor (it wasn't an issue though).

Nothing, they could have made some accommodation for an awful experience. Me and my family were not informed properly we we separated. They took me off the original flight i booked. I booked our flight at one price and called me and told me they were not honoring my rate and they charged me double of what I paid. Me and my family don’t want to ever use your services again.

This flight was great. The plane took off and arrived at the destination an hour early. The crew was pleasant. The food and entertainment options are minimal but adequate for a 1-hour flight. They passed out water and quickly supplied me with a fresh magazine since the previous one had the crossword section filled out.

Better movie and tv selections. Also, the overnight flight to Trinidad from Toronto, the staff were not very attentive. I did not see them for at least half the fight. They were behind their curtain a lot of the time, and they did not check on us before landing to make sure all landing requirements were met.

Little space for luggage and the flight was delayed by an hour.

The flight was delayed over a hour and that was over 15 hours in advance not good

At check in I had to pay for my seat that I already paid for on purchasing my ticket. The flight was over an hour late and the plane smelt gross.

just a child who screamed and threw tantrums the entire flight

Excellent experience this was my first time booking with Kayak.

Flight ended up being longer than anticipated because we had to reroute to the Bahamas. So a hour and half flight turned into 5 hours. 0/10.

Long delay. No AC on the flight from Barbados to St. Lucia.

Did not get to travel, you canceled my flight and left me stranded for the hole day, it's another day and I can't get to my destination. I will not recommend any one to this away, bad service

Delay flight more than 8hours waiting and poor customer service!

Plane was extremely small so mind the size of your carry on

Other than lack of snacks, everything else went very well.

They don’t keep you updated on the flight status very well. It was late but nothing said

Everything you need to know for your flight to Road Town

Information on the airport you'll fly into in Road Town

Road Town (EIS)