$102 Find Cheap Flights from Caribbean Islands to Port of Spain

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Port of Spain departing on 2/20. 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
$235
Overall average: $261
Copa Airlines
Wed 1/21Tue 1/27
SJU - POS • 1 stop
Cheapest non-stop
$303
Typical prices: $317-$416
Caribbean Airlines
Thu 1/22Mon 1/26
BGI - POS • Non-stop
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Flight Deals
Useful Info
Flight Deals

Cheap Flights from Caribbean Islands to Port of Spain

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

Wed, Jan 21 - Tue, Jan 27
Copa Airlines Logo
5:37 am - 1:33 pm
SJU
-
POS
7h 56m1 stop
Copa Airlines Logo
3:13 am - 4:10 pm
POS
-
SJU
12h 57m1 stop
$235Copa Airlines
Fri, Jan 23 - Sun, Jan 25
Caribbean Airlines Logo
6:30 pm - 3:05 pm
BGI
-
POS
20h 35m1 stop
Caribbean Airlines Logo
7:05 am - 8:05 am
POS
-
BGI
1h 00mnonstop
$270Caribbean Airlines
Fri, Jan 9 - Sun, Jan 11
Caribbean Airlines Logo
6:30 pm - 3:05 pm
BGI
-
POS
20h 35m1 stop
Caribbean Airlines Logo
2:45 pm - 4:50 pm
POS
-
BGI
2h 05m1 stop
$276Caribbean Airlines
Wed, Jan 28 - Fri, Jan 30
Caribbean Airlines Logo
10:35 am - 3:05 pm
BGI
-
POS
4h 30m1 stop
Caribbean Airlines Logo
9:30 am - 10:30 am
POS
-
BGI
1h 00mnonstop
$296Caribbean Airlines
Thu, Feb 5 - Wed, Feb 11
Copa Airlines Logo
6:14 pm - 2:13 am
SJU
-
POS
7h 59m1 stop
Copa Airlines Logo
3:13 am - 4:10 pm
POS
-
SJU
12h 57m1 stop
$319Copa Airlines
Tue, Mar 31 - Mon, Apr 6
JetBlue Logo
3:40 am - 2:15 pm
SJU
-
POS
10h 35m1 stop
JetBlue Logo
3:40 pm - 2:58 am
POS
-
SJU
11h 18m1 stop
$505JetBlue
Wed, Feb 4 - Tue, Feb 10
American Airlines Logo
1:39 pm - 10:48 pm
KIN
-
POS
8h 09m1 stop
American Airlines Logo
6:30 am - 2:03 pm
POS
-
KIN
8h 33m1 stop
$622American Airlines
Thu, Jan 29 - Sun, Feb 1
United Airlines Logo
12:52 pm - 12:23 am
STI
-
POS
35h 31m2 stops
United Airlines Logo
1:30 am - 11:51 pm
POS
-
STI
22h 21m2 stops
$672United Airlines
Tue, Jan 27 - Sat, Jan 31
JetBlue Logo
6:01 am - 7:11 pm
STI
-
POS
13h 10m1 stop
JetBlue Logo
8:20 am - 8:15 pm
POS
-
STI
11h 55m1 stop
$737JetBlue
Thu, Feb 26 - Sat, Feb 28
United Airlines Logo
2:53 pm - 12:23 am
SDQ
-
POS
33h 30m2 stops
United Airlines Logo
2:20 am - 1:41 pm
POS
-
SDQ
11h 21m1 stop
$972United Airlines
Useful Info

Good to know

Low seasonJune
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly with an average 16% increase in price.

FAQs for booking flights from Caribbean Islands to Port of Spain

  • How does KAYAK find such low prices on flights from Caribbean Islands to Port of Spain?

    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 Port of Spain.

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

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

    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 Port of Spain 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 Port of Spain?

    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 Port of Spain 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 Port of Spain

 
Need help choosing which airline to fly with from Caribbean Islands to Port of Spain? 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
8.4Crew
6.8Food
8.0Boarding
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.

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.

Some of the Air hostesses are not that friendly. Need improvement

They were super friendly bumped me up to exit row free of charge, All flight legs were on time

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.

Cops Airlines is fantastic! The level of care and professionalism provided by the entire crew was top rate.

Great experience with a crew always thinking in the passenger

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.

I selected first class expecting excetional service. It was mediocre at best. The food service was cold, meal choices was poor and on one leg they did provide dessert. I did enjoy the lay day seat but the movies were old and nothing current. Boarding the plane is always hot. So boarding is quite warm until your in the air. I took a small personal air fan. Update the meals and movies.

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

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.

For whatever reason, the flight was not catered -we were told it would be a 45 minute delay waiting for catering - so no food. There were opened candy and peanuts in the seatback pocket. Flight landed early in DFW but due to the assigned gate not being available, we sat on the ground for 30 minutes waiting for the gate to open - making the flight actually arrive at the gate late.

Flight was late and boarding was confusing because gate changed and I didn’t get a notification

Not comparable to Qatar Airways services on flights to Doha. Flight attendants provided basic services; I was never recognized by name or as an Executive Platinum member. Restrooms were not kept clean during the flight.

Overall, an average flight; food options were not the best, and there were bugs on the plane.

Always seated jammed in rear of aircraft Admirals Club food at DFW terminal D was absolute worst food experience and I pay $600/year to eat this dried out junk

We spent too much time on board waiting for takeoff.

Full flight so overhead bin space ran out & bags had to be checked. When you’re in the last boarding group, you might as well expect that. Don’t pay to check bags though because when they run out of space for carry-ons, they check your bag to your destination for free. When traveling with children, no need to pay extra for seats, they will assign seats & have to sit your children with you.

Lost luggage stuck no clothes and no word after 2 days leaving on cruise no stuff or clothes

My flight got switched and my prepaid bag didnt transfer over properly so I paid to check ANOTHER BAG. I was placed in a middle seat and it was just miserable. At least it was a bulkhead row so I had legroom. The flight just never seem3d to end

Flight was delayed again and again ultimately almost three hours getting us to our location at close to midnight by the time we got in and out of airport to destination. I had taken time off work to enjoy an evening at destination and that was now wasted

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