$96+ Cheap flights from Sarasota (SRQ) to Caribbean
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 5/2. Fares are subject to change and may not be available on all flights or dates of travel.
SRQ — SJU
Apr 11 — Apr 181
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 March 12, 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 March 12, 2026.
This Frontier deal was found by Cheapflights users on 3/9. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/412:01 pm
SRQ
- SJU
1 stop12h 28m
Frontier
Thu 5/79:12 pm
SJU
- SRQ
1 stop11h 00m
Frontier
Deal found 3/9![Frontier logo]()
$233
This Priceline deal was found by Cheapflights users on 3/10. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/412:01 pm
SRQ
- SJU
1 stop12h 28m
Frontier
Fri 5/86:46 pm
SJU
- SRQ
1 stop22h 00m
Frontier
Deal found 3/10![Frontier logo]()
$254
This Orbitz deal was found by Cheapflights users on 3/9. 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 Orbitz 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
Fri 5/89:12 pm
SJU
- SRQ
1 stop13h 54m
Frontier
Deal found 3/9![Frontier logo]()
$274
This Priceline deal was found by Cheapflights users on 3/7. 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 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
Thu 5/79:12 pm
SJU
- SRQ
1 stop11h 00m
Frontier
Deal found 3/7![Frontier logo]()
$295
This Priceline deal was found by Cheapflights users on 3/10. 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 Priceline 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 3/10![Frontier logo]()
$315
This Southwest deal was found by Cheapflights users on 3/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/2511:40 am
SRQ
- SJU
2 stops12h 00m
Southwest
Wed 4/295:35 am
SJU
- SRQ
2 stops9h 55m
Southwest
Deal found 3/7![Southwest logo]()
$320
This American Airlines deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/226:00 am
SRQ
- SJU
1 stop4h 53m
American Airlines
Wed 4/293:44 pm
SJU
- SRQ
1 stop8h 13m
American Airlines
Deal found 3/9![American Airlines logo]()
$325
This Delta deal was found by Cheapflights users on 3/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/57:05 am
SRQ
- MBJ
1 stop6h 49m
Delta
Thu 5/144:59 pm
MBJ
- SRQ
1 stop6h 19m
Delta
Deal found 3/8![Delta logo]()
$332
This American Airlines deal was found by Cheapflights users on 3/8. 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.
Tue 5/54:00 pm
SRQ
- MBJ
2 stops20h 51m
American Airlines
Thu 5/1410:17 am
MBJ
- SRQ
1 stop7h 41m
American Airlines
Deal found 3/8![American Airlines logo]()
$337
This American Airlines deal was found by Cheapflights users on 3/9. 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.
Sat 5/97:37 pm
SRQ
- SJU
1 stop15h 11m
American Airlines
Mon 5/1111:38 am
SJU
- SRQ
1 stop7h 20m
American Airlines
Deal found 3/9![American Airlines logo]()
$340
This American Airlines deal was found by Cheapflights users on 3/8. 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
Wed 4/2910:17 am
MBJ
- SRQ
1 stop7h 41m
American Airlines
Deal found 3/8![American Airlines logo]()
$342
This American Airlines deal was found by Cheapflights users on 3/8. 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 6/1111:37 am
SRQ
- MBJ
1 stop26h 54m
American Airlines
Mon 6/155:17 pm
MBJ
- SRQ
2 stops16h 34m
American Airlines
Deal found 3/8![American Airlines logo]()
$343
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 March 12, 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 March 12, 2026.
This Southwest deal was found by Cheapflights users on 3/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/2511:40 am
SRQ
- SJU
2 stops12h 00m
Southwest
Wed 4/295:35 am
SJU
- SRQ
2 stops9h 55m
Southwest
Deal found 3/7![Southwest logo]()
$320
This Delta deal was found by Cheapflights users on 3/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/57:05 am
SRQ
- MBJ
1 stop6h 49m
Delta
Thu 5/144:59 pm
MBJ
- SRQ
1 stop6h 19m
Delta
Deal found 3/8![Delta logo]()
$332
This American Airlines deal was found by Cheapflights users on 3/8. 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 6/35:24 pm
SRQ
- MBJ
2 stops20h 44m
American Airlines
Sun 6/72:08 pm
MBJ
- SRQ
2 stops19h 43m
American Airlines
Deal found 3/8![American Airlines logo]()
$347
This CheapOair deal was found by Cheapflights users on 3/11. Clicking the “Pick Dates” 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 3/169:11 am
SRQ
- SJU
1 stop24h 34m
Frontier
Fri 3/209:12 pm
SJU
- SRQ
1 stop23h 43m
Frontier
Deal found 3/11![Frontier logo]()
$416
This United Airlines deal was found by Cheapflights users on 3/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/226:00 am
SRQ
- SDQ
1 stop8h 10m
United Airlines
Wed 4/291:10 pm
SDQ
- SRQ
1 stop10h 49m
United Airlines
Deal found 3/8![United Airlines logo]()
$519
This JetBlue deal was found by Cheapflights users on 3/11. Clicking the “Pick Dates” 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 5/16:10 pm
SRQ
- SDQ
1 stop8h 17m
JetBlue
Mon 5/43:20 am
SDQ
- SRQ
1 stop10h 20m
JetBlue
Deal found 3/11![JetBlue logo]()
$620
This Southwest deal was found by Cheapflights users on 3/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/14:10 pm
SRQ
- SJU
1 stop7h 30m
Southwest
Fri 5/86:50 am
SJU
- SRQ
2 stops8h 40m
Southwest
Deal found 3/7![Southwest logo]()
$320
This American Airlines deal was found by Cheapflights users on 3/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/227:44 pm
SRQ
- STT
2 stops19h 02m
American Airlines
Thu 3/2612:02 pm
STT
- SRQ
2 stops10h 31m
American Airlines
Deal found 3/7![American Airlines logo]()
$390
This American Airlines deal was found by Cheapflights users on 3/10. 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.
Mon 4/206:02 am
SRQ
- SJU
2 stops12h 08m
American Airlines
Fri 4/247:25 am
SJU
- SRQ
1 stop15h 05m
American Airlines
Deal found 3/10![American Airlines logo]()
$408
This Southwest deal was found by Cheapflights users on 3/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/611:50 am
SRQ
- SJU
2 stops9h 15m
Southwest
Thu 5/1410:00 am
SJU
- SRQ
2 stops11h 15m
Southwest
Deal found 3/7![Southwest logo]()
$413
This Delta deal was found by Cheapflights users on 3/7. 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.
Mon 4/276:00 am
SRQ
- PLS
1 stop8h 10m
Delta
Fri 5/12:05 pm
PLS
- SRQ
1 stop8h 42m
Delta
Deal found 3/7![Delta logo]()
$477
This American Airlines deal was found by Cheapflights users on 3/11. Clicking the “Pick Dates” 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 3/266:00 am
SRQ
- STT
1 stop8h 46m
American Airlines
Mon 3/301:53 pm
STT
- SRQ
1 stop10h 06m
American Airlines
Deal found 3/11![American Airlines logo]()
$410
This Southwest deal was found by Cheapflights users on 3/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/811:45 am
SRQ
- SJU
2 stops12h 10m
Southwest
Thu 5/145:35 am
SJU
- SRQ
1 stop12h 35m
Southwest
Deal found 3/7![Southwest logo]()
$413
This United Airlines deal was found by Cheapflights users on 3/11. Clicking the “Pick Dates” 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 4/259:20 am
SRQ
- MBJ
1 stop28h 30m
United Airlines
Sat 5/22:40 pm
MBJ
- SRQ
1 stop24h 22m
United Airlines
Deal found 3/11![United Airlines logo]()
$547
This Delta deal was found by Cheapflights users on 3/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/316:00 am
SRQ
- STT
1 stop7h 52m
Delta
Wed 9/23:02 pm
STT
- SRQ
1 stop8h 57m
Delta
Deal found 3/8![Delta logo]()
$500
This Southwest deal was found by Cheapflights users on 3/8. 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 5/146:10 pm
SRQ
- SJU
1 stop5h 45m
Southwest
Mon 5/185:05 am
SJU
- SRQ
2 stops10h 50m
Southwest
Deal found 3/8![Southwest logo]()
$418
This American Airlines deal was found by Cheapflights users on 3/8. 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.
Sat 5/26:00 am
SRQ
- STT
1 stop5h 35m
American Airlines
Sat 5/95:05 pm
STT
- SRQ
1 stop16h 36m
American Airlines
Deal found 3/8![American Airlines logo]()
$460
This Delta deal was found by Cheapflights users on 3/10. 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 4/812:44 pm
SRQ
- SJU
1 stop7h 34m
Delta
Wed 4/155:34 pm
SJU
- SRQ
1 stop7h 00m
Delta
Deal found 3/10![Delta logo]()
$508
This United Airlines deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/237:15 am
SRQ
- MBJ
1 stop30h 31m
United Airlines
Thu 3/262:20 pm
MBJ
- SRQ
1 stop24h 22m
United Airlines
Deal found 3/9![United Airlines logo]()
$563
This JetBlue deal was found by Cheapflights users on 3/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/146:10 pm
SRQ
- SDQ
1 stop8h 17m
JetBlue
Sat 5/163:20 am
SDQ
- SRQ
1 stop10h 15m
JetBlue
Deal found 3/8![JetBlue logo]()
$640
This Southwest deal was found by Cheapflights users on 3/8. 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.
Tue 5/59:20 am
SRQ
- NAS
2 stops9h 10m
Southwest
Thu 5/148:45 am
NAS
- SRQ
2 stops13h 30m
Southwest
Deal found 3/8![Southwest logo]()
$446
This Delta deal was found by Cheapflights users on 3/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/56:00 am
SRQ
- PLS
1 stop8h 40m
Delta
Wed 7/82:10 pm
PLS
- SRQ
1 stop9h 49m
Delta
Deal found 3/8![Delta logo]()
$523
This American Airlines deal was found by Cheapflights users on 3/10. 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.
Wed 5/206:00 am
SRQ
- STT
1 stop10h 15m
American Airlines
Wed 6/34:48 pm
STT
- SRQ
1 stop7h 11m
American Airlines
Deal found 3/10![American Airlines logo]()
$491
This WestJet deal was found by Cheapflights users on 3/7. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/216:26 pm
SRQ
- GCM
2 stops43h 18m
WestJet
Tue 4/281:45 pm
GCM
- SRQ
2 stops33h 49m
WestJet
Deal found 3/7![WestJet logo]()
$1,462
This JetBlue deal was found by Cheapflights users on 3/7. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/156:10 pm
SRQ
- SDQ
1 stop8h 17m
JetBlue
Mon 5/185:50 am
SDQ
- SRQ
1 stop11h 25m
JetBlue
Deal found 3/7![JetBlue logo]()
$672
This Southwest deal was found by Cheapflights users on 3/8. 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.
Wed 4/227:00 am
SRQ
- NAS
2 stops11h 30m
Southwest
Wed 4/292:10 pm
NAS
- SRQ
1 stop7h 30m
Southwest
Deal found 3/8![Southwest logo]()
$460
This United Airlines deal was found by Cheapflights users on 3/7. 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 5/46:30 am
SRQ
- NAS
1 stop7h 03m
United Airlines
Tue 5/52:35 pm
NAS
- SRQ
1 stop9h 24m
United Airlines
Deal found 3/7![United Airlines logo]()
$626
This Delta deal was found by Cheapflights users on 3/9. 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.
Thu 6/46:00 am
SRQ
- NAS
1 stop10h 35m
Delta
Wed 6/103:10 pm
NAS
- SRQ
1 stop6h 17m
Delta
Deal found 3/9![Delta logo]()
$541
This Southwest deal was found by Cheapflights users on 3/10. 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 4/208:55 am
SRQ
- SJU
2 stops11h 05m
Southwest
Fri 4/245:05 am
SJU
- SRQ
2 stops10h 25m
Southwest
Deal found 3/10![Southwest logo]()
$462
This United Airlines deal was found by Cheapflights users on 3/10. 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.
Thu 4/94:20 pm
SRQ
- AUA
1 stop23h 00m
United Airlines
Thu 4/161:50 pm
AUA
- SRQ
1 stop30h 35m
United Airlines
Deal found 3/10![United Airlines logo]()
$632
Last-minute flights from Sarasota to CaribbeanDiscover last-minute flight deals from Sarasota to Caribbean. Data last updated March 12, 2026 and is based on user searches.
Discover last-minute flight deals from Sarasota to Caribbean. Data last updated March 12, 2026 and is based on user searches.
This CheapOair deal was found by Cheapflights users on 3/7. 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 3/143:38 pm
SRQ
- SJU
1 stop8h 51m
Frontier
Fri 3/201:59 am
SJU
- SRQ
1 stop18h 56m
Frontier
Deal found 3/7![Frontier logo]()
$386
This CheapOair deal was found by Cheapflights users on 3/11. Clicking the “Pick Dates” 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 3/169:11 am
SRQ
- SJU
1 stop15h 18m
Frontier
Wed 3/1810:55 am
SJU
- SRQ
1 stop21h 21m
Frontier
Deal found 3/11![Frontier logo]()
$395
This American Airlines deal was found by Cheapflights users on 3/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/227:44 pm
SRQ
- STT
2 stops19h 02m
American Airlines
Thu 3/2612:02 pm
STT
- SRQ
1 stop11h 57m
American Airlines
Deal found 3/7![American Airlines logo]()
$390
This American Airlines deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/84:56 pm
SRQ
- STT
2 stops18h 39m
American Airlines
Wed 4/151:15 pm
STT
- SRQ
1 stop9h 15m
American Airlines
Deal found 3/9![American Airlines logo]()
$395
This American Airlines deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/226:00 am
SRQ
- SJU
1 stop4h 53m
American Airlines
Wed 4/293:44 pm
SJU
- SRQ
1 stop8h 13m
American Airlines
Deal found 3/9![American Airlines logo]()
$325
This American Airlines deal was found by Cheapflights users on 3/8. 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
Wed 4/2910:17 am
MBJ
- SRQ
1 stop7h 41m
American Airlines
Deal found 3/8![American Airlines logo]()
$342
This American Airlines deal was found by Cheapflights users on 3/11. Clicking the “Pick Dates” 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 4/226:00 am
SRQ
- SJU
1 stop12h 10m
American Airlines
Tue 4/285:45 am
SJU
- SRQ
2 stops15h 32m
American Airlines
Deal found 3/11![American Airlines logo]()
$345
This Southwest deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/226:05 pm
SRQ
- SJU
1 stop5h 35m
Southwest
Thu 4/305:05 am
SJU
- SRQ
2 stops10h 25m
Southwest
Deal found 3/9![Southwest logo]()
$353
This Priceline deal was found by Cheapflights users on 3/10. 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 Priceline 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 3/10![Frontier logo]()
$315
This Southwest deal was found by Cheapflights users on 3/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/2511:40 am
SRQ
- SJU
2 stops12h 00m
Southwest
Wed 4/295:35 am
SJU
- SRQ
2 stops9h 55m
Southwest
Deal found 3/7![Southwest logo]()
$320
This American Airlines deal was found by Cheapflights users on 3/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/266:00 am
SRQ
- SJU
1 stop4h 53m
American Airlines
Sun 5/37:00 pm
SJU
- SRQ
1 stop14h 41m
American Airlines
Deal found 3/7![American Airlines logo]()
$368
This American Airlines deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/288:15 am
SRQ
- STT
1 stop6h 35m
American Airlines
Tue 5/512:25 pm
STT
- SRQ
1 stop11h 32m
American Airlines
Deal found 3/9![American Airlines logo]()
$396
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 March 12, 2026.
Search for one-way flight options from Sarasota to Caribbean. Find affordable one-way fares based on user searches. Data last updated March 12, 2026.
This CheapOair deal was found by Cheapflights users on 3/7. 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 5/21:16 pm
SRQ
- SJU
1 stop11h 13m
Frontier
Deal found 3/7![Frontier logo]()
$96
This CheapOair deal was found by Cheapflights users on 3/10. 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
Deal found 3/10![Frontier logo]()
$106
This Frontier deal was found by Cheapflights users on 3/9. 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 Frontier 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
Deal found 3/9![Frontier logo]()
$117
This American Airlines deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/2011:37 am
SRQ
- MBJ
2 stops26h 32m
American Airlines
Deal found 3/9![American Airlines logo]()
$162
This American Airlines deal was found by Cheapflights users on 3/8. 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 6/1111:37 am
SRQ
- MBJ
2 stops25h 08m
American Airlines
Deal found 3/8![American Airlines logo]()
$177
This CheapOair deal was found by Cheapflights users on 3/9. 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.
Mon 4/278:57 pm
SRQ
- SJU
1 stop18h 33m
Frontier
Deal found 3/9![Frontier logo]()
$178
This CheapOair deal was found by Cheapflights users on 3/11. Clicking the “Pick Dates” 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 3/209:11 am
SRQ
- SJU
1 stop15h 18m
Frontier
Deal found 3/11![Frontier logo]()
$183
This Kiwi.com deal was found by Cheapflights users on 3/8. 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.
Fri 4/246:35 pm
SRQ
- SJU
2 stops41h 48m
Multiple Airlines
Deal found 3/8![Multiple Airlines logo]()
$188
This American Airlines deal was found by Cheapflights users on 3/8. 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.
Tue 4/218:15 am
SRQ
- STT
1 stop6h 35m
American Airlines
Deal found 3/8![American Airlines logo]()
$193
This Delta deal was found by Cheapflights users on 3/9. 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.
Wed 4/297:05 am
SRQ
- SJU
1 stop9h 18m
Delta
Deal found 3/9![Delta logo]()
$204
This Southwest deal was found by Cheapflights users on 3/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/186:15 am
SRQ
- SJU
1 stop6h 55m
Southwest
Deal found 3/11![Southwest logo]()
$208
This Kiwi.com deal was found by Cheapflights users on 3/8. 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.
