$135+ Cheap flights from Boston (BOS) to Trinidad and Tobago
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 5/20. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — POS
May 30 — Jun 61
Round-trip
1 adult, Economy
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Cheapest flights from Boston to Trinidad and TobagoExplore the most affordable flight options available from Boston to Trinidad and Tobago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 30, 2026.
Explore the most affordable flight options available from Boston to Trinidad and Tobago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 30, 2026.
This American Airlines deal was found by Cheapflights users on 4/25. 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 5/175:00 am
BOS
- POS
1 stop9h 32m
American Airlines
Wed 5/203:47 pm
POS
- BOS
1 stop9h 12m
American Airlines
Deal found 4/25![American Airlines logo]()
$335
This American Airlines deal was found by Cheapflights users on 4/28. 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 5/285:00 am
BOS
- POS
1 stop17h 59m
American Airlines
Tue 6/27:00 am
POS
- BOS
2 stops13h 08m
American Airlines
Deal found 4/28![American Airlines logo]()
$339
This American Airlines deal was found by Cheapflights users on 4/28. 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 6/16:00 am
BOS
- POS
1 stop16h 59m
American Airlines
Thu 6/43:13 pm
POS
- BOS
1 stop9h 46m
American Airlines
Deal found 4/28![American Airlines logo]()
$346
This American Airlines deal was found by Cheapflights users on 4/29. 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 6/55:01 am
BOS
- POS
1 stop9h 10m
American Airlines
Mon 6/157:01 am
POS
- BOS
2 stops15h 34m
American Airlines
Deal found 4/29![American Airlines logo]()
$350
This American Airlines deal was found by Cheapflights users on 4/26. 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 5/45:30 pm
BOS
- POS
2 stops21h 02m
American Airlines
Fri 5/153:47 pm
POS
- BOS
2 stops21h 31m
American Airlines
Deal found 4/26![American Airlines logo]()
$356
This American Airlines deal was found by Cheapflights users on 4/25. 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 5/96:00 am
BOS
- POS
1 stop8h 32m
American Airlines
Fri 5/153:47 pm
POS
- BOS
2 stops18h 14m
American Airlines
Deal found 4/25![American Airlines logo]()
$362
This American Airlines deal was found by Cheapflights users on 4/27. 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 5/106:53 pm
BOS
- POS
2 stops19h 39m
American Airlines
Fri 5/153:47 pm
POS
- BOS
2 stops19h 25m
American Airlines
Deal found 4/27![American Airlines logo]()
$369
This American Airlines deal was found by Cheapflights users on 4/26. 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 5/232:00 pm
BOS
- POS
1 stop8h 59m
American Airlines
Sat 5/307:00 am
POS
- BOS
1 stop15h 16m
American Airlines
Deal found 4/26![American Airlines logo]()
$371
This American Airlines deal was found by Cheapflights users on 4/27. 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 5/1012:44 pm
BOS
- POS
1 stop25h 48m
American Airlines
Wed 6/33:12 pm
POS
- BOS
1 stop9h 47m
American Airlines
Deal found 4/27![American Airlines logo]()
$374
This American Airlines deal was found by Cheapflights users on 4/30. 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 5/245:00 am
BOS
- POS
1 stop17h 59m
American Airlines
Sun 5/313:12 pm
POS
- BOS
1 stop18h 54m
American Airlines
Deal found 4/30![American Airlines logo]()
$376
This Mytrip deal was found by Cheapflights users on 4/28. 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 6/125:10 am
BOS
- TAB
2 stops27h 20m
Multiple Airlines
Fri 6/196:00 pm
TAB
- BOS
2 stops24h 22m
Multiple Airlines
Deal found 4/28![Multiple Airlines logo]()
$485
This Mytrip deal was found by Cheapflights users on 4/25. 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 6/910:05 am
BOS
- TAB
2 stops23h 05m
Multiple Airlines
Tue 6/166:55 am
TAB
- BOS
2 stops26h 10m
Multiple Airlines
Deal found 4/25![Multiple Airlines logo]()
$1,071
Best flights from Boston to Trinidad and TobagoDiscover carefully curated flight deals from Boston to Trinidad and Tobago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 30, 2026.
Discover carefully curated flight deals from Boston to Trinidad and Tobago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 30, 2026.
This Copa Airlines deal was found by Cheapflights users on 4/25. 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 10/278:31 am
BOS
- POS
1 stop17h 13m
Copa Airlines
Mon 11/23:40 am
POS
- BOS
1 stop19h 23m
Copa Airlines
Deal found 4/25![Copa Airlines logo]()
$386
This United Airlines deal was found by Cheapflights users on 4/29. 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.
Wed 5/276:40 pm
BOS
- POS
2 stops28h 43m
United Airlines
Fri 5/2912:30 am
POS
- BOS
2 stops19h 00m
United Airlines
Deal found 4/29![United Airlines logo]()
$459
This Mytrip deal was found by Cheapflights users on 4/28. 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 6/125:10 am
BOS
- TAB
2 stops27h 20m
Multiple Airlines
Fri 6/196:00 pm
TAB
- BOS
2 stops24h 22m
Multiple Airlines
Deal found 4/28![Multiple Airlines logo]()
$485
This Copa Airlines deal was found by Cheapflights users on 4/30. 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 10/213:55 pm
BOS
- POS
1 stop9h 52m
Copa Airlines
Sun 10/253:40 am
POS
- BOS
1 stop19h 23m
Copa Airlines
Deal found 4/30![Copa Airlines logo]()
$386
This United Airlines deal was found by Cheapflights users on 4/26. 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.
Tue 10/276:00 am
BOS
- POS
2 stops17h 23m
United Airlines
Mon 11/21:30 am
POS
- BOS
2 stops17h 43m
United Airlines
Deal found 4/26![United Airlines logo]()
$470
This Copa Airlines deal was found by Cheapflights users on 4/27. 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.
Thu 6/184:00 pm
BOS
- POS
1 stop9h 46m
Copa Airlines
Sun 6/283:49 am
POS
- BOS
1 stop19h 19m
Copa Airlines
Deal found 4/27![Copa Airlines logo]()
$468
This Mytrip deal was found by Cheapflights users on 4/25. 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 6/910:05 am
BOS
- TAB
2 stops23h 05m
Multiple Airlines
Tue 6/166:55 am
TAB
- BOS
2 stops26h 10m
Multiple Airlines
Deal found 4/25![Multiple Airlines logo]()
$1,071
This Mytrip deal was found by Cheapflights users on 4/28. 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 10/126:00 am
BOS
- TAB
3 stops15h 40m
Multiple Airlines
Fri 10/1610:20 pm
TAB
- BOS
2 stops17h 50m
Multiple Airlines
Deal found 4/28![Multiple Airlines logo]()
$1,160
This Mytrip deal was found by Cheapflights users on 4/28. 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 10/66:55 pm
BOS
- TAB
2 stops13h 35m
Multiple Airlines
Mon 10/121:05 pm
TAB
- BOS
2 stops20h 50m
Multiple Airlines
Deal found 4/28![Multiple Airlines logo]()
$1,485
This FlightHub deal was found by Cheapflights users on 4/30. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/136:00 am
BOS
- TAB
2 stops14h 05m
Multiple Airlines
Tue 9/2212:25 pm
TAB
- BOS
2 stops23h 30m
Multiple Airlines
Deal found 4/30![Multiple Airlines logo]()
$3,720
This Travelocity deal was found by Cheapflights users on 4/30. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/1410:50 am
BOS
- TAB
3 stops19h 20m
Multiple Airlines
Tue 9/229:55 am
TAB
- BOS
2 stops30h 15m
Multiple Airlines
Deal found 4/30![Multiple Airlines logo]()
$4,061
Last-minute flights from Boston to Trinidad and TobagoDiscover last-minute flight deals from Boston to Trinidad and Tobago. Data last updated April 30, 2026 and is based on user searches.
Discover last-minute flight deals from Boston to Trinidad and Tobago. Data last updated April 30, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 4/26. 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 5/45:30 pm
BOS
- POS
2 stops21h 02m
American Airlines
Fri 5/153:47 pm
POS
- BOS
2 stops21h 31m
American Airlines
Deal found 4/26![American Airlines logo]()
$356
This American Airlines deal was found by Cheapflights users on 4/25. 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 5/96:00 am
BOS
- POS
1 stop8h 32m
American Airlines
Fri 5/153:47 pm
POS
- BOS
2 stops18h 14m
American Airlines
Deal found 4/25![American Airlines logo]()
$362
This American Airlines deal was found by Cheapflights users on 4/27. 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 5/106:53 pm
BOS
- POS
2 stops19h 39m
American Airlines
Fri 5/153:47 pm
POS
- BOS
2 stops19h 25m
American Airlines
Deal found 4/27![American Airlines logo]()
$369
This American Airlines deal was found by Cheapflights users on 4/27. 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 5/1012:44 pm
BOS
- POS
1 stop25h 48m
American Airlines
Wed 6/33:12 pm
POS
- BOS
1 stop9h 47m
American Airlines
Deal found 4/27![American Airlines logo]()
$374
This American Airlines deal was found by Cheapflights users on 4/25. 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 5/175:00 am
BOS
- POS
1 stop9h 32m
American Airlines
Wed 5/203:47 pm
POS
- BOS
1 stop9h 12m
American Airlines
Deal found 4/25![American Airlines logo]()
$335
This American Airlines deal was found by Cheapflights users on 4/26. 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 5/232:00 pm
BOS
- POS
1 stop8h 59m
American Airlines
Sat 5/307:00 am
POS
- BOS
1 stop15h 16m
American Airlines
Deal found 4/26![American Airlines logo]()
$371
This American Airlines deal was found by Cheapflights users on 4/29. 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 5/245:00 am
BOS
- POS
1 stop9h 12m
American Airlines
Sun 5/313:12 pm
POS
- BOS
1 stop18h 54m
American Airlines
Deal found 4/29![American Airlines logo]()
$376
This American Airlines deal was found by Cheapflights users on 4/25. 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 5/256:00 am
BOS
- POS
1 stop16h 59m
American Airlines
Mon 6/13:12 pm
POS
- BOS
1 stop9h 47m
American Airlines
Deal found 4/25![American Airlines logo]()
$346
This American Airlines deal was found by Cheapflights users on 4/28. 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 5/288:19 am
BOS
- POS
2 stops14h 40m
American Airlines
Tue 6/27:00 am
POS
- BOS
2 stops14h 24m
American Airlines
Deal found 4/28![American Airlines logo]()
$339
One-way flights from Boston to Trinidad and TobagoSearch for one-way flight options from Boston to Trinidad and Tobago. Find affordable one-way fares based on user searches. Data last updated April 30, 2026.
Search for one-way flight options from Boston to Trinidad and Tobago. Find affordable one-way fares based on user searches. Data last updated April 30, 2026.
This American Airlines deal was found by Cheapflights users on 4/29. 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 5/209:15 am
BOS
- POS
2 stops13h 38m
American Airlines
Deal found 4/29![American Airlines logo]()
$135
This United Airlines deal was found by Cheapflights users on 4/26. 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.
Wed 8/1911:00 am
BOS
- POS
1 stop13h 50m
United Airlines
Deal found 4/26![United Airlines logo]()
$146
This Travelocity deal was found by Cheapflights users on 4/29. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/146:55 pm
BOS
- POS
1 stop29h 20m
Air Canada
Deal found 4/29![Air Canada logo]()
$170
This United Airlines deal was found by Cheapflights users on 4/27. 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.
Wed 5/67:00 am
BOS
- POS
2 stops16h 23m
United Airlines
Deal found 4/27![United Airlines logo]()
$172
This United Airlines deal was found by Cheapflights users on 4/26. 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.
