$155+ Cheap flights from Sarasota (SRQ) to Caribbean
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/6. Fares are subject to change and may not be available on all flights or dates of travel.
SRQ — SJU
Oct 11 — Oct 181
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 September 11, 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 September 11, 2026.
This American Airlines deal was found by Cheapflights users on 9/7. 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.
Tue 10/204:33 pm -
2 stops18h 58m
Thu 10/223:51 pm -
1 stop17h 16m
Deal found 9/7![American Airlines logo]()
$310
This American Airlines deal was found by Cheapflights users on 9/10. 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 10/295:28 pm -
2 stops18h 03m
Mon 11/23:53 pm -
1 stop7h 24m
Deal found 9/10![American Airlines logo]()
$330
This Southwest deal was found by Cheapflights users on 9/8. 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.
Fri 11/65:50 pm -
1 stop6h 05m
Wed 11/116:10 am -
2 stops11h 20m
Deal found 9/8![Southwest logo]()
$363
This American Airlines deal was found by Cheapflights users on 9/9. 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 10/87:00 am -
1 stop26h 46m
Wed 10/142:18 pm -
2 stops18h 49m
Deal found 9/9![American Airlines logo]()
$368
This Southwest deal was found by Cheapflights users on 9/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/86:20 pm -
1 stop7h 05m
Wed 10/145:05 am -
1 stop6h 30m
Deal found 9/9![Southwest logo]()
$378
This American Airlines deal was found by Cheapflights users on 9/6. 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.
Fri 11/135:44 am -
2 stops14h 54m
Tue 11/179:45 am -
2 stops13h 32m
Deal found 9/6![American Airlines logo]()
$388
This American Airlines deal was found by Cheapflights users on 9/9. 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.
Tue 11/108:04 am -
1 stop12h 34m
Wed 11/117:05 am -
1 stop16h 12m
Deal found 9/9![American Airlines logo]()
$393
This American Airlines deal was found by Cheapflights users on 9/9. 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.
Mon 11/95:44 am -
2 stops15h 55m
Thu 11/127:30 am -
2 stops14h 26m
Deal found 9/9![American Airlines logo]()
$398
This American Airlines deal was found by Cheapflights users on 9/9. 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 11/118:04 am -
1 stop5h 15m
Tue 11/177:05 am -
1 stop16h 12m
Deal found 9/9![American Airlines logo]()
$403
This American Airlines deal was found by Cheapflights users on 9/6. 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.
Wed 9/3012:58 pm -
2 stops20h 26m
Sun 10/410:16 am -
1 stop13h 36m
Deal found 9/6![American Airlines logo]()
$413
This Southwest deal was found by Cheapflights users on 9/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/212:30 pm -
2 stops10h 35m
Sun 10/45:30 am -
1 stop11h 55m
Deal found 9/9![Southwest logo]()
$416
This Justfly.com deal was found by Cheapflights users on 9/9. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/211:55 pm -
1 stop24h 50m
Fri 11/274:45 pm -
1 stop21h 19m
Deal found 9/9![Air Canada logo]()
$431
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 September 11, 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 September 11, 2026.
This American Airlines deal was found by Cheapflights users on 9/10. 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 10/165:28 pm -
2 stops18h 03m
Sat 10/243:51 pm -
1 stop17h 16m
Deal found 9/10![American Airlines logo]()
$330
This Southwest deal was found by Cheapflights users on 9/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/86:20 pm -
1 stop7h 05m
Wed 10/145:05 am -
1 stop6h 30m
Deal found 9/9![Southwest logo]()
$378
This Air Canada deal was found by Cheapflights users on 9/9. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/221:55 pm -
1 stop24h 50m
Fri 11/274:45 pm -
1 stop21h 19m
Deal found 9/9![Air Canada logo]()
$431
This Delta deal was found by Cheapflights users on 9/9. 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.
Fri 10/26:00 am -
1 stop10h 49m
Sun 10/45:59 pm -
1 stop6h 35m
Deal found 9/9![Delta logo]()
$476
This JetBlue deal was found by Cheapflights users on 9/6. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/147:32 pm -
1 stop13h 14m
Wed 11/1810:59 am -
1 stop8h 42m
Deal found 9/6![JetBlue logo]()
$550
This United Airlines deal was found by Cheapflights users on 9/9. 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.
Mon 10/266:00 am -
1 stop8h 14m
Fri 10/3012:25 pm -
1 stop9h 43m
Deal found 9/9![United Airlines logo]()
$652
This Southwest deal was found by Cheapflights users on 9/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/212:30 pm -
2 stops10h 35m
Sun 10/45:30 am -
1 stop11h 55m
Deal found 9/9![Southwest logo]()
$416
This Air Canada deal was found by Cheapflights users on 9/10. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/251:55 pm -
1 stop24h 50m
Sun 11/14:45 pm -
1 stop21h 19m
Deal found 9/10![Air Canada logo]()
$441
This American Airlines deal was found by Cheapflights users on 9/7. 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.
Tue 1/126:05 am -
1 stop5h 08m
Tue 1/194:55 pm -
1 stop8h 04m
Deal found 9/7![American Airlines logo]()
$443
This Sun Country Air deal was found by Cheapflights users on 9/8. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/2911:39 am -
1 stop26h 59m
Sat 2/64:40 pm -
2 stops19h 24m
Deal found 9/8![Sun Country Air logo]()
$901
This Delta deal was found by Cheapflights users on 9/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/104:55 pm -
1 stop5h 55m
Wed 1/206:30 pm -
1 stop6h 57m
Deal found 9/7![Delta logo]()
$476
This Southwest deal was found by Cheapflights users on 9/10. 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.
Fri 10/161:55 pm -
2 stops11h 30m
Sat 10/2410:30 am -
2 stops10h 20m
Deal found 9/10![Southwest logo]()
$436
This American Airlines deal was found by Cheapflights users on 9/7. 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.
Fri 1/296:05 am -
1 stop5h 08m
Sat 2/61:07 pm -
1 stop11h 52m
Deal found 9/7![American Airlines logo]()
$453
This Air Canada deal was found by Cheapflights users on 9/5. 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.
Mon 11/301:55 pm -
1 stop21h 35m
Thu 12/32:05 pm -
2 stops46h 34m
Deal found 9/5![Air Canada logo]()
$477
This Southwest deal was found by Cheapflights users on 9/10. 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.
Fri 2/56:15 pm -
1 stop4h 25m
Wed 2/174:40 pm -
1 stop6h 15m
Deal found 9/10![Southwest logo]()
$441
This Delta deal was found by Cheapflights users on 9/10. 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.
Sun 10/256:00 am -
1 stop5h 50m
Sun 11/13:19 pm -
1 stop9h 07m
Deal found 9/10![Delta logo]()
$496
This Air Canada deal was found by Cheapflights users on 9/6. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/261:55 pm -
1 stop30h 30m
Tue 12/12:05 pm -
2 stops46h 34m
Deal found 9/6![Air Canada logo]()
$477
This Southwest deal was found by Cheapflights users on 9/6. 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 10/1111:35 am -
1 stop12h 40m
Sun 10/185:00 am -
1 stop6h 40m
Deal found 9/6![Southwest logo]()
$441
This Delta deal was found by Cheapflights users on 9/6. 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.
Thu 11/127:05 am -
1 stop8h 28m
Mon 11/164:58 pm -
1 stop7h 34m
Deal found 9/6![Delta logo]()
$498
This JetBlue deal was found by Cheapflights users on 9/8. 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.
Fri 10/2311:30 am -
1 stop15h 04m
Fri 10/305:02 am -
1 stop13h 39m
Deal found 9/8![JetBlue logo]()
$613
This Delta deal was found by Cheapflights users on 9/6. 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.
Tue 10/207:00 am -
1 stop6h 54m
Tue 10/273:19 pm -
1 stop6h 12m
Deal found 9/6![Delta logo]()
$498
This Air Canada deal was found by Cheapflights users on 9/10. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/251:55 pm -
1 stop21h 35m
Sun 11/12:05 pm -
2 stops22h 59m
Deal found 9/10![Air Canada logo]()
$501
This American Airlines deal was found by Cheapflights users on 9/10. 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 10/89:47 am -
2 stops23h 35m
Thu 10/154:20 pm -
1 stop7h 39m
Deal found 9/10![American Airlines logo]()
$555
This United Airlines deal was found by Cheapflights users on 9/7. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/316:00 am -
1 stop8h 14m
Wed 11/42:54 pm -
1 stop20h 18m
Deal found 9/7![United Airlines logo]()
$674
This Air Canada deal was found by Cheapflights users on 9/8. 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 11/141:55 pm -
1 stop21h 35m
Fri 11/209:25 pm -
1 stop15h 39m
Deal found 9/8![Air Canada logo]()
$501
This Southwest deal was found by Cheapflights users on 9/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/246:50 am -
2 stops10h 05m
Mon 9/286:30 am -
1 stop4h 45m
Deal found 9/9![Southwest logo]()
$506
This Delta deal was found by Cheapflights users on 9/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/144:55 pm -
1 stop5h 55m
Sat 1/166:30 pm -
1 stop6h 57m
Deal found 9/7![Delta logo]()
$506
This United Airlines deal was found by Cheapflights users on 9/7. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/106:24 pm -
1 stop19h 24m
Fri 1/152:54 pm -
1 stop26h 34m
Deal found 9/7![United Airlines logo]()
$675
This American Airlines deal was found by Cheapflights users on 9/9. 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 11/45:37 pm -
2 stops15h 32m
Fri 11/204:59 pm -
2 stops17h 44m
Deal found 9/9![American Airlines logo]()
$560
This Southwest deal was found by Cheapflights users on 9/10. 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.
Fri 9/255:10 pm -
1 stop5h 05m
Mon 9/285:00 am -
1 stop6h 15m
Deal found 9/10![Southwest logo]()
$506
Last-minute flights from Sarasota to CaribbeanDiscover last-minute flight deals from Sarasota to Caribbean. Data last updated September 11, 2026 and is based on user searches.
Discover last-minute flight deals from Sarasota to Caribbean. Data last updated September 11, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 9/6. 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.
Wed 9/3012:58 pm -
2 stops20h 26m
Sun 10/410:16 am -
1 stop13h 36m
Deal found 9/6![American Airlines logo]()
$413
This Southwest deal was found by Cheapflights users on 9/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/212:30 pm -
2 stops10h 35m
Sun 10/45:30 am -
1 stop11h 55m
Deal found 9/9![Southwest logo]()
$416
This Delta deal was found by Cheapflights users on 9/10. 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.
Sun 10/47:10 am -
1 stop4h 41m
Tue 10/63:19 pm -
1 stop7h 59m
Deal found 9/10![Delta logo]()
$496
This American Airlines deal was found by Cheapflights users on 9/9. 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 10/87:00 am -
1 stop26h 46m
Wed 10/142:18 pm -
2 stops18h 49m
Deal found 9/9![American Airlines logo]()
$368
This Southwest deal was found by Cheapflights users on 9/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/86:20 pm -
1 stop7h 05m
Wed 10/145:05 am -
1 stop6h 30m
Deal found 9/9![Southwest logo]()
$378
This Southwest deal was found by Cheapflights users on 9/7. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/912:30 pm -
2 stops10h 40m
Mon 10/126:30 am -
1 stop5h 05m
Deal found 9/7![Southwest logo]()
$363
This American Airlines deal was found by Cheapflights users on 9/9. 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 10/147:00 am -
1 stop4h 31m
Tue 10/276:30 am -
2 stops10h 57m
Deal found 9/9![American Airlines logo]()
$403
This American Airlines deal was found by Cheapflights users on 9/10. 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 10/167:00 am -
1 stop26h 46m
Sat 10/243:51 pm -
1 stop17h 16m
Deal found 9/10![American Airlines logo]()
$388
This American Airlines deal was found by Cheapflights users on 9/9. 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.
Mon 10/197:00 am -
1 stop4h 31m
Tue 10/2710:36 am -
1 stop13h 23m
Deal found 9/9![American Airlines logo]()
$398
This American Airlines deal was found by Cheapflights users on 9/7. 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.
Tue 10/204:33 pm -
2 stops18h 58m
Thu 10/223:51 pm -
1 stop17h 16m
Deal found 9/7![American Airlines logo]()
$310
This Air Canada deal was found by Cheapflights users on 9/10. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/251:55 pm -
1 stop24h 50m
Sun 11/14:45 pm -
1 stop21h 19m
Deal found 9/10![Air Canada logo]()
$441
This American Airlines deal was found by Cheapflights users on 9/10. 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 10/295:28 pm -
2 stops18h 03m
Mon 11/23:53 pm -
1 stop7h 24m
Deal found 9/10![American Airlines logo]()
$330
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 September 11, 2026.
Search for one-way flight options from Sarasota to Caribbean. Find affordable one-way fares based on user searches. Data last updated September 11, 2026.
This American Airlines deal was found by Cheapflights users on 9/6. 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 10/66:07 pm -
1 stop17h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![American Airlines logo]()
$155
This American Airlines deal was found by Cheapflights users on 9/9. 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.
Tue 12/85:44 am -
2 stops15h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![American Airlines logo]()
$161
This Air Canada deal was found by Cheapflights users on 9/9. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/311:55 pm -
1 stop25h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Air Canada logo]()
$206
This Southwest deal was found by Cheapflights users on 9/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/81:25 pm -
1 stop8h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Southwest logo]()
$208
This American Airlines deal was found by Cheapflights users on 9/8. 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 10/87:00 am -
1 stop26h 46m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![American Airlines logo]()
$218
This Southwest deal was found by Cheapflights users on 9/8. 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.