Thu 4/93:37 pm
SRQ
- MBJ
2 stops44h 28m
Multiple Airlines
Deal found 3/8![Multiple Airlines logo]()
$223
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 March 12, 2026.
Round-trip from | $233 (Frontier) |
|---|---|
One-way from | $96 (CheapOair) |
Popular in | December |
Cheapest in | October |
Average price | $511 |
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 2,558,603 searches. Data last updated March 12, 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 - SJU
SRQSJU
Sarasota Bradenton Intl
Sat 4/25
11:40 am-11:40 pm
2 stops12h 00m
San Juan Luis Munoz Marin Intl
Wed 4/29
5:35 am-3:30 pm
2 stops9h 55m
$320
SarasotaSan Juan
SRQ - SJU
SRQSJU
Sarasota Bradenton Intl
Fri 5/1
4:10 pm-11:40 pm
1 stop7h 30m
San Juan Luis Munoz Marin Intl
Fri 5/8
6:50 am-3:30 pm
2 stops8h 40m
$320
Quickest round-trip
SarasotaMontego Bay
SRQ - MBJ
SRQMBJ
Sarasota Bradenton Intl
Tue 5/5
7:05 am-12:54 pm
1 stop6h 49m
Montego Bay Sangster Intl
Thu 5/14
4:59 pm-12:18 am
1 stop6h 19m
$332
SarasotaMontego Bay
SRQ - MBJ
SRQMBJ
Sarasota Bradenton Intl
Wed 6/3
5:24 pm-1:08 pm
2 stops20h 44m
Montego Bay Sangster Intl
Sun 6/7
2:08 pm-10:51 am
2 stops19h 43m
$347
SarasotaSaint Thomas Island
SRQ - STT
SRQSTT
Sarasota Bradenton Intl
Sun 3/22
7:44 pm-2:46 pm
2 stops19h 02m
Saint Thomas Island Cyril E King
Thu 3/26
12:02 pm-10:33 pm
2 stops10h 31m
$390
SarasotaSan Juan
SRQ - SJU
SRQSJU
Sarasota Bradenton Intl
Mon 4/20
6:02 am-6:10 pm
2 stops12h 08m
San Juan Luis Munoz Marin Intl
Fri 4/24
7:25 am-10:30 pm
1 stop15h 05m
$408
SarasotaSaint Thomas Island
SRQ - STT
SRQSTT
Sarasota Bradenton Intl
Thu 3/26
6:00 am-2:46 pm
1 stop8h 46m
Saint Thomas Island Cyril E King
Mon 3/30
1:53 pm-11:59 pm
1 stop10h 06m
$410
SarasotaSan Juan
SRQ - SJU
SRQSJU
Sarasota Bradenton Intl
Wed 5/6
11:50 am-9:05 pm
2 stops9h 15m
San Juan Luis Munoz Marin Intl
Thu 5/14
10:00 am-9:15 pm
2 stops11h 15m
$413
SarasotaSan Juan
SRQ - SJU
SRQSJU
Sarasota Bradenton Intl
Fri 5/8
11:45 am-11:55 pm
2 stops12h 10m
San Juan Luis Munoz Marin Intl
Thu 5/14
5:35 am-6:10 pm
1 stop12h 35m
$413
SarasotaSan Juan
SRQ - SJU
SRQSJU
Sarasota Bradenton Intl
Mon 3/16
9:11 am-9:45 am
1 stop24h 34m
San Juan Luis Munoz Marin Intl
Fri 3/20
9:12 pm-8:55 pm
1 stop23h 43m
$416
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-MBJ
SRQ-SDQ
SRQ-STT
SRQ-PLS
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-MBJ
SRQ-SDQ
SRQ-STT
What is the cheapest month to book a flight from Sarasota to Caribbean?
Currently, August is the cheapest month in which you can book a flight from Sarasota to Caribbean (average of $53). Flying from Sarasota to Caribbean 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
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 March 12, 2026.
See what other customers who have flown with Southwest,Delta, andAmerican 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
Food
7.0
Boarding
8.1
Overall
8.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Comfort
8.0
Food
7.0
Boarding
8.1
Overall
8.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Comfort
8.0
Food
7.0
Boarding
8.1
Overall
8.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Comfort
8.0
Food
7.0
Boarding
8.1
Overall
8.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
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.
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
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 March 12, 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 3 airlines flying from Sarasota to Caribbean
Discover the top 3 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 2,558,603 searches. Data last updated March 12, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$325 | Average$558 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$369 | Average$468 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$385 | Average$644 | FlexibilityNo cancel fee | On-time71% |