
Jay Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Jay Vacation Deals
Price found within the past 48 hours. Click for updated prices.

Sandestin Golf and Beach Resort
Price was CA $1,572, price is now CA $1,199 per person
CA $1,199
per person
Jun 22 - Jun 26
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Fort Walton Beach (VPS)
7.8/10 Good! (3,864 reviews)
Room was not clean nor ready when i got there. I also did not get a waterfront view. The property is huge with little directions on how to get anywhere. I also didnt feel welcomed. I would suggest peoplw
Reviewed on Apr 13, 2026

Portofino Island Resort
Price was CA $3,130, price is now CA $2,302 per person
CA $2,302
per person
Jul 8 - Jul 12
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Pensacola (PNS)
8.8/10 Excellent! (478 reviews)
The view from the balcony was incredible! The pool by the bay was resort level quality and had a stocked bar in addition to, two dining options. Direct easy access to the gulf side where the resort had chairs and umbrellas, pending you upgraded your package.
My only criticism would be the adventure package pricing is a bit high considering how frequently you may actually utilize it. I think a single use option should be provided such as water park for two hours, Kayaks for one hour etc. just felt for my family personally we only spent several
Hours using those amenities and it could have been more cost effective for travelers. Otherwise we thoroughly enjoyed it and would highly recommend to
Others
Reviewed on Apr 28, 2026

Oyster Bay Boutique Hotel
Downtown Pensacola
Price was CA $2,329, price is now CA $1,768 per person
CA $1,768
per person
Jul 8 - Jul 12
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Pensacola (PNS)
9.6/10 Exceptional! (21 reviews)
Absolutely beautiful. Will definitely stay here again
Reviewed on Oct 18, 2025

The Henderson Beach Resort & Spa
Crystal Beach
Price was CA $2,480, price is now CA $1,931 per person
CA $1,931
per person
Jun 22 - Jun 26
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Fort Walton Beach (VPS)
9.2/10 Wonderful! (1,006 reviews)
The place was beautiful in every aspect. The only part that was a little disappointing was that beach chairs cost money and you can’t bring your own. You can only book half day and full day and my kids don’t sit long enough to make it worth it so we stayed by the pool and just walked the beach. Everything else was amazing.
Reviewed on May 4, 2026

The Pensacola Beach Resort
Villa Sabine
Price was CA $2,009, price is now CA $1,589 per person
CA $1,589
per person
Jul 8 - Jul 12
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Pensacola (PNS)
9.6/10 Exceptional! (3,052 reviews)
Beautiful property right on the beach but unfortunately the cleaning staff was lacking. Questioned whether our room was cleaned prior to our arrival. When we arrived we walked out on the patio which has a beautiful view of the gulf but it was clear the housekeeper didnt even go out there as there were old gas station cups left and sand everywhere like it wasnt swept. Then when we walked in the bathroom there was an old tissue left on the bathroom floor followed by a pubic hair left on the shower wall. Last there was an old K cup left inside the coffee maker. All though it appeared the beds had been tended to it was clear that the cleaning staff did a poor job cleaning in between guests.
Reviewed on May 6, 2026
Jay Hotel Deals

Studio 6 Pensacola, FL - West I-10
8690 Pine Forest Road Pensacola FL
Fully refundableReserve now, pay when you stay
The price is CA $110 per night from May 19 to May 20
CA $110
CA $124 total
May 19 - May 20
includes taxes & fees
8.2/10 Very Good! (1,007 reviews)
Purchased 2 rooms. Both were supposed to have 2 queen beds and they were full sized beds instead. Bloody burgers on wall and a couple roaches in 1 room. Other room had whole all in curtains on the window and floor was so incredibly filthy that white socks turned black. The absolute worst place I've ...
Reviewed on May 4, 2026

La Quinta Inn by Wyndham Pensacola
7750 N Davis Hwy Pensacola FL
Fully refundableReserve now, pay when you stay
The price is CA $84 per night from May 20 to May 21
CA $84
CA $95 total
May 20 - May 21
includes taxes & fees
6/10 (1,011 reviews)
Buen lugar para una noche de paso
Reviewed on May 6, 2026

Hotel Pensacola
6703 Pensacola Blvd Pensacola FL
Fully refundableReserve now, pay when you stay
The price is CA $95 per night from May 13 to May 14
CA $95
CA $107 total
May 13 - May 14
includes taxes & fees
8.8/10 Excellent! (1,337 reviews)
We only stayed one night. Very adequate for passing through.
Reviewed on May 6, 2026
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.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.







