£23 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 24/5. 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 return prices found by our users on KAYAK in the last 72 hours
Montego Bay
Montego Bay2 stops£782
Bridgetown
Bridgetowndirect£219
Kingston
Kingstondirect£491
Punta Cana
Punta Cana1 stop£463
St. John's
St. John's2 stops£282
Castries
Castriesdirect£263
Santo Domingo
Santo Domingo1 stop£661
St. George's
St. George'sdirect£195
Nassau
Nassau1 stop£444
George Town
George Town2 stops£907
Simpson Bay
Simpson Bay1 stop£343
Kingstown
Kingstowndirect£223
Oranjestad
Oranjestad1 stop£586
Roseau
Roseau1 stop£404
Willemstad
Willemstad1 stop£231
Basseterre
Basseterre1 stop£329
Road Town
Road Town3 stops£474
Montego Bay
Montego Bay2 stops£782
Bridgetown
Bridgetowndirect£219
Kingston
Kingstondirect£491
Punta Cana
Punta Cana1 stop£463
St. John's
St. John's2 stops£282
Castries
Castriesdirect£263
Santo Domingo
Santo Domingo1 stop£661
St. George's
St. George'sdirect£195
Nassau
Nassau1 stop£444
George Town
George Town2 stops£907
Simpson Bay
Simpson Bay1 stop£343
Kingstown
Kingstowndirect£223
Oranjestad
Oranjestad1 stop£586
Roseau
Roseau1 stop£404
Willemstad
Willemstad1 stop£231
Basseterre
Basseterre1 stop£329
Road Town
Road Town3 stops£474

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, 17 Apr - Sun, 19 Apr
Caribbean Airlines Logo
21:15 - 21:40
POS
-
TAB
0h 25mdirect
Caribbean Airlines Logo
06:55 - 07:20
TAB
-
POS
0h 25mdirect
£61Caribbean Airlines
Wed, 15 Apr - Thu, 16 Apr
Caribbean Airlines Logo
18:40 - 19:05
POS
-
TAB
0h 25mdirect
Caribbean Airlines Logo
22:20 - 22:45
TAB
-
POS
0h 25mdirect
£61Caribbean Airlines
Tue, 14 Apr - Sat, 25 Apr
Caribbean Airlines Logo
07:30 - 08:10
POS
-
GND
0h 40mdirect
Caribbean Airlines Logo
08:55 - 09:35
GND
-
POS
0h 40mdirect
£195Caribbean Airlines
Tue, 14 Apr - Sun, 26 Apr
Caribbean Airlines Logo
12:50 - 13:30
POS
-
GND
0h 40mdirect
Caribbean Airlines Logo
14:15 - 21:15
GND
-
POS
7h 00m
2 stops
£197Caribbean Airlines
Tue, 14 Apr - Sun, 26 Apr
Caribbean Airlines Logo
07:30 - 08:10
POS
-
GND
0h 40mdirect
Caribbean Airlines Logo
08:55 - 09:35
GND
-
POS
0h 40mdirect
£204Caribbean Airlines
Mon, 17 Aug - Fri, 21 Aug
interCaribbean Airways Logo
09:00 - 09:55
POS
-
BGI
0h 55mdirect
interCaribbean Airways Logo
18:45 - 19:40
BGI
-
POS
0h 55mdirect
£219interCaribbean Airways
Fri, 26 Jun - Thu, 2 Jul
Copa Airlines Logo
03:49 - 14:36
POS
-
CUR
10h 47m
1 stop
Copa Airlines Logo
15:39 - 01:46
CUR
-
POS
10h 07m
1 stop
£231Copa Airlines
Sun, 21 Jun - Fri, 26 Jun
Copa Airlines Logo
03:49 - 12:18
POS
-
CUR
8h 29m
1 stop
Copa Airlines Logo
15:39 - 01:46
CUR
-
POS
10h 07m
1 stop
£239Copa Airlines
Fri, 24 Apr - Fri, 1 May
Multiple Airlines Logo
12:15 - 15:35
POS
-
SLU
3h 20m
1 stop
Multiple Airlines Logo
18:00 - 19:05
SLU
-
POS
1h 05mdirect
£357Multiple Airlines
Tue, 28 Jul - Tue, 4 Aug
Multiple Airlines Logo
09:10 - 20:18
POS
-
PUJ
11h 08m
2 stops
Multiple Airlines Logo
09:38 - 18:55
PUJ
-
POS
9h 17m
1 stop
£601Multiple 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 Kingston, at £541 return. 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 £541.

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 £350, 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 £480 (return) on average. On the other hand, the most expensive months are March and April, when the average cost of return tickets is £932 and £798 respectively.

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

Low seasonFebruary
Cheapest flight£23
Best time to beat the crowds but there is an average 11% increase in price.
Most popular time to fly (7% 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.

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 - £299 round-trip

Reviews of the top airline 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.
7.9
Caribbean AirlinesOverall score based on 224 reviews
7.9Boarding
8.3Crew
7.8Comfort
6.8Food
6.6Entertainment
Airline reviews

Delayed for three hours. This seems to be CAL’s MO when flights aren’t filled until they fill it. Business class is nice but not luxe like other airlines. Lots of space and amazing staff.

6.0 GoodAnonymous, Mar 2026
JFK - POS
Read more Caribbean Airlines reviews

Delayed for three hours. This seems to be CAL’s MO when flights aren’t filled until they fill it. Business class is nice but not luxe like other airlines. Lots of space and amazing staff.

Delayed for 3 hours- little to no communication about this and staff moves in slow motion

Caribbean airline sucks… they have a promotion to bring 60lbs in your suitcase.. meanwhile when you reached your destination (JFK)… your suitcase didn’t show up. They had too much weight so the suitcase was left in Guyana… like WTF????? Stupid promotion.. just like the uneducated people working with the airline. The representative said there is nothing she can do about it… will not use them again.

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.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports