$32+ 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 10/26. Fares are subject to change and may not be available on all flights or dates of travel.
POS — SJU
Sep 8 — Sep 151
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Port of Spain to Caribbean Islands with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Port of Spain to Caribbean Islands
Cheapest
Best
Last-minute
One-way
Cheapest flights from Port of Spain to Caribbean IslandsExplore 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 August 9, 2026.
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 August 9, 2026.
This Mytrip deal was found by Cheapflights users on 8/7. 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 9/101:50 pm -
Nonstop0h 25m
Thu 9/173:00 pm -
Nonstop0h 25m
Deal found 8/7![Caribbean Airlines logo]()
$63
This Mytrip deal was found by Cheapflights users on 8/5. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1710:35 am -
Nonstop0h 25m
Sat 10/2410:20 pm -
Nonstop0h 25m
Deal found 8/5![Caribbean Airlines logo]()
$65
This Mytrip deal was found by Cheapflights users on 8/6. 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.
Thu 9/34:10 pm -
Nonstop0h 25m
Tue 9/87:50 pm -
Nonstop0h 25m
Deal found 8/6![Caribbean Airlines logo]()
$66
This Mytrip deal was found by Cheapflights users on 8/4. 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 9/35:45 am -
Nonstop0h 25m
Sun 9/69:55 am -
Nonstop0h 25m
Deal found 8/4![Caribbean Airlines logo]()
$67
This Trip.com deal was found by Cheapflights users on 8/7. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/248:30 pm -
Nonstop0h 25m
Tue 8/259:45 pm -
Nonstop0h 25m
Deal found 8/7![Caribbean Airlines logo]()
$68
This Booking.com deal was found by Cheapflights users on 8/5. 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.
Sun 8/96:55 pm -
Nonstop0h 25m
Tue 8/117:35 am -
Nonstop0h 35m
Deal found 8/5![Caribbean Airlines logo]()
$69
This Mytrip deal was found by Cheapflights users on 8/4. 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 9/610:35 am -
Nonstop0h 25m
Thu 9/104:40 pm -
Nonstop0h 25m
Deal found 8/4![Caribbean Airlines logo]()
$70
This Mytrip deal was found by Cheapflights users on 8/9. 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.
Sun 9/2011:15 am -
Nonstop0h 25m
Sun 9/204:00 pm -
Nonstop0h 25m
Deal found 8/9![Caribbean Airlines logo]()
$72
This Booking.com deal was found by Cheapflights users on 8/5. 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 8/1711:30 pm -
Nonstop0h 25m
Wed 8/1912:30 am -
Nonstop0h 25m
Deal found 8/5![Caribbean Airlines logo]()
$73
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1911:30 pm -
Nonstop0h 25m
Thu 8/2710:20 pm -
Nonstop0h 25m
Deal found 8/7![Caribbean Airlines logo]()
$79
This Mytrip deal was found by Cheapflights users on 8/7. 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.
Sat 10/319:00 am -
Nonstop0h 55m
Mon 11/306:45 pm -
Nonstop0h 55m
Deal found 8/7![interCaribbean Airways logo]()
$253
This SmartFares deal was found by Cheapflights users on 8/4. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/59:00 am -
Nonstop0h 55m
Sun 11/86:45 pm -
Nonstop0h 55m
Deal found 8/4![interCaribbean Airways logo]()
$258
Best flights from Port of Spain to Caribbean IslandsDiscover carefully curated flight deals from Port of Spain to Caribbean Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 9, 2026.
Discover carefully curated flight deals from Port of Spain to Caribbean Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 9, 2026.
This Mytrip deal was found by Cheapflights users on 8/4. 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 8/2911:30 pm -
Nonstop0h 25m
Tue 9/16:55 am -
Nonstop0h 25m
Deal found 8/4![Caribbean Airlines logo]()
$63
This Mytrip deal was found by Cheapflights users on 8/8. 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 9/1011:15 am -
Nonstop0h 25m
Tue 9/159:10 pm -
Nonstop0h 25m
Deal found 8/8![Caribbean Airlines logo]()
$64
This Mytrip deal was found by Cheapflights users on 8/5. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1710:35 am -
Nonstop0h 25m
Sat 10/2410:20 pm -
Nonstop0h 25m
Deal found 8/5![Caribbean Airlines logo]()
$65
This Mytrip deal was found by Cheapflights users on 8/6. 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.
Thu 9/34:10 pm -
Nonstop0h 25m
Tue 9/87:50 pm -
Nonstop0h 25m
Deal found 8/6![Caribbean Airlines logo]()
$66
This Mytrip deal was found by Cheapflights users on 8/6. 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.
Fri 11/2010:35 am -
Nonstop0h 25m
Sun 11/227:50 pm -
Nonstop0h 25m
Deal found 8/6![Caribbean Airlines logo]()
$67
This Mytrip deal was found by Cheapflights users on 8/7. 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 9/1810:35 am -
Nonstop0h 25m
Sun 9/209:00 pm -
Nonstop0h 25m
Deal found 8/7![Caribbean Airlines logo]()
$67
This Mytrip deal was found by Cheapflights users on 8/8. 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.
Fri 9/410:35 am -
Nonstop0h 25m
Sat 9/53:00 pm -
Nonstop0h 25m
Deal found 8/8![Caribbean Airlines logo]()
$68
This Mytrip deal was found by Cheapflights users on 8/5. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/411:15 am -
Nonstop0h 25m
Sun 9/610:20 pm -
Nonstop0h 25m
Deal found 8/5![Caribbean Airlines logo]()
$68
This Mytrip deal was found by Cheapflights users on 8/4. 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 8/2911:30 pm -
Nonstop0h 25m
Sun 8/3012:30 am -
Nonstop0h 25m
Deal found 8/4![Caribbean Airlines logo]()
$69
This Mytrip deal was found by Cheapflights users on 8/4. 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 9/610:35 am -
Nonstop0h 25m
Thu 9/104:40 pm -
Nonstop0h 25m
Deal found 8/4![Caribbean Airlines logo]()
$70
This Copa Airlines deal was found by Cheapflights users on 8/9. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/282:26 pm -
1 stop23h 00m
Thu 12/312:31 pm -
1 stop11h 24m
Deal found 8/9![Copa Airlines logo]()
$359
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1911:30 pm -
Nonstop0h 25m
Thu 8/2710:20 pm -
Nonstop0h 25m
Deal found 8/7![Caribbean Airlines logo]()
$79
This CheapOair deal was found by Cheapflights users on 8/8. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/2410:10 am -
Nonstop1h 00m
Sun 8/306:50 pm -
Nonstop1h 00m
Deal found 8/8![Hahn Air logo]()
$403
This Gotogate deal was found by Cheapflights users on 8/6. 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.
Sat 8/227:30 am -
Nonstop0h 40m
Wed 8/2611:05 am -
Nonstop0h 50m
Deal found 8/6![Multiple Airlines logo]()
$407
This Caribbean Airlines deal was found by Cheapflights users on 8/8. 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.
Sun 8/2311:30 pm -
Nonstop0h 25m
Mon 8/2410:00 pm -
Nonstop0h 25m
Deal found 8/8![Caribbean Airlines logo]()
$80
This interCaribbean Airways deal was found by Cheapflights users on 8/7. 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 interCaribbean Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/299:00 am -
1 stop2h 50m
Sun 11/83:35 pm -
1 stop4h 05m
Deal found 8/7![interCaribbean Airways logo]()
$546
This Kiwi.com deal was found by Cheapflights users on 8/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/167:05 am -
Nonstop1h 00m
Thu 8/204:40 pm -
Nonstop2h 10m
Deal found 8/6![Multiple Airlines logo]()
$421
This United Airlines deal was found by Cheapflights users on 8/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/51:25 am -
2 stops36h 00m
Fri 11/132:30 pm -
2 stops32h 48m
Deal found 8/9![United Airlines logo]()
$1,072
This interCaribbean Airways deal was found by Cheapflights users on 8/8. 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 interCaribbean Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/99:00 am -
1 stop2h 50m
Sun 1/1712:20 pm -
1 stop7h 20m
Deal found 8/8![interCaribbean Airways logo]()
$547
This Booking.com deal was found by Cheapflights users on 8/6. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/2712:50 pm -
2 stops23h 20m
Sun 10/43:35 pm -
1 stop4h 05m
Deal found 8/6![Multiple Airlines logo]()
$498
This Copa Airlines deal was found by Cheapflights users on 8/8. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/263:50 am -
1 stop10h 15m
Wed 9/305:41 am -
1 stop7h 36m
Deal found 8/8![Copa Airlines logo]()
$584
This interCaribbean Airways deal was found by Cheapflights users on 8/8. 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 interCaribbean Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/89:00 am -
1 stop6h 15m
Fri 10/93:45 pm -
1 stop3h 55m
Deal found 8/8![interCaribbean Airways logo]()
$561
This American Airlines deal was found by Cheapflights users on 8/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/123:06 pm -
