£30 Find Cheap Flights from Port of Spain to Caribbean Islands – Compare and Save

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 29/7. 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

Save 27% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Flight Deals
Booking Insights
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
Bridgetown
Bridgetowndirect£206
Montego Bay
Montego Bay2 stops£535
Kingston
Kingston1 stop£514
Punta Cana
Punta Cana1 stop£502
Castries
Castriesdirect£309
St. John's
St. John's1 stop£366
Santo Domingo
Santo Domingo1 stop£544
St. George's
St. George'sdirect£280
Nassau
Nassau1 stop£455
Simpson Bay
Simpson Bay1 stop£459
Kingstown
Kingstowndirect£264
Roseau
Roseau1 stop£611
Oranjestad
Oranjestad1 stop£536
Basseterre
Basseterre3 stops£584
Willemstad
Willemstad1 stop£237
Road Town
Road Town1 stop£549
Bridgetown
Bridgetowndirect£206
Montego Bay
Montego Bay2 stops£535
Kingston
Kingston1 stop£514
Punta Cana
Punta Cana1 stop£502
Castries
Castriesdirect£309
St. John's
St. John's1 stop£366
Santo Domingo
Santo Domingo1 stop£544
St. George's
St. George'sdirect£280
Nassau
Nassau1 stop£455
Simpson Bay
Simpson Bay1 stop£459
Kingstown
Kingstowndirect£264
Roseau
Roseau1 stop£611
Oranjestad
Oranjestad1 stop£536
Basseterre
Basseterre3 stops£584
Willemstad
Willemstad1 stop£237
Road Town
Road Town1 stop£549

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

Mon, 13 Jul - Thu, 16 Jul
Caribbean Airlines Logo
16:10 - 16:35
POS
-
TAB
0h 25mdirect
Caribbean Airlines Logo
19:50 - 20:15
TAB
-
POS
0h 25mdirect
£48Caribbean Airlines
Wed, 22 Jul - Sun, 26 Jul
Caribbean Airlines Logo
18:00 - 18:25
POS
-
TAB
0h 25mdirect
Caribbean Airlines Logo
12:25 - 12:50
TAB
-
POS
0h 25mdirect
£60Caribbean Airlines
Wed, 11 Nov - Sun, 22 Nov
Caribbean Airlines Logo
08:45 - 09:10
POS
-
TAB
0h 25mdirect
Caribbean Airlines Logo
07:35 - 08:00
TAB
-
POS
0h 25mdirect
£61Caribbean Airlines
Sat, 5 Dec - Mon, 7 Dec
interCaribbean Airways Logo
09:00 - 09:55
POS
-
BGI
0h 55mdirect
interCaribbean Airways Logo
18:45 - 19:40
BGI
-
POS
0h 55mdirect
£206interCaribbean Airways
Mon, 19 Oct - Tue, 27 Oct
Copa Airlines Logo
03:50 - 14:36
POS
-
CUR
10h 46m
1 stop
Copa Airlines Logo
13:25 - 01:54
CUR
-
POS
12h 29m
1 stop
£237Copa Airlines
Fri, 18 Sep - Tue, 22 Sep
Copa Airlines Logo
14:23 - 14:36
POS
-
CUR
24h 13m
1 stop
Copa Airlines Logo
15:39 - 13:17
CUR
-
POS
21h 38m
1 stop
£250Copa Airlines
Tue, 15 Dec - Fri, 18 Dec
interCaribbean Airways Logo
09:00 - 09:55
POS
-
BGI
0h 55mdirect
interCaribbean Airways Logo
18:45 - 19:40
BGI
-
POS
0h 55mdirect
£257interCaribbean Airways
Mon, 28 Dec - Fri, 1 Jan
Copa Airlines Logo
03:23 - 14:37
POS
-
CUR
11h 14m
1 stop
Copa Airlines Logo
15:32 - 01:55
CUR
-
POS
10h 23m
1 stop
£258Copa Airlines
Sat, 31 Oct - Sat, 7 Nov
Copa Airlines Logo
03:40 - 18:22
POS
-
CUR
14h 42m
1 stop
Copa Airlines Logo
15:34 - 01:54
CUR
-
POS
10h 20m
1 stop
£259Copa Airlines
Wed, 26 Aug - Tue, 1 Sep
United Airlines Logo
02:00 - 12:40
POS
-
PUJ
34h 40m
2 stops
United Airlines Logo
13:50 - 00:50
PUJ
-
POS
11h 00m
1 stop
£662United 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 Willemstad, at £205 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 5 days was £205.

What is the cheapest time of day to fly to Caribbean Islands?

The average price for all round-trip flights from Port of Spain to Caribbean Islands depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Caribbean Islands is generally in the afternoon, when retur flights cost £232 on average. The most expensive time of day to fly to Caribbean Islands is generally at night, which is peak travel time and where the average cost of a ticket is £283.

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 £366, 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 £35 (return) on average. On the other hand, the most expensive months are December and June, when the average cost of return tickets is £559 and £532 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 Thursday 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 Fridays.

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 5 weeks before departure, which saves you about 21% 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 seasonFebruary
Cheapest flight£30
Best time to beat the crowds but there is an average 7% increase in price.
Most popular time to fly (5% 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.

  • How many flights are there between Port of Spain and Caribbean Islands per day?

    There is a maximum of 1 direct flight a day that takes off from Port of Spain and lands in Caribbean Islands, with an average flight time of 0h 54m. The most common departure time is 07:00 and most flights take off in the morning. Each week, there are 2 flights.

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 231 reviews
8.0Boarding
6.7Entertainment
7.8Comfort
6.8Food
8.3Crew
Airline reviews

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

4.0 OkayAnonymous, Mar 2026
POS - JFK
Read more Caribbean Airlines reviews

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

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.

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.

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

Music would have been great and information about the flight. Meaning how high and the weather conditions.

I enjoyed the smooth flow and well coordinated boarding and the very courteous attitude from the cabin crew We look forward to flying with ya’ll again

The crew was excellent, check in was easy ,the food wasn't good, movies should be recent and more selections

The captain was great he made jokes and make thebflight very comfortable. Alerted us about the islands we flew over and Yolandra and her team took great care of us, very personable.

Checking in was seamless Flight left on time Flight arrived 45 minutes ahead of time, Overall, it was a good experience

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports