Gulf Shores Vacation Packages 2026 from $358

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The Latest Gulf Shores Vacation Packages

Price found within the past 48 hours. Click for updated prices.

Sep 6 - Sep 12
Stay Inn & Suites + Flight
Winkler
6 nights
2.5 star property
5.0/10 - (999 reviews)
"Nothin was impress"
Reviewed July 11, 2026
Roundtrip • New York (EWR) - Fort Myers (RSW)
EWR - RSW • Nonstop RSW - EWR • Nonstop
~~$542~~
$358
per traveler
found 1 day ago
Stay Inn & Suites
Oct 7 - Oct 11
LaPlaya Beach & Golf Resort - A Noble House Resort + Flight
Vanderbilt Beach
4 nights
4.5 star property
9.0/10 - Wonderful (1,006 reviews)
Roundtrip • New York (EWR) - Fort Myers (RSW)
EWR - RSW • Nonstop RSW - EWR • Nonstop
Save 100% on your flight
~~$1,645~~
$891
per traveler
found 1 day ago
LaPlaya Beach & Golf Resort - A Noble House Resort
Oct 3 - Oct 8
A Wave From it All + Flight
Siesta Isle
5 nights
2.0 star property
Roundtrip • Chicago (ORD) - Fort Myers (RSW)
ORD - RSW • Nonstop RSW - ORD • Nonstop
Save 100% on your flight
~~$2,343~~
$1,482
per traveler
found 1 day ago
A Wave From it All
Sep 2 - Sep 7
The Perry Hotel Naples + Flight
Naples
5 nights
4.5 star property
9.6/10 - Exceptional (955 reviews)
Roundtrip • New York (EWR) - Fort Myers (RSW)
EWR - MIA • Nonstop MIA - EWR • 1 stop
Save 100% on your flight
~~$969~~
$643
per traveler
found 1 day ago
The Perry Hotel Naples
Sep 5 - Sep 8
Tween Waters Island Resort & Spa + Flight
Captiva
3 nights
3.0 star property
8.6/10 - Excellent (1,002 reviews)
"We had an amazing time!"
Reviewed July 19, 2026
Roundtrip • New York (EWR) - Fort Myers (RSW)
EWR - RSW • Nonstop RSW - EWR • Nonstop
Save 100% on your flight
~~$820~~
$548
per traveler
found 2 days ago
Tween Waters Island Resort & Spa