1 stop23h 20m
Thu 10/13:16 pm -
1 stop22h 50m
Deal found 8/8![American Airlines logo]()
$1,252
This Kiwi.com deal was found by Cheapflights users on 8/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/59:05 pm -
Nonstop1h 05m
Sun 9/63:45 pm -
1 stop3h 55m
Deal found 8/8![Multiple Airlines logo]()
$527
This Copa Airlines deal was found by Cheapflights users on 8/8. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/263:50 am -
1 stop13h 46m
Tue 9/111:50 am -
1 stop25h 27m
Deal found 8/8![Copa Airlines logo]()
$584
This Copa Airlines deal was found by Cheapflights users on 8/8. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/82:23 pm -
1 stop22h 30m
Sat 9/125:41 am -
1 stop20h 06m
Deal found 8/8![Copa Airlines logo]()
$584
This Kiwi.com deal was found by Cheapflights users on 8/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/229:05 pm -
Nonstop1h 05m
Wed 8/263:45 pm -
1 stop3h 55m
Deal found 8/6![Multiple Airlines logo]()
$537
This Copa Airlines deal was found by Cheapflights users on 8/5. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/242:19 pm -
1 stop21h 23m
Wed 9/22:16 pm -
1 stop11h 31m
Deal found 8/5![Copa Airlines logo]()
$590
This Justfly.com deal was found by Cheapflights users on 8/6. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/249:00 am -
1 stop6h 05m
Sun 8/306:50 pm -
Nonstop1h 00m
Deal found 8/6![Multiple Airlines logo]()
$544
This CheapOair deal was found by Cheapflights users on 8/6. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1811:25 am -
2 stops24h 05m
Fri 9/256:00 pm -
Nonstop1h 05m
Deal found 8/6![Multiple Airlines logo]()
$544
Last-minute flights from Port of Spain to Caribbean IslandsDiscover last-minute flight deals from Port of Spain to Caribbean Islands. Data last updated August 9, 2026 and is based on user searches.
Discover last-minute flight deals from Port of Spain to Caribbean Islands. Data last updated August 9, 2026 and is based on user searches.
This Booking.com deal was found by Cheapflights users on 8/5. 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.
Sun 8/96:55 pm -
Nonstop0h 25m
Tue 8/117:35 am -
Nonstop0h 35m
Deal found 8/5![Caribbean Airlines logo]()
$69
This Booking.com deal was found by Cheapflights users on 8/5. 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 8/1711:30 pm -
Nonstop0h 25m
Wed 8/1912:30 am -
Nonstop0h 25m
Deal found 8/5![Caribbean Airlines logo]()
$73
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1911:30 pm -
Nonstop0h 25m
Thu 8/2710:20 pm -
Nonstop0h 25m
Deal found 8/7![Caribbean Airlines logo]()
$79
This Trip.com deal was found by Cheapflights users on 8/7. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/248:30 pm -
Nonstop0h 25m
Tue 8/259:45 pm -
Nonstop0h 25m
Deal found 8/7![Caribbean Airlines logo]()
$68
This Mytrip deal was found by Cheapflights users on 8/6. 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.
Thu 9/34:10 pm -
Nonstop0h 25m
Tue 9/87:50 pm -
Nonstop0h 25m
Deal found 8/6![Caribbean Airlines logo]()
$66
This Mytrip deal was found by Cheapflights users on 8/4. 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 9/35:45 am -
Nonstop0h 25m
Sun 9/69:55 am -
Nonstop0h 25m
Deal found 8/4![Caribbean Airlines logo]()
$67
This Mytrip deal was found by Cheapflights users on 8/4. 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 9/610:35 am -
Nonstop0h 25m
Thu 9/104:40 pm -
Nonstop0h 25m
Deal found 8/4![Caribbean Airlines logo]()
$70
This Mytrip deal was found by Cheapflights users on 8/7. 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 9/101:50 pm -
Nonstop0h 25m
Thu 9/173:00 pm -
Nonstop0h 25m
Deal found 8/7![Caribbean Airlines logo]()
$63
This Caribbean Airlines deal was found by Cheapflights users on 8/7. 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 Caribbean Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/1411:15 am -
Nonstop0h 25m
Sat 9/1910:20 pm -
Nonstop0h 25m
Deal found 8/7![Caribbean Airlines logo]()
$80
This Mytrip deal was found by Cheapflights users on 8/9. 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.
Sun 9/2011:15 am -
Nonstop0h 25m
Sun 9/204:00 pm -
Nonstop0h 25m
Deal found 8/9![Caribbean Airlines logo]()
$72
This Kiwi.com deal was found by Cheapflights users on 8/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/2111:00 am -
Nonstop1h 00m
Thu 9/243:50 pm -
Nonstop1h 00m
Deal found 8/8![Fly Salone logo]()
$303
This Kiwi.com deal was found by Cheapflights users on 8/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2210:40 am -
Nonstop1h 00m
Mon 9/286:45 pm -
Nonstop0h 55m
Deal found 8/9![Multiple Airlines logo]()
$304
One-way flights from Port of Spain to Caribbean IslandsSearch for one-way flight options from Port of Spain to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated August 9, 2026.
Search for one-way flight options from Port of Spain to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated August 9, 2026.
This Booking.com deal was found by Cheapflights users on 8/5. 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 10/264:10 pm -
Nonstop0h 25m
Deal found 8/5![Caribbean Airlines logo]()
$32
This Booking.com deal was found by Cheapflights users on 8/6. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/511:15 am -
Nonstop0h 25m
Deal found 8/6![Caribbean Airlines logo]()
$33
This Booking.com deal was found by Cheapflights users on 8/8. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/1611:30 pm -
Nonstop0h 25m
Deal found 8/8![Caribbean Airlines logo]()
$34
This Mytrip deal was found by Cheapflights users on 8/5. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1811:30 pm -
Nonstop0h 25m
Deal found 8/5![Caribbean Airlines logo]()
$35
This Booking.com deal was found by Cheapflights users on 8/5. 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 8/1711:30 pm -
Nonstop0h 25m
Deal found 8/5![Caribbean Airlines logo]()
$36
This Mytrip deal was found by Cheapflights users on 8/7. 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.
Tue 11/310:40 am -
Nonstop1h 00m
Deal found 8/7![Caribbean Airlines logo]()
$157
This Mytrip deal was found by Cheapflights users on 8/7. 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 8/142:20 pm -
Nonstop0h 45m
Deal found 8/7![Caribbean Airlines logo]()
$160
This Copa Airlines deal was found by Cheapflights users on 8/6. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/123:50 am -
1 stop9h 39m
Deal found 8/6![Copa Airlines logo]()
$161
This Mytrip deal was found by Cheapflights users on 8/5. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/197:05 am -
Nonstop1h 00m
Deal found 8/5![Caribbean Airlines logo]()
$167
This Mytrip deal was found by Cheapflights users on 8/6. 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.
Fri 9/119:55 pm -
Nonstop1h 00m
Deal found 8/6![Caribbean Airlines logo]()
$170
This Caribbean Airlines deal was found by Cheapflights users on 8/7. 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 Caribbean Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/59:55 pm -
Nonstop1h 00m
Deal found 8/7![Caribbean Airlines logo]()
$171
This Mytrip deal was found by Cheapflights users on 8/6. 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.
Thu 8/139:55 pm -
Nonstop1h 00m
Deal found 8/6![Caribbean Airlines logo]()
$176
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 August 9, 2026.
Round-trip from | $63 (Mytrip) |
|---|---|
One-way from | $32 (Booking.com) |
Popular in | July |
Cheapest in | March |
Average price | $385 |
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 August 9, 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
Cheapest round-trip
Quickest round-trip
Port of SpainScarborough
POS Port of Spain Piarco Intl - TAB Scarborough ANR Robinson Intl
POSTAB
Port of Spain Piarco Intl
Sat 8/29
11:30 pm-11:55 pm
Nonstop0h 25m
Scarborough ANR Robinson Intl
Tue 9/1
6:55 am-7:20 am
Nonstop0h 25m
$63
Port of SpainScarborough
POS Port of Spain Piarco Intl - TAB Scarborough ANR Robinson Intl
POSTAB
Port of Spain Piarco Intl
Thu 9/10
11:15 am-11:40 am
Nonstop0h 25m
Scarborough ANR Robinson Intl
Tue 9/15
9:10 pm-9:35 pm
Nonstop0h 25m
$64
Port of SpainScarborough
POS Port of Spain Piarco Intl - TAB Scarborough ANR Robinson Intl
POSTAB
Port of Spain Piarco Intl
Sat 10/17
10:35 am-11:00 am
Nonstop0h 25m
