£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 12/3. 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£766
Bridgetown
Bridgetowndirect£188
Kingston
Kingstondirect£461
Punta Cana
Punta Cana1 stop£381
St. John's
St. John's1 stop£305
Castries
Castriesdirect£258
Santo Domingo
Santo Domingo2 stops£664
St. George's
St. George'sdirect£223
Nassau
Nassau1 stop£399
George Town
George Town2 stops£828
Simpson Bay
Simpson Bay1 stop£423
Kingstown
Kingstowndirect£216
Roseau
Roseaudirect£313
Oranjestad
Oranjestad1 stop£450
Basseterre
Basseterre3 stops£330
Road Town
Road Town2 stops£335
Willemstad
Willemstad1 stop£207
Montego Bay
Montego Bay2 stops£766
Bridgetown
Bridgetowndirect£188
Kingston
Kingstondirect£461
Punta Cana
Punta Cana1 stop£381
St. John's
St. John's1 stop£305
Castries
Castriesdirect£258
Santo Domingo
Santo Domingo2 stops£664
St. George's
St. George'sdirect£223
Nassau
Nassau1 stop£399
George Town
George Town2 stops£828
Simpson Bay
Simpson Bay1 stop£423
Kingstown
Kingstowndirect£216
Roseau
Roseaudirect£313
Oranjestad
Oranjestad1 stop£450
Basseterre
Basseterre3 stops£330
Road Town
Road Town2 stops£335
Willemstad
Willemstad1 stop£207

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

Sat, 28 Mar - Sat, 4 Apr
Caribbean Airlines Logo
05:45 - 06:10
POS
-
TAB
0h 25mdirect
Caribbean Airlines Logo
17:20 - 17:45
TAB
-
POS
0h 25mdirect
£40Caribbean Airlines
Mon, 30 Mar - Fri, 3 Apr
Caribbean Airlines Logo
10:35 - 11:00
POS
-
TAB
0h 25mdirect
Caribbean Airlines Logo
22:20 - 22:45
TAB
-
POS
0h 25mdirect
£43Caribbean Airlines
Tue, 24 Mar - Thu, 26 Mar
Caribbean Airlines Logo
08:45 - 09:10
POS
-
TAB
0h 25mdirect
Caribbean Airlines Logo
15:00 - 15:25
TAB
-
POS
0h 25mdirect
£46Caribbean Airlines
Sat, 14 Mar - Wed, 18 Mar
interCaribbean Airways Logo
09:00 - 09:55
POS
-
BGI
0h 55mdirect
interCaribbean Airways Logo
18:45 - 19:40
BGI
-
POS
0h 55mdirect
£188interCaribbean Airways
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
£207Copa Airlines
Mon, 16 Mar - Fri, 20 Mar
Copa Airlines Logo
03:46 - 12:11
POS
-
CUR
8h 25m
1 stop
Copa Airlines Logo
15:37 - 01:46
CUR
-
POS
10h 09m
1 stop
£215Copa Airlines
Tue, 19 May - Fri, 22 May
interCaribbean Airways Logo
09:00 - 12:05
POS
-
SLU
3h 05m
1 stop
interCaribbean Airways Logo
15:45 - 19:40
SLU
-
POS
3h 55m
1 stop
£379interCaribbean Airways
Tue, 3 Mar - Sat, 7 Mar
Multiple Airlines Logo
09:10 - 17:33
POS
-
PUJ
8h 23m
1 stop
Multiple Airlines Logo
14:02 - 01:46
PUJ
-
POS
11h 44m
2 stops
£381Multiple Airlines
Fri, 6 Mar - Sat, 7 Mar
Multiple Airlines Logo
09:10 - 19:54
POS
-
PUJ
10h 44m
1 stop
Multiple Airlines Logo
14:02 - 01:46
PUJ
-
POS
11h 44m
2 stops
£386Multiple Airlines
Thu, 5 Mar - Sat, 7 Mar
American Airlines Logo
16:06 - 11:35
POS
-
PUJ
43h 29m
2 stops
American Airlines Logo
15:20 - 14:10
PUJ
-
POS
22h 50m
1 stop
£486American 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 San Juan, at £97 return. The most popular route is from Port of Spain (POS) to San Juan Luis Munoz Marin Intl Airport (SJU), and the cheapest round-trip airline ticket found on this route in the last 72 hours was £97.

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 £381, 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 £465 (return) on average. On the other hand, the most expensive months are March and April, when the average cost of return tickets is £904 and £714 respectively.

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

Low seasonJanuary
Cheapest flight£23
Best time to beat the crowds (10% less expensive on average)
Most popular time to fly (9% 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: Kingstown £97 one-way - £480 round-trip

Reviews of the top 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.
7.9
Caribbean AirlinesOverall score based on 214 reviews
8.3Crew
7.8Comfort
6.6Entertainment
6.7Food
7.9Boarding
Airline reviews

Boarding the flight was smooth and the flight was not full so i had an extra seat essentially

10.0 ExcellentAnonymous, Jan 2026
MIA - POS
Read more Caribbean Airlines reviews

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.

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

Seats were awful. Media should have been included for such a long flight.

A lot things happened in this trip.The fly should be less stress.

There should be a warning regarding the quality of the aircraft on the website as we reserve the tickets. There was no TV or any type of screen onboard. The wifi they offer is good for nothing. Traveling 9 hours straight with kids and no type of entetainment was horrible. I wish I had been informed prior so I could buy a ticket with another airline. The food was a joke too. A very tiny portion per passenger. They also charged $100 per checked bag. With United I used to pay $60. So, fair to say that I wont be flying Copa anymore. Their aircraft was super old, outdated, no entertainment, with nearly no onboard food.

The flight was good overall. Everything went smoothly, although the landing was a bit rough. Still, it was a pleasant experience

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.

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.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports