$345+ Cheap flights from Trinidad and Tobago to the Cayman 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 3/31. Fares are subject to change and may not be available on all flights or dates of travel.
POS — GCM
Mar 7 — Mar 141
1 adult, Economy
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Find cheap flights from Trinidad and Tobago to Cayman 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
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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 Trinidad and Tobago to Cayman Islands
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Best
Last-minute
One-way
Cheapest flights from Trinidad and Tobago to Cayman IslandsExplore the most affordable flight options available from Trinidad and Tobago to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 5, 2026.
Explore the most affordable flight options available from Trinidad and Tobago to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 5, 2026.
This Booking.com deal was found by Cheapflights users on 2/4. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/259:10 am
POS
- GCM
1 stop7h 55m
Multiple Airlines
Mon 3/307:00 am
GCM
- POS
1 stop10h 55m
Multiple Airlines
Deal found 2/4![Multiple Airlines logo]()
$617
This American Airlines deal was found by Cheapflights users on 2/4. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/13:47 pm
POS
- GCM
1 stop22h 23m
American Airlines
Sat 5/3012:00 pm
GCM
- POS
1 stop9h 47m
American Airlines
Deal found 2/4![American Airlines logo]()
$693
This Booking.com deal was found by Cheapflights users on 2/4. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/169:10 am
POS
- GCM
1 stop13h 05m
Multiple Airlines
Mon 2/234:45 pm
GCM
- POS
1 stop25h 10m
Multiple Airlines
Deal found 2/4![Multiple Airlines logo]()
$697
This American Airlines deal was found by Cheapflights users on 2/3. 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.
Mon 5/113:47 pm
POS
- GCM
1 stop44h 13m
American Airlines
Mon 5/182:10 pm
GCM
- POS
1 stop23h 22m
American Airlines
Deal found 2/3![American Airlines logo]()
$716
This American Airlines deal was found by Cheapflights users on 2/3. 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.
Thu 4/23:10 pm
POS
- GCM
1 stop20h 50m
American Airlines
Thu 4/912:00 pm
GCM
- POS
1 stop25h 32m
American Airlines
Deal found 2/3![American Airlines logo]()
$740
This American Airlines deal was found by Cheapflights users on 2/2. 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.
Thu 4/23:10 pm
POS
- GCM
1 stop20h 50m
American Airlines
Sun 4/122:10 pm
GCM
- POS
1 stop23h 22m
American Airlines
Deal found 2/2![American Airlines logo]()
$746
This American Airlines deal was found by Cheapflights users on 2/3. 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.
Fri 5/153:47 pm
POS
- GCM
1 stop22h 23m
American Airlines
Thu 5/2112:00 pm
GCM
- POS
1 stop9h 47m
American Airlines
Deal found 2/3![American Airlines logo]()
$750
This American Airlines deal was found by Cheapflights users on 2/1. 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.
Mon 2/164:06 pm
POS
- GCM
1 stop29h 09m
American Airlines
Sun 2/2212:50 pm
GCM
- POS
1 stop25h 16m
American Airlines
Deal found 2/1![American Airlines logo]()
$774
This Kiwi.com deal was found by Cheapflights users on 2/3. 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 4/19:10 am
POS
- GCM
1 stop7h 55m
Multiple Airlines
Sun 4/121:52 pm
GCM
- POS
1 stop29h 08m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$808
This American Airlines deal was found by Cheapflights users on 2/3. 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.
Wed 4/13:10 pm
POS
- GCM
1 stop23h 50m
American Airlines
Wed 4/152:05 pm
GCM
- POS
1 stop23h 27m
American Airlines
Deal found 2/3![American Airlines logo]()
$811
This American Airlines deal was found by Cheapflights users on 2/3. 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.
Sun 4/53:10 pm
POS
- GCM
1 stop29h 05m
American Airlines
Thu 4/912:00 pm
GCM
- POS
1 stop25h 32m
American Airlines
Deal found 2/3![American Airlines logo]()
$817
This American Airlines deal was found by Cheapflights users on 2/2. 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.
Sun 4/53:10 pm
POS
- GCM
1 stop29h 05m
American Airlines
Sun 4/122:10 pm
GCM
- POS
1 stop23h 22m
American Airlines
Deal found 2/2![American Airlines logo]()
$822
Best flights from Trinidad and Tobago to Cayman IslandsDiscover carefully curated flight deals from Trinidad and Tobago to Cayman Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 5, 2026.
Discover carefully curated flight deals from Trinidad and Tobago to Cayman Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 5, 2026.
This Booking.com deal was found by Cheapflights users on 2/4. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/259:10 am
POS
- GCM
1 stop7h 55m
Multiple Airlines
Mon 3/307:00 am
GCM
- POS
1 stop10h 55m
Multiple Airlines
Deal found 2/4![Multiple Airlines logo]()
$617
This American Airlines deal was found by Cheapflights users on 2/4. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/223:47 pm
POS
- GCM
1 stop46h 23m
American Airlines
Tue 4/282:10 pm
GCM
- POS
1 stop23h 22m
American Airlines
Deal found 2/4![American Airlines logo]()
$716
This Booking.com deal was found by Cheapflights users on 2/4. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/169:10 am
POS
- GCM
1 stop13h 05m
Multiple Airlines
Mon 2/234:45 pm
GCM
- POS
1 stop25h 10m
Multiple Airlines
Deal found 2/4![Multiple Airlines logo]()
$697
This American Airlines deal was found by Cheapflights users on 2/4. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/263:10 pm
POS
- GCM
1 stop29h 05m
American Airlines
Tue 3/312:30 pm
GCM
- POS
1 stop22h 40m
American Airlines
Deal found 2/4![American Airlines logo]()
$740
This American Airlines deal was found by Cheapflights users on 2/4. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/213:47 pm
POS
- GCM
1 stop22h 23m
American Airlines
Tue 4/282:10 pm
GCM
- POS
1 stop23h 22m
American Airlines
Deal found 2/4![American Airlines logo]()
$740
This American Airlines deal was found by Cheapflights users on 2/1. 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.
Mon 2/164:06 pm
POS
- GCM
1 stop29h 09m
American Airlines
Sun 2/2212:50 pm
GCM
- POS
1 stop25h 16m
American Airlines
Deal found 2/1![American Airlines logo]()
$774
This American Airlines deal was found by Cheapflights users on 2/4. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/13:47 pm
POS
- GCM
2 stops20h 46m
American Airlines
Sat 5/302:10 pm
GCM
- POS
1 stop7h 37m
American Airlines
Deal found 2/4![American Airlines logo]()
$835
Last-minute flights from Trinidad and Tobago to Cayman IslandsDiscover last-minute flight deals from Trinidad and Tobago to Cayman Islands. Data last updated February 5, 2026 and is based on user searches.
Discover last-minute flight deals from Trinidad and Tobago to Cayman Islands. Data last updated February 5, 2026 and is based on user searches.
This Booking.com deal was found by Cheapflights users on 2/4. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/169:10 am
POS
- GCM
1 stop13h 05m
Multiple Airlines
Mon 2/234:45 pm
GCM
- POS
1 stop25h 10m
Multiple Airlines
Deal found 2/4![Multiple Airlines logo]()
$697
This American Airlines deal was found by Cheapflights users on 2/1. 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.
Mon 2/164:06 pm
POS
- GCM
1 stop29h 09m
American Airlines
Sun 2/2212:50 pm
GCM
- POS
1 stop25h 16m
American Airlines
Deal found 2/1![American Airlines logo]()
$774
This American Airlines deal was found by Cheapflights users on 2/4. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/164:06 pm
POS
- GCM
1 stop20h 59m
American Airlines
Mon 2/233:15 pm
GCM
- POS
2 stops22h 51m
American Airlines
Deal found 2/4![American Airlines logo]()
$889
This Kiwi.com deal was found by Cheapflights users on 2/1. 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 2/1612:10 am
POS
- GCM
2 stops40h 55m
Multiple Airlines
Sun 2/227:00 am
GCM
- POS
1 stop10h 55m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$896
This Mytrip deal was found by Cheapflights users on 2/2. 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 2/173:35 pm
POS
- GCM
3 stops25h 30m
Multiple Airlines
Mon 2/234:45 pm
GCM
- POS
1 stop25h 10m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$901
This American Airlines deal was found by Cheapflights users on 2/4. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/174:06 pm
POS
- GCM
1 stop20h 59m
American Airlines
Mon 2/2312:50 pm
GCM
- POS
1 stop49h 16m
American Airlines
Deal found 2/4![American Airlines logo]()
$934
This Booking.com deal was found by Cheapflights users on 2/4. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/259:10 am
POS
- GCM
1 stop7h 55m
Multiple Airlines
Mon 3/307:00 am
GCM
- POS
1 stop10h 55m
Multiple Airlines
Deal found 2/4![Multiple Airlines logo]()
$617
This American Airlines deal was found by Cheapflights users on 2/4. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/263:10 pm
POS
- GCM
1 stop29h 05m
American Airlines
Tue 3/312:30 pm
GCM
- POS
1 stop22h 40m
American Airlines
Deal found 2/4![American Airlines logo]()
$740
This Kiwi.com deal was found by Cheapflights users on 2/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/269:10 am
POS
- GCM
1 stop13h 05m
Multiple Airlines
Tue 3/3111:30 am
GCM
- POS
2 stops24h 40m
Multiple Airlines
Deal found 2/4![Multiple Airlines logo]()
$904
One-way flights from Trinidad and Tobago to Cayman IslandsSearch for one-way flight options from Trinidad and Tobago to Cayman Islands. Find affordable one-way fares based on user searches. Data last updated February 5, 2026.
Search for one-way flight options from Trinidad and Tobago to Cayman Islands. Find affordable one-way fares based on user searches. Data last updated February 5, 2026.
This American Airlines deal was found by Cheapflights users on 2/3. 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 2/144:06 pm
POS
- GCM
1 stop23h 39m
American Airlines
Deal found 2/3![American Airlines logo]()
$345
This American Airlines deal was found by Cheapflights users on 2/2. 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.
Sun 4/53:10 pm
POS
- GCM
1 stop29h 05m
American Airlines
Deal found 2/2![American Airlines logo]()
$421
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 4/49:10 am
POS
- GCM
1 stop27h 25m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$448
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 4/12:17 pm
POS
- GCM
2 stops22h 18m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$456
This Kiwi.com deal was found by Cheapflights users on 2/2. 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.
Fri 4/39:10 am
POS
- GCM
2 stops30h 40m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$547
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 3/307:55 am
POS
- GCM
3 stops14h 20m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$570
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 4/510:10 am
POS
- GCM
3 stops54h 55m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$573
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 2/1810:10 am
POS
- GCM
1 stop28h 33m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$604
Find flight deals from Trinidad and Tobago to Cayman Islands
Keep the following information in mind while searching for Trinidad and Tobago to Cayman Islands flight deals. Data was last updated February 5, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $617 (Booking.com) |
One-way from | $345 (American Airlines) |
Cheapflights Fare Finder
Customize your flight search to find flights from Trinidad and Tobago to Cayman 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 February 5, 2026.
Use the filters below to find and compare flights from Trinidad and Tobago to the Cayman Islands that are best for you.
Fly from
Trinidad and Tobago
Fly to
Cayman Islands
Route
Depart
Return
Price
Port of SpainGeorge Town
POS - GCM
POSGCM
Port of Spain Piarco Intl
Wed 3/25
9:10 am-4:05 pm
1 stop7h 55m
George Town Owen Roberts Intl
Mon 3/30
7:00 am-6:55 pm
1 stop10h 55m
$617
Port of SpainGeorge Town
POS - GCM
POSGCM
Port of Spain Piarco Intl
Mon 2/16
9:10 am-9:15 pm
1 stop13h 05m
George Town Owen Roberts Intl
Mon 2/23
4:45 pm-6:55 pm
1 stop25h 10m
$697
Port of SpainGeorge Town
POS - GCM
POSGCM
Port of Spain Piarco Intl
Wed 4/22
3:47 pm-1:10 pm
1 stop46h 23m
George Town Owen Roberts Intl
Tue 4/28
2:10 pm-2:32 pm
1 stop23h 22m
$716
Port of SpainGeorge Town
POS - GCM
POSGCM
Port of Spain Piarco Intl
Thu 3/26
3:10 pm-7:15 pm
1 stop29h 05m
George Town Owen Roberts Intl
Tue 3/31
2:30 pm-2:10 pm
1 stop22h 40m
$740
Port of SpainGeorge Town
POS - GCM
POSGCM
Port of Spain Piarco Intl
Tue 4/21
3:47 pm-1:10 pm
1 stop22h 23m
George Town Owen Roberts Intl
Tue 4/28
2:10 pm-2:32 pm
1 stop23h 22m
$740
Port of SpainGeorge Town
POS - GCM
POSGCM
Port of Spain Piarco Intl
Mon 2/16
4:06 pm-8:15 pm
1 stop29h 09m
George Town Owen Roberts Intl
Sun 2/22
12:50 pm-3:06 pm
1 stop25h 16m
$774
Port of SpainGeorge Town
POS - GCM
POSGCM
Port of Spain Piarco Intl
Fri 5/1
3:47 pm-11:33 am
2 stops20h 46m
George Town Owen Roberts Intl
Sat 5/30
2:10 pm-10:47 pm
1 stop7h 37m
$835
Port of SpainGeorge Town
POS - GCM
POSGCM
Port of Spain Piarco Intl
Tue 3/31
3:10 pm-7:15 pm
1 stop29h 05m
$345
Port of SpainGeorge Town
POS - GCM
POSGCM
Port of Spain Piarco Intl
Mon 3/30
3:10 pm-7:15 pm
1 stop29h 05m
$345
Port of SpainGeorge Town
POS - GCM
POSGCM
Port of Spain Piarco Intl
Sat 2/14
4:06 pm-8:15 pm
1 stop29h 09m
$345
Showing 1-10 of 17 results
Best time to book a flight from Trinidad and Tobago to Cayman Islands
Have a flexible travel schedule? Discover the best time to fly to Cayman Islands from Trinidad and Tobago with our price prediction graph.
POS-GCM
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 Trinidad and Tobago to the Cayman Islands
TT0-KY0
POS-GCM
No data available for this route at this time. Please check back soon.
Reviews of airlines servicing Cayman Islands
Get insights into the airlines that provide service to Cayman 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 Cayman Islands. Reviews last updated February 5, 2026.
Read reviews from past customers who have flown American Airlines from Trinidad and Tobago to the Cayman Islands. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.0
Comfort
7.2
Entertainment
6.9
Boarding
7.5
Overall
7.2
Food
6.4
Reviews
1 / 20
2.0
MediocreJeremy,Sep 2025
SAN - PHL
Crew
8.0
Comfort
7.2
Entertainment
6.9
Boarding
7.5
Overall
7.2
Food
6.4
Reviews
1 / 20
2.0
MediocreJeremy,Sep 2025
SAN - PHL
Related info for your journey
Find useful and relevant information for your journey from Trinidad and Tobago to Cayman Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Alternative routes for Trinidad and Tobago to Cayman Islands
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Cayman Islands by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Trinidad and Tobago to Cayman Islands by cabin class
Find flights from Trinidad and Tobago to Cayman Islands, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Trinidad and Tobago and Cayman Islands flights
Browse other Trinidad and Tobago and Cayman Islands flight options. Last updated on February 5, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Fly to Cayman Islands regions
Consider these flights traveling to Cayman Islands regions.
Top airline flying from Trinidad and Tobago to Cayman Islands
Discover the top airline that operate flights from Trinidad and Tobago to Cayman 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 February 5, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$666 | Average$722 | FlexibilityNo cancel fee | On-time71% |