$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 3/6. 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$521
Santo Domingo
Santo Domingo2 stops$543
Montego Bay
Montego Bay1 stop$680
Oranjestad
Oranjestad1 stop$613
Nassau
Nassau1 stop$570
Kingston
Kingston1 stop$553
Simpson Bay
Simpson Baynonstop$390
Providenciales
Providenciales2 stops$845
Bridgetown
Bridgetownnonstop$235
George Town
George Town1 stop$609
Willemstad
Willemstadnonstop$254
Castries
Castriesnonstop$323
St. John's
St. John's2 stops$314
Punta Cana
Punta Cana1 stop$521
Santo Domingo
Santo Domingo2 stops$543
Montego Bay
Montego Bay1 stop$680
Oranjestad
Oranjestad1 stop$613
Nassau
Nassau1 stop$570
Kingston
Kingston1 stop$553
Simpson Bay
Simpson Baynonstop$390
Providenciales
Providenciales2 stops$845
Bridgetown
Bridgetownnonstop$235
George Town
George Town1 stop$609
Willemstad
Willemstadnonstop$254
Castries
Castriesnonstop$323
St. John's
St. John's2 stops$314

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

Fri, Mar 6 - Tue, Mar 10
Caribbean Airlines Logo
3:30 pm - 3:55 pm
POS
-
TAB
0h 25mnonstop
Caribbean Airlines Logo
6:55 am - 7:20 am
TAB
-
POS
0h 25mnonstop
$61Caribbean Airlines
Fri, Mar 27 - Fri, Apr 3
Caribbean Airlines Logo
11:30 pm - 11:55 pm
POS
-
TAB
0h 25mnonstop
Caribbean Airlines Logo
4:40 pm - 5:05 pm
TAB
-
POS
0h 25mnonstop
$62Caribbean Airlines
Mon, May 11 - Mon, May 18
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
$235interCaribbean Airways
Thu, Mar 19 - Sun, Mar 22
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
$244interCaribbean Airways
Tue, Mar 3 - Fri, Mar 13
Multiple Airlines Logo
7:30 am - 8:10 am
POS
-
GND
0h 40mnonstop
Multiple Airlines Logo
10:55 am - 11:45 am
GND
-
POS
0h 50mnonstop
$265Multiple Airlines
Thu, Feb 26 - Thu, Mar 5
Multiple Airlines Logo
9:55 pm - 10:55 pm
POS
-
BGI
1h 00mnonstop
Multiple Airlines Logo
11:15 am - 4:50 pm
BGI
-
POS
5h 35m
1 stop
$277Multiple Airlines
Wed, Apr 29 - Tue, May 5
Copa Airlines Logo
3:44 am - 11:36 am
POS
-
NAS
7h 52m
1 stop
Copa Airlines Logo
12:41 pm - 1:46 am
NAS
-
POS
13h 05m
1 stop
$572Copa Airlines
Sat, Apr 4 - Mon, Apr 13
Copa Airlines Logo
2:17 pm - 11:36 am
POS
-
NAS
21h 19m
1 stop
Copa Airlines Logo
12:37 pm - 1:40 am
NAS
-
POS
13h 03m
1 stop
$604Copa Airlines
Mon, May 11 - Mon, May 18
American Airlines Logo
3:47 pm - 1:10 pm
POS
-
GCM
46h 23m
1 stop
American Airlines Logo
12:00 pm - 2:32 pm
GCM
-
POS
25h 32m
1 stop
$716American Airlines
Fri, May 8 - Thu, May 14
American Airlines Logo
3:47 pm - 11:00 am
POS
-
GCM
44h 13m
1 stop
American Airlines Logo
12:00 pm - 2:32 pm
GCM
-
POS
25h 32m
1 stop
$739American 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 Fort-de-France (FDF), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $1,198.

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 $441, 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 February, when tickets cost $132 (return) on average. On the other hand, the most expensive months are August and December, when the average cost of round-trip tickets is $351 and $337 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, Monday is the cheapest day to fly on average and Sunday is the most expensive. Flying from Caribbean Islands back to Port of Spain, the best deals are generally found on Tuesday, 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 2 weeks before departure, which saves you about 7% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 3 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$31
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly with an average 3% 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.

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

    The cheapest time of day to fly to Caribbean Islands is generally at night, when round-trip flights cost $132 on average. Morning departures are around 38% more expensive than evening flights, 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.

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: St. John's $282 one-way - $403 round-trip; Bridgetown $172 one-way - $288 round-trip; Scarborough $36 one-way - $64 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 214 reviews
8.3Crew
6.7Food
7.9Boarding
6.6Entertainment
7.8Comfort
Airline reviews

Boarding the flight was smooth and the flight was not full so i had an extra seat essentially

10.0 ExcellentAnonymous, Jan 2026
MIA - POS
Read more Caribbean Airlines reviews

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

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

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.

Great experience with a crew always thinking in the passenger

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.

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

I have a gluten allergy so did have any food

After we landed we sat on the tarmac for 1.5 hours waiting to get to our gate. Ridiculous.

Don’t know they cancelled the flight day before I was to leave. They sent a email at 9:00 pm at night saying they cancelled. That is the smooth way to say we don’t want your business! I think they didn’t have enough people booking so they cancelled the flight! It’s all about the money anymore there is no honesty in business.

As smooth as you can expect. Some issues with boarding because the previous plane took forever to deplane but overall, a good experience.

Boarding gate in Honolulu was staffed with a great clerk with a soothing voice despite the flight delay of over an hour. Flight attendants in the plane were all grumpy, not pleasant looking bunch. Their sour attitude showed throughout the flight. Inly able to get a select few movies started. Most of the movie links in the “free entertainment” did not work.

It’s a great flight. Service is good. Staff is awesome.

really bad they refused to check in luggages that I had purchased, even showing them the transaction receipt from british airways app the staff in miami was MEDIOCRE

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