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Caribbean Islands

$31+ Cheap flights from Port of Spain (POS) to Caribbean Islands

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 6/19. Fares are subject to change and may not be available on all flights or dates of travel.
POS — SJU
Jul 10 — Jul 171
Fri 7/10
Fri 7/17
1 adult, Economy
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Cheap flight deals from Port of Spain to Caribbean Islands

Cheapest flights from Port of Spain to Caribbean Islands
Explore the most affordable flight options available from Port of Spain to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 10, 2026.

This Mytrip deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/239:15 pm
POS
-
TAB
Nonstop0h 25m
Caribbean Airlines
Sat 7/412:30 am
TAB
-
POS
Nonstop0h 25m
Caribbean Airlines
Deal found 6/9$57
This Mytrip deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/410:35 am
POS
-
TAB
Nonstop0h 25m
Caribbean Airlines
Sat 7/113:00 pm
TAB
-
POS
Nonstop0h 25m
Caribbean Airlines
Deal found 6/6$58
This Mytrip deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/223:30 pm
POS
-
TAB
Nonstop0h 25m
Caribbean Airlines
Sun 7/2610:20 pm
TAB
-
POS
Nonstop0h 25m
Caribbean Airlines
Deal found 6/9$59
This Mytrip deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/135:45 am
POS
-
TAB
Nonstop0h 25m
Caribbean Airlines
Sun 8/166:55 am
TAB
-
POS
Nonstop0h 25m
Caribbean Airlines
Deal found 6/8$60
This Mytrip deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/85:45 am
POS
-
TAB
Nonstop0h 25m
Caribbean Airlines
Fri 6/129:15 am
TAB
-
POS
Nonstop0h 25m
Caribbean Airlines
Deal found 6/6$61
This Mytrip deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/158:05 am
POS
-
TAB
Nonstop0h 25m
Caribbean Airlines
Wed 6/177:10 pm
TAB
-
POS
Nonstop0h 25m
Caribbean Airlines
Deal found 6/7$62
This Mytrip deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/102:20 pm
POS
-
TAB
Nonstop0h 25m
Caribbean Airlines
Sun 7/1210:20 pm
TAB
-
POS
Nonstop0h 25m
Caribbean Airlines
Deal found 6/10$65
This Mytrip deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/2412:00 pm
POS
-
TAB
Nonstop0h 25m
Caribbean Airlines
Mon 7/2710:20 pm
TAB
-
POS
Nonstop0h 25m
Caribbean Airlines
Deal found 6/10$66
This Booking.com deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/236:40 pm
POS
-
TAB
Nonstop0h 25m
Caribbean Airlines
Thu 11/269:00 pm
TAB
-
POS
Nonstop0h 25m
Caribbean Airlines
Deal found 6/5$67
This Mytrip deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/229:15 pm
POS
-
TAB
Nonstop0h 25m
Caribbean Airlines
Tue 6/2311:30 pm
TAB
-
POS
Nonstop0h 25m
Caribbean Airlines
Deal found 6/10$68
This Caribbean Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Caribbean Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/1510:35 am
POS
-
TAB
Nonstop0h 25m
Caribbean Airlines
Tue 6/1610:20 pm
TAB
-
POS
Nonstop0h 25m
Caribbean Airlines
Deal found 6/8$80
This Mytrip deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/19:00 am
POS
-
BGI
Nonstop0h 55m
interCaribbean Airways
Mon 9/76:45 pm
BGI
-
POS
Nonstop0h 55m
interCaribbean Airways
Deal found 6/10$252

Find flight deals from Port of Spain to Caribbean Islands

Keep the following information in mind while searching for Port of Spain to Caribbean Islands flight deals. Data was last updated June 10, 2026.

Round-trip from

$57
(Mytrip)

One-way from

$31
(Booking.com)

Popular in

April

Cheapest in

March

Average price

$408
From Port of Spain Piarco Intl to Caribbean Islands
Search Deals
One-way flight from Port of Spain Piarco Intl to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($22 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Port of Spain to Caribbean Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 10, 2026.
Use the filters below to find and compare flights from Port of Spain to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

Port of SpainScarborough

POS - TAB

POSTAB

Port of Spain Piarco Intl

Mon 7/6

10:35 am-11:00 am

Nonstop0h 25m

Scarborough ANR Robinson Intl

Fri 7/10

10:20 pm-10:45 pm

Nonstop0h 25m

$59

Port of SpainScarborough

POS - TAB

POSTAB

Port of Spain Piarco Intl

Wed 6/24

10:05 pm-10:40 pm

Nonstop0h 35m

Scarborough ANR Robinson Intl

Sat 7/4

9:55 am-10:20 am

Nonstop0h 25m

$59

Port of SpainScarborough

POS - TAB

POSTAB

Port of Spain Piarco Intl

Thu 8/13

11:30 pm-11:55 pm

Nonstop0h 25m

Scarborough ANR Robinson Intl

Mon 8/17

6:55 am-7:20 am

Nonstop0h 25m

$60

Port of SpainScarborough

POS - TAB

POSTAB

Port of Spain Piarco Intl

Sat 10/17

6:25 am-6:50 am

Nonstop0h 25m

Scarborough ANR Robinson Intl

Tue 10/20

3:00 pm-3:25 pm

Nonstop0h 25m

$61

Port of SpainScarborough

POS - TAB

POSTAB

Port of Spain Piarco Intl

Thu 7/30

5:20 pm-5:45 pm

Nonstop0h 25m

Scarborough ANR Robinson Intl

Fri 8/14

11:00 pm-11:25 pm

Nonstop0h 25m

$62

Port of SpainScarborough

POS - TAB

POSTAB

Port of Spain Piarco Intl

Fri 8/21

2:20 pm-2:45 pm

Nonstop0h 25m

Scarborough ANR Robinson Intl

Mon 8/24

7:50 pm-8:15 pm

Nonstop0h 25m

$65

Port of SpainScarborough

POS - TAB

POSTAB

Port of Spain Piarco Intl

Thu 9/10

10:35 am-11:00 am

Nonstop0h 25m

Scarborough ANR Robinson Intl

Fri 9/11

3:00 pm-3:25 pm

Nonstop0h 25m

$80

Port of SpainScarborough

POS - TAB

POSTAB

Port of Spain Piarco Intl

Thu 7/16

7:50 pm-8:15 pm

Nonstop0h 25m

Scarborough ANR Robinson Intl

Sat 7/18

12:30 am-12:55 am

Nonstop0h 25m

$80

Port of SpainScarborough

POS - TAB

POSTAB

Port of Spain Piarco Intl

Sun 9/27

7:50 pm-8:15 pm

Nonstop0h 25m

Scarborough ANR Robinson Intl

Sun 10/4

12:05 pm-12:30 pm

Nonstop0h 25m

$80

Port of SpainKingstown

POS - SVD

POSSVD

Port of Spain Piarco Intl

Wed 7/15

7:05 am-8:05 am

Nonstop1h 00m

Kingstown Argyle Intl

Wed 7/22

9:45 am-11:55 am

1 stop2h 10m

$334

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/9

Showing 1-10 of 60 resultsSorted by cheapest first
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6

Best time to book a flight from Port of Spain to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Port of Spain with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Port of Spain to Caribbean Islands

What is the cheapest month to book a flight from Port of Spain to Caribbean Islands?

Currently, January is the cheapest month in which you can book a flight from Port of Spain to Caribbean Islands (average of $46). Flying from Port of Spain to Caribbean Islands in December is currently the most expensive (average of $766). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from POS to EPX?

Find hourly flight availability from Port of Spain to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 10, 2026.

It’s optimal to fly from Port of Spain to Caribbean Islands in the afternoon. By choosing this option you can save up to 56% on the cost of your flight, compared to a flight in the morning.

How far ahead should I book a flight from Port of Spain to Caribbean Islands?

The price you pay for your flight from Port of Spain to Caribbean Islands may vary depending on when you book. For the best chance of a lower fare, look to book 80 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean Islands. Reviews last updated June 10, 2026.
See what other customers who have flown with Caribbean Airlines,Copa Airlines, andinterCaribbean Airways from Port of Spain to Caribbean Islands have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Caribbean Airlines
7.9
Good
231 reviews

Comfort

7.8

Overall

7.9

Boarding

8.0

Food

6.8

Crew

8.3

Entertainment

6.6

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc
Caribbean Airlines
7.9
Good
231 reviews
Caribbean Airlines
7.9
Good
231 reviews

Comfort

7.8

Overall

7.9

Boarding

8.0

Food

6.8

Crew

8.3

Entertainment

6.6

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc
Copa Airlines
7.5
Good
1,569 reviews
Caribbean Airlines
7.9
Good
231 reviews

Comfort

7.8

Overall

7.9

Boarding

8.0

Food

6.8

Crew

8.3

Entertainment

6.6

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc
interCaribbean Airways
5.8
Fair
32 reviews
Caribbean Airlines
7.9
Good
231 reviews

Comfort

7.8

Overall

7.9

Boarding

8.0

Food

6.8

Crew

8.3

Entertainment

6.6

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc

Related info for your journey

Find useful and relevant information for your journey from Port of Spain to Caribbean Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Port of Spain to Caribbean Islands?

    For a flight from Port of Spain to Caribbean Islands, you will be flying from Piarco Intl. Port of Spain Piarco Intl (POS) is just 12.6 mi from the center of the city.

  • How long is the flight from Port of Spain to Caribbean Islands?

    A quick flight from Port of Spain to Caribbean Islands can take about 35m. Caribbean Airlines provides one of the quickest options available for as low as $59. The distance from Port of Spain to Caribbean Islands is about 51 mi. Most flights are nonstop.

  • What are the cheapest airlines to fly from Port of Spain to Caribbean Islands one-way?

    The cheapest airlines for a one-way flight from Port of Spain to Caribbean Islands are Caribbean Airlines ($29), interCaribbean Airways ($124), and Copa Airlines ($131).

  • What are the most popular routes from Port of Spain to Caribbean Islands?

    While some choose either Port of Spain Piarco Intl - Castries George F. L. Charle or Port of Spain Piarco Intl - Montego Bay Sangster Intl, Port of Spain Piarco Intl - St. George's Point Saline Intl is the most popular route from Port of Spain to Caribbean Islands.

  • Can I find deals for flights from Port of Spain to Caribbean Islands that include hotel bookings?

    Yes. In addition to deals on Port of Spain to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Port of Spain to Caribbean Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Port of Spain to Caribbean Islands.

  • Can I find deals for business class flights from Port of Spain to Caribbean Islands?

    Yes. Cheapflights offers flight deals from Port of Spain to Caribbean Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Port of Spain to Caribbean Islands?

    Currently, January is the cheapest month in which you can book a flight from Port of Spain to Caribbean Islands (average of $46). Flying from Port of Spain to Caribbean Islands in December is currently the most expensive (average of $766). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Top 3 airlines flying from Port of Spain to Caribbean Islands

Discover the top 3 airlines that operate flights from Port of Spain to Caribbean Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 10, 2026.
AirlineCheapestAverageFlexibilityOn-time
Copa AirlinesCheapest$133Average$660FlexibilityNo cancel feeOn-time70%
Caribbean AirlinesCheapest$170Average$505FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$623Average$740FlexibilityNo cancel feeOn-time71%

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