Tue 8/116:00 am
BOS
- POS
3 stops17h 23m
United Airlines
Deal found 4/26![United Airlines logo]()
$206
This American Airlines deal was found by Cheapflights users on 4/26. 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 8/107:45 am
BOS
- POS
2 stops15h 33m
American Airlines
Deal found 4/26![American Airlines logo]()
$255
This American Airlines deal was found by Cheapflights users on 4/27. 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 5/185:40 pm
BOS
- POS
2 stops20h 52m
American Airlines
Deal found 4/27![American Airlines logo]()
$292
This Kiwi.com deal was found by Cheapflights users on 4/27. 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 5/66:00 am
BOS
- POS
3 stops19h 46m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$311
This Mytrip deal was found by Cheapflights users on 4/29. 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 5/147:00 am
BOS
- POS
3 stops41h 15m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$354
This United Airlines deal was found by Cheapflights users on 4/26. 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.
Sat 8/226:00 am
BOS
- POS
3 stops17h 23m
United Airlines
Deal found 4/26![United Airlines logo]()
$360
This Kiwi.com deal was found by Cheapflights users on 4/27. 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 5/187:05 pm
BOS
- TAB
2 stops20h 50m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$1,254
Find flight deals from Boston to Trinidad and Tobago
Keep the following information in mind while searching for Boston to Trinidad and Tobago flight deals. Data was last updated April 30, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $335 (American Airlines) |
One-way from | $135 (American Airlines) |
Popular in | February |
Cheapest in | May |
Average price | $473 |
Cheapflights Fare Finder
Customize your flight search to find flights from Boston to Trinidad and Tobago 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 April 30, 2026.
Use the filters below to find and compare flights from Boston to Trinidad and Tobago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
BostonPort of Spain
BOS - POS
BOSPOS
Boston Logan Intl
Tue 10/27
8:31 am-1:44 am
1 stop17h 13m
Port of Spain Piarco Intl
Mon 11/2
3:40 am-10:03 pm
1 stop19h 23m
$386
BostonPort of Spain
BOS - POS
BOSPOS
Boston Logan Intl
Wed 10/21
3:55 pm-1:47 am
1 stop9h 52m
Port of Spain Piarco Intl
Sun 10/25
3:40 am-11:03 pm
1 stop19h 23m
$386
BostonPort of Spain
BOS - POS
BOSPOS
Boston Logan Intl
Wed 5/27
6:40 pm-11:23 pm
2 stops28h 43m
Port of Spain Piarco Intl
Fri 5/29
12:30 am-7:30 pm
2 stops19h 00m
$459
Quickest round-trip
BostonPort of Spain
BOS - POS
BOSPOS
Boston Logan Intl
Thu 6/18
4:00 pm-1:46 am
1 stop9h 46m
Port of Spain Piarco Intl
Sun 6/28
3:49 am-11:08 pm
1 stop19h 19m
$468
BostonPort of Spain
BOS - POS
BOSPOS
Boston Logan Intl
Tue 10/27
6:00 am-11:23 pm
2 stops17h 23m
Port of Spain Piarco Intl
Mon 11/2
1:30 am-6:13 pm
2 stops17h 43m
$470
BostonScarborough
BOS - TAB
BOSTAB
Boston Logan Intl
Fri 6/12
5:10 am-8:30 am
2 stops27h 20m
Scarborough ANR Robinson Intl
Fri 6/19
6:00 pm-6:22 pm
2 stops24h 22m
$485
BostonScarborough
BOS - TAB
BOSTAB
Boston Logan Intl
Tue 6/9
10:05 am-9:10 am
2 stops23h 05m
Scarborough ANR Robinson Intl
Tue 6/16
6:55 am-9:05 am
2 stops26h 10m
$1,071
BostonScarborough
BOS - TAB
BOSTAB
Boston Logan Intl
Mon 10/12
6:00 am-9:40 pm
3 stops15h 40m
Scarborough ANR Robinson Intl
Fri 10/16
10:20 pm-4:10 pm
2 stops17h 50m
$1,160
BostonScarborough
BOS - TAB
BOSTAB
Boston Logan Intl
Tue 10/6
6:55 pm-8:30 am
2 stops13h 35m
Scarborough ANR Robinson Intl
Mon 10/12
1:05 pm-9:55 am
2 stops20h 50m
$1,485
BostonScarborough
BOS - TAB
BOSTAB
Boston Logan Intl
Sun 9/13
6:00 am-8:05 pm
2 stops14h 05m
Scarborough ANR Robinson Intl
Tue 9/22
12:25 pm-11:55 am
2 stops23h 30m
$3,720
Showing 1-10 of 20 resultsSorted by cheapest first
Best time to book a flight from Boston to Trinidad and Tobago
Have a flexible travel schedule? Discover the best time to fly to Trinidad and Tobago from Boston with our price prediction graph.
