Search Deals onJay Vacation Packages
Jay Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Beachside Resort Hotel
Price was $860, price is now $640 per person
$640
per person
Apr 4 - Apr 11
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Pensacola (PNS)
Stay at this hotel in Gulf Shores. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Gulf Shores Beach and Gulf State Park are located nearby.
Hotel Indigo Orange Beach - Gulf Shores by IHG
Save 100% on your flight
Price was $1,504, price is now $1,035 per person
$1,035
per person
Apr 4 - Apr 11
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Pensacola (PNS)
Book a stay at this business-friendly hotel in Orange Beach. Enjoy free WiFi, free parking, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Gulf Shores Beach and The Wharf are located nearby.
Embassy Suites By Hilton Gulf Shores Beach Resort
Save 100% on your flight
Price was $1,433, price is now $989 per person
$989
per person
Apr 4 - Apr 11
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Pensacola (PNS)
Stay at this resort in Gulf Shores. Enjoy free breakfast, 3 restaurants, and 3 bars/lounges. Popular attractions Gulf Shores Beach and Gulf State Park are located nearby.
The Henderson Beach Resort & Spa
Save 100% on your flight
Price was $1,279, price is now $910 per person
$910
per person
Apr 25 - Apr 29
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Fort Walton Beach (VPS)
Book a stay at this luxury resort in Destin. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Henderson Beach State Park and Big Kahuna's Water and Adventure Park are located nearby.
Bay Club of Sandestin
Price was $1,002, price is now $720 per person
$720
per person
Apr 25 - Apr 29
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Fort Walton Beach (VPS)
Stay at this aparthotel in Miramar Beach. Enjoy free WiFi, free parking, and 3 outdoor pools. Popular attractions Sandestin Golf Resort - Raven, Burnt Pine, Baytowne, The Links and Miramar Beach are located nearby.
Hotel Effie Sandestin, Autograph Collection
Price was $1,034, price is now $765 per person
$765
per person
Apr 25 - Apr 29
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Fort Walton Beach (VPS)
Book a stay at this luxury hotel in Miramar Beach. Enjoy free WiFi, a full-service spa, and a marina. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Sandestin Golf Resort - Raven, Burnt Pine, Baytowne, The Links and Miramar Beach are located nearby.
30A Endless Summer by Avantstay 1 Block to Beach Pool + Tennis
Save 100% on your flight
Price was $3,720, price is now $2,831 per person
$2,831
per person
Mar 27 - Apr 4
found 10 hours ago
Roundtrip flight included
Chicago (ORD) to Fort Walton Beach (VPS)
Stay at this cottage in Santa Rosa Beach. Enjoy free parking, a beach locale, and balconies. Popular attractions Seaside Beach and CHROMA Kathleen Broaderick Studio & Gallery are located nearby.
Jay Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Jay Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Wed, Feb 25 - Wed, Mar 4
DFW
Dallas-Fort Worth Intl.
PNS
Pensacola Intl.
$146 Roundtrip, found 22 hours ago
$146
Roundtrip
found 22 hours ago
Sun, Mar 1 - Wed, Mar 4
MSP
Minneapolis - St. Paul Intl.
PNS
Pensacola Intl.
$154 Roundtrip, found 21 hours ago
$154
Roundtrip
found 21 hours ago
Wed, Feb 25 - Sat, Feb 28
ATL
Hartsfield-Jackson Atlanta Intl.
PNS
Pensacola Intl.
$154 Roundtrip, found 3 days ago
$154
Roundtrip
found 3 days ago
Tue, Mar 3 - Fri, Mar 6
BWI
Baltimore Washington Intl. Thurgood Marshall
PNS
Pensacola Intl.
$169 Roundtrip, found 5 days ago
$169
Roundtrip
found 5 days ago
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