Gulf Shores Vacation Packages 2026 from $527

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The Latest Gulf Shores Vacation Packages

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

Oct 13 - Oct 17
voco Sarasota by IHG + Flight
Central Sarasota
4 nights
3.5 star property
9.0/10 - Wonderful (1,001 reviews)
Roundtrip • New York (JFK) - Tampa (TPA)
JFK - TPA • Nonstop TPA - JFK • Nonstop
~~$753~~
$527
per traveler
found 19 hours ago
voco Sarasota by IHG
Sep 25 - Sep 28
Cedar Cove Resort and Cottages + Flight
Holmes Beach
3 nights
3.0 star property
9.2/10 - Wonderful (562 reviews)
"The staff was excellent! Our accommodations were very nice, very clean and well maintained. Everything we needed was right at our fingertips during our entire stay."
Reviewed July 23, 2026
Roundtrip • Boston (BOS) - Tampa (TPA)
BOS - TPA • Nonstop TPA - BOS • 1 stop
Save 100% on your flight
~~$1,140~~
$734
per traveler
found 1 day ago
Cedar Cove Resort and Cottages
Sep 9 - Sep 13
Ocean Club Treasure Island Hotel + Flight
Sunshine Beach
4 nights
4.0 star property
9.6/10 - Exceptional (1,107 reviews)
Roundtrip • Boston (BOS) - Tampa (TPA)
BOS - TPA • Nonstop TPA - BOS • 1 stop
Save 100% on your flight
~~$1,161~~
$803
per traveler
found 1 day ago
Ocean Club Treasure Island Hotel
Sep 4 - Sep 7
ChartHouse Clearwater Beach Marina Hotel + Flight
Clearwater Beach
3 nights
2.0 star property
9.6/10 - Exceptional (1,288 reviews)
"The balcony was amazing!!! And room were clean all times."
Reviewed July 25, 2026
Roundtrip • Boston (BOS) - Tampa (TPA)
BOS - TPA • 1 stop TPA - BOS • 1 stop
~~$795~~
$555
per traveler
found 1 day ago
ChartHouse Clearwater Beach Marina Hotel
Sep 25 - Sep 28
CW Hotel + Flight
Clearwater Beach
3 nights
4.0 star property
9.6/10 - Exceptional (25 reviews)
"This hotel is brand new in Clearwater Beach and perfect for families ! It had only been opened about 5 days prior to my family and I checking in. The facilities are great and clean! The staff is kind and willing to help you with anything that you need on the resort. There is a full kitchen , washer and dryer available for use during your stay. And all the TVs are equipped with your favorite streaming apps and services, we stayed in the Deluxe 2 Bedroom suite with the Marina view and the views..."
Reviewed July 24, 2026
Roundtrip • Boston (BOS) - Tampa (TPA)
BOS - TPA • 1 stop TPA - BOS • 1 stop
Save 100% on your flight
~~$831~~
$581
per traveler
found 1 day ago
CW Hotel