$163+ 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 11/6. Fares are subject to change and may not be available on all flights or dates of travel.
SRQ — SJU
Nov 20 — Nov 271
Round-trip
1 adult, Economy
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Find cheap flights from Sarasota to Caribbean with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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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 October 21, 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 October 21, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” 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.
Fri 12/47:00 am -
2 stops17h 18m
Tue 12/83:27 pm -
1 stop28h 07m
Deal found 10/17![Multiple Airlines logo]()
$411
This Kiwi.com deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/37:35 am -
2 stops12h 02m
Sun 12/63:03 pm -
1 stop27h 18m
Deal found 10/19![Multiple Airlines logo]()
$420
This Southwest deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” 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 12/31:25 pm -
2 stops10h 25m
Tue 12/87:40 am -
1 stop5h 00m
Deal found 10/21![Southwest logo]()
$450
This Gotogate deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/261:55 pm -
1 stop25h 30m
Wed 12/25:25 pm -
1 stop20h 14m
Deal found 10/17![Air Canada logo]()
$456
This Southwest deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” 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 11/177:00 am -
1 stop7h 15m
Tue 11/175:50 pm -
1 stop5h 05m
Deal found 10/17![Southwest logo]()
$471
This Southwest deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” 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 12/35:45 pm -
1 stop6h 05m
Sun 12/65:35 am -
1 stop7h 10m
Deal found 10/19![Southwest logo]()
$476
This Kiwi.com deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/168:11 am -
2 stops30h 08m
Mon 11/238:53 am -
1 stop27h 48m
Deal found 10/17![Multiple Airlines logo]()
$480
This Southwest deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” 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 11/195:45 pm -
1 stop6h 05m
Thu 11/2611:45 am -
1 stop5h 05m
Deal found 10/20![Southwest logo]()
$491
This Booking.com deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/31:30 pm -
1 stop22h 00m
Thu 12/102:05 pm -
2 stops46h 34m
Deal found 10/19![Air Canada logo]()
$506
This Air Canada deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” 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 -
2 stops23h 20m
Thu 12/32:05 pm -
2 stops46h 34m
Deal found 10/19![Air Canada logo]()
$510
This Southwest deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” 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 11/215:40 am -
1 stop11h 45m
Fri 11/275:35 am -
2 stops9h 50m
Deal found 10/20![Southwest logo]()
$511
This Southwest deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” 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 11/1612:20 pm -
2 stops11h 30m
Mon 11/235:35 am -
2 stops9h 50m
Deal found 10/17![Southwest logo]()
$512
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 October 21, 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 October 21, 2026.
This Southwest deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” 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 12/31:25 pm -
2 stops10h 25m
Tue 12/87:40 am -
1 stop5h 00m
Deal found 10/21![Southwest logo]()
$450
This American Airlines deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” 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 1/127:29 am -
1 stop7h 11m
Tue 1/193:00 pm -
1 stop9h 59m
Deal found 10/16![American Airlines logo]()
$483
This Delta deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” 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 1/77:05 am -
1 stop7h 00m
Sun 1/104:15 pm -
1 stop9h 12m
Deal found 10/17![Delta logo]()
$503
This Air Canada deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” 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 -
2 stops23h 20m
Thu 12/32:05 pm -
2 stops46h 34m
Deal found 10/17![Air Canada logo]()
$510
This United Airlines deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” 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 12/146:00 am -
1 stop9h 25m
Mon 12/214:20 pm -
1 stop19h 49m
Deal found 10/16![United Airlines logo]()
$596
This Southwest deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” 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 1/306:45 am -
1 stop4h 20m
Wed 2/36:15 am -
1 stop12h 20m
Deal found 10/19![Southwest logo]()
$450
This Southwest deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” 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 12/101:25 pm -
1 stop9h 00m
Mon 12/145:40 am -
1 stop7h 00m
Deal found 10/21![Southwest logo]()
$450
This American Airlines deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” 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 12/52:53 pm -
2 stops20h 24m
Sat 12/122:40 pm -
2 stops20h 09m
Deal found 10/20![American Airlines logo]()
$528
This Southwest deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” 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 11/177:00 am -
1 stop7h 15m
Tue 11/175:50 pm -
1 stop5h 05m
Deal found 10/17![Southwest logo]()
$471
This Delta deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” 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 1/37:59 pm -
1 stop15h 56m
Sat 1/304:35 pm -
1 stop8h 52m
Deal found 10/19![Delta logo]()
$598
This Southwest deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” 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 1/96:45 am -
2 stops9h 40m
Wed 1/134:40 pm -
1 stop6h 15m
Deal found 10/19![Southwest logo]()
$476
This American Airlines deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” 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 11/211:43 pm -
2 stops21h 32m
Wed 11/254:53 pm -
2 stops20h 14m
Deal found 10/18![American Airlines logo]()
$600
This Delta deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” 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 12/298:00 am -
1 stop5h 28m
Fri 1/18:10 am -
1 stop8h 37m
Deal found 10/16![Delta logo]()
$628
This United Airlines deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” 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 12/16:00 am -
1 stop7h 48m
Tue 12/812:55 pm -
1 stop10h 04m
Deal found 10/17![United Airlines logo]()
$692
This Southwest deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” 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 12/312:20 pm -
2 stops11h 30m
Sun 12/65:35 am -
2 stops9h 10m
Deal found 10/19![Southwest logo]()
$476
This American Airlines deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” 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 2/76:00 am -
1 stop8h 35m
Thu 2/186:03 pm -
1 stop5h 56m
Deal found 10/18![American Airlines logo]()
$632
This Southwest deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” 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 11/165:45 pm -
1 stop6h 05m
Mon 11/236:35 am -
1 stop8h 50m
Deal found 10/17![Southwest logo]()
$476
This United Airlines deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” 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 12/26:00 am -
1 stop7h 48m
Wed 12/912:55 pm -
2 stops33h 02m
Deal found 10/18![United Airlines logo]()
$715
This Delta deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” 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 1/156:00 am -
1 stop6h 55m
Wed 3/3111:30 am -
1 stop6h 41m
Deal found 10/18![Delta logo]()
$659
This American Airlines deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” 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 1/35:14 pm -
2 stops21h 01m
Sat 1/305:59 pm -
2 stops18h 51m
Deal found 10/19![American Airlines logo]()
$640
This United Airlines deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” 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 12/45:45 pm -
1 stop18h 04m
Fri 12/1112:55 pm -
1 stop10h 04m
Deal found 10/20![United Airlines logo]()
$717
This Southwest deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” 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 11/195:45 pm -
1 stop6h 05m
Thu 11/2611:45 am -
1 stop5h 05m
Deal found 10/20![Southwest logo]()
$491
This Delta deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1812:53 pm -
1 stop12h 21m
Wed 11/254:06 pm -
1 stop8h 10m
Deal found 10/19![Delta logo]()
$695
This American Airlines deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” 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 4/176:00 am -
1 stop7h 15m
Sat 4/244:18 pm -
2 stops18h 55m
Deal found 10/19![American Airlines logo]()
$640
This United Airlines deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” 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 1/216:00 am -
1 stop8h 14m
Mon 1/251:25 pm -
2 stops32h 24m
Deal found 10/17![United Airlines logo]()
$726
This American Airlines deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” 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 3/36:00 am -
1 stop7h 11m
Tue 3/1611:36 am -
1 stop10h 41m
Deal found 10/17![American Airlines logo]()
$649
This Southwest deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” 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 12/37:00 am -
1 stop5h 15m
Thu 12/101:10 pm -
1 stop8h 45m
Deal found 10/19![Southwest logo]()
$538
This United Airlines deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” 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 11/206:00 am -
1 stop9h 25m
Fri 12/112:50 pm -
1 stop9h 09m
Deal found 10/16![United Airlines logo]()
$744
This Delta deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” 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 11/16:00 am -
1 stop7h 30m
Tue 11/102:51 pm -
2 stops20h 20m
Deal found 10/20![Delta logo]()
$802
This United Airlines deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” 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 12/36:28 pm -
1 stop19h 20m
Thu 12/101:25 pm -
1 stop9h 34m
Deal found 10/19![United Airlines logo]()
$749
Last-minute flights from Sarasota to CaribbeanDiscover last-minute flight deals from Sarasota to Caribbean. Data last updated October 21, 2026 and is based on user searches.
Discover last-minute flight deals from Sarasota to Caribbean. Data last updated October 21, 2026 and is based on user searches.
This Air Canada deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” 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 stop23h 55m
Fri 10/309:40 pm -
1 stop15h 24m
Deal found 10/18![Air Canada logo]()
$556
This Air Canada deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” 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 -
1 stop21h 15m
Sun 11/110:40 pm -
1 stop15h 24m
Deal found 10/18![Air Canada logo]()
$596
This Southwest deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” 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 -
1 stop4h 35m
Mon 11/27:30 am -
1 stop5h 15m
Deal found 10/17![Southwest logo]()
$594
This Southwest deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” 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 10/316:40 am -
2 stops11h 10m
Wed 11/47:40 am -
2 stops13h 10m
Deal found 10/16![Southwest logo]()
$566
This Southwest deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” 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 11/165:45 pm -
1 stop6h 05m
Mon 11/236:35 am -
1 stop8h 50m
Deal found 10/17![Southwest logo]()
$476
This Kiwi.com deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/168:11 am -
2 stops30h 08m
Mon 11/238:53 am -
1 stop27h 48m
Deal found 10/17![Multiple Airlines logo]()
$480
This Southwest deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” 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 11/177:00 am -
1 stop7h 15m
Tue 11/175:50 pm -
1 stop5h 05m
Deal found 10/17![Southwest logo]()
$471
This Southwest deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” 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 11/195:45 pm -
1 stop6h 05m
Thu 11/2611:45 am -
1 stop5h 05m
Deal found 10/20![Southwest logo]()
$491
This Southwest deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” 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 11/215:40 am -
1 stop11h 45m
Fri 11/275:35 am -
2 stops9h 50m
Deal found 10/20![Southwest logo]()
$511
This American Airlines deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” 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 11/211:43 pm -
2 stops21h 32m
Wed 11/254:53 pm -
2 stops20h 14m
Deal found 10/18![American Airlines logo]()
$600
This Gotogate deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/261:55 pm -
1 stop25h 30m
Wed 12/25:25 pm -
1 stop20h 14m
Deal found 10/17![Air Canada logo]()
$456
This Air Canada deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” 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 -
2 stops23h 20m
Thu 12/32:05 pm -
2 stops46h 34m
Deal found 10/19![Air Canada logo]()
$510
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 October 21, 2026.
Search for one-way flight options from Sarasota to Caribbean. Find affordable one-way fares based on user searches. Data last updated October 21, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” 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.
Fri 11/66:01 pm -
2 stops29h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/16![Multiple Airlines logo]()
$163
This Kiwi.com deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/28:11 am -
2 stops30h 08m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/16![Multiple Airlines logo]()
$177
This Kiwi.com deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/55:35 pm -
2 stops29h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/16![Multiple Airlines logo]()
$180
This Travelocity deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/231:55 pm -
1 stop21h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/20![Air Canada logo]()
$196
This Kiwi.com deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” 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 10/314:00 pm -
2 stops32h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/16![Multiple Airlines logo]()
$206
This Southwest deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” 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 2/211:40 am -
1 stop10h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/20![Southwest logo]()
$212
This Kiwi.com deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” 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 11/11:06 pm -
2 stops33h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/16![Multiple Airlines logo]()
$223
This Delta deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” 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 12/246:00 am -
1 stop8h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/18![Delta logo]()
$237
This United Airlines deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” 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 12/111:30 pm -
1 stop10h 06m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![United Airlines logo]()
$238
This Kiwi.com deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” 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.
Fri 12/2512:36 pm -
2 stops21h 32m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/16![Multiple Airlines logo]()
$251
This American Airlines deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” 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 1/25:14 pm -
2 stops18h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/16![American Airlines logo]()
$284
This Southwest deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” 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 1/17:00 am -
1 stop5h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![Southwest logo]()
$288
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 October 21, 2026.
Round-trip from | $411 (Kiwi.com) |
|---|---|
One-way from | $163 (Kiwi.com) |
Popular in | December |
Cheapest in | May |
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 October 21, 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 2/2
11:40 am-12:40 am
2 stops12h 00m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$212
SarasotaSaint Thomas Island
SRQ Sarasota Bradenton Intl - STT Saint Thomas Island Cyril E King
SRQSTT
Sarasota Bradenton Intl
Thu 12/24
6:00 am-3:05 pm
1 stop8h 05m
Saint Thomas Island Cyril E King
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$237
SarasotaSan Juan
SRQ Sarasota Bradenton Intl - SJU San Juan Luis Munoz Marin Intl
SRQSJU
Sarasota Bradenton Intl
Thu 2/25
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
$238
SarasotaSan Juan
SRQ Sarasota Bradenton Intl - SJU San Juan Luis Munoz Marin Intl
SRQSJU
Sarasota Bradenton Intl
Thu 2/25
8:39 am-12:37 pm
2 stops26h 58m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$270
SarasotaSan Juan
SRQ Sarasota Bradenton Intl - SJU San Juan Luis Munoz Marin Intl
SRQSJU
Sarasota Bradenton Intl
Tue 11/3
7:00 am-3:15 pm
1 stop7h 15m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$283
SarasotaSan Juan
SRQ Sarasota Bradenton Intl - SJU San Juan Luis Munoz Marin Intl
SRQSJU
Sarasota Bradenton Intl
Sat 10/31
8:03 am-4:48 pm
1 stop8h 45m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$283
SarasotaSan Juan
SRQ Sarasota Bradenton Intl - SJU San Juan Luis Munoz Marin Intl
SRQSJU
Sarasota Bradenton Intl
Wed 11/4
1:58 pm-11:18 pm
1 stop8h 20m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$283
SarasotaSaint Thomas Island
SRQ Sarasota Bradenton Intl - STT Saint Thomas Island Cyril E King
SRQSTT
Sarasota Bradenton Intl
Sat 1/2
5:14 pm-12:17 pm
2 stops18h 03m
Saint Thomas Island Cyril E King
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$284
SarasotaMontego Bay
SRQ Sarasota Bradenton Intl - MBJ Montego Bay Sangster Intl
SRQMBJ
Sarasota Bradenton Intl
Fri 1/1
7:00 am-12:50 pm
1 stop5h 50m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$288
SarasotaNassau
SRQ Sarasota Bradenton Intl - NAS Nassau Intl
SRQNAS
Sarasota Bradenton Intl
Wed 1/6
6:00 am-2:27 pm
1 stop8h 27m
Nassau Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$292
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-NAS
SRQ-STT
SRQ-MBJ
SRQ-AUA
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Sarasota to Caribbean
SRQ-0CB
SRQ-SJU
SRQ-NAS
SRQ-STT
SRQ-MBJ
What is the cheapest month to book a flight from Sarasota to Caribbean?
Currently, March is the cheapest month in which you can book a flight from Sarasota to Caribbean (average of $580). 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 October 21, 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.
Comfort
8.0
Overall
7.9
Crew
8.6
Boarding
8.1
Entertainment
7.4
Food
7.0
Reviews
1 / 20
10.0
ExcellentEdward,Sep 2026
MCO - BWI
Comfort
8.0
Overall
7.9
Crew
8.6
Boarding
8.1
Entertainment
7.4
Food
7.0
Reviews
1 / 20
10.0
ExcellentEdward,Sep 2026
MCO - BWI
Comfort
8.0
Overall
7.9
Crew
8.6
Boarding
8.1
Entertainment
7.4
Food
7.0
Reviews
1 / 20
10.0
ExcellentEdward,Sep 2026
MCO - BWI
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 October 21, 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 October 21, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$325 | Average$506 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$363 | Average$643 | FlexibilityNo cancel fee | On-time71% |