$180 Find Cheap Flights from Caribbean Islands to Roseau - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Roseau departing on 8/14. 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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Cheap Flights from Caribbean Islands to Roseau

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Caribbean Islands to Roseau 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 Roseau

Fri, Jul 3 - Thu, Jul 9
Contour Logo
4:15 pm - 5:40 pm
SJU
-
DOM
1h 25mnonstop
Contour Logo
9:00 am - 10:25 am
DOM
-
SJU
1h 25mnonstop
$386Contour
Thu, Oct 22 - Mon, Oct 26
Multiple Airlines Logo
5:00 pm - 7:15 pm
SXM
-
DOM
2h 15m
1 stop
Multiple Airlines Logo
8:10 am - 9:10 am
DOM
-
SXM
1h 00mnonstop
$392Multiple Airlines
Fri, Jul 10 - Fri, Jul 17
Multiple Airlines Logo
3:40 pm - 7:25 pm
SXM
-
DOM
3h 45m
1 stop
Multiple Airlines Logo
12:00 pm - 1:45 pm
DOM
-
SXM
1h 45mnonstop
$409Multiple Airlines
Fri, Aug 7 - Fri, Aug 14
Winair Logo
3:25 pm - 7:10 pm
SXM
-
DOM
3h 45m
1 stop
Winair Logo
7:15 am - 9:10 am
DOM
-
SXM
1h 55m
1 stop
$415Winair
Sun, Oct 18 - Sun, Nov 1
Contour Logo
4:15 pm - 5:40 pm
SJU
-
DOM
1h 25mnonstop
Contour Logo
9:00 am - 10:25 am
DOM
-
SJU
1h 25mnonstop
$416Contour
Tue, Jun 23 - Sat, Jun 27
Multiple Airlines Logo
5:25 pm - 7:10 pm
SXM
-
DOM
1h 45m
1 stop
Multiple Airlines Logo
11:00 am - 12:45 pm
DOM
-
SXM
1h 45m
1 stop
$422Multiple Airlines
Sun, Oct 25 - Sun, Nov 1
Contour Logo
4:15 pm - 5:40 pm
SJU
-
DOM
1h 25mnonstop
Contour Logo
9:00 am - 10:25 am
DOM
-
SJU
1h 25mnonstop
$432Contour
Thu, Jul 23 - Thu, Jul 30
Winair Logo
5:00 pm - 7:15 pm
SXM
-
DOM
2h 15m
1 stop
Winair Logo
7:15 am - 9:30 am
DOM
-
SXM
2h 15m
1 stop
$455Winair
Mon, Oct 19 - Tue, Nov 3
interCaribbean Airways Logo
5:30 pm - 8:35 pm
SJU
-
DOM
3h 05m
1 stop
interCaribbean Airways Logo
9:25 am - 12:15 pm
DOM
-
SJU
2h 50m
1 stop
$531interCaribbean Airways
Thu, Oct 22 - Tue, Nov 3
interCaribbean Airways Logo
1:25 pm - 8:35 pm
SJU
-
DOM
7h 10m
1 stop
interCaribbean Airways Logo
9:25 am - 12:15 pm
DOM
-
SJU
2h 50m
1 stop
$541interCaribbean Airways
Useful Info

Good to know

Low seasonJune
Cheapest flight$180
Best time to beat the crowds but there is an average 9% increase in price.
Most popular time to fly and prices are also 10% lower on average.
Flight from San Juan to Roseau

FAQs for booking flights from Caribbean Islands to Roseau

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

    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 Roseau.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Roseau 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 Roseau?

    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 Roseau 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 Roseau?

    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 Roseau 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 5 airlines serving from Caribbean Islands to Roseau

 
Need help choosing which airline to fly with from Caribbean Islands to Roseau? 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.
8.5
WinairOverall score based on 4 reviews
7.5Entertainment
8.0Comfort
7.5Food
9.5Crew
8.5Boarding
Airline reviews

windsor had major problems and their flights were canceled and delayed. we got lucky and they were able to put us on another plane 1 hour late. luckily we had a long enough layover and didn’t miss our connecting flights.

6.0 GoodAnonymous, May 2026
SBH - SXM
Read more Winair reviews

windsor had major problems and their flights were canceled and delayed. we got lucky and they were able to put us on another plane 1 hour late. luckily we had a long enough layover and didn’t miss our connecting flights.

Delayed for three hours. This seems to be CAL’s MO when flights aren’t filled until they fill it. Business class is nice but not luxe like other airlines. Lots of space and amazing staff.

Delayed for 3 hours- little to no communication about this and staff moves in slow motion

Caribbean airline sucks… they have a promotion to bring 60lbs in your suitcase.. meanwhile when you reached your destination (JFK)… your suitcase didn’t show up. They had too much weight so the suitcase was left in Guyana… like WTF????? Stupid promotion.. just like the uneducated people working with the airline. The representative said there is nothing she can do about it… will not use them again.

Boarding the flight was smooth and the flight was not full so i had an extra seat essentially

There was no flight. They canceled the flight with no knowledge to me, and I still haven’t received a refund

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.

Short flight so no entertainment and none expected or appropriate. Everyone I dealt with was professional and helpful. A good experience.

Love it. No Frills but better than Spirit No Frills. It's like a simple luxury private plane especially if you've got five or six people on it because then you probably got your own section of the plane.

All the staff were amazing! The flight was quick, everything went smoothly, I have nothing but good things to say about this flight. Thank you Contour!

It was easy, efficient from start to finish. The flight attendant was amazing. Smooth ride. It was just perfect.

We had a great experience on both of our flights! Crew was great…..the ride was smooth…and checking in was easy. We will definitely fly with them again.

This was my first time flying with Contour and the Greenbrier Valley Airport. It both were excellent and the price couldn’t be beat!

Not on time. Taxied around the airport for 30 MINUTES! The pilot never said a word. Ai

Great flight, professional crew, convenient and interesting nonstop routes. Had trouble with getting precheck listed on boarding pass, but found that customer service was remarkably responsive via email — unheard of with other carriers. A great experience overalll.

I felt like a sardine in my seat. We all did. The plane was so small that I hit my head on the roof when I stood up from my seat. The service was good and the crew were nice.

My luggage is missing and contour is doing a terrible service helping finding it. Unbelievable and the worst experience ever. I would love get my money back.

Flew St Vincent to Barbados on an ATR-40 (?), seating about 60 passengers. Pretty tight in there. Flt. attendant was very friendly. Short flight - up & down in 40 minutes.

No food, no entertainment - half-hour flight (up & down) Smallest plane I’ve ever been on - maybe 60 passenger capacity?

I've had bad flights with InterCaribbean before (cancellations, no gate agents, etc.), but this one went perfectly smoothly!

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

Traveling to a place near Roseau?

Book flights to Roseau if you plan to visit one of these locations
Portsmouth
Marigot

Everything you need to know for your flight to Roseau

Information on the airport you'll fly into in Roseau