$96+ 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 5/1. Fares are subject to change and may not be available on all flights or dates of travel.
SRQ — SJU
Mar 18 — Mar 251
1 adult, Economy
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Find cheap flights from Sarasota to Caribbean Islands 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 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 February 16, 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 February 16, 2026.
This Priceline deal was found by Cheapflights users on 2/16. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/19:07 am
SRQ
- SJU
1 stop11h 00m
Frontier
Thu 5/79:12 pm
SJU
- SRQ
1 stop11h 00m
Frontier
Deal found 2/16![Frontier logo]()
$213
This CheapOair deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/278:12 pm
SRQ
- SJU
1 stop15h 33m
Frontier
Sat 2/282:54 am
SJU
- SRQ
1 stop19h 00m
Frontier
Deal found 2/13![Frontier logo]()
$234
This CheapOair deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/217:28 pm
SRQ
- SJU
1 stop19h 39m
Frontier
Sat 2/282:54 am
SJU
- SRQ
1 stop19h 00m
Frontier
Deal found 2/13![Frontier logo]()
$236
This Priceline deal was found by Cheapflights users on 2/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/89:07 am
SRQ
- SJU
1 stop15h 22m
Multiple Airlines
Mon 5/116:45 pm
SJU
- SRQ
1 stop18h 55m
Multiple Airlines
Deal found 2/14![Multiple Airlines logo]()
$263
This Priceline deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/179:07 am
SRQ
- SJU
1 stop24h 43m
Frontier
Sun 4/199:12 pm
SJU
- SRQ
1 stop11h 00m
Frontier
Deal found 2/15![Frontier logo]()
$274
This Priceline deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/209:11 am
SRQ
- SJU
1 stop15h 18m
Frontier
Thu 3/2610:55 am
SJU
- SRQ
1 stop21h 21m
Frontier
Deal found 2/13![Frontier logo]()
$278
This Frontier deal was found by Cheapflights users on 2/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/19:49 pm
SRQ
- SJU
1 stop11h 56m
Frontier
Sat 3/710:12 pm
SJU
- SRQ
1 stop10h 04m
Frontier
Deal found 2/14![Frontier logo]()
$320
This CheapOair deal was found by Cheapflights users on 2/16. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/1910:52 am
SRQ
- SJU
1 stop11h 32m
Frontier
Mon 2/232:59 am
SJU
- SRQ
1 stop17h 18m
Frontier
Deal found 2/16![Frontier logo]()
$324
This Frontier deal was found by Cheapflights users on 2/16. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/219:50 pm
SRQ
- SJU
1 stop11h 55m
Frontier
Sat 3/289:12 pm
SJU
- SRQ
1 stop11h 04m
Frontier
Deal found 2/16![Frontier logo]()
$336
This American Airlines deal was found by Cheapflights users on 2/16. 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.
Mon 5/410:11 am
SRQ
- MBJ
1 stop6h 26m
American Airlines
Fri 5/84:37 pm
MBJ
- SRQ
1 stop6h 20m
American Airlines
Deal found 2/16![American Airlines logo]()
$342
This Southwest deal was found by Cheapflights users on 2/14. Clicking the “Pick Dates” 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 5/207:20 am
SRQ
- SJU
1 stop10h 50m
Southwest
Tue 6/25:35 am
SJU
- SRQ
2 stops9h 55m
Southwest
Deal found 2/14![Southwest logo]()
$356
This Priceline deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/1910:52 am
SRQ
- SJU
1 stop11h 32m
Frontier
Sat 2/216:00 am
SJU
- SRQ
1 stop13h 43m
Frontier
Deal found 2/15![Frontier logo]()
$364
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 February 16, 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 February 16, 2026.
This Priceline deal was found by Cheapflights users on 2/16. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/19:07 am
SRQ
- SJU
1 stop11h 00m
Frontier
Thu 5/79:12 pm
SJU
- SRQ
1 stop11h 00m
Frontier
Deal found 2/16![Frontier logo]()
$213
This American Airlines deal was found by Cheapflights users on 2/16. 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.
Mon 5/410:11 am
SRQ
- MBJ
1 stop6h 26m
American Airlines
Fri 5/84:37 pm
MBJ
- SRQ
1 stop6h 20m
American Airlines
Deal found 2/16![American Airlines logo]()
$342
This Southwest deal was found by Cheapflights users on 2/14. Clicking the “Pick Dates” 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 5/207:20 am
SRQ
- SJU
1 stop10h 50m
Southwest
Tue 6/25:35 am
SJU
- SRQ
2 stops9h 55m
Southwest
Deal found 2/14![Southwest logo]()
$356
This Priceline deal was found by Cheapflights users on 2/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/89:07 am
SRQ
- SJU
1 stop11h 00m
Multiple Airlines
Mon 5/116:45 pm
SJU
- SRQ
2 stops22h 30m
Multiple Airlines
Deal found 2/14![Multiple Airlines logo]()
$387
This Delta deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/56:00 am
SRQ
- NAS
1 stop10h 35m
Delta
Mon 6/85:20 pm
NAS
- SRQ
1 stop6h 39m
Delta
Deal found 2/12![Delta logo]()
$481
This United Airlines deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/34:49 pm
SRQ
- PLS
1 stop21h 36m
United Airlines
Mon 8/103:30 pm
PLS
- SRQ
1 stop24h 05m
United Airlines
Deal found 2/15![United Airlines logo]()
$543
This Frontier deal was found by Cheapflights users on 2/16. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/239:11 am
SRQ
- SJU
1 stop10h 51m
Frontier
Thu 3/269:12 pm
SJU
- SRQ
1 stop11h 04m
Frontier
Deal found 2/16![Frontier logo]()
$278
This Southwest deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” 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 6/26:05 pm
SRQ
- SJU
1 stop5h 35m
Southwest
Wed 6/106:00 am
SJU
- SRQ
2 stops9h 10m
Southwest
Deal found 2/15![Southwest logo]()
$356
This Southwest deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” 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 6/412:10 pm
SRQ
- SJU
1 stop12h 05m
Southwest
Wed 6/106:00 am
SJU
- SRQ
2 stops9h 10m
Southwest
Deal found 2/15![Southwest logo]()
$356
This American Airlines deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” 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 3/1412:12 pm
SRQ
- MBJ
1 stop21h 55m
American Airlines
Tue 3/171:27 pm
MBJ
- SRQ
1 stop9h 32m
American Airlines
Deal found 2/15![American Airlines logo]()
$454
This Southwest deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/712:25 pm
SRQ
- SJU
1 stop7h 20m
Southwest
Fri 7/105:30 am
SJU
- SRQ
1 stop11h 35m
Southwest
Deal found 2/13![Southwest logo]()
$376
This Delta deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” 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 3/177:05 am
SRQ
- PLS
1 stop5h 45m
Delta
Tue 3/242:15 pm
PLS
- SRQ
1 stop6h 42m
Delta
Deal found 2/15![Delta logo]()
$483
This American Airlines deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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 3/306:01 am
SRQ
- MBJ
1 stop6h 23m
American Airlines
Mon 4/612:28 pm
MBJ
- SRQ
1 stop9h 05m
American Airlines
Deal found 2/13![American Airlines logo]()
$462
This Southwest deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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 5/137:00 am
SRQ
- SJU
2 stops11h 10m
Southwest
Sun 5/175:00 am
SJU
- SRQ
1 stop13h 55m
Southwest
Deal found 2/13![Southwest logo]()
$387
This Delta deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” 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 5/26:00 am
SRQ
- PLS
1 stop6h 40m
Delta
Fri 5/83:50 pm
PLS
- SRQ
1 stop8h 28m
Delta
Deal found 2/15![Delta logo]()
$490
This Delta deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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 4/287:05 am
SRQ
- PUJ
1 stop6h 16m
Delta
Thu 4/302:46 pm
PUJ
- SRQ
1 stop9h 31m
Delta
Deal found 2/13![Delta logo]()
$505
This American Airlines deal was found by Cheapflights users on 2/16. 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.
Wed 5/206:00 am
SRQ
- NAS
1 stop4h 59m
American Airlines
Fri 6/1910:17 am
NAS
- SRQ
1 stop13h 42m
American Airlines
Deal found 2/16![American Airlines logo]()
$507
This Southwest deal was found by Cheapflights users on 2/16. 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.
Wed 5/69:20 am
SRQ
- NAS
2 stops9h 10m
Southwest
Tue 5/122:10 pm
NAS
- SRQ
1 stop7h 25m
Southwest
Deal found 2/16![Southwest logo]()
$424
This United Airlines deal was found by Cheapflights users on 2/14. Clicking the “Pick Dates” 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 3/315:04 pm
SRQ
- GCM
1 stop20h 26m
United Airlines
Tue 4/71:35 pm
GCM
- SRQ
1 stop25h 12m
United Airlines
Deal found 2/14![United Airlines logo]()
$645
This American Airlines deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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 4/284:00 pm
SRQ
- PUJ
2 stops18h 51m
American Airlines
Thu 4/3011:45 am
PUJ
- SRQ
2 stops12h 12m
American Airlines
Deal found 2/13![American Airlines logo]()
$509
This Delta deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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 6/186:00 am
SRQ
- NAS
1 stop9h 55m
Delta
Sat 7/45:20 pm
NAS
- SRQ
1 stop6h 39m
Delta
Deal found 2/13![Delta logo]()
$519
This United Airlines deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/189:20 am
SRQ
- GCM
1 stop28h 25m
United Airlines
Wed 4/221:50 pm
GCM
- SRQ
1 stop29h 35m
United Airlines
Deal found 2/12![United Airlines logo]()
$656
This American Airlines deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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 4/267:43 pm
SRQ
- STT
2 stops20h 32m
American Airlines
Thu 4/305:05 pm
STT
- SRQ
2 stops18h 08m
American Airlines
Deal found 2/13![American Airlines logo]()
$510
This Southwest deal was found by Cheapflights users on 2/14. Clicking the “Pick Dates” 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 3/316:00 am
SRQ
- NAS
2 stops12h 30m
Southwest
Tue 4/72:10 pm
NAS
- SRQ
1 stop7h 25m
Southwest
Deal found 2/14![Southwest logo]()
$472
This Delta deal was found by Cheapflights users on 2/16. 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.
Fri 5/157:00 am
SRQ
- AUA
1 stop7h 18m
Delta
Wed 5/203:25 pm
AUA
- SRQ
1 stop7h 05m
Delta
Deal found 2/16![Delta logo]()
$521
This American Airlines deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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 6/96:15 am
SRQ
- STT
1 stop6h 29m
American Airlines
Wed 6/174:48 pm
STT
- SRQ
1 stop7h 11m
American Airlines
Deal found 2/13![American Airlines logo]()
$510
This United Airlines deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” 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 3/126:04 am
SRQ
- GCM
2 stops31h 41m
United Airlines
Tue 3/171:25 pm
GCM
- SRQ
1 stop9h 34m
United Airlines
Deal found 2/15![United Airlines logo]()
$683
This Delta deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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 3/316:00 am
SRQ
- AUA
1 stop8h 20m
Delta
Sun 4/512:45 pm
AUA
- SRQ
1 stop9h 53m
Delta
Deal found 2/13![Delta logo]()
$521
This Southwest deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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 3/96:45 am
SRQ
- STT
1 stop7h 35m
Southwest
Mon 3/161:50 pm
STT
- SRQ
1 stop8h 10m
Southwest
Deal found 2/13![Southwest logo]()
$490
This American Airlines deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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 4/284:56 pm
SRQ
- STT
2 stops18h 39m
American Airlines
Tue 5/512:25 pm
STT
- SRQ
1 stop11h 32m
American Airlines
Deal found 2/13![American Airlines logo]()
$510
Last-minute flights from Sarasota to Caribbean IslandsDiscover last-minute flight deals from Sarasota to Caribbean Islands. Data last updated February 16, 2026 and is based on user searches.
Discover last-minute flight deals from Sarasota to Caribbean Islands. Data last updated February 16, 2026 and is based on user searches.
This CheapOair deal was found by Cheapflights users on 2/16. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/1910:52 am
SRQ
- SJU
1 stop11h 32m
Frontier
Mon 2/232:59 am
SJU
- SRQ
1 stop17h 18m
Frontier
Deal found 2/16![Frontier logo]()
$324
This Priceline deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/1910:52 am
SRQ
- SJU
1 stop11h 32m
Frontier
Sat 2/216:00 am
SJU
- SRQ
1 stop13h 43m
Frontier
Deal found 2/15![Frontier logo]()
$364
This CheapOair deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/217:28 pm
SRQ
- SJU
1 stop19h 39m
Frontier
Sat 2/282:54 am
SJU
- SRQ
1 stop19h 00m
Frontier
Deal found 2/13![Frontier logo]()
$236
This CheapOair deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/278:12 pm
SRQ
- SJU
1 stop15h 33m
Frontier
Sat 2/282:54 am
SJU
- SRQ
1 stop19h 00m
Frontier
Deal found 2/13![Frontier logo]()
$234
This Priceline deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/288:12 pm
SRQ
- SJU
1 stop17h 55m
Frontier
Thu 3/511:55 am
SJU
- SRQ
1 stop21h 21m
Frontier
Deal found 2/13![Frontier logo]()
$409
This Frontier deal was found by Cheapflights users on 2/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/19:49 pm
SRQ
- SJU
1 stop11h 56m
Frontier
Sat 3/710:12 pm
SJU
- SRQ
1 stop10h 04m
Frontier
Deal found 2/14![Frontier logo]()
$320
This Frontier deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/129:11 am
SRQ
- SJU
1 stop10h 51m
Frontier
Thu 3/199:12 pm
SJU
- SRQ
1 stop11h 04m
Frontier
Deal found 2/13![Frontier logo]()
$356
This American Airlines deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” 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 3/1412:12 pm
SRQ
- MBJ
1 stop21h 55m
American Airlines
Tue 3/171:27 pm
MBJ
- SRQ
1 stop9h 32m
American Airlines
Deal found 2/15![American Airlines logo]()
$454
This Priceline deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/209:11 am
SRQ
- SJU
1 stop15h 18m
Frontier
Thu 3/2610:55 am
SJU
- SRQ
1 stop21h 21m
Frontier
Deal found 2/13![Frontier logo]()
$278
This Frontier deal was found by Cheapflights users on 2/16. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/219:50 pm
SRQ
- SJU
1 stop11h 55m
Frontier
Sat 3/289:12 pm
SJU
- SRQ
1 stop11h 04m
Frontier
Deal found 2/16![Frontier logo]()
$336
This KAYAK deal was found by Cheapflights users on 2/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/235:10 pm
SRQ
- SJU
1 stop9h 17m
JetBlue
Tue 3/315:01 am
SJU
- SRQ
1 stop9h 28m
JetBlue
Deal found 2/14![JetBlue logo]()
$428
This American Airlines deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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 3/306:01 am
SRQ
- MBJ
1 stop6h 23m
American Airlines
Mon 4/612:28 pm
MBJ
- SRQ
1 stop9h 05m
American Airlines
Deal found 2/13![American Airlines logo]()
$462
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 February 16, 2026.
Search for one-way flight options from Sarasota to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated February 16, 2026.
This CheapOair deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/19:07 am
SRQ
- SJU
1 stop15h 22m
Frontier
Deal found 2/13![Frontier logo]()
$96
This CheapOair deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/159:07 am
SRQ
- SJU
1 stop11h 00m
Frontier
Deal found 2/13![Frontier logo]()
$117
This CheapOair deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/217:28 pm
SRQ
- SJU
1 stop19h 39m
Frontier
Deal found 2/13![Frontier logo]()
$123
This CheapOair deal was found by Cheapflights users on 2/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/199:11 am
SRQ
- SJU
1 stop15h 18m
Frontier
Deal found 2/14![Frontier logo]()
$138
This CheapOair deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/912:01 pm
SRQ
- SJU
1 stop12h 28m
Frontier
Deal found 2/13![Frontier logo]()
$141
This Southwest deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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 3/95:05 pm
SRQ
- SJU
1 stop7h 20m
Southwest
Deal found 2/13![Southwest logo]()
$178
This Delta deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” 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 4/710:45 am
SRQ
- MBJ
1 stop5h 43m
Delta
Deal found 2/15![Delta logo]()
$187
This Kiwi.com deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” 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 3/211:03 am
SRQ
- SJU
2 stops27h 28m
Multiple Airlines
Deal found 2/15![Multiple Airlines logo]()
$189
This Southwest deal was found by Cheapflights users on 2/14. Clicking the “Pick Dates” 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 3/107:00 am
SRQ
- SJU
2 stops8h 35m
Southwest
Deal found 2/14![Southwest logo]()
$194
This Delta deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” 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 3/247:05 am
SRQ
- PLS
1 stop7h 20m
Delta
Deal found 2/15![Delta logo]()
$197
This Kiwi.com deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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 3/910:00 am
SRQ
- SJU
3 stops38h 29m
Multiple Airlines
Deal found 2/13![Multiple Airlines logo]()
$209
This Delta deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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 6/56:00 am
SRQ
- NAS
1 stop10h 35m
Delta
Deal found 2/13![Delta logo]()
$209
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 February 16, 2026.
Round-trip from | $234 (CheapOair) |
|---|---|
One-way from | $96 (CheapOair) |
Popular in | December |
Cheapest in | October |
Average price | $465 |
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 February 16, 2026.
Use the filters below to find and compare flights from Sarasota to Caribbean Islands that are best for you.
Fly from
Sarasota
Fly to
Caribbean Islands
Route
Depart
Return
Price
SarasotaSan Juan
SRQ - SJU
SRQSJU
Sarasota Bradenton Intl
Fri 5/1
9:07 am-8:07 pm
1 stop11h 00m
San Juan Luis Munoz Marin Intl
Thu 5/7
9:12 pm-8:12 am
1 stop11h 00m
$213
SarasotaSan Juan
SRQ - SJU
SRQSJU
Sarasota Bradenton Intl
Mon 3/23
9:11 am-8:02 pm
1 stop10h 51m
San Juan Luis Munoz Marin Intl
Thu 3/26
9:12 pm-8:16 am
1 stop11h 04m
$278
SarasotaMontego Bay
SRQ - MBJ
SRQMBJ
Sarasota Bradenton Intl
Mon 5/4
10:11 am-3:37 pm
1 stop6h 26m
Montego Bay Sangster Intl
Fri 5/8
4:37 pm-11:57 pm
1 stop6h 20m
$342
SarasotaSan Juan
SRQ - SJU
SRQSJU
Sarasota Bradenton Intl
Wed 5/20
7:20 am-6:10 pm
1 stop10h 50m
San Juan Luis Munoz Marin Intl
Tue 6/2
5:35 am-3:30 pm
2 stops9h 55m
$356
SarasotaSan Juan
SRQ - SJU
SRQSJU
Sarasota Bradenton Intl
Tue 6/2
6:05 pm-11:40 pm
1 stop5h 35m
San Juan Luis Munoz Marin Intl
Wed 6/10
6:00 am-3:10 pm
2 stops9h 10m
$356
SarasotaSan Juan
SRQ - SJU
SRQSJU
Sarasota Bradenton Intl
Thu 6/4
12:10 pm-12:15 am
1 stop12h 05m
San Juan Luis Munoz Marin Intl
Wed 6/10
6:00 am-3:10 pm
2 stops9h 10m
$356
SarasotaSan Juan
SRQ - SJU
SRQSJU
Sarasota Bradenton Intl
Tue 7/7
12:25 pm-7:45 pm
1 stop7h 20m
San Juan Luis Munoz Marin Intl
Fri 7/10
5:30 am-5:05 pm
1 stop11h 35m
$376
SarasotaSan Juan
SRQ - SJU
SRQSJU
Sarasota Bradenton Intl
Fri 5/8
9:07 am-8:07 pm
1 stop11h 00m
San Juan Luis Munoz Marin Intl
Mon 5/11
6:45 pm-5:15 pm
2 stops22h 30m
$387
SarasotaSan Juan
SRQ - SJU
SRQSJU
Sarasota Bradenton Intl
Wed 5/13
7:00 am-6:10 pm
2 stops11h 10m
San Juan Luis Munoz Marin Intl
Sun 5/17
5:00 am-6:55 pm
1 stop13h 55m
$387
SarasotaNassau
SRQ - NAS
SRQNAS
Sarasota Bradenton Intl
Wed 5/6
9:20 am-6:30 pm
2 stops9h 10m
Nassau Intl
Tue 5/12
2:10 pm-9:35 pm
1 stop7h 25m
$424
Showing 1-10 of 60 results
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-SJU
SRQ-MBJ
SRQ-PLS
SRQ-NAS
SRQ-GCM
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-SJU
SRQ-MBJ
SRQ-PLS
SRQ-NAS
What is the cheapest month to book a flight from Sarasota to Caribbean Islands?
Currently, August is the cheapest month in which you can book a flight from Sarasota to Caribbean Islands (average of $53). Flying from Sarasota to Caribbean Islands in December is currently the most expensive (average of $155). 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 February 16, 2026.
Get a feel of what it's like to fly with Southwest, Delta, and American 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
Entertainment
7.5
Overall
8.0
Boarding
8.1
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Entertainment
7.5
Overall
8.0
Boarding
8.1
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Entertainment
7.5
Overall
8.0
Boarding
8.1
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Entertainment
7.5
Overall
8.0
Boarding
8.1
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
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.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Alternative routes for Sarasota to Caribbean 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 February 16, 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 February 16, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$235 | Average$469 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$325 | Average$557 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$352 | Average$609 | FlexibilityNo cancel fee | On-time71% |