Jay Vacations from $497

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The Latest Jay vacation packages

Price found within the past 48 hours. Click for updated prices.
Bay Club of Sandestin

Bay Club of Sandestin

3.5 out of 5
Price was $676, price is now $497 per person
$497
per person
May 11 - May 14
found 19 hours ago
Roundtrip flight included
Boston (BOS) to Fort Walton Beach (VPS)
9/10 Wonderful! (154 reviews)
I absolutely love this place the most beautiful scenery ever.

Reviewed on Feb 3, 2026

Sandestin Golf and Beach Resort

Sandestin Golf and Beach Resort

4 out of 5
Save 100% on your flight
Price was $836, price is now $553 per person
$553
per person
May 11 - May 14
found 19 hours ago
Roundtrip flight included
Boston (BOS) to Fort Walton Beach (VPS)
7.8/10 Good! (3,841 reviews)
We love staying here been a couple times always great.

Reviewed on Nov 13, 2025

Oyster Bay Boutique Hotel

Oyster Bay Boutique Hotel

3.5 out of 5
Downtown Pensacola
Save 100% on your flight
Price was $1,440, price is now $1,024 per person
$1,024
per person
Apr 2 - Apr 5
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Pensacola (PNS)
9.4/10 Exceptional! (19 reviews)
Absolutely beautiful. Will definitely stay here again

Reviewed on Oct 18, 2025

Beachside Two at Sandestin by PHG

Beachside Two at Sandestin by PHG

4 out of 5
Save 100% on your flight
Price was $2,274, price is now $1,639 per person
$1,639
per person
May 2 - May 9
found 20 hours ago
Roundtrip flight included
Boston (BOS) to Fort Walton Beach (VPS)
No reviews
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Jay Hotel Deals

Country Inn & Suites by Radisson, Pensacola West, FL

Country Inn & Suites by Radisson, Pensacola West, FL

2.5 out of 5
2607 Wilde Lake Blvd Pensacola FL
Fully refundable
$89 nightly
The price is $100 total per night from Feb 22 to Feb 23
$100 total
Feb 22 - Feb 23
Total with taxes and fees
8.4/10 Very Good! (1,172 reviews)
Great location.

Reviewed on Feb 11, 2026

Country Inn & Suites by Radisson, Pensacola West, FL
Wind Creek Casino & Hotel Atmore

Wind Creek Casino & Hotel Atmore

3.5 out of 5
303 Poarch Rd Atmore AL
Fully refundableReserve now, pay when you stay
$159 nightly
The price is $173 total per night from Feb 16 to Feb 17
$173 total
Feb 16 - Feb 17
Total with taxes and fees
9.2/10 Wonderful! (1,006 reviews)
Yes

Reviewed on Feb 9, 2026

Wind Creek Casino & Hotel Atmore
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
$57 nightly
The price is $64 total per night from Feb 17 to Feb 18
$64 total
Feb 17 - Feb 18
Total with taxes and fees
5.8/10 (1,004 reviews)
It's not a fancy place, but the bed was as good as any I've slept in. Waffles were excellent. The staff was pleasant too.

Reviewed on Jan 29, 2026

La Quinta Inn by Wyndham Pensacola
See all 491 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 $497 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.