Scarborough ANR Robinson Intl
Sat 10/24
10:20 pm-10:45 pm
Nonstop0h 25m
$65
Port of SpainScarborough
POS Port of Spain Piarco Intl - TAB Scarborough ANR Robinson Intl
POSTAB
Port of Spain Piarco Intl
Thu 9/3
4:10 pm-4:35 pm
Nonstop0h 25m
Scarborough ANR Robinson Intl
Tue 9/8
7:50 pm-8:15 pm
Nonstop0h 25m
$66
Port of SpainScarborough
POS Port of Spain Piarco Intl - TAB Scarborough ANR Robinson Intl
POSTAB
Port of Spain Piarco Intl
Fri 11/20
10:35 am-11:00 am
Nonstop0h 25m
Scarborough ANR Robinson Intl
Sun 11/22
7:50 pm-8:15 pm
Nonstop0h 25m
$67
Port of SpainScarborough
POS Port of Spain Piarco Intl - TAB Scarborough ANR Robinson Intl
POSTAB
Port of Spain Piarco Intl
Fri 9/18
10:35 am-11:00 am
Nonstop0h 25m
Scarborough ANR Robinson Intl
Sun 9/20
9:00 pm-9:25 pm
Nonstop0h 25m
$67
Port of SpainScarborough
POS Port of Spain Piarco Intl - TAB Scarborough ANR Robinson Intl
POSTAB
Port of Spain Piarco Intl
Fri 9/4
10:35 am-11:00 am
Nonstop0h 25m
Scarborough ANR Robinson Intl
Sat 9/5
3:00 pm-3:25 pm
Nonstop0h 25m
$68
Port of SpainScarborough
POS Port of Spain Piarco Intl - TAB Scarborough ANR Robinson Intl
POSTAB
Port of Spain Piarco Intl
Fri 9/4
11:15 am-11:40 am
Nonstop0h 25m
Scarborough ANR Robinson Intl
Sun 9/6
10:20 pm-10:45 pm
Nonstop0h 25m
$68
Port of SpainScarborough
POS Port of Spain Piarco Intl - TAB Scarborough ANR Robinson Intl
POSTAB
Port of Spain Piarco Intl
Sat 8/29
11:30 pm-11:55 pm
Nonstop0h 25m
Scarborough ANR Robinson Intl
Sun 8/30
12:30 am-12:55 am
Nonstop0h 25m
$69
Port of SpainScarborough
POS Port of Spain Piarco Intl - TAB Scarborough ANR Robinson Intl
POSTAB
Port of Spain Piarco Intl
Sun 9/6
10:35 am-11:00 am
Nonstop0h 25m
Scarborough ANR Robinson Intl
Thu 9/10
4:40 pm-5:05 pm
Nonstop0h 25m
$70
Showing 1-10 of 60 resultsSorted by cheapest first
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.
POS-TAB
POS-BGI
POS-SVD
POS-GND
POS-PUJ
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
POS-zzEPX
POS-TAB
POS-BGI
POS-SVD
POS-GND
What is the cheapest month to book a flight from Port of Spain to Caribbean Islands?
Currently, October is the cheapest month in which you can book a flight from Port of Spain to Caribbean Islands (average of $314). Flying from Port of Spain to Caribbean Islands in August is currently the most expensive (average of $441). 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 August 9, 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 59% 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 37 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 August 9, 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.
Crew
8.3
Overall
7.9
Comfort
7.8
Entertainment
6.7
Food
6.8
Boarding
8.0
Reviews
1 / 14
8.0
ExcellentBoy,Oct 2025
YYZ - POS
Crew
8.3
Overall
7.9
Comfort
7.8
Entertainment
6.7
Food
6.8
Boarding
8.0
Reviews
1 / 14
8.0
ExcellentBoy,Oct 2025
YYZ - POS
Crew
8.3
Overall
7.9
Comfort
7.8
Entertainment
6.7
Food
6.8
Boarding
8.0
Reviews
1 / 14
8.0
ExcellentBoy,Oct 2025
YYZ - POS
Crew
8.3
Overall
7.9
Comfort
7.8
Entertainment
6.7
Food
6.8
Boarding
8.0
Reviews
1 / 14
8.0
ExcellentBoy,Oct 2025
YYZ - POS
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.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Top destinations
Alternative routes for Port of Spain to Caribbean Islands
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Caribbean Islands by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Port of Spain to Caribbean Islands by cabin class
Find flights from Port of Spain to Caribbean Islands, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Port of Spain and Caribbean Islands flights
Browse other Port of Spain and Caribbean Islands flight options. Last updated on August 9, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Port of Spain to Caribbean Islands flights
Consider these flights traveling from Port of Spain to Caribbean Islands.
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 August 9, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$138 | Average$696 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$176 | Average$461 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$623 | Average$685 | FlexibilityNo cancel fee | On-time71% |