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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.
The Lodge at Gulf State Park, A Hilton Hotel

The Lodge at Gulf State Park, A Hilton Hotel

4 out of 5
Save 100% on your flight
Price was $571, price is now $388 per person
$388
per person
Feb 17 - Feb 21
found 7 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Pensacola (PNS)
Book a stay at this beach resort in Gulf Shores. Enjoy free WiFi, 5 restaurants, and a beach locale. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Gulf Shores Beach and Gulf State Park are located nearby.
The Henderson Beach Resort & Spa

The Henderson Beach Resort & Spa

5 out of 5
Save 100% on your flight
Price was $970, price is now $578 per person
$578
per person
Feb 21 - Feb 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.
OYO Hotel Pensacola I-10 & Hwy 29

OYO Hotel Pensacola I-10 & Hwy 29

2 out of 5
Save 100% on your flight
Price was $746, price is now $489 per person
$489
per person
Feb 8 - Feb 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Pensacola (PNS)
Stay at this hotel in Pensacola. Enjoy free WiFi, free parking, and room service. Popular attractions Splash City Adventures and Marcus Pointe Golf Club are located nearby.
Landing Apartments Pensacola - Belleview Heights

Landing Apartments Pensacola - Belleview Heights

4 out of 5
Save 100% on your flight
Price was $1,320, price is now $890 per person
$890
per person
Feb 8 - Feb 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Pensacola (PNS)
Stay at this 4-star apartment in Pensacola. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Marcus Pointe Golf Club and Osceola Municipal Golf Course are located nearby.
WaterSound Inn

WaterSound Inn

4 out of 5
Save 100% on your flight
Price was $1,293, price is now $874 per person
$874
per person
Feb 5 - Feb 10
found 24 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
Book a stay at this golf hotel in Panama City Beach. Enjoy free WiFi, free parking, and 2 restaurants. Popular attractions Alys Beach and Seaside Beach are located nearby.
The Pensacola Beach Resort

The Pensacola Beach Resort

4 out of 5
Save 100% on your flight
Price was $1,026, price is now $709 per person
$709
per person
Feb 8 - Feb 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Pensacola (PNS)
Book a stay at this beach hotel in Pensacola Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Pensacola Beach Gulf Pier and Casino Beach are located nearby.
Sandestin Golf and Beach Resort

Sandestin Golf and Beach Resort

4 out of 5
Price was $751, price is now $530 per person
$530
per person
Feb 20 - Feb 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
Book a stay at this beach condo in Miramar Beach. Enjoy free WiFi, free parking, and 4 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Sandestin Golf Resort - Raven, Burnt Pine, Baytowne, The Links and Miramar Beach are located nearby.
The Island Resort at Fort Walton Beach

The Island Resort at Fort Walton Beach

4 out of 5
Price was $1,274, price is now $909 per person
$909
per person
Mar 8 - Mar 14
found 20 hours ago
Roundtrip flight included
Boston (BOS) to Pensacola (PNS)
Book a stay at this beach resort in Fort Walton Beach. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the breakfast and the pool in our reviews. Popular attractions Okaloosa Island Beach and HarborWalk Village are located nearby.

Jay Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Lodge at Gulf State Park, A Hilton Hotel

The Lodge at Gulf State Park, A Hilton Hotel

4 out of 5
Save 100% on your flight
Price was $571, price is now $388 per person
$388
per person
Feb 17 - Feb 21
found 7 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Pensacola (PNS)
The Henderson Beach Resort & Spa

The Henderson Beach Resort & Spa

5 out of 5
Crystal Beach
Save 100% on your flight
Price was $970, price is now $578 per person
$578
per person
Feb 21 - Feb 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
Sandestin Golf and Beach Resort

Sandestin Golf and Beach Resort

4 out of 5
Price was $751, price is now $530 per person
$530
per person
Feb 20 - Feb 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
WaterSound Inn

WaterSound Inn

4 out of 5
WaterSound Beach
Save 100% on your flight
Price was $1,209, price is now $855 per person
$855
per person
Feb 19 - Feb 23
found 23 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)

Jay Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
OYO Hotel Pensacola I-10 & Hwy 29

OYO Hotel Pensacola I-10 & Hwy 29

2 out of 5
Save 100% on your flight
Price was $746, price is now $489 per person
$489
per person
Feb 8 - Feb 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Pensacola (PNS)
The Henderson Beach Resort & Spa

The Henderson Beach Resort & Spa

5 out of 5
Crystal Beach
Save 100% on your flight
Price was $1,242, price is now $748 per person
$748
per person
Jan 18 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
Sandestin Golf and Beach Resort

Sandestin Golf and Beach Resort

4 out of 5
Save 100% on your flight
Price was $1,019, price is now $686 per person
$686
per person
Feb 20 - Feb 25
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Fort Walton Beach (VPS)
Landing Apartments Pensacola - Belleview Heights

Landing Apartments Pensacola - Belleview Heights

4 out of 5
Save 100% on your flight
Price was $1,320, price is now $890 per person
$890
per person
Feb 8 - Feb 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Pensacola (PNS)

Top Flight Deals

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

Spirit Airlines
Mon, Feb 2 - Wed, Feb 18
ATL
Hartsfield-Jackson Atlanta Intl.
PNS
Pensacola Intl.
$160 Roundtrip, just found
$160
Roundtrip
just found
Select Spirit Airlines flight, departing Mon, Feb 2 from Hartsfield-Jackson Atlanta Intl. to Pensacola Intl., returning Wed, Feb 18, priced at $160 just found
Spirit Airlines
Wed, Feb 25 - Wed, Mar 4
DFW
Dallas-Fort Worth Intl.
PNS
Pensacola Intl.
$167 Roundtrip, found 1 hour ago
$167
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Wed, Feb 25 from Dallas-Fort Worth Intl. to Pensacola Intl., returning Wed, Mar 4, priced at $167 found 1 hour ago
Spirit Airlines
Mon, Jan 26 - Mon, Feb 2
ORD
O'Hare Intl.
PNS
Pensacola Intl.
$181 Roundtrip, found 1 hour ago
$181
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Mon, Jan 26 from O'Hare Intl. to Pensacola Intl., returning Mon, Feb 2, priced at $181 found 1 hour ago
Spirit Airlines
Tue, Jan 13 - Wed, Jan 14
BWI
Baltimore Washington Intl. Thurgood Marshall
PNS
Pensacola Intl.
$183 Roundtrip, found 5 days ago
$183
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Tue, Jan 13 from Baltimore Washington Intl. Thurgood Marshall to Pensacola Intl., returning Wed, Jan 14, priced at $183 found 5 days ago