Callaway 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
Your Callaway Vacation
The coastal scenery and laid-back lifestyle are just the start of the things Callaway has on offer. Discover the sights and sounds of this captivating city the way you want with a personalized Callaway vacation package. A trip to Callaway is a superb opportunity to sightsee. Make sure you visit renowned attractions like Panama City Mall, Saint Andrews Shopping Center and Cove Shopping Center. A couple of quick clicks is all it takes to put together a tailored Callaway vacation on Expedia.
Top Callaway Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hotel Indigo Orange Beach - Gulf Shores by IHG
CA $1,309
per person
Oct 11 - Oct 17
found 9 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Pensacola (PNS)
9.4/10 Exceptional! (1,007 reviews)
Clean, comfortable and quiet. We really enjoyed the overnight stay and will definitely come back and hopefully get to stay longer next time.
Reviewed on Aug 5, 2026
Landing Furnished Apartments - