$31 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 11/9. 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$658
Santo Domingo
Santo Domingo1 stop$672
Montego Bay
Montego Bay2 stops$657
Oranjestad
Oranjestad1 stop$726
Nassau
Nassau1 stop$513
Kingston
Kingston1 stop$522
Simpson Bay
Simpson Baynonstop$488
Providenciales
Providenciales2 stops$702
Bridgetown
Bridgetownnonstop$257
George Town
George Town1 stop$548
Willemstad
Willemstad1 stop$316
Castries
Castriesnonstop$417
St. John's
St. John'snonstop$466
Punta Cana
Punta Cana1 stop$658
Santo Domingo
Santo Domingo1 stop$672
Montego Bay
Montego Bay2 stops$657
Oranjestad
Oranjestad1 stop$726
Nassau
Nassau1 stop$513
Kingston
Kingston1 stop$522
Simpson Bay
Simpson Baynonstop$488
Providenciales
Providenciales2 stops$702
Bridgetown
Bridgetownnonstop$257
George Town
George Town1 stop$548
Willemstad
Willemstad1 stop$316
Castries
Castriesnonstop$417
St. John's
St. John'snonstop$466

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, Jun 17 - Fri, Jun 19
Caribbean Airlines Logo
6:25 am - 6:50 am
POS
-
TAB
0h 25mnonstop
Caribbean Airlines Logo
9:55 am - 10:20 am
TAB
-
POS
0h 25mnonstop
$60Caribbean Airlines
Wed, Jul 15 - Fri, Jul 17
Caribbean Airlines Logo
2:45 pm - 3:10 pm
POS
-
TAB
0h 25mnonstop
Caribbean Airlines Logo
11:00 pm - 11:25 pm
TAB
-
POS
0h 25mnonstop
$61Caribbean Airlines
Mon, Aug 31 - Sun, Sep 6
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
$257interCaribbean Airways
Thu, Sep 24 - Sun, Sep 27
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
$274interCaribbean Airways
Sun, Jul 5 - Thu, Jul 9
Fly Salone Logo
10:10 am - 12:20 pm
POS
-
BGI
2h 10mnonstop
Fly Salone Logo
4:40 pm - 6:50 pm
BGI
-
POS
2h 10mnonstop
$306Fly Salone
Mon, Jul 20 - Tue, Jul 28
Fly Salone Logo
6:45 am - 7:45 am
POS
-
SVD
1h 00mnonstop
Fly Salone Logo
10:15 am - 11:15 am
SVD
-
POS
1h 00mnonstop
$318Fly Salone
Tue, Aug 25 - Tue, Sep 1
Copa Airlines Logo
3:50 am - 11:32 am
POS
-
NAS
7h 42m
1 stop
Copa Airlines Logo
12:40 pm - 1:17 pm
NAS
-
POS
24h 37m
1 stop
$606Copa Airlines
Thu, Sep 3 - Mon, Sep 7
American Airlines Logo
7:00 am - 1:52 pm
POS
-
MBJ
7h 52m
1 stop
American Airlines Logo
2:52 pm - 11:18 pm
MBJ
-
POS
7h 26m
1 stop
$691American Airlines
Tue, Jun 23 - Tue, Jun 30
American Airlines Logo
7:01 am - 4:11 pm
POS
-
GCM
10h 10m
1 stop
American Airlines Logo
12:01 pm - 11:00 pm
GCM
-
POS
9h 59m
1 stop
$699American Airlines
Mon, Jun 15 - Mon, Jun 22
Copa Airlines Logo
2:22 pm - 2:45 pm
POS
-
AUA
24h 23m
1 stop
Copa Airlines Logo
7:10 am - 1:16 pm
AUA
-
POS
6h 06m
1 stop
$726Copa 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 3 days 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 3 days was $588.

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. The most expensive time of day to fly to Caribbean Islands is generally in the morning, which is peak travel time and where the average cost of a ticket is $313.

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 $480, 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 January, when tickets cost $46 (return) on average. On the other hand, the most expensive months are December and May, when the average cost of round-trip tickets is $745 and $611 respectively.

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 20 weeks before departure.

Good to know

Low seasonFebruary
Cheapest flight$31
Best time to beat the crowds but there is an average 4% 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 $181 one-way - $273 round-trip; St. George's $175 one-way - $318 round-trip; Scarborough $30 one-way - $59 round-trip

Reviews of the top 4 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.
8.5
WinairOverall score based on 4 reviews
7.5Entertainment
8.5Boarding
9.5Crew
7.5Food
8.0Comfort
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.

Same as the previous flight as far as comfort and food. Entertainment didn’t have a watchable screen so everything would need to be watched on your own device in which they didn’t have a charging port that accommodated my iPhone. Seats were very uncomfortable. Staff was very friendly.

I had to run from the end of terminal one to the end of terminal two to make the connecting flight....probably a kilometer. No electric carts were available. I'm 76 and literally had to run to make the connection at the last minute. The connecting time was absolutely unrealistic. When Last Call was announced, I tried to get other Copa gate staff to call Gate 221 to let them know I was on my way, but they said no. I came within 1 minute of missing the flight.

I was flying business class, and the French fellow passengers were super noisy. It was not a comfortable flight. And the crew was not helpful.

Entire experience from check in to landing was amazing the flight crew was excellent and friendly. Seats were comfortable.

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.

Friendly crew, good food options, food not the best and seats not as comfy but that’s typical.

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.

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

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports