Josephine Vacation Packages
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Your Josephine Vacation
When a fun city break is calling, answer it with a Josephine vacation package. The neighborhood of Parasol, which is good for watersports, coastal beaches and underwater activities, makes an awesome base for your adventures. A trip to Josephine wouldn't be complete without visiting its top attractions, such as Soldiers Creek Golf Club. Don't put off exploring this destination any longer. The perfect Josephine vacation is a few quick clicks away with Expedia.
Top Josephine Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Island Resort at Fort Walton Beach
Price was CA $1,478, price is now CA $1,166 per person
CA $1,166
per person
Nov 27 - Dec 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Pensacola (PNS)
8.4/10 Very Good! (2,813 reviews)
The hotel is outdated and could use upgrades, but the water views just steps from the rooms are beautiful. The room was decently clean, though not very cozy. The bathroom was extremely small, barely fitting one person, and the rainfall shower may not be for everyone. A major downside is that the tinted windows are see-through from outside, requiring blinds to stay closed. On the positive side, the property has nice bars and pleasant outdoor seating by the pool and beach. The main restaurant served great food, and the daily happy hour (4–6 PM) was a highlight. There’s also a pier nearby ($2 fee) worth walking. During our early August stay, jellyfish were common near the shore—harmless to us, but some guests were stung. Parking is in a shared, ungated garage with broken elevators, so stairs are necessary. The location is convenient, with nearby restaurants and an easy drive to Destin (passing Crab Island on the way). Overall, it was a decent stay, but I would not return.
Reviewed on Sep. 6, 2025
The Pensacola Beach Resort
Villa Sabine
Price was CA $1,656, price is now CA $1,369 per person
CA $1,369
per person
Nov 27 - Dec 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Pensacola (PNS)
9.4/10 Exceptional! (2,472 reviews)
Was our 6th stay at this property and my wife and I love it.
Reviewed on Sep. 6, 2025
Wyndham Garden Fort Walton Beach Destin
Price was CA $1,152, price is now CA $1,067 per person
CA $1,067
per person
Nov 27 - Dec 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Pensacola (PNS)
8/10 Very Good! (1,867 reviews)
The area was wonderful and the hotel was clean and comfortable.
Reviewed on Sep. 6, 2025
Sole Inn and Suites
Downtown Pensacola
Price was CA $1,174, price is now CA $1,066 per person
CA $1,066
per person
Nov 8 - Nov 10
found 23 hours ago
Roundtrip flight included
Calgary (YYC) to Pensacola (PNS)
8.6/10 Excellent! (1,009 reviews)
Love Sole ! Stay here every time we are in town
Reviewed on Sep. 6, 2025
Josephine Hotel Deals
Hilton Garden Inn Orange Beach Beachfront
23092 Perdido Beach Blvd, Orange Beach, AL
Fully refundableReserve now, pay when you stay
The price is CA $152 per night from Sep 28 to Sep 29
CA $152
CA $176 total
Sep 28 - Sep 29
includes taxes & fees
Beachside Resort Hotel
610 W Beach Blvd, Gulf Shores, AL
Fully refundableReserve now, pay when you stay
The price is CA $111 per night from Sep 8 to Sep 9
CA $111
CA $128 total
Sep 8 - Sep 9
includes taxes & fees
Sleep Inn On The Beach
25400 Perdido Beach Blvd, Orange Beach, AL
Fully refundableReserve now, pay when you stay
The price is CA $178 per night from Sep 21 to Sep 22
CA $178
CA $207 total
Sep 21 - Sep 22
includes taxes & fees
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.
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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.
