$149+ Cheap flights from Sarasota (SRQ) to Caribbean
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 8/6. Fares are subject to change and may not be available on all flights or dates of travel.
SRQ — SJU
Jul 12 — Jul 191
Round-trip
1 adult, Economy
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Cheapest flights from Sarasota to CaribbeanExplore the most affordable flight options available from Sarasota to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2026.
Explore the most affordable flight options available from Sarasota to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2026.
This American Airlines deal was found by Cheapflights users on 6/11. 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 8/187:20 am
SRQ
- SJU
2 stops11h 14m
American Airlines
Sat 8/226:00 am
SJU
- SRQ
1 stop6h 02m
American Airlines
Deal found 6/11![American Airlines logo]()
$298
This American Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/27:20 am
SRQ
- SJU
2 stops14h 35m
American Airlines
Wed 9/94:38 pm
SJU
- SRQ
2 stops18h 24m
American Airlines
Deal found 6/10![American Airlines logo]()
$303
This Southwest deal was found by Cheapflights users on 6/11. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1612:30 pm
SRQ
- SJU
1 stop12h 05m
Southwest
Sat 10/245:30 am
SJU
- SRQ
2 stops9h 30m
Southwest
Deal found 6/11![Southwest logo]()
$326
This Southwest deal was found by Cheapflights users on 6/11. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/62:25 pm
SRQ
- SJU
2 stops9h 20m
Southwest
Tue 10/136:10 am
SJU
- SRQ
1 stop10h 45m
Southwest
Deal found 6/11![Southwest logo]()
$349
This Southwest deal was found by Cheapflights users on 6/11. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/188:50 am
SRQ
- SJU
2 stops10h 10m
Southwest
Sat 8/225:05 am
SJU
- SRQ
2 stops11h 30m
Southwest
Deal found 6/11![Southwest logo]()
$352
This American Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/318:35 am
SRQ
- SJU
1 stop6h 05m
American Airlines
Sat 10/317:00 pm
SJU
- SRQ
1 stop4h 51m
American Airlines
Deal found 6/8![American Airlines logo]()
$377
This American Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/298:35 am
SRQ
- SJU
2 stops28h 05m
American Airlines
Sat 10/313:50 pm
SJU
- SRQ
1 stop6h 18m
American Airlines
Deal found 6/8![American Airlines logo]()
$382
This American Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/27:20 am
SRQ
- SJU
2 stops14h 35m
American Airlines
Fri 9/112:58 pm
SJU
- SRQ
2 stops21h 15m
American Airlines
Deal found 6/8![American Airlines logo]()
$387
This American Airlines deal was found by Cheapflights users on 6/11. 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 10/67:56 pm
SRQ
- SJU
2 stops15h 09m
American Airlines
Tue 10/135:50 pm
SJU
- SRQ
2 stops17h 28m
American Airlines
Deal found 6/11![American Airlines logo]()
$412
This American Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/176:30 am
SRQ
- SJU
1 stop28h 30m
American Airlines
Sun 9/204:38 pm
SJU
- SRQ
1 stop31h 14m
American Airlines
Deal found 6/10![American Airlines logo]()
$413
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/66:20 am
SRQ
- SJU
1 stop10h 18m
Delta
Wed 9/165:41 pm
SJU
- SRQ
1 stop6h 46m
Delta
Deal found 6/8![Delta logo]()
$426
This American Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/235:21 pm
SRQ
- STT
2 stops19h 38m
American Airlines
Mon 7/274:50 pm
STT
- SRQ
2 stops18h 00m
American Airlines
Deal found 6/10![American Airlines logo]()
$433
Best flights from Sarasota to CaribbeanDiscover carefully curated flight deals from Sarasota to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 12, 2026.
Discover carefully curated flight deals from Sarasota to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 12, 2026.
