£119 Find Cheap Flights from Port of Spain to Caribbean Islands

This is the cheapest return 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 14/1. 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
Travellers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 26% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flights Deals
Booking Insights
Flights 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 Bay1 stop£860
Bridgetown
Bridgetown1 stop£189
Kingston
Kingston1 stop£443
Punta Cana
Punta Cana1 stop£444
St. John's
St. John'sdirect£305
Castries
Castriesdirect£242
Santo Domingo
Santo Domingo1 stop£442
Nassau
Nassau1 stop£422
St. George's
St. George'sdirect£240
George Town
George Town2 stops£853
Simpson Bay
Simpson Baydirect£383
Kingstown
Kingstowndirect£291
Roseau
Roseaudirect£286
Oranjestad
Oranjestad1 stop£488
Road Town
Road Town1 stop£357
Basseterre
Basseterre1 stop£348
Montego Bay
Montego Bay1 stop£860
Bridgetown
Bridgetown1 stop£189
Kingston
Kingston1 stop£443
Punta Cana
Punta Cana1 stop£444
St. John's
St. John'sdirect£305
Castries
Castriesdirect£242
Santo Domingo
Santo Domingo1 stop£442
Nassau
Nassau1 stop£422
St. George's
St. George'sdirect£240
George Town
George Town2 stops£853
Simpson Bay
Simpson Baydirect£383
Kingstown
Kingstowndirect£291
Roseau
Roseaudirect£286
Oranjestad
Oranjestad1 stop£488
Road Town
Road Town1 stop£357
Basseterre
Basseterre1 stop£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 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

Fri, 12 Sep - Fri, 19 Sep
Caribbean Airlines Logo
16:45 - 20:45POS-BGI
4h 00m1 stop
Caribbean Airlines Logo
18:30 - 14:30BGI-POS
20h 00m1 stop
£189Caribbean Airlines
Find Deal
Fri, 12 Sep - Fri, 19 Sep
Caribbean Airlines Logo
16:45 - 20:45POS-BGI
4h 00m1 stop
Caribbean Airlines Logo
19:50 - 20:50BGI-POS
1h 00mdirect
£212Caribbean Airlines
Find Deal
Sat, 8 Nov - Wed, 12 Nov
Copa Airlines Logo
03:48 - 14:38POS-CUR
10h 50m1 stop
Copa Airlines Logo
13:17 - 01:48CUR-POS
12h 31m1 stop
£229Copa Airlines
Find Deal
Sun, 9 Nov - Fri, 14 Nov
Copa Airlines Logo
03:48 - 12:17POS-CUR
8h 29m1 stop
Copa Airlines Logo
13:17 - 01:48CUR-POS
12h 31m1 stop
£251Copa Airlines
Find Deal
Thu, 28 Aug - Thu, 4 Sep
 Logo
17:50 - 16:15POS-BGI
22h 25m3 stops
 Logo
21:15 - 22:15BGI-POS
1h 00mdirect
Thu, 28 Aug - Thu, 4 Sep
 Logo
17:50 - 16:15POS-BGI
22h 25m3 stops
 Logo
10:45 - 18:15BGI-POS
7h 30m1 stop
Thu, 28 Aug - Thu, 4 Sep
Hahn Air Logo
17:50 - 16:15POS-BGI
22h 25m3 stops
Hahn Air Logo
09:30 - 17:20BGI-POS
7h 50m3 stops
£348Hahn Air
Find Deal
Thu, 28 Aug - Thu, 4 Sep
Hahn Air Logo
17:50 - 08:50POS-BGI
15h 00m2 stops
Hahn Air Logo
09:30 - 17:20BGI-POS
7h 50m3 stops
£370Hahn Air
Find Deal
Sat, 27 Sep - Wed, 1 Oct
United Airlines Logo
00:30 - 12:40POS-PUJ
36h 10m2 stops
United Airlines Logo
13:50 - 23:23PUJ-POS
33h 33m2 stops
£616United Airlines
Find Deal
Sat, 27 Sep - Wed, 1 Oct
United Airlines Logo
00:30 - 12:40POS-PUJ
36h 10m2 stops
United Airlines Logo
13:50 - 23:23PUJ-POS
33h 33m2 stops
£620United 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?

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 £100 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 £280.

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 £452, 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 £374 (return) on average. On the other hand, the most expensive months are August and December, when the average cost of return tickets is £730 and £563 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 4 weeks before departure, which saves you about 10% compared to booking last-minute. For the absolute cheapest price, our data suggests you should book 15 weeks before departure.


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

Low seasonJanuary
Cheapest flight£119
Best time to beat the crowds (6% less expensive on average)
Most popular time to fly (13% more expensive on average)
Flight from Port of Spain to Castries

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: Castries £121 one-way - £218 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 166 reviews
7.9Comfort
8.1Boarding
6.8Food
8.4Crew
6.7Entertainment
Airline reviews

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.

4.0 OkaySheldon, Jul 2025MIA - POS
Read more Caribbean Airlines reviews

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

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.

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.

Seats not reclining, no vegetarian food option, no snacks. 7.5 hr flight should have been more comfortable. Luggage limits are unusually small. 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.

The flight was delayed twice and I could not speak with anyone at the airport about checking in. The phone number to Copa - the customer service agents were polite. They are just limited at helping because they are not at the airport

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.

Bathroom ran out of TP and floor was wet. Crew seemed a bit unhappy, overnight flights may be harder.

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.

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

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.

Very good. Flight on time. Cabin crew were all really friendly.

Service was excellent with the staff they all did an fantastic job well done 👏. But the entertainment with the wifi service was very bad couldn't login to read or watch a movie. An also I couldn't get any rest because there was some ppl making noise talking along with kids was misbehaving. Also I prefer person u there head phone while using there devices . But it was a very smooth flight. Thanks you all 😀😀

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports

Not what you’re looking for? Find thousands of other hotels, flights, car hires and package deals with KAYAK.