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Caribbean Islands

$33+ 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 1/15. Fares are subject to change and may not be available on all flights or dates of travel.
POS — SJU
Feb 7 — Feb 141
Sat 2/7
Sat 2/14
1 adult, Economy
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Cheap 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 January 8, 2026.

Round-trip from

$55
(Mytrip)

One-way from

$33
(Mytrip)

Popular in

August

Cheapest in

February

Average price

$306
From Port of Spain Piarco Intl to Caribbean Islands
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One-way flight from Port of Spain Piarco Intl to Caribbean Islands
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Highest demand for flights based on searches. 13% potential increase in price ($43 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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Find 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 January 8, 2026.

This Mytrip deal was found by Cheapflights users on 1/7. 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.
Thu 2/510:35 amPOS - TAB
Nonstop0h 25mCaribbean Airlines
Thu 2/126:30 pmTAB - POS
Nonstop0h 25mCaribbean Airlines
Deal found 1/7$55
This Mytrip deal was found by Cheapflights users on 1/7. 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.
Fri 1/1611:35 amPOS - TAB
Nonstop0h 35mCaribbean Airlines
Tue 1/207:50 pmTAB - POS
Nonstop0h 25mCaribbean Airlines
Deal found 1/7$56
This Mytrip deal was found by Cheapflights users on 1/7. 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.
Fri 4/2411:15 amPOS - TAB
Nonstop0h 25mCaribbean Airlines
Tue 4/2810:20 pmTAB - POS
Nonstop0h 25mCaribbean Airlines
Deal found 1/7$57
This Mytrip deal was found by Cheapflights users on 1/6. 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 1/128:05 amPOS - TAB
Nonstop0h 25mCaribbean Airlines
Wed 1/147:35 amTAB - POS
Nonstop0h 25mCaribbean Airlines
Deal found 1/6$58
This Mytrip deal was found by Cheapflights users on 1/6. 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.
Wed 1/73:30 pmPOS - TAB
Nonstop0h 25mCaribbean Airlines
Fri 1/910:20 pmTAB - POS
Nonstop0h 25mCaribbean Airlines
Deal found 1/6$59
This Mytrip deal was found by Cheapflights users on 1/7. 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.
Sun 1/1110:35 amPOS - TAB
Nonstop0h 25mCaribbean Airlines
Tue 1/139:15 amTAB - POS
Nonstop0h 25mCaribbean Airlines
Deal found 1/7$60
This Mytrip deal was found by Cheapflights users on 1/6. 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.
Wed 1/143:30 pmPOS - TAB
Nonstop0h 25mCaribbean Airlines
Sun 1/189:55 amTAB - POS
Nonstop0h 25mCaribbean Airlines
Deal found 1/6$62
This Mytrip deal was found by Cheapflights users on 1/7. 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.
Sun 1/1811:30 pmPOS - TAB
Nonstop0h 25mCaribbean Airlines
Mon 1/1910:35 amTAB - POS
Nonstop0h 25mCaribbean Airlines
Deal found 1/7$63
This Gotogate deal was found by Cheapflights users on 1/6. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/711:15 amPOS - TAB
Nonstop0h 25mCaribbean Airlines
Sat 4/1110:20 pmTAB - POS
Nonstop0h 25mCaribbean Airlines
Deal found 1/6$64
This Mytrip deal was found by Cheapflights users on 1/6. 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.
Tue 1/275:45 amPOS - TAB
Nonstop0h 25mCaribbean Airlines
Wed 1/286:55 amTAB - POS
Nonstop0h 25mCaribbean Airlines
Deal found 1/6$65
This Trip.com deal was found by Cheapflights users on 1/8. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/205:45 amPOS - TAB
Nonstop0h 25mCaribbean Airlines
Mon 2/2310:20 pmTAB - POS
Nonstop0h 25mCaribbean Airlines
Deal found 1/8$67
This Gotogate deal was found by Cheapflights users on 1/7. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/35:45 amPOS - TAB
Nonstop0h 25mCaribbean Airlines
Wed 5/610:20 pmTAB - POS
Nonstop0h 25mCaribbean Airlines
Deal found 1/7$68

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 January 8, 2026.
Use the filters below to find and compare flights from Port of Spain to Caribbean Islands that are best for you.