Thu 10/81:55 pm -
2 stops11h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Southwest logo]()
$223
This Southwest deal was found by Cheapflights users on 9/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/247:10 am -
1 stop5h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Southwest logo]()
$242
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/244:00 pm -
2 stops26h 38m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Multiple Airlines logo]()
$244
This Orbitz deal was found by Cheapflights users on 9/8. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/112:49 pm -
1 stop11h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![JetBlue logo]()
$250
This Delta deal was found by Cheapflights users on 9/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/152:29 pm -
1 stop7h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Delta logo]()
$253
This United Airlines deal was found by Cheapflights users on 9/7. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/156:00 am -
1 stop7h 48m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![United Airlines logo]()
$261
This Southwest deal was found by Cheapflights users on 9/7. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/226:20 pm -
2 stops18h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Southwest logo]()
$263
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 September 11, 2026.
Round-trip from | $310 (American Airlines) |
|---|---|
One-way from | $155 (American Airlines) |
Popular in | April |
Cheapest in | October |
Average price | $506 |
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 7,457,451 searches. Data last updated September 11, 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 Sarasota Bradenton Intl - SJU San Juan Luis Munoz Marin Intl
SRQSJU
Sarasota Bradenton Intl
Tue 10/6
6:07 pm-11:20 am
1 stop17h 13m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$155
SarasotaSan Juan
SRQ Sarasota Bradenton Intl - SJU San Juan Luis Munoz Marin Intl
SRQSJU
Sarasota Bradenton Intl
Tue 2/9
4:57 pm-9:38 am
2 stops15h 41m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$155
SarasotaSan Juan
SRQ Sarasota Bradenton Intl - SJU San Juan Luis Munoz Marin Intl
SRQSJU
Sarasota Bradenton Intl
Tue 12/8
5:44 am-10:39 pm
2 stops15h 55m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$161
SarasotaSimpson Bay
SRQ Sarasota Bradenton Intl - SXM Simpson Bay Princess Juliana
SRQSXM
Sarasota Bradenton Intl
Sat 10/31
1:55 pm-3:45 pm
1 stop25h 50m
Simpson Bay Princess Juliana
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$206
SarasotaSan Juan
SRQ Sarasota Bradenton Intl - SJU San Juan Luis Munoz Marin Intl
SRQSJU
Sarasota Bradenton Intl
Tue 12/8
1:25 pm-11:20 pm
1 stop8h 55m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$208
SarasotaSan Juan
SRQ Sarasota Bradenton Intl - SJU San Juan Luis Munoz Marin Intl
SRQSJU
Sarasota Bradenton Intl
Tue 2/9
7:00 am-3:50 pm
1 stop7h 50m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$208
SarasotaSan Juan
SRQ Sarasota Bradenton Intl - SJU San Juan Luis Munoz Marin Intl
SRQSJU
Sarasota Bradenton Intl
Fri 1/29
1:44 pm-9:00 pm
1 stop6h 16m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$223
Quickest round-trip
SarasotaPunta Cana
SRQ Sarasota Bradenton Intl - PUJ Punta Cana
SRQPUJ
Sarasota Bradenton Intl
Sat 10/24
7:10 am-1:00 pm
1 stop5h 50m
Punta Cana
Wed 12/31
12:00 am-11:30 pm
Nonstop0h 00m
$242
SarasotaSanto Domingo
SRQ Sarasota Bradenton Intl - SDQ Santo Domingo Las Americas
SRQSDQ
Sarasota Bradenton Intl
Sun 10/11
2:49 pm-2:04 am
1 stop11h 15m
Santo Domingo Las Americas
Wed 12/31
12:00 am-11:30 pm
Nonstop0h 00m
$250
SarasotaSan Juan
SRQ Sarasota Bradenton Intl - SJU San Juan Luis Munoz Marin Intl
SRQSJU
Sarasota Bradenton Intl
Thu 1/28
12:30 pm-11:50 pm
1 stop10h 20m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$253
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-SXM
SRQ-SDQ
SRQ-MBJ
SRQ-STT
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-SXM
SRQ-SDQ
SRQ-MBJ
What is the cheapest month to book a flight from Sarasota to Caribbean?
Currently, October is the cheapest month in which you can book a flight from Sarasota to Caribbean (average of $545). Flying from Sarasota to Caribbean in August is currently the most expensive (average of $833). 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 September 11, 2026.
See what other customers who have flown with Southwest and American 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
Comfort
8.0
Food
7.0
Crew
8.6
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Comfort
8.0
Food
7.0
Crew
8.6
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Comfort
8.0
Food
7.0
Crew
8.6
Entertainment
7.5
Overall
8.0
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.
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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 September 11, 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 2 airlines flying from Sarasota to Caribbean
Discover the top 2 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 7,457,451 searches. Data last updated September 11, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$326 | Average$493 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$363 | Average$654 | FlexibilityNo cancel fee | On-time71% |