£29 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 17/2. 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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Flight Deals

Cheap Flights from Port of Spain to Caribbean Islands

Cheapest return prices found by our users on KAYAK in the last 72 hours
Montego Bay
Montego Bay2 stops£667
Bridgetown
Bridgetowndirect£212
Kingston
Kingston2 stops£459
Punta Cana
Punta Cana1 stop£430
St. John's
St. John'sdirect£270
Castries
Castriesdirect£232
Santo Domingo
Santo Domingo1 stop£431
Nassau
Nassau1 stop£413
St. George's
St. George'sdirect£212
George Town
George Town1 stop£524
Simpson Bay
Simpson Baydirect£409
Kingstown
Kingstowndirect£223
Roseau
Roseaudirect£277
Oranjestad
Oranjestad1 stop£554
Road Town
Road Town1 stop£290
Basseterre
Basseterre1 stop£298
Montego Bay
Montego Bay2 stops£667
Bridgetown
Bridgetowndirect£212
Kingston
Kingston2 stops£459
Punta Cana
Punta Cana1 stop£430
St. John's
St. John'sdirect£270
Castries
Castriesdirect£232
Santo Domingo
Santo Domingo1 stop£431
Nassau
Nassau1 stop£413
St. George's
St. George'sdirect£212
George Town
George Town1 stop£524
Simpson Bay
Simpson Baydirect£409
Kingstown
Kingstowndirect£223
Roseau
Roseaudirect£277
Oranjestad
Oranjestad1 stop£554
Road Town
Road Town1 stop£290
Basseterre
Basseterre1 stop£298

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 return 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 return flight deals from Port of Spain to Caribbean Islands

Thu, 30 Oct - Thu, 6 Nov
Caribbean Airlines Logo
14:50 - 15:15POS-TAB
0h 25mdirect
Caribbean Airlines Logo
16:40 - 17:05TAB-POS
0h 25mdirect
£46Caribbean Airlines
Find Deal
Thu, 9 Oct - Sun, 12 Oct
Caribbean Airlines Logo
13:50 - 14:15POS-TAB
0h 25mdirect
Caribbean Airlines Logo
22:20 - 22:45TAB-POS
0h 25mdirect
£59Caribbean Airlines
Find Deal
Sat, 18 Oct - Thu, 30 Oct
Caribbean Airlines Logo
18:40 - 19:05POS-TAB
0h 25mdirect
Caribbean Airlines Logo
21:00 - 21:25TAB-POS
0h 25mdirect
£59Caribbean Airlines
Find Deal
Mon, 29 Sep - Wed, 8 Oct
Copa Airlines Logo
03:51 - 14:33POS-CUR
10h 42m1 stop
Copa Airlines Logo
15:33 - 01:46CUR-POS
10h 13m1 stop
£213Copa Airlines
Find Deal
Wed, 15 Oct - Mon, 20 Oct
Copa Airlines Logo
03:51 - 13:25POS-BGI
9h 34m1 stop
Copa Airlines Logo
14:42 - 01:46BGI-POS
11h 04m1 stop
£246Copa Airlines
Find Deal
Fri, 5 Dec - Sun, 7 Dec
Multiple Airlines Logo
21:55 - 08:45POS-GND
10h 50m1 stop
Multiple Airlines Logo
08:00 - 19:50GND-POS
11h 50m3 stops
£388Multiple Airlines
Find Deal
Fri, 5 Dec - Sun, 7 Dec
Multiple Airlines Logo
16:45 - 08:45POS-GND
16h 00m2 stops
Multiple Airlines Logo
08:00 - 19:50GND-POS
11h 50m3 stops
£413Multiple Airlines
Find Deal
Tue, 4 Nov - Tue, 11 Nov
United Airlines Logo
01:30 - 17:25POS-PUJ
15h 55m2 stops
United Airlines Logo
17:20 - 00:23PUJ-POS
31h 03m2 stops
£706United Airlines
Find Deal
Wed, 14 Jan - Mon, 19 Jan
United Airlines Logo
01:30 - 17:25POS-PUJ
39h 55m2 stops
United Airlines Logo
17:20 - 00:23PUJ-POS
31h 03m2 stops
£777United Airlines
Find Deal
Tue, 16 Dec - Sun, 21 Dec
JetBlue Logo
17:37 - 11:52POS-PUJ
18h 15m1 stop
JetBlue Logo
18:15 - 07:03PUJ-POS
12h 48m1 stop
£1,320JetBlue
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 £97 return. The most popular route is from Port of Spain (POS) to Willemstad (CUR), and the cheapest round-trip airline ticket found on this route in the last 72 hours was £271.

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

The average return price for all direct flights, flights with one stopover, and flights with two stopovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of £398, 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 October, when tickets cost £427 (return) on average. On the other hand, the most expensive months are August and December, when the average cost of return tickets is £588 and £546 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.

When flying from Port of Spain to Caribbean Islands, you should consider leaving on a Sunday and avoid Fridays if you are looking for the best rates. For your return to Port of Spain, you’ll find the best rates on Thursdays and the most expensive ones on Saturdays.

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 a flight from Port of Spain to Caribbean Islands, you should book around 3 weeks before departure, which saves you about 42% compared to booking last-minute. For the absolute cheapest price, our data suggests you should book 13 weeks before departure.

Good to know - Cheap tickets from Port of Spain to Caribbean Islands

Low seasonJanuary
Cheapest flight£29
Best time to beat the crowds (5% less expensive on average)
Most popular time to fly (11% more expensive on average)
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 travellers 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 return 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 retur flights cost £543 on average. Morning departures are around 100% 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 £682.

Top tips for finding a cheap flight from Port of Spain to Caribbean Islands

  • Looking for a cheap flight from Port of Spain to Caribbean Islands? 25% of our users found tickets from Port of Spain to Caribbean Islands for the following prices or less: Bridgetown £104 one-way - £227 round-trip

Reviews of the top 3 airlines flying 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.
8.1
Caribbean AirlinesOverall score based on 178 reviews
6.8Entertainment
8.1Boarding
7.9Comfort
8.4Crew
6.8Food
Airline reviews

just a child who screamed and threw tantrums the entire flight

8.0 ExcellentAnonymous, Sept 2025YYZ - POS
Read more Caribbean Airlines reviews

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

The flight could'nt be better ,the comfort ,the crew and everything was good.i will definitely fly with this sirline again.

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

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

The flighr attandants were very rude they ignored me didnt offer me anything to drink throughoit the 4 hour flight i feel i was targeted and ignored because i was a darkskin latino man.

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.

Had to go through security at the gate again. Had to take off shoes and go through the whole thing again even though we have global entry. They asked us to check in items bought at duty free during our layover and since we checked our luggage at the original departure airport, they forced us to check in a small backpack. None of this ever happened with other airlines. In addition, no vegetarian food option and no snacks during a 7 hr flight. Luggage limits are unusually small. This is unacceptable. Will NEVER fly Copa again and will tell friends and family to avoid this airline.

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.

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.

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 flight was on time and everything went very smoothly.

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.

Flight was cancelled as I was in line for security. Next available flight got me to my destination 24 hrs later than the first. No refunds offered, just credit toward another flight. I booked with delta, got to my destination only 2 hrs behind my original flight schedule. Won’t be using American again.

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

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

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports

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