$187+ Cheap flights from Sarasota (SRQ) to Caribbean Islands
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/22. Fares are subject to change and may not be available on all flights or dates of travel.
SRQ — SJU
Jul 7 — Jul 141
Round-trip
1 adult, Economy
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Find cheap flights from Sarasota to Caribbean Islands with Cheapflights
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Cheapest flights from Sarasota to Caribbean IslandsExplore the most affordable flight options available from Sarasota to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 7, 2026.
Explore the most affordable flight options available from Sarasota to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 7, 2026.
This Southwest deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2111:45 am
SRQ
- SJU
1 stop11h 05m
Southwest
Tue 8/255:15 am
SJU
- SRQ
1 stop6h 20m
Southwest
Deal found 6/3![Southwest logo]()
$416
This Delta deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/31:33 pm
SRQ
- SJU
1 stop8h 56m
Delta
Thu 8/65:49 pm
SJU
- SRQ
1 stop6h 42m
Delta
Deal found 6/6![Delta logo]()
$426
This American Airlines deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/46:15 am
SRQ
- MBJ
1 stop6h 32m
American Airlines
Sun 8/95:08 pm
MBJ
- SRQ
2 stops27h 02m
American Airlines
Deal found 6/2![American Airlines logo]()
$432
This American Airlines deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/106:30 am
SRQ
- STT
1 stop6h 21m
American Airlines
Sun 9/131:41 pm
STT
- SRQ
2 stops22h 32m
American Airlines
Deal found 6/5![American Airlines logo]()
$433
This Southwest deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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 10/243:55 pm
SJU
- SRQ
1 stop5h 55m
Southwest
Deal found 6/3![Southwest logo]()
$436
This American Airlines deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1711:47 am
SRQ
- SJU
2 stops21h 37m
American Airlines
Sun 9/2010:16 am
SJU
- SRQ
1 stop13h 36m
American Airlines
Deal found 6/6![American Airlines logo]()
$446
This Delta deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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 stop7h 16m
Delta
Sun 9/205:41 pm
SJU
- SRQ
1 stop6h 46m
Delta
Deal found 6/4![Delta logo]()
$456
This Southwest deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/233:25 pm
SRQ
- SJU
2 stops10h 00m
Southwest
Wed 7/297:00 am
SJU
- SRQ
2 stops10h 20m
Southwest
Deal found 6/5![Southwest logo]()
$461
This American Airlines deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/56:30 am
SRQ
- SJU
1 stop15h 25m
American Airlines
Sat 8/83:28 pm
SJU
- SRQ
1 stop8h 33m
American Airlines
Deal found 6/4![American Airlines logo]()
$486
This Southwest deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/37:00 am
SRQ
- PLS
1 stop6h 45m
Southwest
Tue 11/102:40 pm
PLS
- SRQ
1 stop7h 10m
Southwest
Deal found 6/3![Southwest logo]()
$489
This Delta deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/31:33 pm
SRQ
- SJU
1 stop8h 56m
Delta
Fri 8/72:59 pm
SJU
- SRQ
1 stop7h 26m
Delta
Deal found 6/6![Delta logo]()
$491
This American Airlines deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/297:56 pm
SRQ
- MBJ
2 stops18h 18m
American Airlines
Sat 12/52:02 pm
MBJ
- SRQ
1 stop9h 22m
American Airlines
Deal found 6/5![American Airlines logo]()
$494
Best flights from Sarasota to Caribbean IslandsDiscover carefully curated flight deals from Sarasota to Caribbean Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 7, 2026.
Discover carefully curated flight deals from Sarasota to Caribbean Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 7, 2026.
This Delta deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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 stop7h 16m
Delta
Sun 9/205:41 pm
SJU
- SRQ
1 stop6h 46m
Delta
Deal found 6/4![Delta logo]()
$456
This American Airlines deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/46:21 am
SRQ
- MBJ
2 stops7h 48m
American Airlines
Sun 8/95:08 pm
MBJ
- SRQ
2 stops27h 02m
American Airlines
Deal found 6/2![American Airlines logo]()
$489
This Southwest deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/37:00 am
SRQ
- PLS
1 stop6h 45m
Southwest
Tue 11/102:40 pm
PLS
- SRQ
1 stop7h 10m
Southwest
Deal found 6/3![Southwest logo]()
$489
This Faresmojo deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/2511:01 am
SRQ
- SJU
1 stop9h 42m
JetBlue
Sun 6/2812:54 pm
SJU
- SRQ
1 stop9h 35m
JetBlue
Deal found 6/4![JetBlue logo]()
$498
This United Airlines deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/176:05 am
SRQ
- SJU
1 stop7h 40m
United Airlines
Sun 9/201:25 pm
SJU
- SRQ
1 stop9h 50m
United Airlines
Deal found 6/2![United Airlines logo]()
$516
This Air Canada deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/261:30 pm
SRQ
- MBJ
1 stop23h 20m
Air Canada
Sun 11/291:50 pm
MBJ
- SRQ
2 stops22h 49m
Air Canada
Deal found 6/5![Air Canada logo]()
$955
This American Airlines deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/297:56 pm
SRQ
- MBJ
2 stops18h 18m
American Airlines
Sat 12/52:02 pm
MBJ
- SRQ
1 stop9h 22m
American Airlines
Deal found 6/5![American Airlines logo]()
$494
This Delta deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/136:00 am
SRQ
- PLS
1 stop6h 40m
Delta
Mon 7/203:45 pm
PLS
- SRQ
1 stop9h 00m
Delta
Deal found 6/6![Delta logo]()
$500
This United Airlines deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/156:05 am
SRQ
- SJU
1 stop7h 48m
United Airlines
Tue 9/221:25 pm
SJU
- SRQ
1 stop9h 50m
United Airlines
Deal found 6/3![United Airlines logo]()
$516
This Southwest deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/253:25 pm
SRQ
- SJU
2 stops9h 55m
Southwest
Thu 7/27:00 am
SJU
- SRQ
2 stops10h 05m
Southwest
Deal found 6/3![Southwest logo]()
$516
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/205:21 pm
SRQ
- STT
2 stops22h 39m
American Airlines
Fri 7/244:50 pm
STT
- SRQ
2 stops18h 00m
American Airlines
Deal found 6/7![American Airlines logo]()
$504
This Delta deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/76:00 am
SRQ
- SJU
1 stop10h 38m
Delta
Sun 8/92:59 pm
SJU
- SRQ
1 stop9h 32m
Delta
Deal found 6/5![Delta logo]()
$511
This Southwest deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/212:10 pm
SRQ
- SJU
1 stop12h 05m
Southwest
Thu 7/95:30 am
SJU
- SRQ
1 stop11h 35m
Southwest
Deal found 6/3![Southwest logo]()
$526
This United Airlines deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/296:05 am
SRQ
- STT
1 stop9h 38m
United Airlines
Sat 9/52:10 pm
STT
- SRQ
1 stop9h 09m
United Airlines
Deal found 6/4![United Airlines logo]()
$534
This Flysmarter deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/137:59 pm
SRQ
- AUA
1 stop19h 31m
JetBlue
Tue 7/214:17 pm
AUA
- SRQ
1 stop18h 43m
JetBlue
Deal found 6/3![JetBlue logo]()
$637
This Southwest deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/47:00 am
SRQ
- SJU
1 stop13h 40m
Southwest
Fri 7/105:30 am
SJU
- SRQ
1 stop11h 35m
Southwest
Deal found 6/5![Southwest logo]()
$531
This Delta deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/196:00 am
SRQ
- NAS
1 stop10h 39m
Delta
Sun 7/266:04 pm
NAS
- SRQ
1 stop6h 41m
Delta
Deal found 6/4![Delta logo]()
$535
This United Airlines deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/126:00 pm
SRQ
- MBJ
1 stop20h 29m
United Airlines
Sun 11/152:48 pm
MBJ
- SRQ
1 stop20h 11m
United Airlines
Deal found 6/2![United Airlines logo]()
$583
This American Airlines deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/147:56 pm
SRQ
- PUJ
1 stop14h 44m
American Airlines
Thu 11/1912:51 pm
PUJ
- SRQ
1 stop7h 18m
American Airlines
Deal found 6/5![American Airlines logo]()
$586
This Southwest deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/277:20 am
SRQ
- PUJ
1 stop6h 25m
Southwest
Tue 11/32:40 pm
PUJ
- SRQ
1 stop8h 10m
Southwest
Deal found 6/3![Southwest logo]()
$534
This Delta deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/287:02 am
SRQ
- PUJ
1 stop7h 37m
Delta
Fri 9/42:50 pm
PUJ
- SRQ
1 stop7h 35m
Delta
Deal found 6/2![Delta logo]()
$550
This JetBlue deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/198:15 pm
SRQ
- AUA
1 stop14h 41m
JetBlue
Mon 6/226:00 pm
AUA
- SRQ
1 stop16h 00m
JetBlue
Deal found 6/5![JetBlue logo]()
$680
This American Airlines deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/66:30 am
SRQ
- STT
1 stop9h 22m
American Airlines
Sun 9/131:41 pm
STT
- SRQ
2 stops22h 32m
American Airlines
Deal found 6/4![American Airlines logo]()
$598
This Southwest deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/33:25 pm
SRQ
- SJU
2 stops9h 55m
Southwest
Tue 7/75:00 am
SJU
- SRQ
1 stop12h 40m
Southwest
Deal found 6/5![Southwest logo]()
$546
This Delta deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/26:00 am
SRQ
- PLS
1 stop6h 40m
Delta
Thu 7/93:45 pm
PLS
- SRQ
1 stop9h 00m
Delta
Deal found 6/3![Delta logo]()
$565
This United Airlines deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/26:05 am
SRQ
- SJU
1 stop7h 40m
United Airlines
Thu 10/292:05 pm
SJU
- SRQ
1 stop9h 33m
United Airlines
Deal found 6/2![United Airlines logo]()
$624
This Expedia deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/910:48 am
SRQ
- AUA
2 stops29h 52m
JetBlue
Sun 8/166:00 pm
AUA
- SRQ
2 stops17h 15m
JetBlue
Deal found 6/6![JetBlue logo]()
$706
This Southwest deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/116:15 am
SRQ
- SXM
1 stop8h 50m
Southwest
Fri 7/172:25 pm
SXM
- SRQ
1 stop7h 35m
Southwest
Deal found 6/6![Southwest logo]()
$552
This American Airlines deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/36:00 am
SRQ
- PLS
2 stops8h 23m
American Airlines
Tue 11/103:29 pm
PLS
- SRQ
2 stops18h 13m
American Airlines
Deal found 6/3![American Airlines logo]()
$620
This Delta deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/46:37 am
SRQ
- PLS
1 stop7h 53m
Delta
Sat 7/113:45 pm
PLS
- SRQ
1 stop6h 42m
Delta
Deal found 6/3![Delta logo]()
$565
Last-minute flights from Sarasota to Caribbean IslandsDiscover last-minute flight deals from Sarasota to Caribbean Islands. Data last updated June 7, 2026 and is based on user searches.
Discover last-minute flight deals from Sarasota to Caribbean Islands. Data last updated June 7, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/246:08 am
SRQ
- SJU
1 stop12h 17m
American Airlines
Wed 7/227:14 pm
SJU
- SRQ
1 stop4h 45m
American Airlines
Deal found 6/1![American Airlines logo]()
$491
This Faresmojo deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/2511:01 am
SRQ
- SJU
1 stop9h 42m
JetBlue
Sun 6/2812:54 pm
SJU
- SRQ
1 stop9h 35m
JetBlue
Deal found 6/4![JetBlue logo]()
$498
This Southwest deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/253:25 pm
SRQ
- SJU
2 stops9h 55m
Southwest
Thu 7/27:00 am
SJU
- SRQ
2 stops10h 05m
Southwest
Deal found 6/3![Southwest logo]()
$516
This American Airlines deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/26:15 am
SRQ
- SJU
1 stop9h 32m
American Airlines
Wed 7/87:25 am
SJU
- SRQ
1 stop13h 23m
American Airlines
Deal found 6/3![American Airlines logo]()
$506
This Southwest deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/87:05 am
SRQ
- NAS
2 stops11h 30m
Southwest
Wed 7/158:45 am
NAS
- SRQ
2 stops12h 35m
Southwest
Deal found 6/6![Southwest logo]()
$524
This Southwest deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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
Thu 7/167:00 am
SJU
- SRQ
2 stops10h 05m
Southwest
Deal found 6/6![Southwest logo]()
$481
This Delta deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/136:00 am
SRQ
- PLS
1 stop6h 40m
Delta
Mon 7/203:45 pm
PLS
- SRQ
1 stop9h 00m
Delta
Deal found 6/5![Delta logo]()
$500
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/205:21 pm
SRQ
- STT
2 stops22h 39m
American Airlines
Fri 7/244:50 pm
STT
- SRQ
2 stops18h 00m
American Airlines
Deal found 6/7![American Airlines logo]()
$504
This Southwest deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/233:25 pm
SRQ
- SJU
2 stops10h 00m
Southwest
Wed 7/297:00 am
SJU
- SRQ
2 stops10h 20m
Southwest
Deal found 6/5![Southwest logo]()
$461
This American Airlines deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/246:21 am
SRQ
- SJU
1 stop16h 38m
American Airlines
Thu 7/307:25 am
SJU
- SRQ
1 stop13h 23m
American Airlines
Deal found 6/5![American Airlines logo]()
$486
This Southwest deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/2412:10 pm
SRQ
- SJU
1 stop12h 10m
Southwest
Thu 7/307:00 am
SJU
- SRQ
2 stops10h 05m
Southwest
Deal found 6/5![Southwest logo]()
$511
This American Airlines deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/286:21 am
SRQ
- SJU
1 stop16h 38m
American Airlines
Tue 8/47:25 am
SJU
- SRQ
1 stop13h 23m
American Airlines
Deal found 6/1![American Airlines logo]()
$446
One-way flights from Sarasota to Caribbean IslandsSearch for one-way flight options from Sarasota to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated June 7, 2026.
Search for one-way flight options from Sarasota to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated June 7, 2026.
This American Airlines deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/227:56 pm
SRQ
- MBJ
1 stop14h 09m
American Airlines
Deal found 6/4![American Airlines logo]()
$187
This Southwest deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/306:55 am
SRQ
- SJU
1 stop9h 35m
Southwest
Deal found 6/6![Southwest logo]()
$213
This Southwest deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/76:15 am
SRQ
- SXM
1 stop7h 45m
Southwest
Deal found 6/6![Southwest logo]()
$215
This Kiwi.com deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/56:11 am
SRQ
- SJU
1 stop10h 29m
Multiple Airlines
Deal found 6/1![Multiple Airlines logo]()
$224
This Southwest deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/317:10 am
SRQ
- SJU
1 stop6h 20m
Southwest
Deal found 6/6![Southwest logo]()
$233
This JetBlue deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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 stop10h 55m
JetBlue
Deal found 6/5![JetBlue logo]()
$244
This Delta deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/206:00 am
SRQ
- PUJ
1 stop7h 25m
Delta
Deal found 6/4![Delta logo]()
$263
This Southwest deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/276:15 am
SRQ
- PLS
1 stop7h 30m
Southwest
Deal found 6/3![Southwest logo]()
$267
This American Airlines deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/146:22 am
SRQ
- SJU
1 stop15h 37m
American Airlines
Deal found 6/6![American Airlines logo]()
$273
This United Airlines deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/154:30 pm
SRQ
- NAS
1 stop22h 27m
United Airlines
Deal found 6/3![United Airlines logo]()
$280
This Delta deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/317:59 pm
SRQ
- AUA
1 stop16h 17m
Delta
Deal found 6/3![Delta logo]()
$298
This Delta deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/46:37 am
SRQ
- STT
1 stop8h 44m
Delta
Deal found 6/3![Delta logo]()
$306
Find flight deals from Sarasota to Caribbean Islands
Keep the following information in mind while searching for Sarasota to Caribbean Islands flight deals. Data was last updated June 7, 2026.
Round-trip from | $416 (Southwest) |
|---|---|
One-way from | $187 (American Airlines) |
Popular in | December |
Cheapest in | October |
Average price | $553 |
Cheapflights Fare Finder
Customize your flight search to find flights from Sarasota to Caribbean Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 7, 2026.
Use the filters below to find and compare flights from Sarasota to Caribbean Islands that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
SarasotaSan Juan
SRQ - SJU
SRQSJU
Sarasota Bradenton Intl
Thu 9/17
6:00 am-1:16 pm
1 stop7h 16m
San Juan Luis Munoz Marin Intl
Sun 9/20
5:41 pm-12:27 am
1 stop6h 46m
$456
SarasotaMontego Bay
SRQ - MBJ
SRQMBJ
Sarasota Bradenton Intl
Tue 8/4
6:21 am-1:09 pm
2 stops7h 48m
Montego Bay Sangster Intl
Sun 8/9
5:08 pm-9:10 pm
2 stops27h 02m
$489
Quickest round-trip
SarasotaProvidenciales
SRQ - PLS
SRQPLS
Sarasota Bradenton Intl
Tue 11/3
7:00 am-1:45 pm
1 stop6h 45m
Providenciales
Tue 11/10
2:40 pm-9:50 pm
1 stop7h 10m
$489
SarasotaMontego Bay
SRQ - MBJ
SRQMBJ
Sarasota Bradenton Intl
Sun 11/29
7:56 pm-2:14 pm
2 stops18h 18m
Montego Bay Sangster Intl
Sat 12/5
2:02 pm-11:24 pm
1 stop9h 22m
$494
SarasotaSan Juan
SRQ - SJU
SRQSJU
Sarasota Bradenton Intl
Thu 6/25
11:01 am-8:43 pm
1 stop9h 42m
San Juan Luis Munoz Marin Intl
Sun 6/28
12:54 pm-10:29 pm
1 stop9h 35m
$498
SarasotaProvidenciales
SRQ - PLS
SRQPLS
Sarasota Bradenton Intl
Mon 7/13
6:00 am-12:40 pm
1 stop6h 40m
Providenciales
Mon 7/20
3:45 pm-12:45 am
1 stop9h 00m
$500
SarasotaSaint Thomas Island
SRQ - STT
SRQSTT
Sarasota Bradenton Intl
Mon 7/20
5:21 pm-4:00 pm
2 stops22h 39m
Saint Thomas Island Cyril E King
Fri 7/24
4:50 pm-10:50 am
2 stops18h 00m
$504
SarasotaSan Juan
SRQ - SJU
SRQSJU
Sarasota Bradenton Intl
Fri 8/7
6:00 am-4:38 pm
1 stop10h 38m
San Juan Luis Munoz Marin Intl
Sun 8/9
2:59 pm-12:31 am
1 stop9h 32m
$511
SarasotaSan Juan
SRQ - SJU
SRQSJU
Sarasota Bradenton Intl
Thu 9/17
6:05 am-1:45 pm
1 stop7h 40m
San Juan Luis Munoz Marin Intl
Sun 9/20
1:25 pm-11:15 pm
1 stop9h 50m
$516
SarasotaSan Juan
SRQ - SJU
SRQSJU
Sarasota Bradenton Intl
Tue 9/15
6:05 am-1:53 pm
1 stop7h 48m
San Juan Luis Munoz Marin Intl
Tue 9/22
1:25 pm-11:15 pm
1 stop9h 50m
$516
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Sarasota to Caribbean Islands
Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Sarasota with our price prediction graph.
SRQ-MBJ
SRQ-SXM
SRQ-SJU
SRQ-NAS
SRQ-PUJ
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Sarasota to Caribbean Islands
SRQ-zzEPX
SRQ-MBJ
SRQ-SXM
SRQ-SJU
SRQ-NAS
What is the cheapest month to book a flight from Sarasota to Caribbean Islands?
Currently, January is the cheapest month in which you can book a flight from Sarasota to Caribbean Islands (average of $270). Flying from Sarasota to Caribbean Islands 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 Islands
Get insights into the airlines that provide service to Caribbean Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean Islands. Reviews last updated June 7, 2026.
Get a feel of what it's like to fly with Southwest,Delta, andAmerican Airlines from Sarasota to Caribbean Islands by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
8.0
Crew
8.6
Food
7.0
Entertainment
7.5
Overall
8.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Comfort
8.0
Crew
8.6
Food
7.0
Entertainment
7.5
Overall
8.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Comfort
8.0
Crew
8.6
Food
7.0
Entertainment
7.5
Overall
8.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Comfort
8.0
Crew
8.6
Food
7.0
Entertainment
7.5
Overall
8.0
Boarding
8.1
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 Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Alternative routes for Sarasota to Caribbean Islands
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Caribbean Islands by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Sarasota to Caribbean Islands by cabin class
Find flights from Sarasota to Caribbean Islands, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Sarasota and Caribbean Islands flights
Browse other Sarasota and Caribbean Islands flight options. Last updated on June 7, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Sarasota to Caribbean Islands flights
Consider these flights traveling from Sarasota to Caribbean Islands.
Top 3 airlines flying from Sarasota to Caribbean Islands
Discover the top 3 airlines that operate flights from Sarasota to Caribbean Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 7, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$325 | Average$415 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$363 | Average$646 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$404 | Average$468 | FlexibilityNo cancel fee | On-timeN/A |