$88 Find Cheap Flights from Caribbean Islands to Simpson Bay

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Simpson Bay departing on 1/24. 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 Simpson Bay

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

Thu, Nov 13 - Thu, Nov 20
Arajet Logo
8:58 am - 10:25 amSDQ-SXM
1h 27mnonstop
Arajet Logo
11:30 am - 1:00 pmSXM-SDQ
1h 30mnonstop
$254Arajet
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Wed, Dec 3 - Wed, Dec 10
Arajet Logo
7:03 am - 8:30 amSDQ-SXM
1h 27mnonstop
Arajet Logo
9:35 am - 11:05 amSXM-SDQ
1h 30mnonstop
$261Arajet
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Sun, Dec 28 - Mon, Jan 5
Sunrise Airways Logo
9:45 am - 10:15 amSKB-SXM
0h 30mnonstop
Sunrise Airways Logo
3:30 pm - 4:00 pmSXM-SKB
0h 30mnonstop
$321Sunrise Airways
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Wed, Dec 24 - Mon, Dec 29
Winair Logo
11:35 am - 9:20 amEIS-SXM
21h 45m1 stop
Winair Logo
5:00 pm - 6:40 pmSXM-EIS
25h 40m1 stop
$343Winair
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Mon, Dec 1 - Mon, Dec 8
Sunrise Airways Logo
2:10 pm - 2:40 pmSKB-SXM
0h 30mnonstop
Sunrise Airways Logo
3:30 pm - 4:00 pmSXM-SKB
0h 30mnonstop
$343Sunrise Airways
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Tue, Dec 23 - Mon, Dec 29
Winair Logo
11:35 am - 9:20 amEIS-SXM
21h 45m1 stop
Winair Logo
5:00 pm - 6:40 pmSXM-EIS
25h 40m1 stop
$348Winair
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Tue, Nov 18 - Sat, Nov 22
Caribbean Airlines Logo
2:30 pm - 5:50 pmKIN-SXM
2h 20mnonstop
Caribbean Airlines Logo
10:25 am - 11:55 amSXM-KIN
2h 30mnonstop
$549Caribbean Airlines
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Tue, Nov 18 - Tue, Nov 25
Caribbean Airlines Logo
2:30 pm - 5:50 pmKIN-SXM
2h 20mnonstop
Caribbean Airlines Logo
6:45 pm - 9:55 amSXM-KIN
16h 10m2 stops
$559Caribbean Airlines
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Thu, Apr 2 - Mon, Apr 6
Copa Airlines Logo
3:00 pm - 11:24 amKIN-SXM
19h 24m1 stop
Copa Airlines Logo
12:25 pm - 1:53 pmSXM-KIN
26h 28m1 stop
$695Copa Airlines
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Thu, Apr 2 - Mon, Apr 6
Copa Airlines Logo
3:00 pm - 11:24 amKIN-SXM
19h 24m1 stop
Copa Airlines Logo
12:25 pm - 1:53 pmSXM-KIN
26h 28m1 stop
$769Copa Airlines
Find Deal

Everything you should know

Cheapest round-trip
$254
Overall average: $272
Arajet
Thu 11/13Thu 11/20
SDQ - SXM • Non-stop
Cheapest one-way
$88
Typical prices: $65-$173
Copa Airlines
Sat 1/24
SJU - SXM • 1 stop
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Simpson Bay!
Useful Info

Good to know

Low seasonSeptember
Cheapest flight$88
Best time to beat the crowds but there is an average 1% increase in price.
Most popular time to fly with an average 5% increase in price.
Flight from San Juan to Simpson Bay

FAQs for booking flights from Caribbean Islands to Simpson Bay

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

    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 Simpson Bay.

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

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

    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 Simpson Bay 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 Simpson Bay?

    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 Simpson Bay 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 3 airlines serving from Caribbean Islands to Simpson Bay

 
Need help choosing which airline to fly with from Caribbean Islands to Simpson Bay? 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 194 reviews
6.8Food
8.1Boarding
8.4Crew
7.8Comfort
6.7Entertainment
Airline reviews

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.

10.0 ExcellentAnonymous, Oct 2025POS - MCO
Read more Caribbean Airlines reviews

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.

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.

Very strict carry on rules meant most of the plane had to gate check their luggage. As is often the case had things that were broken because of this, but I appreciated not being charged to gate check. Otherwise good flight and great crew once on the plane

I liked the meatloaf the chicken was awful but the plane was on time and got there and the staff was nice.

As always, Copa Airlines is great to fly on. The flights are always on time, the staff are pleasant and helpful and it's always a wonderful flying experience.

horrible service, food was an embarrassment, no charging for cellphones, stay away

the food served was an embarrassment. No connection for charging the cellphone... What a crappy airline.

The flighr attandants were very rude they ignored me didnt offer me anything to drink throughoit the 4 hour flight i feel i was targeted and ignored because i was a darkskin latino man.

Did upgrade, travel in business it was great (more room I could sleep)

Had to go through security at the gate again. Had to take off shoes and go through the whole thing again even though we have global entry. They asked us to check in items bought at duty free during our layover and since we checked our luggage at the original departure airport, they forced us to check in a small backpack. None of this ever happened with other airlines. In addition, no vegetarian food option and no snacks during a 7 hr flight. Luggage limits are unusually small. This is unacceptable. Will NEVER fly Copa again and will tell friends and family to avoid this airline.

Seats not reclining, no vegetarian food option, no snacks. 7.5 hr flight should have been more comfortable. Luggage limits are unusually small. Will never fly Copa again and will tell friends and family to avoid this airline.

We paid extra with copa for seats near one another The plane was changed and we lost our seats We were all Separated. We have not received a refund for our seats despite emailing and calling.

Horrible service. No communication from the crew as to why a 6 hour delay then cancellation

We waited in an overcrowded bus for over a half hour. It was uncomfortable. It would have been better to have waited in the terminal in a line

The food for sale on board has opportunity for improvement.

I paid extra for a comfortable seat in the second flight, but the plane didn't have those seats, the first one did

The Arajet person who greeted us initially was unhelpful & rude about the mandatory migration form which has to be completed digitally but the systems don’t work properly. The boarding gate was changed twice and initial boarding was delayed. Once on board we we had to wait an hour and a half before take off. It was hot and there was very little room for tall-ish people to fit their knees in. The crew were pleasant but working in a poor situation. The plane was delayed because we were waiting for people from a delayed interconnecting flight. Arajet must have known that before we were asked to board. Better information, decisions & communication were needed.

My seat was broken and the crew had to find me somewhere else to sit. The crew was extremely courteous about this

Everything you need to know for your flight to Simpson Bay

Information on the airport you'll fly into in Simpson Bay

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