Search Deals on
Jay Vacation Packages

Build your package with 2 more options

Leaving from

Going to

Departing

Returning

Travelers

Room 1

Adults

ChildrenAges 2 to 17

InfantsYounger than 2

Add specific hotel dates

Jay
Florida
United States of America
North America
Hotwire.com

Jay Flight + Hotel Packages

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

Sundrift Inn

3 out of 5

Price was $464, price is now $343 per person

$343

per person

Nov 5 - Nov 9

found 1 day ago

Roundtrip flight included

Cincinnati (CVG) 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 HarborWalk Village are located nearby.

Quiet , easy access

Reviewed on Oct 2, 2026

The Henderson Beach Resort & Spa

5 out of 5

Save 100% on your flight

Price was $1,618, price is now $1,132 per person

$1,132

per person

Dec 24 - Dec 31

found 8 hours ago

Roundtrip non-stop flight included

Detroit (DTW) 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 Destin Beaches and Henderson Beach State Park are located nearby.

Studio 6 Pensacola, FL - West I-10

2.5 out of 5

Save 100% on your flight

Price was $3,167, price is now $2,217 per person

$2,217

per person

Nov 6 - Nov 11

found 1 day ago

Roundtrip non-stop flight included

Cincinnati (CVG) to Pensacola (PNS)

Book a stay at this business-friendly hotel in Pensacola. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Five Flags Speedway and DeLuna Lanes Bowling Center are located nearby.

Landing Apartments Santa Rosa Beach

4 out of 5

Save 100% on your flight

Price was $1,062, price is now $756 per person

$756

per person

Nov 1 - Nov 7

found 1 day ago

Roundtrip flight included

Knoxville (TYS) to Fort Walton Beach (VPS)

Stay at this aparthotel in Santa Rosa Beach. Enjoy free WiFi, free parking, and a 24-hour fitness center. Popular attractions Seaside Beach and Alys Beach are located nearby.

Club Wyndham at Majestic Sun

3.5 out of 5

Save 100% on your flight

Price was $555, price is now $395 per person

$395

per person

Dec 13 - Dec 17

found 1 day ago

Roundtrip flight included

Cincinnati (CVG) 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

Bay Club of Sandestin

3.5 out of 5

Price was $1,046, price is now $749 per person

$749

per person

Dec 24 - Dec 31

found 8 hours ago

Roundtrip non-stop flight included

Detroit (DTW) 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.

We had a good stay overall. The property is on the bay side, so there is no direct beach access, but the free shuttle to the beach across the road was convenient. Driving to the beach is also an option. One thing to note is that a golf cart is not included with the package, so plan accordingly. The property itself is a bit dated, including some of the appliances, but it is very well maintained and comfortable for a short family trip. We enjoyed the pool and the proximity to the beaches and nearby attractions. Overall, it was a pleasant and practical stay for the price.

Reviewed on Sep 12, 2026

The Bluefin - Ultra Luxury Beach Home

3 out of 5

Save 100% on your flight

Price was $4,169, price is now $3,035 per person

$3,035

per person

Dec 24 - Dec 31

found 8 hours ago

Roundtrip non-stop flight included

Detroit (DTW) 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 Henderson Beach State Park are located nearby.

The Pensacola Beach Resort

4 out of 5

Save 100% on your flight

Price was $1,521, price is now $1,132 per person

$1,132

per person

Nov 6 - Nov 11

found 1 day ago

Roundtrip non-stop flight included

Cincinnati (CVG) to Pensacola (PNS)

Book a stay at this beach hotel in Pensacola Beach. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Pensacola Beach Boardwalk and Fort Pickens are located nearby.

Reviewed on Oct 1, 2026