$89 Find Cheap Flights from Port of Spain to Caribbean Islands

This is the cheapest round-trip 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 10/22. 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

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, as well as popular online travel agencies
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, as well as popular online travel agencies
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Flights Deals

Best Caribbean Islands Flight Deals from Port of Spain

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$548
Santo Domingo
Santo Domingo1 stop$562
Montego Bay
Montego Bay1 stop$613
Oranjestad
Oranjestad1 stop$624
Nassau
Nassau1 stop$499
Kingston
Kingston1 stop$560
Simpson Bay
Simpson Baynonstop$530
Providenciales
Providenciales2 stops$788
Bridgetown
Bridgetownnonstop$294
George Town
George Town1 stop$718
Willemstad
Willemstadnonstop$278
Castries
Castriesnonstop$315
St. John's
St. John's1 stop$387
Punta Cana
Punta Cana1 stop$548
Santo Domingo
Santo Domingo1 stop$562
Montego Bay
Montego Bay1 stop$613
Oranjestad
Oranjestad1 stop$624
Nassau
Nassau1 stop$499
Kingston
Kingston1 stop$560
Simpson Bay
Simpson Baynonstop$530
Providenciales
Providenciales2 stops$788
Bridgetown
Bridgetownnonstop$294
George Town
George Town1 stop$718
Willemstad
Willemstadnonstop$278
Castries
Castriesnonstop$315
St. John's
St. John's1 stop$387

Cheap Flights from Port of Spain to Caribbean Islands

 
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

Sun, Sep 21 - Thu, Sep 25
Caribbean Airlines Logo
9:55 pm - 10:55 pmPOS-BGI
1h 00mnonstop
Caribbean Airlines Logo
7:50 pm - 8:50 pmBGI-POS
1h 00mnonstop
$294Caribbean Airlines
Find Deal
Sat, Sep 20 - Sat, Oct 4
Caribbean Airlines Logo
3:50 pm - 4:50 pmPOS-SVD
1h 00mnonstop
Caribbean Airlines Logo
1:30 pm - 2:30 pmSVD-POS
1h 00mnonstop
$295Caribbean Airlines
Find Deal
Tue, Jul 1 - Sat, Jul 5
 Logo
8:40 am - 10:45 amPOS-SVD
2h 05m1 stop
 Logo
1:30 pm - 2:30 pmSVD-POS
1h 00mnonstop
Wed, Sep 24 - Sun, Sep 28
 Logo
12:05 pm - 12:45 pmPOS-GND
0h 40mnonstop
 Logo
10:00 am - 10:50 amGND-POS
0h 50mnonstop
Thu, Jul 3 - Tue, Jul 8
Hahn Air Logo
5:50 pm - 6:50 pmPOS-SVD
1h 00mnonstop
Hahn Air Logo
8:15 am - 10:20 amSVD-POS
2h 05m1 stop
$409Hahn Air
Find Deal
Wed, Jul 2 - Sun, Jul 6
Hahn Air Logo
4:10 pm - 5:10 pmPOS-SVD
1h 00mnonstop
Hahn Air Logo
8:45 am - 10:50 amSVD-POS
2h 05mnonstop
$411Hahn Air
Find Deal
Thu, Jul 10 - Fri, Jul 18
Copa Airlines Logo
3:48 am - 1:26 pmPOS-BGI
9h 38m1 stop
Copa Airlines Logo
2:30 pm - 1:47 amBGI-POS
11h 17m1 stop
$491Copa Airlines
Find Deal
Sun, Sep 14 - Fri, Sep 19
Copa Airlines Logo
3:50 am - 1:26 pmPOS-BGI
9h 36m1 stop
Copa Airlines Logo
2:30 pm - 1:48 amBGI-POS
11h 18m1 stop
$505Copa Airlines
Find Deal
Wed, Dec 3 - Sun, Dec 7
American Airlines Logo
7:10 am - 2:05 pmPOS-MBJ
7h 55m1 stop
American Airlines Logo
1:05 pm - 10:15 pmMBJ-POS
8h 10m1 stop
$613American Airlines
Find Deal
Mon, Jul 7 - Sat, Jul 12
American Airlines Logo
3:05 pm - 9:30 amPOS-MBJ
19h 25m1 stop
American Airlines Logo
10:30 am - 9:44 pmMBJ-POS
10h 14m1 stop
$653American Airlines
Find Deal
Useful Info

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?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Port of Spain to Caribbean Islands.

