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Jay Vacation Packages

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Jay Flight + Hotel Packages

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

Sundrift Inn

3 out of 5
Price was $484, price is now $381 per person
$381
per person
Oct 23 - Oct 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Pensacola (PNS)
Book a stay at this business-friendly hotel in Fort Walton Beach. Enjoy free WiFi, a fitness center, and parking (surcharge). Popular attractions Okaloosa Island Beach and Crab Island are located nearby.
The staff was very helpful and friendly. Perfect walk to the beach from the condo. Room was clean. The price was affordable! Only one elevator appeared to be working and parking were limited. Other than that, we enjoyed our stay!

Reviewed on Sep 14, 2026

The Bluefin - Ultra Luxury Beach Home

The Bluefin - Ultra Luxury Beach Home

3 out of 5
Save 100% on your flight
Price was $3,255, price is now $2,117 per person
$2,117
per person
Nov 18 - Nov 25
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Fort Walton Beach (VPS)
Stay at this vacation home in Destin. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Destin Beaches and Destin Commons are located nearby.

Landing Furnished Apartments - Orange Beach 

Landing Furnished Apartments - Orange Beach 

3 out of 5
Price was $2,351, price is now $1,739 per person
$1,739
per person
Nov 22 - Nov 29
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Pensacola (PNS)
Stay at this apartment in Orange Beach. Enjoy free parking, a beach locale, and a 24-hour fitness center. Popular attractions Orange Beach Beaches and The Wharf are located nearby.
The apartment was very clean, convenient, and inviting. I will definitely stay here again.

Reviewed on Sep 14, 2026

Beachfront Townhome With Instant Access to Beach Beachside Kisses by Avantstay

Beachfront Townhome With Instant Access to Beach Beachside Kisses by Avantstay

3 out of 5
Save 100% on your flight
Price was $2,245, price is now $1,663 per person
$1,663
per person
Nov 18 - Nov 25
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Pensacola (PNS)
Book a stay at this beach cottage in Fort Walton Beach. Enjoy free parking, a beach locale, and balconies. Popular attractions Okaloosa Island Beach and Crab Island are located nearby.

Monarch by Avantstay Stunning Estate 1 Block to Beach, Swim Up Bar, Hot Tub, & Rooftop Views

Monarch by Avantstay Stunning Estate 1 Block to Beach, Swim Up Bar, Hot Tub, & Rooftop Views

3.5 out of 5
Save 100% on your flight
Price was $3,612, price is now $2,726 per person
$2,726
per person
Nov 5 - Nov 10
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Fort Walton Beach (VPS)
Book a stay at this beach cottage in Destin. Enjoy free parking, a beach locale, and concierge services. Popular attractions Destin Beaches and Henderson Beach State Park are located nearby.

Sweet Dream Inn University Park

Sweet Dream Inn University Park

2.5 out of 5
Price was $833, price is now $631 per person
$631
per person
Oct 30 - Nov 5
found 12 hours ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Pensacola (PNS)
Stay at this hotel in Pensacola. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions University Town Plaza and Grizzly Axes are located nearby.
Zx

Reviewed on Sep 10, 2026

Landing Furnished Apartments Pensacola near Coral Creek

Landing Furnished Apartments Pensacola near Coral Creek

3 out of 5
Price was $1,319, price is now $1,041 per person
$1,041
per person
Nov 18 - Nov 25
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Pensacola (PNS)
Stay at this apartment in Pensacola. Enjoy an outdoor pool, a fitness center, and an in-room coffeemaker. Popular attractions Pensacola Beach Beaches and Perdido Key Beach are located nearby.

