$30 Find Cheap Flights from Port of Spain to Caribbean Islands

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Port of Spain to Caribbean Islands departing on 6/20. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean Islands

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Port of Spain to Caribbean Islands.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Port of Spain to Caribbean Islands.
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Flight Deals

Cheap Flights from Port of Spain to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$511
Santo Domingo
Santo Domingo1 stop$622
Montego Bay
Montego Bay2 stops$741
Oranjestad
Oranjestad1 stop$640
Nassau
Nassau1 stop$511
Kingston
Kingston2 stops$604
Simpson Bay
Simpson Baynonstop$267
Providenciales
Providenciales1 stop$822
Bridgetown
Bridgetownnonstop$255
George Town
George Town1 stop$519
Willemstad
Willemstad1 stop$298
Castries
Castriesnonstop$320
St. John's
St. John'snonstop$295
Punta Cana
Punta Cana1 stop$511
Santo Domingo
Santo Domingo1 stop$622
Montego Bay
Montego Bay2 stops$741
Oranjestad
Oranjestad1 stop$640
Nassau
Nassau1 stop$511
Kingston
Kingston2 stops$604
Simpson Bay
Simpson Baynonstop$267
Providenciales
Providenciales1 stop$822
Bridgetown
Bridgetownnonstop$255
George Town
George Town1 stop$519
Willemstad
Willemstad1 stop$298
Castries
Castriesnonstop$320
St. John's
St. John'snonstop$295

Book Cheap Port of Spain to Caribbean Islands Plane Tickets

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

Wed, Apr 22 - Tue, Apr 28
Caribbean Airlines Logo
4:10 pm - 4:35 pm
POS
-
TAB
0h 25mnonstop
Caribbean Airlines Logo
12:30 am - 12:55 am
TAB
-
POS
0h 25mnonstop
$54Caribbean Airlines
Thu, Apr 9 - Mon, Apr 13
Caribbean Airlines Logo
9:15 pm - 9:40 pm
POS
-
TAB
0h 25mnonstop
Caribbean Airlines Logo
7:35 am - 8:00 am
TAB
-
POS
0h 25mnonstop
$57Caribbean Airlines
Thu, May 28 - Sun, May 31
interCaribbean Airways Logo
9:00 am - 9:55 am
POS
-
BGI
0h 55mnonstop
interCaribbean Airways Logo
6:45 pm - 7:40 pm
BGI
-
POS
0h 55mnonstop
$255interCaribbean Airways
Thu, May 28 - Mon, Jun 1
interCaribbean Airways Logo
9:00 am - 9:55 am
POS
-
BGI
0h 55mnonstop
interCaribbean Airways Logo
6:45 pm - 7:40 pm
BGI
-
POS
0h 55mnonstop
$256interCaribbean Airways
Mon, Apr 20 - Fri, Apr 24
JetBlue Logo
5:38 pm - 11:38 am
POS
-
MBJ
19h 00m
2 stops
JetBlue Logo
2:05 pm - 4:13 pm
MBJ
-
POS
25h 08m
2 stops
$741JetBlue
Fri, Jun 5 - Fri, Jun 12
JetBlue Logo
3:46 pm - 9:28 am
POS
-
MBJ
18h 42m
1 stop
JetBlue Logo
11:47 am - 2:20 pm
MBJ
-
POS
25h 33m
1 stop
$749JetBlue
Mon, Jul 13 - Sat, Jul 18
American Airlines Logo
3:16 pm - 1:09 pm
POS
-
MBJ
22h 53m
1 stop
American Airlines Logo
2:09 pm - 11:13 pm
MBJ
-
POS
8h 04m
1 stop
$760American Airlines
Fri, Jun 5 - Fri, Jun 12
American Airlines Logo
3:12 pm - 1:08 pm
POS
-
MBJ
22h 56m
1 stop
American Airlines Logo
2:08 pm - 11:01 pm
MBJ
-
POS
7h 53m
1 stop
$761American Airlines
Fri, May 22 - Fri, May 29
Copa Airlines Logo
3:49 am - 12:08 pm
POS
-
AUA
8h 19m
1 stop
Copa Airlines Logo
3:43 pm - 1:46 am
AUA
-
POS
10h 03m
1 stop
$774Copa Airlines
Wed, Apr 15 - Wed, Apr 22
Copa Airlines Logo
3:44 am - 12:05 pm
POS
-
AUA
8h 21m
1 stop
Copa Airlines Logo
1:16 pm - 1:40 am
AUA
-
POS
12h 24m
1 stop
$799Copa Airlines
Booking Insights

KAYAK's insights & trends for Port of Spain to Caribbean Islands flights

Get data-powered insights and trends into flights from Port of Spain to Caribbean Islands to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Port of Spain to Caribbean Islands flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Caribbean Islands from Port of Spain found in the last 72 hours was to San Juan, at $303 round-trip. The most popular route is from Port of Spain (POS) to Kingston (KIN), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $533.

What is the cheapest time of day to fly to Caribbean Islands?

The average price for all round-trip flights from Port of Spain to Caribbean Islands depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Caribbean Islands is generally at night, when round-trip flights cost $224 on average. Morning departures are around 12% cheaper than evening flights, on average. The most expensive time of day to fly to Caribbean Islands is generally in the evening, which is peak travel time and where the average cost of a ticket is $357.

Can I save money by flying with a layover from Port of Spain to Caribbean Islands?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $459, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Port of Spain to Caribbean Islands?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Port of Spain to Caribbean Islands, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Port of Spain to Caribbean Islands is March, when tickets cost $274 (return) on average. On the other hand, the most expensive months are August and April, when the average cost of round-trip tickets is $351 and $347 respectively.

