$34 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 11/25. 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, 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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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$559
Santo Domingo
Santo Domingo1 stop$588
Montego Bay
Montego Bay1 stop$655
Oranjestad
Oranjestad1 stop$635
Nassau
Nassau1 stop$523
Kingston
Kingstonnonstop$625
Simpson Bay
Simpson Baynonstop$521
Providenciales
Providenciales2 stops$772
Bridgetown
Bridgetown1 stop$264
George Town
George Town1 stop$597
Willemstad
Willemstad1 stop$274
Castries
Castriesnonstop$310
St. John's
St. John'snonstop$348
Punta Cana
Punta Cana1 stop$559
Santo Domingo
Santo Domingo1 stop$588
Montego Bay
Montego Bay1 stop$655
Oranjestad
Oranjestad1 stop$635
Nassau
Nassau1 stop$523
Kingston
Kingstonnonstop$625
Simpson Bay
Simpson Baynonstop$521
Providenciales
Providenciales2 stops$772
Bridgetown
Bridgetown1 stop$264
George Town
George Town1 stop$597
Willemstad
Willemstad1 stop$274
Castries
Castriesnonstop$310
St. John's
St. John'snonstop$348

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

fre., dec. 5 - fre., dec. 12
Caribbean Airlines Logo
5:45 am - 6:10 amPOS-TAB
0h 25mnonstop
Caribbean Airlines Logo
6:30 pm - 6:55 pmTAB-POS
0h 25mnonstop
$55Caribbean Airlines
Find Deal
tor., dec. 18 - søn., dec. 21
Caribbean Airlines Logo
6:40 pm - 7:05 pmPOS-TAB
0h 25mnonstop
Caribbean Airlines Logo
7:50 pm - 8:15 pmTAB-POS
0h 25mnonstop
$57Caribbean Airlines
Find Deal
man., nov. 17 - tor., nov. 20
Caribbean Airlines Logo
8:40 pm - 9:05 pmPOS-TAB
0h 25mnonstop
Caribbean Airlines Logo
2:00 pm - 2:35 pmTAB-POS
0h 35mnonstop
$58Caribbean Airlines
Find Deal
fre., dec. 5 - tor., dec. 11
Copa Airlines Logo
3:47 am - 1:25 pmPOS-BGI
9h 38m1 stop
Copa Airlines Logo
2:31 pm - 1:48 amBGI-POS
11h 17m1 stop
$336Copa Airlines
Find Deal
ons., dec. 24 - søn., dec. 28
Hahn Air Logo
4:15 pm - 5:15 pmPOS-SVD
1h 00mnonstop
Hahn Air Logo
3:10 pm - 4:10 pmSVD-POS
1h 00mnonstop
$515Hahn Air
Find Deal
lør., nov. 15 - lør., nov. 22
Copa Airlines Logo
3:48 am - 1:52 pmPOS-PUJ
10h 04m1 stop
Copa Airlines Logo
2:52 pm - 1:48 amPUJ-POS
10h 56m1 stop
$590Copa Airlines
Find Deal
fre., feb. 13 - tir., feb. 17
Hahn Air Logo
11:25 am - 4:35 pmPOS-SVD
5h 10m2 stops
Hahn Air Logo
10:30 am - 5:10 pmSVD-POS
6h 40m3 stops
$597Hahn Air
Find Deal
ons., apr. 29 - man., maj 4
JetBlue Logo
3:50 pm - 6:05 pmPOS-PUJ
26h 15m1 stop
JetBlue Logo
7:10 pm - 2:21 pmPUJ-POS
19h 11m1 stop
$645JetBlue
Find Deal
man., dec. 1 - man., dec. 8
American Airlines Logo
7:19 am - 2:12 pmPOS-MBJ
7h 53m1 stop
American Airlines Logo
11:13 am - 11:59 pmMBJ-POS
11h 46m1 stop
$655American Airlines
Find Deal
fre., dec. 12 - man., dec. 15
American Airlines Logo
7:10 am - 2:12 pmPOS-MBJ
8h 02m1 stop
American Airlines Logo
11:13 am - 11:59 pmMBJ-POS
11h 46m1 stop
$708American Airlines
Find Deal
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 $526.

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 $434, 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 May, when the average cost of round-trip tickets is $346 and $317 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, Wednesday is the cheapest day to fly on average and Monday 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 4 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$34
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly with an average 7% 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 $311.

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 $200 one-way - $334 round-trip; St. George's $188 one-way - $292 round-trip; Scarborough $35 one-way - $70 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.
8.0
Caribbean AirlinesOverall score based on 194 reviews
8.4Crew
6.8Food
6.7Entertainment
8.1Boarding
7.8Comfort
Airline reviews

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.

8.0 ExcellentTisagh, Nov 2025GND - BGI
Read more Caribbean Airlines reviews

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.

Flight time. The crew was the rudest, talked down to customers, ignored requests, acted like security guards, used forceful language like must and can't. Everything was on purchase, no entertainment, unless you could use your own phone. Poor customer service.

Checking in, boarding, the food and crew were all excellent. It was my first time traveling on Caribbean Airlines and trust me it’s the only airline I’ll be flying on as of now as long as it’s going my way😁. The service was unbelievably good I don’t regret missing my flight on flair at all cause I wouldn’t have realized how great the service is on Caribbean Airlines

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.

We had a great flight just wished they had a tv so we can see a movie that would of made my trip excellent.

the food served was an embarrassment. No connection for charging the cellphone... What a crappy airline.

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.

Very happy with my flight. I would definitely recommend it.

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.

I enjoyed the extra leg room compared to other airlines. The first stewards made my daughter’s birthday special by giving her an extra snack. Then the last one coming home from Chicago to Appleton made our night really enjoyable Thanks for making our trip enjoyable

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

the pilot that landed this flight in Philadelphia did an amazing job, the weather was absolutely terrible and we landed safely.

The flights were terribly delayed and then cancelled which forced us booking another night at the hotel. Very poor management from American Airlines

The flight was on time and everything went very smoothly.

Plane was in bad shape. TV’s and WiFi didn’t work. Plane need a refresh. Not enough room for bags.

Worst flight experience ever flights canceled. JetBlue told us just did not even bother standing in line to come back in one and a half hours then without any information we had to go pick up all of our luggage and spend over $2000 in accommodation just to get home. JetBlue said that the next flight available for us to get home would be three days later. Absolutely absurd hasn’t offered to give us any compensation do not fly JetBlue horrible company. They said it was based on the weather and the weather is great in all locations that we would’ve been flying to total hoax. I think it’s a conspiracy theory.

flight cancelled after 2 delays. left us sitting in JFK at 1am. no customer service to assist rebooking.

To not have food or proper snacks on a 5 hour flight was the worst.

No overhead baggage room even though I was seated in row 2. Consequently had to check in my carry on bag. Baggage carousel was jammed. Took 45 min to get my bag.

Excellent from start to finish. All staff members were amazing!

Excellent. Although they used to greet me as a mosaic member and provide a free drink, early boarding helps me to keep coming back to JetBlue.

The gate and ground staff were excellent, friendly, went out of their way to acknowledge my Mosaic status. The plane was an older Airbus, so the seats were a little worn. The in flight attendant was not very nice, and seemed to be annoyed to be at work or be on this flight. Flight was fast and we landed early and pilots kept us informed.

The flight was delayed for 4 hours. Once onboard the crew was wonderful.

I rate it is good we had a 4-hour travel delay at one point but JetBlue gave out food vouchers and travel points credits for another flight so they try to make up for it

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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