$88+ 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
May 11 — May 181
Round-trip
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
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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 April 11, 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 April 11, 2026.
This Priceline deal was found by Cheapflights users on 4/6. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/112:01 pm
SRQ
- SJU
1 stop12h 28m
Frontier
Sun 5/31:59 am
SJU
- SRQ
1 stop9h 07m
Frontier
Deal found 4/6![Frontier logo]()
$176
This CheapOair deal was found by Cheapflights users on 4/7. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/251:16 pm
SRQ
- SJU
1 stop11h 13m
Frontier
Sat 5/166:30 am
SJU
- SRQ
1 stop10h 16m
Frontier
Deal found 4/7![Frontier logo]()
$186
This Priceline deal was found by Cheapflights users on 4/8. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/278:57 pm
SRQ
- SJU
1 stop18h 33m
Frontier
Thu 4/307:17 pm
SJU
- SRQ
1 stop15h 49m
Frontier
Deal found 4/8![Frontier logo]()
$194
This CheapOair deal was found by Cheapflights users on 4/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/251:16 pm
SRQ
- SJU
1 stop23h 34m
Frontier
Sun 4/261:59 am
SJU
- SRQ
1 stop18h 03m
Frontier
Deal found 4/10![Frontier logo]()
$204
This CheapOair deal was found by Cheapflights users on 4/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/112:01 pm
SRQ
- SJU
1 stop12h 28m
Frontier
Sun 5/37:17 pm
SJU
- SRQ
1 stop15h 49m
Frontier
Deal found 4/10![Frontier logo]()
$211
This CheapOair deal was found by Cheapflights users on 4/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/2412:01 pm
SRQ
- SJU
1 stop12h 28m
Frontier
Sun 4/261:59 am
SJU
- SRQ
1 stop18h 03m
Frontier
Deal found 4/10![Frontier logo]()
$212
This CheapOair deal was found by Cheapflights users on 4/7. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1712:01 pm
SRQ
- SJU
1 stop21h 49m
Frontier
Sun 4/191:59 am
SJU
- SRQ
1 stop18h 07m
Frontier
Deal found 4/7![Frontier logo]()
$254
This Delta deal was found by Cheapflights users on 4/10. 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 11/156:00 am
SRQ
- MBJ
1 stop8h 15m
Delta
Thu 11/266:00 pm
MBJ
- SRQ
1 stop6h 02m
Delta
Deal found 4/10![Delta logo]()
$352
This American Airlines deal was found by Cheapflights users on 4/10. 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.
Sun 11/157:56 pm
SRQ
- MBJ
2 stops16h 59m
American Airlines
Thu 11/264:05 pm
MBJ
- SRQ
2 stops17h 37m
American Airlines
Deal found 4/10![American Airlines logo]()
$357
This American Airlines deal was found by Cheapflights users on 4/10. 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.
Tue 4/286:00 am
SRQ
- STT
1 stop7h 15m
American Airlines
Tue 5/55:05 pm
STT
- SRQ
2 stops19h 59m
American Airlines
Deal found 4/10![American Airlines logo]()
$390
This American Airlines deal was found by Cheapflights users on 4/8. 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.
Sun 10/257:56 pm
SRQ
- MBJ
1 stop14h 09m
American Airlines
Sun 11/13:50 pm
MBJ
- SRQ
1 stop6h 33m
American Airlines
Deal found 4/8![American Airlines logo]()
$392
This Delta deal was found by Cheapflights users on 4/7. 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 4/286:00 am
SRQ
- PLS
1 stop8h 10m
Delta
Sat 5/22:05 pm
PLS
- SRQ
1 stop10h 29m
Delta
Deal found 4/7![Delta logo]()
$407
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 April 11, 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 April 11, 2026.
This CheapOair deal was found by Cheapflights users on 4/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/2412:01 pm
SRQ
- SJU
1 stop12h 28m
Frontier
Sun 4/261:59 am
SJU
- SRQ
1 stop18h 03m
Frontier
Deal found 4/10![Frontier logo]()
$212
This Delta deal was found by Cheapflights users on 4/6. 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.
Fri 4/246:00 am
SRQ
- STT
1 stop8h 48m
Delta
Fri 5/13:05 pm
STT
- SRQ
1 stop9h 28m
Delta
Deal found 4/6![Delta logo]()
$390
This American Airlines deal was found by Cheapflights users on 4/9. 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.
Sun 5/246:08 am
SRQ
- MBJ
1 stop6h 37m
American Airlines
Sun 5/315:17 pm
MBJ
- SRQ
2 stops26h 27m
American Airlines
Deal found 4/9![American Airlines logo]()
$397
This Southwest deal was found by Cheapflights users on 4/6. 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 5/176:30 am
SRQ
- SJU
1 stop10h 35m
Southwest
Wed 5/203:45 pm
SJU
- SRQ
1 stop5h 55m
Southwest
Deal found 4/6![Southwest logo]()
$416
This United Airlines deal was found by Cheapflights users on 4/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/105:00 pm
SRQ
- MBJ
1 stop21h 30m
United Airlines
Wed 5/132:40 pm
MBJ
- SRQ
1 stop24h 22m
United Airlines
Deal found 4/6![United Airlines logo]()
$532
This JetBlue deal was found by Cheapflights users on 4/6. 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.
Fri 4/246:10 pm
SRQ
- SDQ
1 stop19h 54m
JetBlue
Wed 4/293:05 am
SDQ
- SRQ
1 stop14h 10m
JetBlue
Deal found 4/6![JetBlue logo]()
$555
This Delta deal was found by Cheapflights users on 4/7. 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 4/286:00 am
SRQ
- PLS
1 stop8h 10m
Delta
Sat 5/22:05 pm
PLS
- SRQ
1 stop10h 29m
Delta
Deal found 4/7![Delta logo]()
$407
This American Airlines deal was found by Cheapflights users on 4/6. 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 4/246:00 am
SRQ
- STT
1 stop5h 35m
American Airlines
Fri 5/112:25 pm
STT
- SRQ
2 stops10h 05m
American Airlines
Deal found 4/6![American Airlines logo]()
$410
This FlightHub deal was found by Cheapflights users on 4/9. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/116:00 am
SRQ
- UVF
2 stops32h 10m
Multiple Airlines
Thu 6/184:33 pm
UVF
- SRQ
1 stop18h 26m
Multiple Airlines
Deal found 4/9![Multiple Airlines logo]()
$861
This Delta deal was found by Cheapflights users on 4/9. 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 4/246:00 am
SRQ
- STT
1 stop8h 48m
Delta
Mon 4/273:05 pm
STT
- SRQ
1 stop9h 29m
Delta
Deal found 4/9![Delta logo]()
$410
This American Airlines deal was found by Cheapflights users on 4/8. 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 4/234:56 pm
SRQ
- STT
2 stops18h 39m
American Airlines
Mon 4/275:05 pm
STT
- SRQ
1 stop6h 52m
American Airlines
Deal found 4/8![American Airlines logo]()
$410
This Southwest deal was found by Cheapflights users on 4/8. 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.
Sun 7/196:20 am
SRQ
- SJU
1 stop4h 25m
Southwest
Fri 7/315:30 am
SJU
- SRQ
1 stop11h 35m
Southwest
Deal found 4/8![Southwest logo]()
$466
This Delta deal was found by Cheapflights users on 4/7. 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.
Wed 8/512:50 pm
SRQ
- SJU
1 stop9h 39m
Delta
Sat 8/812:56 pm
SJU
- SRQ
1 stop9h 31m
Delta
Deal found 4/7![Delta logo]()
$416
This Southwest deal was found by Cheapflights users on 4/10. 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.
Mon 5/116:40 am
SRQ
- SXM
1 stop6h 50m
Southwest
Fri 5/152:25 pm
SXM
- SRQ
2 stops20h 50m
Southwest
Deal found 4/10![Southwest logo]()
$490
This American Airlines deal was found by Cheapflights users on 4/8. 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.
Wed 4/227:43 pm
SRQ
- MBJ
2 stops20h 54m
American Airlines
Sat 4/2512:56 pm
MBJ
- SRQ
2 stops21h 17m
American Airlines
Deal found 4/8![American Airlines logo]()
$453
This Delta deal was found by Cheapflights users on 4/6. 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.
Sat 5/93:59 pm
SRQ
- SJU
1 stop6h 18m
Delta
Mon 5/112:48 pm
SJU
- SRQ
1 stop9h 30m
Delta
Deal found 4/6![Delta logo]()
$416
This United Airlines deal was found by Cheapflights users on 4/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/45:00 pm
SRQ
- PUJ
1 stop22h 30m
United Airlines
Thu 5/72:20 pm
PUJ
- SRQ
1 stop25h 42m
United Airlines
Deal found 4/10![United Airlines logo]()
$589
This Delta deal was found by Cheapflights users on 4/6. 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 4/286:00 am
SRQ
- PUJ
1 stop7h 21m
Delta
Thu 4/302:46 pm
PUJ
- SRQ
1 stop8h 01m
Delta
Deal found 4/6![Delta logo]()
$418
This JetBlue deal was found by Cheapflights users on 4/6. 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.
Fri 5/293:21 pm
SRQ
- SDQ
1 stop12h 15m
JetBlue
Tue 6/25:01 am
SDQ
- SRQ
1 stop9h 25m
JetBlue
Deal found 4/6![JetBlue logo]()
$641
This Southwest deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/16:40 am
SRQ
- NAS
1 stop6h 35m
Southwest
Tue 5/58:45 am
NAS
- SRQ
2 stops11h 45m
Southwest
Deal found 4/6![Southwest logo]()
$544
This American Airlines deal was found by Cheapflights users on 4/10. 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.
Tue 4/284:00 pm
SRQ
- STT
2 stops19h 35m
American Airlines
Tue 5/55:05 pm
STT
- SRQ
2 stops19h 59m
American Airlines
Deal found 4/10![American Airlines logo]()
$501
This Delta deal was found by Cheapflights users on 4/9. 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.
Mon 5/47:05 am
SRQ
- PUJ
1 stop7h 27m
Delta
Tue 5/122:50 pm
PUJ
- SRQ
1 stop9h 28m
Delta
Deal found 4/9![Delta logo]()
$438
This WestJet deal was found by Cheapflights users on 4/8. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/133:20 pm
SRQ
- MBJ
2 stops21h 25m
WestJet
Thu 6/1812:45 pm
MBJ
- SRQ
2 stops22h 00m
WestJet
Deal found 4/8![WestJet logo]()
$1,421
This JetBlue deal was found by Cheapflights users on 4/6. 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.
Wed 5/66:28 pm
SRQ
- SDQ
1 stop8h 18m
JetBlue
Fri 5/85:50 am
SDQ
- SRQ
1 stop11h 43m
JetBlue
Deal found 4/6![JetBlue logo]()
$665
This Southwest deal was found by Cheapflights users on 4/6. 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.
Thu 5/76:20 am
SRQ
- PUJ
1 stop8h 40m
Southwest
Thu 5/142:05 pm
PUJ
- SRQ
1 stop7h 35m
Southwest
Deal found 4/6![Southwest logo]()
$553
This United Airlines deal was found by Cheapflights users on 4/7. 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.
Mon 9/216:10 am
SRQ
- PUJ
1 stop9h 20m
United Airlines
Thu 9/241:50 pm
PUJ
- SRQ
1 stop9h 48m
United Airlines
Deal found 4/7![United Airlines logo]()
$687
This American Airlines deal was found by Cheapflights users on 4/6. 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.
Mon 4/276:00 am
SRQ
- STT
1 stop10h 15m
American Airlines
Mon 5/42:05 pm
STT
- SRQ
2 stops20h 54m
American Airlines
Deal found 4/6![American Airlines logo]()
$545
This JetBlue deal was found by Cheapflights users on 4/6. 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.
Mon 5/46:00 am
SRQ
- SDQ
1 stop9h 58m
JetBlue
Fri 5/85:50 am
SDQ
- SRQ
1 stop11h 43m
JetBlue
Deal found 4/6![JetBlue logo]()
$671
This Delta deal was found by Cheapflights users on 4/10. 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.
Fri 6/1911:01 am
SRQ
- SJU
1 stop9h 42m
Delta
Sun 6/212:41 pm
SJU
- SRQ
1 stop10h 08m
Delta
Deal found 4/10![Delta logo]()
$471
This Southwest deal was found by Cheapflights users on 4/6. 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.
Thu 5/216:40 am
SRQ
- PUJ
1 stop6h 25m
Southwest
Thu 5/282:05 pm
PUJ
- SRQ
2 stops20h 55m
Southwest
Deal found 4/6![Southwest logo]()
$579
Last-minute flights from Sarasota to Caribbean IslandsDiscover last-minute flight deals from Sarasota to Caribbean Islands. Data last updated April 11, 2026 and is based on user searches.
Discover last-minute flight deals from Sarasota to Caribbean Islands. Data last updated April 11, 2026 and is based on user searches.
This CheapOair deal was found by Cheapflights users on 4/7. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1712:01 pm
SRQ
- SJU
1 stop21h 49m
Frontier
Sun 4/191:59 am
SJU
- SRQ
1 stop18h 07m
Frontier
Deal found 4/7![Frontier logo]()
$254
This American Airlines deal was found by Cheapflights users on 4/8. 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.
Wed 4/228:03 am
SRQ
- MBJ
1 stop6h 22m
American Airlines
Sat 4/254:37 pm
MBJ
- SRQ
1 stop6h 20m
American Airlines
Deal found 4/8![American Airlines logo]()
$413
This CheapOair deal was found by Cheapflights users on 4/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/2412:01 pm
SRQ
- SJU
1 stop12h 28m
Frontier
Sun 4/261:59 am
SJU
- SRQ
1 stop18h 03m
Frontier
Deal found 4/10![Frontier logo]()
$212
This Delta deal was found by Cheapflights users on 4/9. 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 4/246:00 am
SRQ
- STT
1 stop8h 48m
Delta
Mon 4/273:05 pm
STT
- SRQ
1 stop9h 29m
Delta
Deal found 4/9![Delta logo]()
$410
This CheapOair deal was found by Cheapflights users on 4/7. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/251:16 pm
SRQ
- SJU
1 stop11h 13m
Frontier
Sat 5/166:30 am
SJU
- SRQ
1 stop10h 16m
Frontier
Deal found 4/7![Frontier logo]()
$186
This CheapOair deal was found by Cheapflights users on 4/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/251:16 pm
SRQ
- SJU
1 stop23h 34m
Frontier
Sun 4/261:59 am
SJU
- SRQ
1 stop18h 03m
Frontier
Deal found 4/10![Frontier logo]()
$204
This Priceline deal was found by Cheapflights users on 4/8. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/278:57 pm
SRQ
- SJU
1 stop18h 33m
Frontier
Thu 4/307:17 pm
SJU
- SRQ
1 stop15h 49m
Frontier
Deal found 4/8![Frontier logo]()
$194
This American Airlines deal was found by Cheapflights users on 4/10. 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.
Tue 4/286:00 am
SRQ
- STT
1 stop7h 15m
American Airlines
Tue 5/55:05 pm
STT
- SRQ
2 stops19h 59m
American Airlines
Deal found 4/10![American Airlines logo]()
$390
This Delta deal was found by Cheapflights users on 4/7. 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 4/286:00 am
SRQ
- PLS
1 stop8h 10m
Delta
Sat 5/22:05 pm
PLS
- SRQ
1 stop10h 29m
Delta
Deal found 4/7![Delta logo]()
$407
This Priceline deal was found by Cheapflights users on 4/6. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/112:01 pm
SRQ
- SJU
1 stop12h 28m
Frontier
Sun 5/31:59 am
SJU
- SRQ
1 stop9h 07m
Frontier
Deal found 4/6![Frontier logo]()
$176
This CheapOair deal was found by Cheapflights users on 4/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/112:01 pm
SRQ
- SJU
1 stop12h 28m
Frontier
Sun 5/37:17 pm
SJU
- SRQ
1 stop15h 49m
Frontier
Deal found 4/10![Frontier logo]()
$211
This American Airlines deal was found by Cheapflights users on 4/9. 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.
Sun 5/246:08 am
SRQ
- MBJ
1 stop6h 37m
American Airlines
Sun 5/315:17 pm
MBJ
- SRQ
2 stops26h 27m
American Airlines
Deal found 4/9![American Airlines logo]()
$397
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 April 11, 2026.
Search for one-way flight options from Sarasota to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated April 11, 2026.
This CheapOair deal was found by Cheapflights users on 4/8. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/112:01 pm
SRQ
- SJU
1 stop12h 28m
Frontier
Deal found 4/8![Frontier logo]()
$88
This CheapOair deal was found by Cheapflights users on 4/6. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/2412:01 pm
SRQ
- SJU
1 stop21h 49m
Frontier
Deal found 4/6![Frontier logo]()
$104
This CheapOair deal was found by Cheapflights users on 4/8. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/278:57 pm
SRQ
- SJU
1 stop18h 33m
Frontier
Deal found 4/8![Frontier logo]()
$127
This CheapOair deal was found by Cheapflights users on 4/9. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/95:41 pm
SRQ
- SJU
1 stop22h 09m
Frontier
Deal found 4/9![Frontier logo]()
$129
This CheapOair deal was found by Cheapflights users on 4/7. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1712:01 pm
SRQ
- SJU
1 stop21h 49m
Frontier
Deal found 4/7![Frontier logo]()
$133
This Kiwi.com deal was found by Cheapflights users on 4/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/246:35 pm
SRQ
- SJU
2 stops24h 47m
Multiple Airlines
Deal found 4/7![Multiple Airlines logo]()
$158
This Kiwi.com deal was found by Cheapflights users on 4/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/238:14 pm
SRQ
- SJU
2 stops23h 08m
Multiple Airlines
Deal found 4/6![Multiple Airlines logo]()
$161
This Delta deal was found by Cheapflights users on 4/10. 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.
Wed 5/67:05 am
SRQ
- MBJ
1 stop5h 24m
Delta
Deal found 4/10![Delta logo]()
$162
This Delta deal was found by Cheapflights users on 4/7. 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 4/286:00 am
SRQ
- PLS
1 stop6h 40m
Delta
Deal found 4/7![Delta logo]()
$169
This Kiwi.com deal was found by Cheapflights users on 4/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/191:16 pm
SRQ
- SJU
2 stops50h 42m
Multiple Airlines
Deal found 4/6![Multiple Airlines logo]()
$186
This Southwest deal was found by Cheapflights users on 4/8. 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 5/76:40 am
SRQ
- NAS
1 stop6h 35m
Southwest
Deal found 4/8![Southwest logo]()
$187
This Kiwi.com deal was found by Cheapflights users on 4/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/268:14 pm
SRQ
- NAS
2 stops23h 01m
Multiple Airlines
Deal found 4/8![Multiple Airlines logo]()
$198
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 April 11, 2026.
Round-trip from | $176 (Priceline) |
|---|---|
One-way from | $88 (CheapOair) |
Popular in | December |
Cheapest in | October |
Average price | $510 |
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 April 11, 2026.
Use the filters below to find and compare flights from Sarasota to Caribbean Islands that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
SarasotaSan Juan
SRQ - SJU
SRQSJU
Sarasota Bradenton Intl
Fri 4/24
12:01 pm-12:29 am
1 stop12h 28m
San Juan Luis Munoz Marin Intl
Sun 4/26
1:59 am-8:02 pm
1 stop18h 03m
$212
SarasotaSaint Thomas Island
SRQ - STT
SRQSTT
Sarasota Bradenton Intl
Fri 4/24
6:00 am-2:48 pm
1 stop8h 48m
Saint Thomas Island Cyril E King
Fri 5/1
3:05 pm-12:33 am
1 stop9h 28m
$390
SarasotaMontego Bay
SRQ - MBJ
SRQMBJ
Sarasota Bradenton Intl
Sun 5/24
6:08 am-11:45 am
1 stop6h 37m
Montego Bay Sangster Intl
Sun 5/31
5:17 pm-8:44 pm
2 stops26h 27m
$397
SarasotaProvidenciales
SRQ - PLS
SRQPLS
Sarasota Bradenton Intl
Tue 4/28
6:00 am-2:10 pm
1 stop8h 10m
Providenciales
Sat 5/2
2:05 pm-12:34 am
1 stop10h 29m
$407
SarasotaSaint Thomas Island
SRQ - STT
SRQSTT
Sarasota Bradenton Intl
Fri 4/24
6:00 am-11:35 am
1 stop5h 35m
Saint Thomas Island Cyril E King
Fri 5/1
12:25 pm-10:30 pm
2 stops10h 05m
$410
SarasotaSaint Thomas Island
SRQ - STT
SRQSTT
Sarasota Bradenton Intl
Fri 4/24
6:00 am-2:48 pm
1 stop8h 48m
Saint Thomas Island Cyril E King
Mon 4/27
3:05 pm-12:34 am
1 stop9h 29m
$410
SarasotaSaint Thomas Island
SRQ - STT
SRQSTT
Sarasota Bradenton Intl
Thu 4/23
4:56 pm-11:35 am
2 stops18h 39m
Saint Thomas Island Cyril E King
Mon 4/27
5:05 pm-11:57 pm
1 stop6h 52m
$410
SarasotaSan Juan
SRQ - SJU
SRQSJU
Sarasota Bradenton Intl
Sun 5/17
6:30 am-5:05 pm
1 stop10h 35m
San Juan Luis Munoz Marin Intl
Wed 5/20
3:45 pm-9:40 pm
1 stop5h 55m
$416
SarasotaSan Juan
SRQ - SJU
SRQSJU
Sarasota Bradenton Intl
Wed 8/5
12:50 pm-10:29 pm
1 stop9h 39m
San Juan Luis Munoz Marin Intl
Sat 8/8
12:56 pm-10:27 pm
1 stop9h 31m
$416
SarasotaSan Juan
SRQ - SJU
SRQSJU
Sarasota Bradenton Intl
Sat 5/9
3:59 pm-10:17 pm
1 stop6h 18m
San Juan Luis Munoz Marin Intl
Mon 5/11
2:48 pm-12:18 am
1 stop9h 30m
$416
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Sarasota to Caribbean Islands
Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Sarasota with our price prediction graph.
SRQ-SJU
SRQ-STT
SRQ-MBJ
SRQ-PLS
SRQ-NAS
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-STT
SRQ-MBJ
SRQ-PLS
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 April 11, 2026.
Get a feel of what it's like to fly with Southwest,Delta, andAmerican Airlines from Sarasota to Caribbean Islands by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.5
Boarding
8.1
Food
7.0
Overall
8.0
Crew
8.6
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Boarding
8.1
Food
7.0
Overall
8.0
Crew
8.6
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Boarding
8.1
Food
7.0
Overall
8.0
Crew
8.6
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Boarding
8.1
Food
7.0
Overall
8.0
Crew
8.6
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
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 April 11, 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 April 11, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$235 | Average$497 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$325 | Average$558 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$402 | Average$612 | FlexibilityNo cancel fee | On-time71% |