Josephine Vacations from $847

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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.

The Latest Josephine vacation packages

Price found within the past 48 hours. Click for updated prices.
Landing Apartments - North Central Pensacola

Landing Apartments - North Central Pensacola

4 out of 5
Save 100% on your flight
Price was $1,165, price is now $847 per person
$847
per person
Jul 7 - Jul 14
found 1 day ago
Roundtrip flight included
Denver (DEN) to Pensacola (PNS)
10/10 Exceptional! (6 reviews)
Very nice apartment. Would suggest black out curtains in the primary bedroom as there is an outside light that shines into the room even with the blinds closed

Reviewed on Jan 11, 2026

Hotel Indigo Orange Beach - Gulf Shores by IHG

Hotel Indigo Orange Beach - Gulf Shores by IHG

3.5 out of 5
Save 100% on your flight
Price was $1,725, price is now $1,194 per person
$1,194
per person
Jul 7 - Jul 14
found 1 day ago
Roundtrip flight included
Denver (DEN) to Pensacola (PNS)
9.4/10 Exceptional! (1,005 reviews)
Clean and friendly staff

Reviewed on Apr 28, 2026

Portofino Island Resort

Portofino Island Resort

4 out of 5
Save 100% on your flight
Price was $2,255, price is now $1,588 per person
$1,588
per person
Jun 11 - Jun 15
found 1 day ago
Roundtrip flight included
Denver (DEN) 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

Beachfront Townhome With Instant Access to Beach Beachside Kisses by Avantstay

Beachfront Townhome With Instant Access to Beach Beachside Kisses by Avantstay

3 out of 5
Okaloosa Island
Save 100% on your flight
Price was $4,503, price is now $3,234 per person
$3,234
per person
Jul 9 - Jul 14
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Pensacola (PNS)
No reviews
Beachside Resort Hotel

Beachside Resort Hotel

2 out of 5
Save 100% on your flight
Price was $1,317, price is now $951 per person
$951
per person
Jul 1 - Jul 7
found 19 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Pensacola (PNS)
8/10 Very Good! (1,609 reviews)
Room had a musty smell. Tv was on when we entered room. Found out why cause the volume button did not work so you couldn't turn tv down. Decided to unplug it for awhile but when we tried to turn it back on no luck. Was without tv for the rest of stay. When we unplug tv microwave and other things cut off. There was a power strip behind cabinet that the tv was above that several things were plugged into to and it kinda smelled hot. There were 2 or 3 outlets that did not work so i guess that explained the power strip. Toilet paper holder was torn off wall and the mattresses on beds were horrible. If you check in and they say room 104 you best decline.

Reviewed on May 5, 2026

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Josephine Hotel Deals

Hilton Garden Inn Orange Beach Beachfront

Hilton Garden Inn Orange Beach Beachfront

3 out of 5
23092 Perdido Beach Blvd Orange Beach AL
Fully refundableReserve now, pay when you stay
$152 nightly
The price is $177 total per night from May 14 to May 15
$177 total
May 14 - May 15
Total with taxes and fees
8/10 Very Good! (1,534 reviews)
Got there early was told room was not available yet, but they took my name and said they would call when room was ready..they never called. I had to check back 4 hours later. Paid for ocean view. Room was at the front of the property so most of my “view” was the pool. Bed was not comfortable and ...

Reviewed on May 7, 2026

Hilton Garden Inn Orange Beach Beachfront
Beachside Resort Hotel

Beachside Resort Hotel

2 out of 5
610 W Beach Blvd Gulf Shores AL
Fully refundableReserve now, pay when you stay
$86 nightly
The price is $100 total per night from May 10 to May 11
$100 total
May 10 - May 11
Total with taxes and fees
8/10 Very Good! (1,612 reviews)
The location is great. The staff is, at best, uninterested. The condition of the rooms is clean but in bad shape. A/C sounded like a motorcycle (it did cool well!), blinds were missing some slats so you couldn't keep the room dark and they were crooked. There was mold in the bathroom. The amenities ...

Reviewed on May 6, 2026

Beachside Resort Hotel
The Lodge at Gulf State Park, A Hilton Hotel

The Lodge at Gulf State Park, A Hilton Hotel

4 out of 5
21196 E. Beach Blvd Gulf Shores AL
Fully refundableReserve now, pay when you stay
$188 nightly
The price is $218 total per night from May 17 to May 18
$218 total
May 17 - May 18
Total with taxes and fees
9.2/10 Wonderful! (1,007 reviews)
Lovely place to stay, enjoy the beach and pool

Reviewed on May 6, 2026

The Lodge at Gulf State Park, A Hilton Hotel
See all 16,908 properties in Josephine
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 Josephine Vacation Packages

Josephine Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Pensacola Intl. Airport (PNS)

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Frequently asked questions

How much does a Josephine vacation package cost?
You'll find cheap prices from $847 on Expedia for your Josephine escape. However, factors like the hotel choice, length of stay and season will determine how much your vacation to Josephine costs.
What are the cheapest months to go to Josephine?
October, November and December are great times to look for cheap Josephine vacation packages. Choosing to travel in less busy periods means you can usually find reduced prices on flights and hotels.
How many days is enough for Josephine?
The ideal length for your Josephine vacation depends on what you'd like to do. Usually, a handful of days to a week will give you enough time to visit all the main sights and explore some hidden spots along the way.
How to find the best Josephine package deals?
Bagging a cheap Josephine package deal is easy with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your budget, add some filters and see what's available. You can fine-tune your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Order the results by "Price: low to high" to view the most affordable Josephine package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Josephine vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll generally land a better deal than booking each component separately. And you'll still have the freedom to create a tailored Josephine vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Josephine?
If you're considering a spur-of-the-moment Josephine getaway, browse our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can land incredible deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later Josephine vacation packages?
Set off on your ideal getaway to Josephine with Expedia's Book Now, Pay Later vacations. There's no need to save like crazy or wait until your next paycheck — we've joined forces with online lender Affirm to offer you flexibility and choice. Our vacation packages with payment plans let you split the cost over 3, 6 or 12 months. With no late payment fees or extra charges, it's easy to stick to your budget and snag great deals while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.