Club Wyndham at Majestic Sun

Club Wyndham at Majestic Sun

3.5 out of 5
Price was $987, price is now $781 per person
$781
per person
Nov 19 - Nov 23
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Fort Walton Beach (VPS)
Book a stay at this beach hotel in Miramar Beach. Enjoy free WiFi, 5 outdoor pools, and a fitness center. Popular attractions Miramar Beach and Sandestin Golf Resort - Raven, Burnt Pine, Baytowne, The Links are located nearby.
Perfect location great staff and tons around to shop and dine

Reviewed on Jan 15, 2026

Jay Vacation Packages 3-4 Night Stays

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

Sundrift Inn

3 out of 5
Okaloosa Island
Price was $588, price is now $457 per person
$457
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Pensacola (PNS)
The Bluefin - Ultra Luxury Beach Home

The Bluefin - Ultra Luxury Beach Home

3 out of 5
Crystal Beach
Save 100% on your flight
Price was $2,218, price is now $1,614 per person
$1,614
per person
Nov 19 - Nov 23
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Fort Walton Beach (VPS)
Club Wyndham at Majestic Sun

Club Wyndham at Majestic Sun

3.5 out of 5
Price was $987, price is now $781 per person
$781
per person
Nov 19 - Nov 23
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Fort Walton Beach (VPS)
Landing Apartments Gulf Shores

Landing Apartments Gulf Shores

3.5 out of 5
Price was $840, price is now $672 per person
$672
per person
Nov 19 - Nov 23
found 17 hours ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Pensacola (PNS)

Jay Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Beachfront Townhome With Instant Access to Beach Beachside Kisses by Avantstay

Beachfront Townhome With Instant Access to Beach Beachside Kisses by Avantstay

3 out of 5
Okaloosa Island
Save 100% on your flight
Price was $2,245, price is now $1,663 per person
$1,663
per person
Nov 18 - Nov 25
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Pensacola (PNS)
The Bluefin - Ultra Luxury Beach Home

The Bluefin - Ultra Luxury Beach Home

3 out of 5
Crystal Beach
Save 100% on your flight
Price was $3,255, price is now $2,117 per person
$2,117
per person
Nov 18 - Nov 25
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Fort Walton Beach (VPS)
Landing Furnished Apartments - Orange Beach 

Landing Furnished Apartments - Orange Beach 

3 out of 5
Price was $2,351, price is now $1,739 per person
$1,739
per person
Nov 22 - Nov 29
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Pensacola (PNS)
Monarch by Avantstay Stunning Estate 1 Block to Beach, Swim Up Bar, Hot Tub, & Rooftop Views

Monarch by Avantstay Stunning Estate 1 Block to Beach, Swim Up Bar, Hot Tub, & Rooftop Views

3.5 out of 5
Crystal Beach
Save 100% on your flight
Price was $3,612, price is now $2,726 per person
$2,726
per person
Nov 5 - Nov 10
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Fort Walton Beach (VPS)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Southwest Airlines
Sat, Oct 17 - Wed, Oct 28
ATL
Hartsfield-Jackson Atlanta Intl.
PNS
Pensacola Intl.
$200 Roundtrip, just found
$200
Roundtrip
just found
Select Southwest Airlines flight, departing Sat, Oct 17 from Hartsfield-Jackson Atlanta Intl. to Pensacola Intl., returning Wed, Oct 28, priced at $200 just found
Bargain Flight
Mon, Oct 5 - Sat, Oct 10
DFW
Dallas-Fort Worth Intl.
PNS
Pensacola Intl.
$232 Roundtrip, found 1 day ago
$232
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Mon, Oct 5 from Dallas-Fort Worth Intl. to Pensacola Intl., returning Sat, Oct 10, priced at $232 found 1 day ago
Frontier Airlines
Thu, Sep 24 - Mon, Oct 12
BWI
Baltimore Washington Intl. Thurgood Marshall
PNS
Pensacola Intl.
$263 Roundtrip, found 3 days ago
$263
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Thu, Sep 24 from Baltimore Washington Intl. Thurgood Marshall to Pensacola Intl., returning Mon, Oct 12, priced at $263 found 3 days ago
Frontier Airlines
Sat, Oct 17 - Sat, Oct 24
MSP
Minneapolis - St. Paul Intl.
PNS
Pensacola Intl.
$280 Roundtrip, found 20 hours ago
$280
Roundtrip
found 20 hours ago
Select Frontier Airlines flight, departing Sat, Oct 17 from Minneapolis - St. Paul Intl. to Pensacola Intl., returning Sat, Oct 24, priced at $280 found 20 hours ago