$107 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 8/8. 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

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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

Mon, Aug 11 - Mon, Aug 18
Caribbean Airlines Logo
3:15 pm - 4:05 pmSJU-EIS
0h 50mnonstop
Caribbean Airlines Logo
12:50 pm - 1:45 pmEIS-SJU
0h 55mnonstop
$248Caribbean Airlines
Find Deal
Thu, Jan 1 - Sat, Jan 10
interCaribbean Airways Logo
5:40 pm - 6:20 pmSJU-EIS
0h 40mnonstop
interCaribbean Airways Logo
4:00 pm - 4:40 pmEIS-SJU
0h 40mnonstop
$254interCaribbean Airways
Find Deal
Sat, Aug 23 - Sat, Aug 30
Logo
10:15 am - 10:55 amSJU-EIS
0h 40mnonstop
Logo
12:50 pm - 1:45 pmEIS-SJU
0h 55mnonstop
$256
Find Deal
Thu, Aug 14 - Sun, Aug 17
Logo
3:15 pm - 4:05 pmSJU-EIS
0h 50mnonstop
Logo
4:00 pm - 4:40 pmEIS-SJU
0h 40mnonstop
$259
Find Deal
Fri, Sep 5 - Mon, Sep 8
Logo
10:15 am - 10:55 amSJU-EIS
0h 40mnonstop
Logo
12:50 pm - 1:45 pmEIS-SJU
0h 55mnonstop
$260
Find Deal
Fri, Aug 29 - Fri, Sep 5
interCaribbean Airways Logo
5:40 pm - 6:20 pmSJU-EIS
0h 40mnonstop
interCaribbean Airways Logo
4:00 pm - 4:40 pmEIS-SJU
0h 40mnonstop
$264interCaribbean Airways
Find Deal
Fri, Aug 15 - Tue, Aug 19
interCaribbean Airways Logo
5:40 pm - 6:20 pmSJU-EIS
0h 40mnonstop
interCaribbean Airways Logo
4:00 pm - 4:40 pmEIS-SJU
0h 40mnonstop
$265interCaribbean Airways
Find Deal
Mon, Sep 15 - Mon, Sep 22
Logo
2:35 pm - 3:15 pmSJU-EIS
0h 40mnonstop
Logo
12:50 pm - 1:45 pmEIS-SJU
0h 55mnonstop
$266
Find Deal
Thu, Oct 23 - Sun, Oct 26
interCaribbean Airways Logo
5:40 pm - 6:20 pmSJU-EIS
0h 40mnonstop
interCaribbean Airways Logo
12:10 pm - 12:50 pmEIS-SJU
0h 40mnonstop
$267interCaribbean Airways
Find Deal
Thu, Dec 11 - Thu, Dec 18
Caribbean Airlines Logo
3:15 pm - 4:05 pmSJU-EIS
0h 50mnonstop
Caribbean Airlines Logo
4:50 pm - 12:15 pmEIS-SJU
19h 25m3 stops
$332Caribbean Airlines
Find Deal
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Good to know

Low seasonSeptember
Cheapest flight$107
Best time to beat the crowds with an average 1% drop in price.
Most popular time to fly and prices are also 7% lower on average.
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.
8.1
Caribbean AirlinesOverall score based on 166 reviews
7.9Comfort
8.1Boarding
8.4Crew
6.7Entertainment
6.8Food
Airline reviews

Flight time. The crew was the rudest, talked down to customers, ignored requests, acted like security guards, used forceful language like must and can't. Everything was on purchase, no entertainment, unless you could use your own phone. Poor customer service.

4.0 OkaySheldon, Jul 2025MIA - POS
Read more Caribbean Airlines reviews

Flight time. The crew was the rudest, talked down to customers, ignored requests, acted like security guards, used forceful language like must and can't. Everything was on purchase, no entertainment, unless you could use your own phone. Poor customer service.

Checking in, boarding, the food and crew were all excellent. It was my first time traveling on Caribbean Airlines and trust me it’s the only airline I’ll be flying on as of now as long as it’s going my way😁. The service was unbelievably good I don’t regret missing my flight on flair at all cause I wouldn’t have realized how great the service is on Caribbean Airlines

The flight could'nt be better ,the comfort ,the crew and everything was good.i will definitely fly with this sirline again.

I love my entire experience. What I love most, was the friendliness and helpfulness of the staff at check-in and that of the crew on the flight. Their Customer Service was paramount.

The flight crew was extremely hospitable, though there was a lot of turbulence, they made it a good experience. The only negative was the inflight experience for economy class. There wasn’t any, or at least non that I was aware of.

I liked the friendliness of the employees at the airport

I liked the extra leg room in Caribbean plus. Worth the extra money. The food could have been more balanced, there was no salad or veggies

The Flight itself was smooth and uneventful. The crew was polite and caring. I used the Lounge in Piarco and the service was STELLAR

Crew were quite friendly. Food was very poor considering the price of the ticket and the flight time. Could not charge my phone due to USB charger not working..

The food wasn’t good. Need better food. There wasn’t any entertainment.

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)

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