$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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Everything you should know

Cheapest round-trip
$210
Overall average: $279
Arajet
Wed 1/28Wed 2/4
SDQ - SXM • Non-stop
Cheapest one-way
$88
Typical prices: $89-$170
Copa Airlines
Sat 1/24
SJU - SXM • 1 stop
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Flight Deals
Useful Info
Flight Deals

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

Wed, Jan 28 - Wed, Feb 4
Arajet Logo
7:03 am - 8:30 am
SDQ
-
SXM
1h 27mnonstop
Arajet Logo
9:35 am - 11:05 am
SXM
-
SDQ
1h 30mnonstop
$210Arajet
Thu, Feb 12 - Thu, Feb 19
Multiple Airlines Logo
8:58 am - 10:25 am
SDQ
-
SXM
1h 27mnonstop
Multiple Airlines Logo
11:30 am - 1:00 pm
SXM
-
SDQ
1h 30mnonstop
$220Multiple Airlines
Wed, May 20 - Wed, May 27
Arajet Logo
7:03 am - 8:30 am
SDQ
-
SXM
1h 27mnonstop
Arajet Logo
9:35 am - 11:05 am
SXM
-
SDQ
1h 30mnonstop
$230Arajet
Sat, Feb 21 - Wed, Feb 25
Copa Airlines Logo
6:14 pm - 11:24 am
SJU
-
SXM
17h 10m1 stop
Copa Airlines Logo
12:25 pm - 10:32 pm
SXM
-
SJU
10h 07m1 stop
$260Copa Airlines
Thu, Mar 19 - Sun, Mar 22
interCaribbean Airways Logo
1:45 pm - 2:25 pm
EIS
-
SXM
0h 40mnonstop
interCaribbean Airways Logo
1:25 pm - 2:05 pm
SXM
-
EIS
0h 40mnonstop
$290interCaribbean Airways
Sat, Feb 14 - Mon, Feb 16
Copa Airlines Logo
6:14 pm - 11:24 am
SJU
-
SXM
17h 10m1 stop
Copa Airlines Logo
12:25 pm - 10:32 pm
SXM
-
SJU
10h 07m1 stop
$298Copa Airlines
Sat, Jan 10 - Tue, Jan 13
Winair Logo
4:25 pm - 4:40 pm
SBH
-
SXM
0h 15mnonstop
Winair Logo
9:00 am - 9:15 am
SXM
-
SBH
0h 15mnonstop
$306Winair
Mon, Jan 12 - Tue, Jan 13
Winair Logo
5:25 pm - 5:40 pm
SBH
-
SXM
0h 15mnonstop
Winair Logo
11:15 am - 11:30 am
SXM
-
SBH
0h 15mnonstop
$310Winair
Tue, Mar 31 - Sat, Apr 4
Caribbean Airlines Logo
2:30 pm - 5:50 pm
KIN
-
SXM
2h 20mnonstop
Caribbean Airlines Logo
10:25 am - 11:55 am
SXM
-
KIN
2h 30mnonstop
$592Caribbean Airlines
Tue, Mar 31 - Sat, Apr 4
Caribbean Airlines Logo
2:30 pm - 5:50 pm
KIN
-
SXM
2h 20mnonstop
Caribbean Airlines Logo
6:10 pm - 12:00 pm
SXM
-
KIN
18h 50m2 stops
$612Caribbean Airlines
Useful Info

Good to know

Low seasonSeptember
Cheapest flight$88
Best time to beat the crowds with an average 1% drop in price.
Most popular time to fly with an average 3% 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.
7.9
Caribbean AirlinesOverall score based on 211 reviews
7.8Comfort
6.7Food
6.6Entertainment
8.3Crew
8.0Boarding
Airline reviews

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

2.0 Mediocrejahbless, Dec 2025
FLL - KIN
Read more Caribbean Airlines reviews

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.

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.

Horrible. No TV or any type of entertainment on board. Passwnger listening to/watching stuff on their own phone with no headphones making it noise and uncomfortable for everyone else, little/tiny food portions, old seats, useless wifi (cant access anything). Horrible exlerience especially it was a lomg distance flight with kids.

I always enjoy flying Copa. There are very few airlines where I can enjoy a comfortable sleep in-flight. The snacks weren't the best, but they sufficed. The in-flight entertainment was fantastic, and I crossed another movie off my watch list.

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.

Boarding was quick & efficient; they gave boarding groups due priority; staff & air crew were very cordial and helpful, pleasant flight.

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)

Awful. Not water, or chargers or space under the seats, the plane was very old and poor maintenance, seats really dirty, sticky, seats pockets with wires pinching your knees. Connection with no announcements, plane departed 1.30 hour earlier for an extra stop to refueling in Trinidad & Tobago. Even that we had a 3 hrs delay, seated in the plane in the runway.

Really bad. Uncommunicated stop in Trinidad & Tobago for refueling. Extra stop added 3 hours of discomfort without allowing off the seat. Not even water, or chargers or boarding groups.

Staff were unfriendly and rude. Was stuck on runway for 2 hours after arrival in Boston.

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