What’s the cheapest day of the week to fly from Port of Spain to Caribbean Islands?

The average price of all round-trip flights from Port of Spain to Caribbean Islands clicked on KAYAK for each day over the last 12 months.

For Port of Spain to Caribbean Islands, Thursday is the cheapest day to fly on average and Saturday is the most expensive. Flying from Caribbean Islands back to Port of Spain, the best deals are generally found on Friday, with Sunday being the most expensive.

How far in advance should I book a flight from Port of Spain to Caribbean Islands?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Port of Spain to Caribbean Islands, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Port of Spain to Caribbean Islands, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 23 weeks before departure.

Good to know

Low seasonFebruary
Cheapest flight$30
Best time to beat the crowds but there is an average 9% increase in price.
Most popular time to fly with an average 1% increase in price.
Flight from Port of Spain to Scarborough

FAQs - booking Caribbean Islands flights

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

    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 Port of Spain to Caribbean Islands.

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

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

    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 from Port of Spain to Caribbean Islands with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Port of Spain to Caribbean Islands?

    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 from Port of Spain to Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Caribbean Islands

  • Looking for a cheap flight? 25% of our users found tickets from Port of Spain to the following destinations at these prices or less: Bridgetown $143 one-way - $266 round-trip; St. George's $192 one-way - $314 round-trip; Scarborough $33 one-way - $65 round-trip

Reviews of the top 5 airlines serving from Port of Spain to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying from Port of Spain to Caribbean Islands. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Port of Spain to Caribbean Islands? 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 221 reviews
6.6Entertainment
7.8Comfort
7.9Boarding
8.3Crew
6.7Food
Airline reviews

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

4.0 OkayAnonymous, Mar 2026
POS - JFK
Read more Caribbean Airlines reviews

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.

The flight was delayed over a hour and that was over 15 hours in advance not good

Avoid at all costs. My wife had to stay back on a connecting flight as her parents flight was delayed. 10 days later on the way back they cancelled all our flights. We had to rebook all four of us on the next days flight.

Flight got delayed; had to go through security three times.

Seats were awful. Media should have been included for such a long flight.

A lot things happened in this trip.The fly should be less stress.

There should be a warning regarding the quality of the aircraft on the website as we reserve the tickets. There was no TV or any type of screen onboard. The wifi they offer is good for nothing. Traveling 9 hours straight with kids and no type of entetainment was horrible. I wish I had been informed prior so I could buy a ticket with another airline. The food was a joke too. A very tiny portion per passenger. They also charged $100 per checked bag. With United I used to pay $60. So, fair to say that I wont be flying Copa anymore. Their aircraft was super old, outdated, no entertainment, with nearly no onboard food.

The flight was good overall. Everything went smoothly, although the landing was a bit rough. Still, it was a pleasant experience

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

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

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

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

Delayed for mechanical and no updates on what was happening and how long the delay might be.

Terrible planning. And even worse gate agents. Absolutely rude behavior.

We hoarded. Then we deplaned. Then we waited for 10 hours in the MSP airport due to a wheel misfunction. We understand safety but communication between crew and airport staff was horrible. When we did finally board, we were rushed on and because we were waiting for a “fresh” pilot and crew, we sat in a roasting plane with no A/C for an hour. My question is why was this flight not cancelled right away when they knew this would be a huge issue OR, why did AA not get a substitute plane, considering this was already a full flight? To me, this appears to be a complete breakdown in leadership and utter systems failure. The compensation for completely disrupting travel plans for hundreds, which we paid dearly for, was measly. While we appreciated the lodging for the night, $12 in meal vouchers isn’t going to sustain anyone for over 12 hours. “We apologize; our hands are tied” is no longer an acceptable explanation. We are so completely turned off by this experience and will definitely seek alternative avenues when we need to fly.

My 9:50AM flight was delayed to 3:40PM "due to incoming aircraft delay". No aircraft is "delayed" that long. Found out once we did board (after several changes in times) that the aircraft had a maintenance issue and we had to wait for another aircraft. Just tell us that. The aircraft we did get was old and the seats need to be updated. I have been traveling for several weeks with AA and you should refresh your entertainment content as frequent flyers have gone through most of your new content. I have Celiac and a shellfish allergy and continue to have struggles with meals on business and first class flights. Please keep this in mind. Sorry - was a long travel day yesterday and a bit cranky this morning with my experience comments. Still an AA fan.

We changed our flight because of weather. Unfortunately we were on hold for over an hour, but since we were 5 people who all booked individually, we felt more comfortable doing it with an agent. It all worked out in the end.

Flight to Tampa was delayed taking off due to plane arriving late but no other issues

The gates should be ready when we land. Waiting on the runway for a hour is ridiculous.

AA did not allow to board a flight because my connecting flight from DFW had been canceled. I got on another flight to another city. No service on the plane and I did not use their entertainment system.

Delayed, no updates, had a rewards number but was not working

Awful. They won’t help me with anything. I booked on American but they abdicated to Iberia. The ticket was overpriced. Everything negative

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

No priority boarding (travelling with a toddler) and the flight was 4 hours late.

Their online check-in system was offline so the lines at the counter were extremely long. Making our connection was also very unpleasant as there were no priorities for boarding (basically a free-for-all) and since I was travelling with my toddler we had a very hard time. The connecting flight was also 4 hours late.

We were charged an additional $54 usd per passenger to board, not mentioned in the ticket.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports