£48 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 2/6. 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
Bridgetown
Bridgetowndirect£215
Montego Bay
Montego Bay2 stops£638
Kingston
Kingston1 stop£372
Punta Cana
Punta Cana1 stop£517
Castries
Castries1 stop£351
St. John's
St. John's1 stop£342
Santo Domingo
Santo Domingo2 stops£763
St. George's
St. George'sdirect£262
Nassau
Nassau1 stop£457
Simpson Bay
Simpson Bay1 stop£450
Kingstown
Kingstowndirect£240
Oranjestad
Oranjestad1 stop£577
Roseau
Roseau1 stop£495
Willemstad
Willemstad1 stop£232
Basseterre
Basseterre2 stops£522
Bridgetown
Bridgetowndirect£215
Montego Bay
Montego Bay2 stops£638
Kingston
Kingston1 stop£372
Punta Cana
Punta Cana1 stop£517
Castries
Castries1 stop£351
St. John's
St. John's1 stop£342
Santo Domingo
Santo Domingo2 stops£763
St. George's
St. George'sdirect£262
Nassau
Nassau1 stop£457
Simpson Bay
Simpson Bay1 stop£450
Kingstown
Kingstowndirect£240
Oranjestad
Oranjestad1 stop£577
Roseau
Roseau1 stop£495
Willemstad
Willemstad1 stop£232
Basseterre
Basseterre2 stops£522

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

Tue, 2 Jun - Wed, 10 Jun
Caribbean Airlines Logo
06:25 - 06:50
POS
-
TAB
0h 25mdirect
Caribbean Airlines Logo
22:20 - 22:45
TAB
-
POS
0h 25mdirect
£48Caribbean Airlines
Mon, 1 Jun - Mon, 1 Jun
Caribbean Airlines Logo
05:45 - 06:10
POS
-
TAB
0h 25mdirect
Caribbean Airlines Logo
08:15 - 08:40
TAB
-
POS
0h 25mdirect
£59Caribbean Airlines
Tue, 21 Jul - Fri, 31 Jul
interCaribbean Airways Logo
09:00 - 09:55
POS
-
BGI
0h 55mdirect
interCaribbean Airways Logo
18:45 - 19:40
BGI
-
POS
0h 55mdirect
£215interCaribbean Airways
Sat, 19 Sep - Fri, 2 Oct
Copa Airlines Logo
03:50 - 12:18
POS
-
CUR
8h 28m
1 stop
Copa Airlines Logo
13:22 - 01:47
CUR
-
POS
12h 25m
1 stop
£232Copa Airlines
Fri, 26 Jun - Thu, 2 Jul
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
£240Copa Airlines
Fri, 18 Sep - Tue, 22 Sep
Caribbean Airlines Logo
15:30 - 17:20
POS
-
CUR
1h 50mdirect
Caribbean Airlines Logo
18:20 - 20:00
CUR
-
POS
1h 40mdirect
£242Caribbean Airlines
Mon, 22 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
£245Copa Airlines
Sun, 19 Jul - Thu, 30 Jul
Fly Salone Logo
10:10 - 12:20
POS
-
BGI
2h 10m
1 stop
Fly Salone Logo
16:40 - 18:50
BGI
-
POS
2h 10m
1 stop
£247Fly Salone
Sat, 30 May - Fri, 5 Jun
United Airlines Logo
00:30 - 14:48
POS
-
PUJ
38h 18m
2 stops
United Airlines Logo
18:45 - 23:23
PUJ
-
POS
28h 38m
2 stops
£691United Airlines
Thu, 5 Nov - Fri, 13 Nov
United Airlines Logo
01:30 - 11:50
POS
-
PUJ
34h 20m
2 stops
United Airlines Logo
19:30 - 00:23
PUJ
-
POS
28h 53m
2 stops
£730United 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 £525 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 £525.

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 £227 on average. The most expensive time of day to fly to Caribbean Islands is generally in the morning, which is peak travel time and where the average cost of a ticket is £292.

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 £357, 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 £34 (return) on average. On the other hand, the most expensive months are December and March, when the average cost of return tickets is £541 and £430 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 Monday 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 8 weeks before departure, which saves you about 18% compared to booking last-minute. For the absolute cheapest price, our data suggests you should book 22 weeks before departure.

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

Low seasonFebruary
Cheapest flight£48
Best time to beat the crowds but there is an average 6% increase in price.
Most popular time to fly (6% 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.

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 227 reviews
8.0Boarding
8.3Crew
6.6Entertainment
6.7Food
7.8Comfort
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