$178+ 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 10/28. Fares are subject to change and may not be available on all flights or dates of travel.
SRQ — SJU
Aug 26 — Sep 21
Round-trip
1 adult, Economy
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Find cheap flights from Sarasota to Caribbean with Cheapflights
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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 July 27, 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 July 27, 2026.
This Southwest deal was found by Cheapflights users on 7/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/257:35 am
SRQ
- SJU
1 stop14h 25m
Southwest
Tue 9/18:20 am
SJU
- SRQ
2 stops11h 40m
Southwest
Deal found 7/26![Southwest logo]()
$400
This Southwest deal was found by Cheapflights users on 7/23. 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 9/27:35 am
SRQ
- SJU
2 stops10h 35m
Southwest
Sat 9/56:25 am
SJU
- SRQ
2 stops11h 55m
Southwest
Deal found 7/23![Southwest logo]()
$408
This Southwest deal was found by Cheapflights users on 7/22. 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 12/127:05 am
SRQ
- SJU
2 stops11h 10m
Southwest
Sat 12/196:35 am
SJU
- SRQ
1 stop11h 15m
Southwest
Deal found 7/22![Southwest logo]()
$421
This JetBlue deal was found by Cheapflights users on 7/24. 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.
Wed 12/22:35 pm
SRQ
- SJU
1 stop10h 17m
JetBlue
Wed 12/96:01 am
SJU
- SRQ
1 stop8h 43m
JetBlue
Deal found 7/24![JetBlue logo]()
$443
This Delta deal was found by Cheapflights users on 7/22. 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 9/176:00 am
SRQ
- SJU
1 stop10h 49m
Delta
Sun 9/205:59 pm
SJU
- SRQ
1 stop6h 35m
Delta
Deal found 7/22![Delta logo]()
$446
This American Airlines deal was found by Cheapflights users on 7/22. 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 9/295:17 pm
SRQ
- STT
2 stops19h 34m
American Airlines
Tue 10/63:46 pm
STT
- SRQ
1 stop8h 13m
American Airlines
Deal found 7/22![American Airlines logo]()
$453
This Southwest deal was found by Cheapflights users on 7/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/233:20 pm
SRQ
- SJU
2 stops8h 35m
Southwest
Wed 11/256:05 am
SJU
- SRQ
1 stop14h 35m
Southwest
Deal found 7/26![Southwest logo]()
$461
This Southwest deal was found by Cheapflights users on 7/22. 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 10/287:15 am
SRQ
- NAS
1 stop6h 00m
Southwest
Wed 11/41:10 pm
NAS
- SRQ
1 stop8h 40m
Southwest
Deal found 7/22![Southwest logo]()
$464
This American Airlines deal was found by Cheapflights users on 7/26. 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.
Thu 9/1712:58 pm
SRQ
- SJU
2 stops22h 02m
American Airlines
Sun 9/204:38 pm
SJU
- SRQ
2 stops19h 35m
American Airlines
Deal found 7/26![American Airlines logo]()
$466
This American Airlines deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/55:28 pm
SRQ
- MBJ
2 stops21h 21m
American Airlines
Sat 9/125:16 pm
MBJ
- SRQ
2 stops26h 46m
American Airlines
Deal found 7/23![American Airlines logo]()
$467
This American Airlines deal was found by Cheapflights users on 7/22. 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 8/812:32 pm
SRQ
- MBJ
1 stop26h 17m
American Airlines
Thu 9/101:54 pm
MBJ
- SRQ
1 stop8h 58m
American Airlines
Deal found 7/22![American Airlines logo]()
$470
This Southwest deal was found by Cheapflights users on 7/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/412:15 pm
SRQ
- SJU
2 stops10h 05m
Southwest
Mon 12/76:15 am
SJU
- SRQ
2 stops11h 10m
Southwest
Deal found 7/26![Southwest logo]()
$471
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 July 27, 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 July 27, 2026.
This Southwest deal was found by Cheapflights users on 7/23. 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 9/27:35 am
SRQ
- SJU
2 stops10h 35m
Southwest
Sat 9/511:45 am
SJU
- SRQ
1 stop7h 05m
Southwest
Deal found 7/23![Southwest logo]()
$408
This American Airlines deal was found by Cheapflights users on 7/25. 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.
Tue 1/126:00 am
SRQ
- STT
1 stop8h 56m
American Airlines
Tue 1/194:46 pm
STT
- SRQ
2 stops20h 23m
American Airlines
Deal found 7/25![American Airlines logo]()
$418
This Delta deal was found by Cheapflights users on 7/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/51:25 pm
SRQ
- SJU
1 stop8h 54m
Delta
Thu 10/82:59 pm
SJU
- SRQ
1 stop9h 28m
Delta
Deal found 7/25![Delta logo]()
$446
This United Airlines deal was found by Cheapflights users on 7/26. 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.
Sun 9/136:05 am
SRQ
- SJU
1 stop7h 40m
United Airlines
Sat 9/191:25 pm
SJU
- SRQ
1 stop9h 54m
United Airlines
Deal found 7/26![United Airlines logo]()
$505
This Air Canada deal was found by Cheapflights users on 7/26. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/71:55 pm
SRQ
- NAS
1 stop21h 35m
Air Canada
Fri 12/1112:30 pm
NAS
- SRQ
1 stop24h 09m
Air Canada
Deal found 7/26![Air Canada logo]()
$531
This FlightHub deal was found by Cheapflights users on 7/24. 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 11/141:55 pm
SRQ
- UVF
1 stop25h 45m
Multiple Airlines
Sat 11/215:22 pm
UVF
- SRQ
1 stop21h 33m
Multiple Airlines
Deal found 7/24![Multiple Airlines logo]()
$812
This Southwest deal was found by Cheapflights users on 7/24. 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 8/275:10 pm
SRQ
- SJU
1 stop5h 00m
Southwest
Sun 9/66:00 am
SJU
- SRQ
1 stop7h 25m
Southwest
Deal found 7/24![Southwest logo]()
$421
This Delta deal was found by Cheapflights users on 7/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/177:10 am
SRQ
- SJU
1 stop9h 39m
Delta
Sun 9/205:59 pm
SJU
- SRQ
1 stop6h 35m
Delta
Deal found 7/26![Delta logo]()
$446
This American Airlines deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/55:28 pm
SRQ
- MBJ
2 stops21h 21m
American Airlines
Sat 9/125:16 pm
MBJ
- SRQ
2 stops26h 46m
American Airlines
Deal found 7/23![American Airlines logo]()
$467
This Delta deal was found by Cheapflights users on 7/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/116:00 am
SRQ
- SJU
1 stop10h 49m
Delta
Mon 9/145:59 pm
SJU
- SRQ
1 stop6h 35m
Delta
Deal found 7/25![Delta logo]()
$446
This American Airlines deal was found by Cheapflights users on 7/22. 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 8/812:32 pm
SRQ
- MBJ
1 stop26h 17m
American Airlines
Thu 9/101:54 pm
MBJ
- SRQ
1 stop8h 58m
American Airlines
Deal found 7/22![American Airlines logo]()
$470
This Southwest deal was found by Cheapflights users on 7/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/412:15 pm
SRQ
- SJU
2 stops10h 05m
Southwest
Mon 12/77:40 am
SJU
- SRQ
1 stop5h 00m
Southwest
Deal found 7/26![Southwest logo]()
$471
This Delta deal was found by Cheapflights users on 7/24. 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 12/66:00 am
SRQ
- SJU
1 stop10h 25m
Delta
Wed 12/91:55 pm
SJU
- SRQ
1 stop11h 32m
Delta
Deal found 7/24![Delta logo]()
$476
This United Airlines deal was found by Cheapflights users on 7/22. 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 12/76:00 pm
SRQ
- MBJ
1 stop18h 07m
United Airlines
Fri 12/113:36 pm
MBJ
- SRQ
2 stops19h 23m
United Airlines
Deal found 7/22![United Airlines logo]()
$582
This American Airlines deal was found by Cheapflights users on 7/22. 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 9/298:02 am
SRQ
- STT
1 stop28h 49m
American Airlines
Tue 10/61:48 pm
STT
- SRQ
1 stop10h 11m
American Airlines
Deal found 7/22![American Airlines logo]()
$492
This Air Canada deal was found by Cheapflights users on 7/22. 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 11/51:55 pm
SRQ
- PUJ
1 stop22h 55m
Air Canada
Sun 11/81:05 pm
PUJ
- SRQ
1 stop24h 59m
Air Canada
Deal found 7/22![Air Canada logo]()
$598
This Delta deal was found by Cheapflights users on 7/23. 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 8/286:00 am
SRQ
- NAS
1 stop5h 51m
Delta
Mon 8/313:22 pm
NAS
- SRQ
1 stop9h 09m
Delta
Deal found 7/23![Delta logo]()
$478
This Southwest deal was found by Cheapflights users on 7/22. 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 10/227:20 am
SRQ
- NAS
1 stop5h 55m
Southwest
Tue 10/272:10 pm
NAS
- SRQ
1 stop7h 40m
Southwest
Deal found 7/22![Southwest logo]()
$535
This United Airlines deal was found by Cheapflights users on 7/23. 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.
Sun 9/66:05 am
SRQ
- MBJ
1 stop30h 38m
United Airlines
Sun 9/1312:52 pm
MBJ
- SRQ
1 stop9h 23m
United Airlines
Deal found 7/23![United Airlines logo]()
$608
This Air Canada deal was found by Cheapflights users on 7/26. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/261:55 pm
SRQ
- PUJ
1 stop21h 15m
Air Canada
Thu 10/292:15 pm
PUJ
- SRQ
2 stops46h 49m
Air Canada
Deal found 7/26![Air Canada logo]()
$611
This American Airlines deal was found by Cheapflights users on 7/25. 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.
Fri 1/16:01 am
SRQ
- STT
1 stop6h 52m
American Airlines
Thu 1/76:39 pm
STT
- SRQ
2 stops18h 30m
American Airlines
Deal found 7/25![American Airlines logo]()
$518
This Delta deal was found by Cheapflights users on 7/24. 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 8/186:00 am
SRQ
- NAS
1 stop7h 57m
Delta
Fri 8/213:22 pm
NAS
- SRQ
1 stop9h 09m
Delta
Deal found 7/24![Delta logo]()
$478
This United Airlines deal was found by Cheapflights users on 7/22. 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 9/56:05 am
SRQ
- PLS
1 stop29h 34m
United Airlines
Sat 9/1212:45 pm
PLS
- SRQ
1 stop10h 34m
United Airlines
Deal found 7/22![United Airlines logo]()
$617
This Orbitz deal was found by Cheapflights users on 7/23. 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.
Thu 12/31:30 pm
SRQ
- PUJ
1 stop31h 10m
Air Canada
Tue 12/87:45 pm
PUJ
- SRQ
2 stops41h 54m
Air Canada
Deal found 7/23![Air Canada logo]()
$623
This American Airlines deal was found by Cheapflights users on 7/26. 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 12/127:42 pm
SRQ
- STT
2 stops20h 16m
American Airlines
Sun 12/204:34 pm
STT
- SRQ
1 stop7h 06m
American Airlines
Deal found 7/26![American Airlines logo]()
$518
This Delta deal was found by Cheapflights users on 7/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/136:00 am
SRQ
- NAS
1 stop7h 54m
Delta
Wed 10/143:19 pm
NAS
- SRQ
1 stop7h 59m
Delta
Deal found 7/26![Delta logo]()
$492
This Southwest deal was found by Cheapflights users on 7/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/197:00 am
SRQ
- PLS
1 stop6h 45m
Southwest
Sun 1/242:40 pm
PLS
- SRQ
1 stop7h 15m
Southwest
Deal found 7/26![Southwest logo]()
$603
This American Airlines deal was found by Cheapflights users on 7/26. 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.
Tue 10/277:00 am
SRQ
- AUA
1 stop6h 30m
American Airlines
Tue 11/34:10 pm
AUA
- SRQ
1 stop7h 48m
American Airlines
Deal found 7/26![American Airlines logo]()
$545
This Delta deal was found by Cheapflights users on 7/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/136:00 am
SRQ
- NAS
1 stop7h 53m
Delta
Thu 9/173:18 pm
NAS
- SRQ
1 stop9h 16m
Delta
Deal found 7/26![Delta logo]()
$504
This United Airlines deal was found by Cheapflights users on 7/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/86:05 am
SRQ
- SDQ
1 stop16h 41m
United Airlines
Tue 9/156:00 am
SDQ
- SRQ
1 stop17h 15m
United Airlines
Deal found 7/25![United Airlines logo]()
$680
Last-minute flights from Sarasota to CaribbeanDiscover last-minute flight deals from Sarasota to Caribbean. Data last updated July 27, 2026 and is based on user searches.
Discover last-minute flight deals from Sarasota to Caribbean. Data last updated July 27, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 7/22. 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 7/296:21 am
SRQ
- MBJ
1 stop8h 10m
American Airlines
Mon 9/75:08 pm
MBJ
- SRQ
2 stops27h 02m
American Airlines
Deal found 7/22![American Airlines logo]()
$543
This American Airlines deal was found by Cheapflights users on 7/22. 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 8/812:32 pm
SRQ
- MBJ
1 stop26h 17m
American Airlines
Thu 9/101:54 pm
MBJ
- SRQ
1 stop8h 58m
American Airlines
Deal found 7/22![American Airlines logo]()
$470
This Kiwi.com deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/86:53 pm
SRQ
- SJU
1 stop22h 53m
Multiple Airlines
Wed 8/126:00 am
SJU
- SRQ
2 stops34h 43m
Multiple Airlines
Deal found 7/24![Multiple Airlines logo]()
$499
This Southwest deal was found by Cheapflights users on 7/24. 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 8/87:00 am
SRQ
- SJU
2 stops9h 40m
Southwest
Wed 8/128:20 am
SJU
- SRQ
2 stops11h 45m
Southwest
Deal found 7/24![Southwest logo]()
$516
This Southwest deal was found by Cheapflights users on 7/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/105:10 pm
SRQ
- SJU
1 stop6h 40m
Southwest
Fri 8/146:30 am
SJU
- SRQ
2 stops10h 30m
Southwest
Deal found 7/26![Southwest logo]()
$506
This Southwest deal was found by Cheapflights users on 7/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/1412:05 pm
SRQ
- SJU
2 stops11h 00m
Southwest
Mon 8/176:00 am
SJU
- SRQ
2 stops10h 35m
Southwest
Deal found 7/25![Southwest logo]()
$536
This Delta deal was found by Cheapflights users on 7/24. 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
- PLS
1 stop6h 40m
Delta
Wed 8/262:05 pm
PLS
- SRQ
1 stop8h 52m
Delta
Deal found 7/24![Delta logo]()
$529
This Delta deal was found by Cheapflights users on 7/24. 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 8/186:00 am
SRQ
- NAS
1 stop7h 57m
Delta
Fri 8/213:22 pm
NAS
- SRQ
1 stop9h 09m
Delta
Deal found 7/24![Delta logo]()
$478
This Delta deal was found by Cheapflights users on 7/22. 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 8/186:00 am
SRQ
- NAS
1 stop7h 57m
Delta
Sat 8/226:04 pm
NAS
- SRQ
1 stop15h 51m
Delta
Deal found 7/22![Delta logo]()
$543
This Southwest deal was found by Cheapflights users on 7/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/257:35 am
SRQ
- SJU
2 stops11h 25m
Southwest
Tue 9/110:30 am
SJU
- SRQ
2 stops9h 30m
Southwest
Deal found 7/26![Southwest logo]()
$400
This Southwest deal was found by Cheapflights users on 7/24. 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 8/2711:45 am
SRQ
- SJU
1 stop11h 05m
Southwest
Sun 9/69:40 am
SJU
- SRQ
2 stops9h 55m
Southwest
Deal found 7/24![Southwest logo]()
$421
This Southwest deal was found by Cheapflights users on 7/23. 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 8/287:10 am
SRQ
- NAS
1 stop5h 05m
Southwest
Mon 8/311:10 pm
NAS
- SRQ
2 stops8h 20m
Southwest
Deal found 7/23![Southwest logo]()
$526
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 July 27, 2026.
Search for one-way flight options from Sarasota to Caribbean. Find affordable one-way fares based on user searches. Data last updated July 27, 2026.
This Southwest deal was found by Cheapflights users on 7/22. 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 10/287:15 am
SRQ
- NAS
1 stop6h 00m
Southwest
Deal found 7/22![Southwest logo]()
$178
This Southwest deal was found by Cheapflights users on 7/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/257:15 am
SRQ
- NAS
1 stop5h 00m
Southwest
Deal found 7/26![Southwest logo]()
$181
This Kiwi.com deal was found by Cheapflights users on 7/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/214:00 pm
SRQ
- SJU
2 stops31h 57m
Multiple Airlines
Deal found 7/26![Multiple Airlines logo]()
$197
This Southwest deal was found by Cheapflights users on 7/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/187:35 am
SRQ
- SJU
2 stops10h 35m
Southwest
Deal found 7/26![Southwest logo]()
$200
This Delta deal was found by Cheapflights users on 7/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/316:00 am
SRQ
- SXM
1 stop7h 40m
Delta
Deal found 7/25![Delta logo]()
$206
This American Airlines deal was found by Cheapflights users on 7/24. 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 9/276:30 am
SRQ
- MBJ
1 stop5h 33m
American Airlines
Deal found 7/24![American Airlines logo]()
$207
This Southwest deal was found by Cheapflights users on 7/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2112:15 pm
SRQ
- SJU
1 stop10h 50m
Southwest
Deal found 7/26![Southwest logo]()
$208
This Air Canada deal was found by Cheapflights users on 7/24. 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.
Mon 11/231:55 pm
SRQ
- PLS
1 stop22h 30m
Air Canada
Deal found 7/24![Air Canada logo]()
$222
This Delta deal was found by Cheapflights users on 7/24. 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 1/2310:30 am
SRQ
- SJU
1 stop5h 50m
Delta
Deal found 7/24![Delta logo]()
$223
This Kiwi.com deal was found by Cheapflights users on 7/22. 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 10/284:00 pm
SRQ
- NAS
2 stops17h 25m
Breeze Airways
Deal found 7/22![Breeze Airways logo]()
$225
This Air Canada deal was found by Cheapflights users on 7/24. 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 11/221:55 pm
SRQ
- UVF
1 stop25h 45m
Air Canada
Deal found 7/24![Air Canada logo]()
$242
This Delta deal was found by Cheapflights users on 7/23. 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 9/276:35 pm
SRQ
- AUA
2 stops18h 05m
Delta
Deal found 7/23![Delta logo]()
$243
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 July 27, 2026.
Round-trip from | $400 (Southwest) |
|---|---|
One-way from | $178 (Southwest) |
Popular in | April |
Cheapest in | October |
Average price | $606 |
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 July 27, 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
SarasotaSan Juan
SRQ - SJU
SRQSJU
Sarasota Bradenton Intl
Wed 9/2
7:35 am-6:10 pm
2 stops10h 35m
San Juan Luis Munoz Marin Intl
Sat 9/5
11:45 am-6:50 pm
1 stop7h 05m
$408
SarasotaSaint Thomas Island
SRQ - STT
SRQSTT
Sarasota Bradenton Intl
Tue 1/12
6:00 am-3:56 pm
1 stop8h 56m
Saint Thomas Island Cyril E King
Tue 1/19
4:46 pm-12:09 pm
2 stops20h 23m
$418
Quickest round-trip
SarasotaSan Juan
SRQ - SJU
SRQSJU
Sarasota Bradenton Intl
Thu 8/27
5:10 pm-10:10 pm
1 stop5h 00m
San Juan Luis Munoz Marin Intl
Sun 9/6
6:00 am-1:25 pm
1 stop7h 25m
$421
SarasotaSan Juan
SRQ - SJU
SRQSJU
Sarasota Bradenton Intl
Mon 10/5
1:25 pm-10:19 pm
1 stop8h 54m
San Juan Luis Munoz Marin Intl
Thu 10/8
2:59 pm-12:27 am
1 stop9h 28m
$446
SarasotaSan Juan
SRQ - SJU
SRQSJU
Sarasota Bradenton Intl
Thu 9/17
7:10 am-4:49 pm
1 stop9h 39m
San Juan Luis Munoz Marin Intl
Sun 9/20
5:59 pm-12:34 am
1 stop6h 35m
$446
SarasotaSan Juan
SRQ - SJU
SRQSJU
Sarasota Bradenton Intl
Fri 9/11
6:00 am-4:49 pm
1 stop10h 49m
San Juan Luis Munoz Marin Intl
Mon 9/14
5:59 pm-12:34 am
1 stop6h 35m
$446
SarasotaMontego Bay
SRQ - MBJ
SRQMBJ
Sarasota Bradenton Intl
Sat 9/5
5:28 pm-1:49 pm
2 stops21h 21m
Montego Bay Sangster Intl
Sat 9/12
5:16 pm-9:02 pm
2 stops26h 46m
$467
SarasotaMontego Bay
SRQ - MBJ
SRQMBJ
Sarasota Bradenton Intl
Sat 8/8
12:32 pm-1:49 pm
1 stop26h 17m
Montego Bay Sangster Intl
Thu 9/10
1:54 pm-11:52 pm
1 stop8h 58m
$470
SarasotaSan Juan
SRQ - SJU
SRQSJU
Sarasota Bradenton Intl
Fri 12/4
12:15 pm-11:20 pm
2 stops10h 05m
San Juan Luis Munoz Marin Intl
Mon 12/7
7:40 am-11:40 am
1 stop5h 00m
$471
SarasotaSan Juan
SRQ - SJU
SRQSJU
Sarasota Bradenton Intl
Sun 12/6
6:00 am-5:25 pm
1 stop10h 25m
San Juan Luis Munoz Marin Intl
Wed 12/9
1:55 pm-12:27 am
1 stop11h 32m
$476
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-NAS
SRQ-MBJ
SRQ-PLS
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-NAS
SRQ-MBJ
What is the cheapest month to book a flight from Sarasota to Caribbean?
Currently, November is the cheapest month in which you can book a flight from Sarasota to Caribbean (average of $559). Flying from Sarasota to Caribbean in October is currently the most expensive (average of $850). 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 July 27, 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.
Overall
8.0
Boarding
8.1
Crew
8.6
Comfort
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Overall
8.0
Boarding
8.1
Crew
8.6
Comfort
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Overall
8.0
Boarding
8.1
Crew
8.6
Comfort
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Overall
8.0
Boarding
8.1
Crew
8.6
Comfort
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
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 July 27, 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 July 27, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$325 | Average$415 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$363 | Average$638 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$468 | Average$512 | FlexibilityNo cancel fee | On-timeN/A |