Fly from

Port of Spain

Fly to

Caribbean Islands

Route

Depart

Return

Price

Port of SpainScarborough

POS - TAB

POSTAB

Port of Spain Piarco Intl

Thu 2/5

10:35 am-11:00 am

Nonstop0h 25m

Scarborough ANR Robinson Intl

Thu 2/12

6:30 pm-6:55 pm

Nonstop0h 25m

$55

Port of SpainScarborough

POS - TAB

POSTAB

Port of Spain Piarco Intl

Fri 1/16

11:35 am-12:10 pm

Nonstop0h 35m

Scarborough ANR Robinson Intl

Tue 1/20

7:50 pm-8:15 pm

Nonstop0h 25m

$56

Port of SpainScarborough

POS - TAB

POSTAB

Port of Spain Piarco Intl

Sun 2/22

10:35 am-11:00 am

Nonstop0h 25m

Scarborough ANR Robinson Intl

Sun 3/1

6:30 pm-6:55 pm

Nonstop0h 25m

$58

Port of SpainScarborough

POS - TAB

POSTAB

Port of Spain Piarco Intl

Mon 1/12

8:05 am-8:30 am

Nonstop0h 25m

Scarborough ANR Robinson Intl

Wed 1/14

7:35 am-8:00 am

Nonstop0h 25m

$58

Port of SpainScarborough

POS - TAB

POSTAB

Port of Spain Piarco Intl

Tue 1/27

3:30 pm-3:55 pm

Nonstop0h 25m

Scarborough ANR Robinson Intl

Wed 1/28

6:55 am-7:20 am

Nonstop0h 25m

$58

Port of SpainScarborough

POS - TAB

POSTAB

Port of Spain Piarco Intl

Fri 2/20

3:30 pm-3:55 pm

Nonstop0h 25m

Scarborough ANR Robinson Intl

Mon 2/23

7:10 pm-7:35 pm

Nonstop0h 25m

$59

Port of SpainScarborough

POS - TAB

POSTAB

Port of Spain Piarco Intl

Tue 1/13

6:40 pm-7:05 pm

Nonstop0h 25m

Scarborough ANR Robinson Intl

Thu 1/15

9:00 pm-9:25 pm

Nonstop0h 25m

$59

Port of SpainScarborough

POS - TAB

POSTAB

Port of Spain Piarco Intl

Sun 1/11

1:10 pm-1:35 pm

Nonstop0h 25m

Scarborough ANR Robinson Intl

Tue 1/13

11:45 am-12:10 pm

Nonstop0h 25m

$60

Port of SpainScarborough

POS - TAB

POSTAB

Port of Spain Piarco Intl

Sat 1/24

10:35 am-11:00 am

Nonstop0h 25m

Scarborough ANR Robinson Intl

Tue 1/27

6:55 am-7:20 am

Nonstop0h 25m

$62

Port of SpainScarborough

POS - TAB

POSTAB

Port of Spain Piarco Intl

Fri 1/16

4:10 pm-4:35 pm

Nonstop0h 25m

Scarborough ANR Robinson Intl

Sun 1/18

9:00 pm-9:25 pm

Nonstop0h 25m

$62

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/7

Showing 1-10 of 60 results
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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, February is the cheapest month in which you can book a flight from Port of Spain to Caribbean Islands (average of $29). Flying from Port of Spain to Caribbean Islands in August is currently the most expensive (average of $231). 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 January 8, 2026.

It’s optimal to fly from Port of Spain to Caribbean Islands in the evening. By choosing this option you can save up to 71% on the cost of your flight, compared to a flight at noon.

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 January 8, 2026.
See what other customers who have flown with Caribbean Airlines, Copa Airlines, and American Airlines 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
212 reviews

Crew

8.3

Overall

7.9

Food

6.7

Boarding

7.9

Entertainment

6.6

Comfort

7.8

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
212 reviews
Caribbean Airlines
7.9
Good
212 reviews

Crew

8.3

Overall

7.9

Food

6.7

Boarding

7.9

Entertainment

6.6

Comfort

7.8

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc
Copa Airlines
7.6
Good
1,562 reviews
Caribbean Airlines
7.9
Good
212 reviews

Crew

8.3

Overall

7.9

Food

6.7

Boarding

7.9

Entertainment

6.6

Comfort

7.8

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc
American Airlines
7.2
Good
11,097 reviews
Caribbean Airlines
7.9
Good
212 reviews

Crew

8.3

Overall

7.9

Food

6.7

Boarding

7.9

Entertainment

6.6

Comfort

7.8

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc
JetBlue
7.2
Good
2,893 reviews
Caribbean Airlines
7.9
Good
212 reviews

Crew

8.3

Overall

7.9

Food

6.7

Boarding

7.9

Entertainment

6.6

Comfort

7.8

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 25m. Caribbean Airlines provides one of the quickest options available for as low as $55. 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 ($31), Frontier ($90), and Copa Airlines ($105).

  • 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 - Kingstown Argyle 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, February is the cheapest month in which you can book a flight from Port of Spain to Caribbean Islands (average of $29). Flying from Port of Spain to Caribbean Islands in August is currently the most expensive (average of $231). 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

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Alternative routes for Port of Spain to Caribbean Islands

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Port of Spain to Caribbean Islands

Discover the top 4 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 January 8, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$91Average$132FlexibilityNo cancel feeOn-time62%
Copa AirlinesCheapest$113Average$617FlexibilityNo cancel feeOn-time70%
Caribbean AirlinesCheapest$223Average$453FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$599Average$710FlexibilityNo cancel feeOn-time71%

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