Jay Vacations from $520

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The Latest Jay vacation packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express & Suites Fort Walton Beach Eglin Area by IHG

Holiday Inn Express & Suites Fort Walton Beach Eglin Area by IHG

2.5 out of 5
Kenwood
Price was $723, price is now $520 per person
$520
per person
Sep 10 - Sep 15
found 5 hours ago
Roundtrip non-stop flight included
Dallas (DAL) to Pensacola (PNS)
9.8/10 Exceptional! (486 reviews)
Amazing!! We will be retuning back.

Reviewed on Jun 29, 2026

Emerald Isle

Emerald Isle

3 out of 5
Villa Primera
Save 100% on your flight
Price was $1,172, price is now $763 per person
$763
per person
Sep 5 - Sep 8
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Pensacola (PNS)
8.6/10 Excellent! (90 reviews)
The condo is overlooking the beach and a has a great view. The nice thing is that you get two free chairs with an umbrella with your stay.

Reviewed on Jun 14, 2026

Landing Modern 1BD in Warrington

Landing Modern 1BD in Warrington

3 out of 5
Price was $1,100, price is now $846 per person
$846
per person
Sep 2 - Sep 6
found 3 hours ago
Roundtrip non-stop flight included
Kansas City (MCI) to Pensacola (PNS)
No reviews

Oyster Bay Boutique Hotel

Oyster Bay Boutique Hotel

3.5 out of 5
Downtown Pensacola
Price was $1,246, price is now $974 per person
$974
per person
Aug 3 - Aug 6
found 11 hours ago
Roundtrip flight included
Denver (DEN) to Pensacola (PNS)
9.6/10 Exceptional! (21 reviews)
Room was amazing and I took photos of the bathroom to get ideas for our future build

Reviewed on Nov 21, 2025

Sundrift Inn

Sundrift Inn

3 out of 5
Okaloosa Island
Price was $1,267, price is now $994 per person
$994
per person
Aug 6 - Aug 9
found 19 hours ago
Roundtrip flight included
Dallas (DAL) to Pensacola (PNS)
9/10 Wonderful! (640 reviews)
Check in was a bit challenging as it is not clearly marked. It’s on the second floor above the parking area. Outside of that, we had no issues or concerns. The bartender was very friendly and front desk staff was as well. Clean property right on the beach.

Reviewed on Jul 1, 2026

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Jay Hotel Deals

At Home Inn & Suites

At Home Inn & Suites

3 out of 5
6550 Pensacola Blvd Pensacola FL
Fully refundableReserve now, pay when you stay
$71 nightly
The price is $80 total per night from Jul 8 to Jul 9
$80 total
Jul 8 - Jul 9
Total with taxes and fees
8.2/10 Very Good! (1,003 reviews)
"Great place , great place , exceptional staff"

Reviewed on Jul 1, 2026

At Home Inn & Suites
La Quinta Inn by Wyndham Pensacola

La Quinta Inn by Wyndham Pensacola

3 out of 5
7750 N Davis Hwy Pensacola FL
Fully refundableReserve now, pay when you stay
$69 nightly
The price is $77 total per night from Jul 12 to Jul 13
$77 total
Jul 12 - Jul 13
Total with taxes and fees
6/10 (1,013 reviews)
"No Housekeeping!!!! None ! Wyndham didn’t help at all, I’m canceling my reward membership and credit card through them this was a nightmare"

Reviewed on Jul 1, 2026

La Quinta Inn by Wyndham Pensacola
Hotel Pensacola

Hotel Pensacola

2.5 out of 5
6703 Pensacola Blvd Pensacola FL
Fully refundableReserve now, pay when you stay
$81 nightly
The price is $91 total per night from Jul 13 to Jul 14
$91 total
Jul 13 - Jul 14
Total with taxes and fees
8.8/10 Excellent! (1,383 reviews)
"The staff was very welcoming and helpful. Was budget friendly place to stay. Very clean and maintained. Only downside was they lacked a little on the comp breakfast."

Reviewed on Jul 1, 2026

Hotel Pensacola
See all 530 properties in Jay
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Find the Best Jay Vacation Packages

Jay Essential Information

Language
English
Currency
U.S dollars
Population
580

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Frequently asked questions

How much does a Jay vacation package cost?
You'll find cheap prices from $520 on Expedia for your Jay escape. However, a range of factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Jay costs.
What are the cheapest months to go to Jay?
You can typically find lower rates and better availability in October, November and December. Explore our cheap Jay vacation packages and you could land some excellent off-season deals.
How many days is enough for Jay?
Typically, a handful of days is enough to tick off the main attractions during your Jay vacation. However, if you'd like to have some time to relax or go on day tours, think about extending your itinerary.
How to find the best Jay package deals?
Finding a cheap Jay package deal is easy with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your budget range, apply a few filters and browse what's available. You can tailor your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Sort the results by "Price: low to high" to view the most economical Jay package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Jay vacation as a package?
An Expedia vacation package could land you great savings when compared to booking accommodations and flights separately. Better still, you can personalize your Jay getaway to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Jay?
If you've got your Jay vacation dates locked in, book as soon as you can to bag some terrific deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are ideal for setting off on a whim.
Does Expedia offer Book Now, Pay Later Jay vacation packages?
If you're anything like us, you love jet-setting around the world but don't love the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the overall cost of your Jay vacation across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure great vacation packages with payment plans as soon as you see them.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.