Search Deals on
Jay Vacation Packages

Build your package with 2 more options

Jay Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Spark by Hilton Destin

Spark by Hilton Destin

3 out of 5
Price was $593, price is now $406 per person
$406
per person
Mar 24 - Mar 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
Book a stay at this business-friendly hotel in Destin. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Henderson Beach State Park and Big Kahuna's Water and Adventure Park are located nearby.
Hotel Indigo Orange Beach - Gulf Shores by IHG

Hotel Indigo Orange Beach - Gulf Shores by IHG

3.5 out of 5
Save 100% on your flight
Price was $1,346, price is now $901 per person
$901
per person
Apr 2 - Apr 10
found 1 day ago
Roundtrip non-stop flight included
Appleton (ATW) 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.
30A Inn & Suites

30A Inn & Suites

3 out of 5
Price was $1,047, price is now $732 per person
$732
per person
Mar 25 - Mar 31
found 8 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
Stay at this hotel in Santa Rosa Beach. Enjoy free WiFi, free parking, and conference space. Our guests praise the helpful staff in our reviews. Popular attractions Sandestin Golf Resort - Raven, Burnt Pine, Baytowne, The Links and Santa Rosa Beach Golf Club are located nearby.
The Henderson Beach Resort & Spa

The Henderson Beach Resort & Spa

5 out of 5
Save 100% on your flight
Price was $2,560, price is now $1,801 per person
$1,801
per person
Mar 13 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Appleton (ATW) 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.
Sandestin Golf and Beach Resort

Sandestin Golf and Beach Resort

4 out of 5
Price was $781, price is now $563 per person
$563
per person
Mar 20 - Mar 24
found 1 day ago
Roundtrip 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 Pensacola Beach Resort

The Pensacola Beach Resort

4 out of 5
Save 100% on your flight
Price was $1,478, price is now $1,068 per person
$1,068
per person
Mar 21 - Mar 28
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.
El Matador

El Matador

4 out of 5
Save 100% on your flight
Price was $962, price is now $695 per person
$695
per person
Mar 30 - Apr 2
found 2 days ago
Roundtrip flight included
Boston (BOS) to Pensacola (PNS)
Stay at this condo in Fort Walton Beach. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Okaloosa Island Beach and Liza Jackson Park are located nearby.
Emerald Isle

Emerald Isle

3 out of 5
Save 100% on your flight
Price was $1,752, price is now $1,272 per person
$1,272
per person
Mar 6 - Mar 13
found 8 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Pensacola (PNS)
Book a stay at this beach condo in Pensacola Beach. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Pensacola Beach Boardwalk and Pensacola Beach Gulf Pier are located nearby.

Jay Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Spark by Hilton Destin

Spark by Hilton Destin

3 out of 5
Price was $593, price is now $406 per person
$406
per person
Mar 24 - Mar 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
The Island Resort at Fort Walton Beach

The Island Resort at Fort Walton Beach

4 out of 5
Okaloosa Island
Price was $748, price is now $531 per person
$531
per person
Mar 30 - Apr 2
found 2 days ago
Roundtrip flight included
Boston (BOS) to Pensacola (PNS)
Inn on Destin Harbor, an Ascend Collection Hotel

Inn on Destin Harbor, an Ascend Collection Hotel

2.5 out of 5
Price was $677, price is now $485 per person
$485
per person
Mar 24 - Mar 28
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 $781, price is now $563 per person
$563
per person
Mar 20 - Mar 24
found 1 day ago
Roundtrip 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.
Bay Club of Sandestin

Bay Club of Sandestin

3.5 out of 5
Save 100% on your flight
Price was $1,159, price is now $785 per person
$785
per person
Mar 29 - Apr 3
found 1 day ago
Roundtrip 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 $1,260, price is now $790 per person
$790
per person
Feb 20 - Feb 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Walton Beach (VPS)
El Matador

El Matador

4 out of 5
Okaloosa Island
Save 100% on your flight
Price was $1,341, price is now $913 per person
$913
per person
Mar 29 - Apr 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Pensacola (PNS)
Sandestin Golf and Beach Resort

Sandestin Golf and Beach Resort

4 out of 5
Save 100% on your flight
Price was $2,025, price is now $1,381 per person
$1,381
per person
Apr 5 - Apr 10
found 10 hours ago
Roundtrip flight included
Boston (BOS) to Fort Walton Beach (VPS)

Top Flight Deals

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

Frontier Airlines
Sat, Feb 21 - Sat, Feb 28
DFW
Dallas-Fort Worth Intl.
PNS
Pensacola Intl.
$141 Roundtrip, found 2 days ago
$141
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sat, Feb 21 from Dallas-Fort Worth Intl. to Pensacola Intl., returning Sat, Feb 28, priced at $141 found 2 days ago
Frontier Airlines
Mon, Feb 23 - Mon, Mar 2
BWI
Baltimore Washington Intl. Thurgood Marshall
PNS
Pensacola Intl.
$160 Roundtrip, found 6 days ago
$160
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Mon, Feb 23 from Baltimore Washington Intl. Thurgood Marshall to Pensacola Intl., returning Mon, Mar 2, priced at $160 found 6 days ago
Spirit Airlines
Sun, Apr 5 - Thu, Apr 9
ORD
O'Hare Intl.
PNS
Pensacola Intl.
$179 Roundtrip, found 1 day ago
$179
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Sun, Apr 5 from O'Hare Intl. to Pensacola Intl., returning Thu, Apr 9, priced at $179 found 1 day ago
Spirit Airlines
Mon, Feb 9 - Wed, Feb 18
ATL
Hartsfield-Jackson Atlanta Intl.
PNS
Pensacola Intl.
$181 Roundtrip, found 12 hours ago
$181
Roundtrip
found 12 hours ago
Select Spirit Airlines flight, departing Mon, Feb 9 from Hartsfield-Jackson Atlanta Intl. to Pensacola Intl., returning Wed, Feb 18, priced at $181 found 12 hours ago