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

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Cheap Flights from Port of Spain to Caribbean Islands

Cheapest return flight prices found by our users on KAYAK in the last 5 days
Montego Bay
Montego Bay1 stop£577
Bridgetown
Bridgetowndirect£207
Kingston
Kingston1 stop£542
Punta Cana
Punta Cana1 stop£491
St. John's
St. John'sdirect£389
Castries
Castriesdirect£311
Santo Domingo
Santo Domingo1 stop£514
St. George's
St. George'sdirect£281
Nassau
Nassau1 stop£483
Simpson Bay
Simpson Baydirect£393
George Town
George Town1 stop£582
Kingstown
Kingstowndirect£262
Roseau
Roseaudirect£352
Willemstad
Willemstad1 stop£275
Oranjestad
Oranjestad1 stop£515
Montego Bay
Montego Bay1 stop£577
Bridgetown
Bridgetowndirect£207
Kingston
Kingston1 stop£542
Punta Cana
Punta Cana1 stop£491
St. John's
St. John'sdirect£389
Castries
Castriesdirect£311
Santo Domingo
Santo Domingo1 stop£514
St. George's
St. George'sdirect£281
Nassau
Nassau1 stop£483
Simpson Bay
Simpson Baydirect£393
George Town
George Town1 stop£582
Kingstown
Kingstowndirect£262
Roseau
Roseaudirect£352
Willemstad
Willemstad1 stop£275
Oranjestad
Oranjestad1 stop£515
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 ticket to Caribbean Islands from Port of Spain found in the last 5 days was to Willemstad, at £206 return. The most popular route is from Port of Spain (POS) to Willemstad (CUR), and the cheapest return airline ticket found on this route in the last 5 days was £206.

Can I save money by flying with a stopover from Port of Spain to Caribbean Islands?

No, with an average price for the route of £384, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Port of Spain to Caribbean Islands?

The cheapest month for flights from Port of Spain to Caribbean Islands is January, when tickets cost £244 (return) on average. On the other hand, the most expensive months are August and December, when the average cost of return tickets is £324 and £315 respectively.

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

Low season

January
Best time to beat the crowds (15% less expensive on average)
Most popular time to fly (2% more expensive on average)

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 51m. The most common departure time is 07:00 and most flights take off in the morning. Each week, there are 2 flights.

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: Scarborough £23 one-way - £51 round-trip

Reviews of the top airline flying from Port of Spain to Caribbean Islands

 
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
6.6Entertainment
8.0Boarding
6.8Food
7.8Comfort
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
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

More options for your flight to Caribbean Islands

Complete your trip to Caribbean Islands with a hotel stay or car hire

Car hire in Caribbean Islands
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