This American Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/235:21 pm
SRQ
- STT
2 stops19h 38m
American Airlines
Mon 7/274:50 pm
STT
- SRQ
2 stops18h 00m
American Airlines
Deal found 6/10![American Airlines logo]()
$433
This Southwest deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/97:00 am
SRQ
- SXM
1 stop6h 20m
Southwest
Wed 12/163:20 pm
SXM
- SRQ
1 stop7h 30m
Southwest
Deal found 6/8![Southwest logo]()
$441
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/77:02 am
SRQ
- MBJ
1 stop9h 32m
Delta
Thu 9/104:59 pm
MBJ
- SRQ
1 stop6h 00m
Delta
Deal found 6/8![Delta logo]()
$462
This United Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/244:20 pm
SRQ
- MBJ
1 stop21h 26m
United Airlines
Sat 10/311:48 pm
MBJ
- SRQ
1 stop21h 11m
United Airlines
Deal found 6/10![United Airlines logo]()
$572
This Expedia deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/311:36 am
SRQ
- AUA
2 stops24h 59m
JetBlue
Mon 9/74:50 pm
AUA
- SRQ
2 stops17h 08m
JetBlue
Deal found 6/9![JetBlue logo]()
$605
This Air Canada deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/51:30 pm
SRQ
- PUJ
1 stop23h 20m
Air Canada
Sun 11/83:30 pm
PUJ
- SRQ
1 stop22h 09m
Air Canada
Deal found 6/7![Air Canada logo]()
$645
This American Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/227:56 pm
SRQ
- STT
2 stops18h 39m
American Airlines
Mon 10/265:40 pm
STT
- SRQ
1 stop6h 11m
American Airlines
Deal found 6/10![American Airlines logo]()
$433
This Southwest deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/107:20 am
SRQ
- SXM
1 stop6h 45m
Southwest
Fri 8/143:05 pm
SXM
- SRQ
1 stop6h 45m
Southwest
Deal found 6/8![Southwest logo]()
$441
This FlightHub deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/141:30 pm
SRQ
- UVF
1 stop25h 55m
Multiple Airlines
Sat 11/217:00 pm
UVF
- SRQ
1 stop21h 08m
Multiple Airlines
Deal found 6/8![Multiple Airlines logo]()
$885
This Delta deal was found by Cheapflights users on 6/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/166:00 am
SRQ
- SJU
1 stop10h 33m
Delta
Sat 10/2412:46 pm
SJU
- SRQ
1 stop8h 40m
Delta
Deal found 6/12![Delta logo]()
$466
This Southwest deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/511:25 am
SRQ
- SJU
1 stop10h 30m
Southwest
Sun 9/136:00 am
SJU
- SRQ
2 stops11h 25m
Southwest
Deal found 6/8![Southwest logo]()
$446
This Delta deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/166:00 am
SRQ
- SJU
1 stop7h 42m
Delta
Mon 8/172:59 pm
SJU
- SRQ
1 stop7h 26m
Delta
Deal found 6/9![Delta logo]()
$481
This American Airlines deal was found by Cheapflights users on 6/11. 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 7/2510:00 am
SRQ
- MBJ
1 stop26h 47m
American Airlines
Tue 7/285:14 pm
MBJ
- SRQ
2 stops26h 34m
American Airlines
Deal found 6/11![American Airlines logo]()
$502
This Southwest deal was found by Cheapflights users on 6/11. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/17:00 am
SRQ
- PUJ
1 stop7h 50m
Southwest
Thu 11/54:50 pm
PUJ
- SRQ
1 stop6h 00m
Southwest
Deal found 6/11![Southwest logo]()
$478
This United Airlines deal was found by Cheapflights users on 6/11. 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.
Mon 8/246:05 am
SRQ
- SJU
1 stop7h 40m
United Airlines
Thu 8/273:56 pm
SJU
- SRQ
1 stop23h 14m
United Airlines
Deal found 6/11![United Airlines logo]()
$590
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/137:04 am
SRQ
- PLS
1 stop5h 36m
Delta
Mon 7/203:45 pm
PLS
- SRQ
1 stop9h 00m
Delta
Deal found 6/8![Delta logo]()
$495
This Orbitz deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/111:36 am
SRQ
- AUA
1 stop27h 07m
JetBlue
Mon 9/74:50 pm
AUA
- SRQ
2 stops17h 08m
JetBlue
Deal found 6/9![JetBlue logo]()
$644
This Air Canada deal was found by Cheapflights users on 6/11. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/11:30 pm
SRQ
- AUA
1 stop25h 55m
Air Canada
Wed 11/45:25 pm
AUA
- SRQ
1 stop20h 14m
Air Canada
Deal found 6/11![Air Canada logo]()
$647
This American Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/236:22 am
SRQ
- SDQ
1 stop12h 18m
American Airlines
Thu 7/302:20 pm
SDQ
- SRQ
2 stops20h 30m
American Airlines
Deal found 6/8![American Airlines logo]()
$555
This Delta deal was found by Cheapflights users on 6/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/133:18 pm
SRQ
- SJU
1 stop7h 11m
Delta
Fri 7/175:50 pm
SJU
- SRQ
1 stop6h 55m
Delta
Deal found 6/11![Delta logo]()
$511
This Southwest deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/712:25 pm
SRQ
- SJU
1 stop10h 25m
Southwest
Fri 7/105:30 am
SJU
- SRQ
1 stop11h 35m
Southwest
Deal found 6/10![Southwest logo]()
$511
This United Airlines deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/16:05 am
SRQ
- PLS
1 stop29h 34m
United Airlines
Mon 9/712:45 pm
PLS
- SRQ
1 stop10h 30m
United Airlines
Deal found 6/9![United Airlines logo]()
$641
This American Airlines deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/136:30 am
SRQ
- SDQ
1 stop12h 14m
American Airlines
Mon 8/1710:27 am
SDQ
- SRQ
1 stop13h 32m
American Airlines
Deal found 6/9![American Airlines logo]()
$560
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/171:31 pm
SRQ
- SJU
1 stop8h 29m
Delta
Sun 9/202:26 pm
SJU
- SRQ
1 stop10h 01m
Delta
Deal found 6/8![Delta logo]()
$511
This Southwest deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/87:00 am
SRQ
- SXM
1 stop6h 20m
Southwest
Tue 12/153:20 pm
SXM
- SRQ
1 stop7h 30m
Southwest
Deal found 6/10![Southwest logo]()
$513
This United Airlines deal was found by Cheapflights users on 6/12. 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.
Mon 7/274:30 pm
SRQ
- NAS
1 stop22h 27m
United Airlines
Mon 8/33:59 pm
NAS
- SRQ
1 stop23h 13m
United Airlines
Deal found 6/12![United Airlines logo]()
$655
This JetBlue deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/55:25 pm
SRQ
- SDQ
1 stop8h 29m
JetBlue
Sun 11/84:15 am
SDQ
- SRQ
1 stop13h 14m
JetBlue
Deal found 6/7![JetBlue logo]()
$726
This American Airlines deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/127:20 am
SRQ
- SDQ
2 stops11h 24m
American Airlines
Mon 8/1710:27 am
SDQ
- SRQ
2 stops24h 44m
American Airlines
Deal found 6/9![American Airlines logo]()
$565
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/58:00 am
SRQ
- MBJ
1 stop8h 34m
Delta
Thu 9/101:25 pm
MBJ
- SRQ
1 stop9h 34m
Delta
Deal found 6/8![Delta logo]()
$517
This Southwest deal was found by Cheapflights users on 6/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/146:15 am
SRQ
- NAS
1 stop7h 00m
Southwest
Mon 7/208:45 am
NAS
- SRQ
2 stops14h 00m
Southwest
Deal found 6/12![Southwest logo]()
$539
Last-minute flights from Sarasota to CaribbeanDiscover last-minute flight deals from Sarasota to Caribbean. Data last updated June 12, 2026 and is based on user searches.
Discover last-minute flight deals from Sarasota to Caribbean. Data last updated June 12, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 6/11. 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 6/286:08 am
SRQ
- MBJ
1 stop8h 00m
American Airlines
Thu 7/25:14 pm
MBJ
- SRQ
2 stops26h 34m
American Airlines
Deal found 6/11![American Airlines logo]()
$535
This American Airlines deal was found by Cheapflights users on 6/11. 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 7/36:15 am
SRQ
- SJU
1 stop4h 49m
American Airlines
Tue 7/77:14 pm
SJU
- SRQ
1 stop4h 45m
American Airlines
Deal found 6/11![American Airlines logo]()
$526
This Southwest deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/712:25 pm
SRQ
- SJU
1 stop10h 25m
Southwest
Fri 7/105:30 am
SJU
- SRQ
1 stop11h 35m
Southwest
Deal found 6/10![Southwest logo]()
$511
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/77:59 pm
SRQ
- NAS
1 stop15h 52m
Delta
Tue 7/141:16 pm
NAS
- SRQ
1 stop9h 36m
Delta
Deal found 6/8![Delta logo]()
$520
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/137:04 am
SRQ
- PLS
1 stop5h 36m
Delta
Mon 7/203:45 pm
PLS
- SRQ
1 stop9h 00m
Delta
Deal found 6/8![Delta logo]()
$495
This Southwest deal was found by Cheapflights users on 6/11. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/2012:10 pm
SRQ
- SJU
1 stop12h 10m
Southwest
Wed 7/297:00 am
SJU
- SRQ
2 stops10h 20m
Southwest
Deal found 6/11![Southwest logo]()
$446
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/207:04 am
SRQ
- NAS
1 stop4h 47m
Delta
Wed 7/223:26 pm
NAS
- SRQ
1 stop7h 26m
Delta
Deal found 6/10![Delta logo]()
$510
This American Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/226:15 am
SRQ
- STT
1 stop6h 44m
American Airlines
Tue 7/281:49 pm
STT
- SRQ
2 stops21h 01m
American Airlines
Deal found 6/8![American Airlines logo]()
$438
This American Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/235:21 pm
SRQ
- STT
2 stops19h 38m
American Airlines
Mon 7/274:50 pm
STT
- SRQ
2 stops18h 00m
American Airlines
Deal found 6/10![American Airlines logo]()
$433
This American Airlines deal was found by Cheapflights users on 6/11. 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 7/236:22 am
SRQ
- SJU
1 stop15h 37m
American Airlines
Wed 7/297:14 pm
SJU
- SRQ
1 stop4h 45m
American Airlines
Deal found 6/11![American Airlines logo]()
$486
This American Airlines deal was found by Cheapflights users on 6/11. 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 7/255:03 pm
SRQ
- MBJ
2 stops21h 06m
American Airlines
Tue 7/285:14 pm
MBJ
- SRQ
2 stops26h 34m
American Airlines
Deal found 6/11![American Airlines logo]()
$494
This American Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/316:22 am
SRQ
- SJU
1 stop9h 25m
American Airlines
Sat 8/85:47 pm
SJU
- SRQ
1 stop6h 12m
American Airlines
Deal found 6/10![American Airlines logo]()
$521
One-way flights from Sarasota to CaribbeanSearch for one-way flight options from Sarasota to Caribbean. Find affordable one-way fares based on user searches. Data last updated June 12, 2026.
Search for one-way flight options from Sarasota to Caribbean. Find affordable one-way fares based on user searches. Data last updated June 12, 2026.
This American Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/66:30 am
SRQ
- SJU
1 stop12h 04m
American Airlines
Deal found 6/10![American Airlines logo]()
$149
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/126:00 am
SRQ
- NAS
1 stop7h 57m
Delta
Deal found 6/8![Delta logo]()
$201
This Delta deal was found by Cheapflights users on 6/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/107:02 am
SRQ
- STT
1 stop6h 32m
Delta
Deal found 6/11![Delta logo]()
$203
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/137:04 am
SRQ
- MBJ
1 stop9h 30m
Delta
Deal found 6/8![Delta logo]()
$207
This Southwest deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/611:45 am
SRQ
- SJU
2 stops10h 25m
Southwest
Deal found 6/10![Southwest logo]()
$213
This Delta deal was found by Cheapflights users on 6/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/47:02 am
SRQ
- SXM
1 stop6h 51m
Delta
Deal found 6/11![Delta logo]()
$215
This Kiwi.com deal was found by Cheapflights users on 6/12. 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 7/121:16 pm
SRQ
- SJU
3 stops58h 51m
Multiple Airlines
Deal found 6/12![Multiple Airlines logo]()
$243
This Kiwi.com deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/612:30 pm
SRQ
- SJU
3 stops49h 11m
Multiple Airlines
Deal found 6/10![Multiple Airlines logo]()
$255
This Air Canada deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/311:30 pm
SRQ
- SXM
1 stop25h 05m
Air Canada
Deal found 6/8![Air Canada logo]()
$259
This Southwest deal was found by Cheapflights users on 6/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/126:20 am
SRQ
- SJU
1 stop4h 25m
Southwest
Deal found 6/12![Southwest logo]()
$263
This Kiwi.com deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1210:00 am
SRQ
- NAS
2 stops22h 55m
Multiple Airlines
Deal found 6/8![Multiple Airlines logo]()
$264
This JetBlue deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/1411:50 am
SRQ
- SJU
1 stop9h 50m
JetBlue
Deal found 6/8![JetBlue logo]()
$265
Find flight deals from Sarasota to Caribbean
Keep the following information in mind while searching for Sarasota to Caribbean flight deals. Data was last updated June 12, 2026.
Round-trip from | $298 (American Airlines) |
|---|---|
One-way from | $149 (American Airlines) |
Popular in | December |
Cheapest in | October |
Average price | $556 |
Cheapflights Fare Finder
Customize your flight search to find flights from Sarasota to Caribbean that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 12, 2026.
Use the filters below to find and compare flights from Sarasota to Caribbean that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
SarasotaSaint Thomas Island
SRQ - STT
SRQSTT
Sarasota Bradenton Intl
Thu 7/23
5:21 pm-12:59 pm
2 stops19h 38m
Saint Thomas Island Cyril E King
Mon 7/27
4:50 pm-10:50 am
2 stops18h 00m
$433
SarasotaSaint Thomas Island
SRQ - STT
SRQSTT
Sarasota Bradenton Intl
Thu 10/22
7:56 pm-2:35 pm
2 stops18h 39m
Saint Thomas Island Cyril E King
Mon 10/26
5:40 pm-11:51 pm
1 stop6h 11m
$433
SarasotaSimpson Bay
SRQ - SXM
SRQSXM
Sarasota Bradenton Intl
Wed 12/9
7:00 am-2:20 pm
1 stop6h 20m
Simpson Bay Princess Juliana
Wed 12/16
3:20 pm-9:50 pm
1 stop7h 30m
$441
Quickest round-trip
SarasotaSimpson Bay
SRQ - SXM
SRQSXM
Sarasota Bradenton Intl
Mon 8/10
7:20 am-2:05 pm
1 stop6h 45m
Simpson Bay Princess Juliana
Fri 8/14
3:05 pm-9:50 pm
1 stop6h 45m
$441
SarasotaSan Juan
SRQ - SJU
SRQSJU
Sarasota Bradenton Intl
Sat 9/5
11:25 am-9:55 pm
1 stop10h 30m
San Juan Luis Munoz Marin Intl
Sun 9/13
6:00 am-5:25 pm
2 stops11h 25m
$446
SarasotaMontego Bay
SRQ - MBJ
SRQMBJ
Sarasota Bradenton Intl
Mon 9/7
7:02 am-3:34 pm
1 stop9h 32m
Montego Bay Sangster Intl
Thu 9/10
4:59 pm-11:59 pm
1 stop6h 00m
$462
SarasotaSan Juan
SRQ - SJU
SRQSJU
Sarasota Bradenton Intl
Fri 10/16
6:00 am-4:33 pm
1 stop10h 33m
San Juan Luis Munoz Marin Intl
Sat 10/24
12:46 pm-9:26 pm
1 stop8h 40m
$466
SarasotaPunta Cana
SRQ - PUJ
SRQPUJ
Sarasota Bradenton Intl
Sun 11/1
7:00 am-3:50 pm
1 stop7h 50m
Punta Cana
Thu 11/5
4:50 pm-9:50 pm
1 stop6h 00m
$478
SarasotaSan Juan
SRQ - SJU
SRQSJU
Sarasota Bradenton Intl
Sun 8/16
6:00 am-1:42 pm
1 stop7h 42m
San Juan Luis Munoz Marin Intl
Mon 8/17
2:59 pm-10:25 pm
1 stop7h 26m
$481
SarasotaProvidenciales
SRQ - PLS
SRQPLS
Sarasota Bradenton Intl
Mon 7/13
7:04 am-12:40 pm
1 stop5h 36m
Providenciales
Mon 7/20
3:45 pm-12:45 am
1 stop9h 00m
$495
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Sarasota to Caribbean
Have a flexible travel schedule? Discover the best time to fly to Caribbean from Sarasota with our price prediction graph.
SRQ-SJU
SRQ-STT
SRQ-SXM
SRQ-MBJ
SRQ-AUA
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 Sarasota to Caribbean
SRQ-0CB
SRQ-SJU
SRQ-STT
SRQ-SXM
SRQ-MBJ
What is the cheapest month to book a flight from Sarasota to Caribbean?
Currently, May is the cheapest month in which you can book a flight from Sarasota to Caribbean (average of $176). Flying from Sarasota to Caribbean in September is currently the most expensive (average of $577). 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 Caribbean
Get insights into the airlines that provide service to Caribbean. 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. Reviews last updated June 12, 2026.
See what other customers who have flown with Southwest,Delta, andAmerican Airlines from Sarasota to Caribbean have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Crew
8.6
Overall
7.9
Entertainment
7.5
Comfort
8.0
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Boarding
8.1
Crew
8.6
Overall
7.9
Entertainment
7.5
Comfort
8.0
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Boarding
8.1
Crew
8.6
Overall
7.9
Entertainment
7.5
Comfort
8.0
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Boarding
8.1
Crew
8.6
Overall
7.9
Entertainment
7.5
Comfort
8.0
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Related info for your journey
Find useful and relevant information for your journey from Sarasota to Caribbean. 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.
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Alternative routes for Sarasota to Caribbean
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Caribbean by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Sarasota to Caribbean by cabin class
Find flights from Sarasota to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Sarasota and Caribbean flights
Browse other Sarasota and Caribbean flight options. Last updated on June 12, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Fly to Caribbean countries
Consider these flights traveling to countries located in Caribbean.
Sarasota to Caribbean flights
Consider these flights traveling from Sarasota to Caribbean.
Top 3 airlines flying from Sarasota to Caribbean
Discover the top 3 airlines that operate flights from Sarasota to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 12, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$325 | Average$415 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$363 | Average$619 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$404 | Average$475 | FlexibilityNo cancel fee | On-timeN/A |