The cheapest ticket to Caribbean Islands from Port of Spain found in the last 72 hours was to San Juan, at $281 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 $535.

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 $793, 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 May and June, when the average cost of round-trip tickets is $317 and $311 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 Thursday, 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 5 weeks before departure.


Good to know

Low seasonMarch
High seasonAugust
Cheapest flight$89
Best time to beat the crowds with an average 1% drop in price.
Most popular time to fly with an average 6% 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 26% 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 $308.

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 $174 one-way - $333 round-trip; St. George's $154 one-way - $327 round-trip; Scarborough $32 one-way - $68 round-trip

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.
8.2
Caribbean AirlinesOverall score based on 158 reviews
7.9Comfort
6.8Food
8.5Crew
6.7Entertainment
8.2Boarding
Airline reviews

I love my entire experience. What I love most, was the friendliness and helpfulness of the staff at check-in and that of the crew on the flight. Their Customer Service was paramount.

10.0 ExcellentAnonymous, May 2025JFK - KIN
Read more Caribbean Airlines reviews

I love my entire experience. What I love most, was the friendliness and helpfulness of the staff at check-in and that of the crew on the flight. Their Customer Service was paramount.

The flight crew was extremely hospitable, though there was a lot of turbulence, they made it a good experience. The only negative was the inflight experience for economy class. There wasn’t any, or at least non that I was aware of.

I liked the friendliness of the employees at the airport

I liked the extra leg room in Caribbean plus. Worth the extra money. The food could have been more balanced, there was no salad or veggies

The Flight itself was smooth and uneventful. The crew was polite and caring. I used the Lounge in Piarco and the service was STELLAR

Crew were quite friendly. Food was very poor considering the price of the ticket and the flight time. Could not charge my phone due to USB charger not working..

The food wasn’t good. Need better food. There wasn’t any entertainment.

STEWARDESSES WERE AWESOME! The food could be a bit better. Rice was SOGGY with gravy and the chicken was RUBBERY.

I was treated well in first class. I have no complaints. I will definitely fly with my favourite airline again this year.

There was no music on the flights unless you came with your headset.

It was ok. However, the food was quite poor since I don't eat pasta.

Tell people to remain in their seats during the meal/beverage distribution. Enforce boarding by group numbers. No one was checking. Tell people to turn their electronics speakers off. Bigger cups for drinks.

We were in transit from Lima (flight at 1.10am) and we were in stand by in our flight from Panama to Washington. We wait from 4.30 am to 18.30pm in the Airport. The company give us 2 x 15 dollars for eat during the day and a personnal travel voucher of 400 dollars each. Do they buy food one time something in the Airport ??? And one of us live in France so the voucher is not usable. More than 24 hours travel !! And our place were near the toilets, with 8 children around us. The boy behind my seat stamped his feet on my back all the flight. Really Wonder full ! So we are totally unhappy with our travel. Thanks Copa Airlines....

It would have been better if they don't separate families in seating. We were seated in the aile row in the middle of a family of four. It would have been better if they they seat the family of four together than separated.

No headphones given for inflight entertainment. I missed my flight from the previous day and the customer service agent tried to extort an additional $100.00 US from me for missing my flight. Really?!

The flight was delayed about 4 hours without any explanation. No wifi or entertainment at all on planes. Had to pay for checked bags I was allowed according to reservations.

Great from check in all the way to the end. Very happy with Copa

Copa stranded us ans then tried to charge us thousands to leave Panama.

Well the airline was fine. The only thing is I was charged for a checked in luggage. But when I reserved the ticket it showed a check in bag allowed. Who can I get in contact with for reimbursement.? The airline said I had to speak to whoever I booked ticket with.

Friendly flight team and seamless travel from one stop to next.

During service there was a garbage/beverage spill near our seats that never was cleaned up. On a relatively short flight when we’re fortunate enough to actually have in flight movies available, the flight attendants pitching the AADVANTAGE credit card shouldn’t talk for the last 10 minutes of the flight so that we miss the end of the movie.

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

Kayak boarding information contained inaccuracies that would have not existed if booked directly with American. Paid for preferential boarding, was last to board.

No overhead space so all carryons were checked. No internet.

I was in a wheelchair and went from international to domestic. I was transferred to several different modes of transport and expected to give a tip at each transfer. I was, although, grateful to get to the gate in time for my flight.

Boarding was very smooth and arriving in Miami it was fast getting off the plane

Deplaning time. Having to wait 10 to 25 minutes after boarding to leave the gate. Having to wait 10 minutes to park at the gate to deplane.☹️

No complaints. Good WiFi, great crew and excellent speedy baggage claim

Excellent accommodating crew at gate and on board. Baggage claim and gate checking were flawless.

The counter/baggage counter was busy and so many people missed flights. We got stuck sitting on the plane over 2 hours at the gate while they were doing an inspection is wrong. Many of us missed our connecting flights because of it.

The reps working at the airport counter were dumber than a second coat of paint.

I guess you get what you pay for. The seats are very uncomfortable and very little space. The snacks were pricey.

i was denied boarding, even though i had an assigned seat, checked in on line and was at airport early. Then they refused to fully refund the the fair and replacement fair because they claimed it was "no show/denied boarding". I will never fly this airline again

Asked for a seat change to be w my wife at the gate they were great in sorting it out to make it happen

The check in process was a mess for no reason. I spent an hour waiting in line trying to get them to print my boarding pass and as a result I missed my flight.

I was surprised that all baggage, including carry on, were charged. Each additional bag went up in cost. Really disappointed in the additional costs.

Our flight was suppose to leave at 9pm and we didn’t board until after 3am. We lost a whole day at our hotel and half a day at a park we paid a lot of money for.

Was left with many other passengers in SJU by frontier airlines due to delay caused by frontier. Worst experience ever and worst airline ever.

With frontier you get what you pay for. The flight was two hours late. It’s a tight fit for the number of people they bring but you get to where you’re going cheap. Sometimes that’s more important than a nifty drink and cool TV..

We had an awful experience getting our bags checked in. Frontier’s check in on the app manipulated us into buying the business package because that was the only option available for a checked bag which included two checked bags per person which we did not need. Upon arriving to the airport, we stood in line for what seemed like forever at the baggage check in and there was no one available at the counter. We were first in line and we were afraid we were going to miss our flight due to the baggage attendant being late. After realizing there were a lot of other people waiting at the baggage check in and no one available. I reached out to Frontier and could not get any customer service so I had to call the airport to page the baggage attendant to send someone to the counter to check in our bags before we were able to go through security , I finally spoke to the attendant at the counter and explained to her that we had to pay for two checked bags person a total of six bags when we only had a total of three bags between three people she said to reach out to Frontier and they would issue a refund for the three bags that we paid for and did not need. I reached out to Frontier which I was not able to reach anybody by phone so I had to go through their automated chat feature, which sent me around in circles until I finally reached a representative to assist me. I explained to them what happened and they explained that they were not able to assist me. I continued to push the issue with them as this was very frustrating and they finally put in a customer service ticket where we were issued a flight credit and we were so disappointed because after this experience, we NEVER want to fly Frontier again, and we do not want a credit that we will not use. Frontier charged us almost $500 for us to check three bags which is absolutely absurd! The customer service agents were not able to offer anything else other than a flight credit and I do not feel like my frustrations were truly heard , we will never use Frontier Airlines again ! Truly Theft by Manipulation! They should be ashamed!

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

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