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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 Boston to Trinidad and Tobago
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How far ahead should I book a flight from Boston to Trinidad and Tobago?
The best time to book flights from Boston to Trinidad and Tobago is 53 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
What is the cheapest month to book a flight from Boston to Trinidad and Tobago?
Currently, July is the cheapest month in which you can book a flight from Boston to Trinidad and Tobago (average of $47). Flying from Boston to Trinidad and Tobago in November is currently the most expensive (average of $477). 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.
Reviews of airlines servicing Trinidad and Tobago
Get insights into the airlines that provide service to Trinidad and Tobago. 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 Trinidad and Tobago. Reviews last updated April 30, 2026.
Get a feel of what it's like to fly with Copa Airlines,United Airlines, andJetBlue from Boston to Trinidad and Tobago by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.1
Comfort
7.4
Overall
7.5
Entertainment
6.8
Boarding
7.8
Food
6.8
Reviews
1 / 20
2.0
MediocreKaterine,Mar 2026
LAX - PTY
Crew
8.1
Comfort
7.4
Overall
7.5
Entertainment
6.8
Boarding
7.8
Food
6.8
Reviews
1 / 20
2.0
MediocreKaterine,Mar 2026
LAX - PTY
Crew
8.1
Comfort
7.4
Overall
7.5
Entertainment
6.8
Boarding
7.8
Food
6.8
Reviews
1 / 20
2.0
MediocreKaterine,Mar 2026
LAX - PTY
Crew
8.1
Comfort
7.4
Overall
7.5
Entertainment
6.8
Boarding
7.8
Food
6.8
Reviews
1 / 20
2.0
MediocreKaterine,Mar 2026
LAX - PTY
Crew
8.1
Comfort
7.4
Overall
7.5
Entertainment
6.8
Boarding
7.8
Food
6.8
Reviews
1 / 20
2.0
MediocreKaterine,Mar 2026
LAX - PTY
Crew
8.1
Comfort
7.4
Overall
7.5
Entertainment
6.8
Boarding
7.8
Food
6.8
Reviews
1 / 20
2.0
MediocreKaterine,Mar 2026
LAX - PTY
Related info for your journey
Find useful and relevant information for your journey from Boston to Trinidad and Tobago. 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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Alternative routes for Boston to Trinidad and Tobago
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Trinidad and Tobago by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Boston to Trinidad and Tobago by cabin class
Find flights from Boston to Trinidad and Tobago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Boston and Trinidad and Tobago flights
Browse other Boston and Trinidad and Tobago flight options. Last updated on April 30, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Fly to Trinidad and Tobago regions
Consider these flights traveling to Trinidad and Tobago regions.
Top 5 airlines flying from Boston to Trinidad and Tobago
Discover the top 5 airlines that operate flights from Boston to Trinidad and Tobago. 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 April 30, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$164 | Average$420 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$255 | Average$556 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$276 | Average$559 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$329 | Average$433 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$490 | Average$590 | FlexibilityNo cancel fee | On-time71% |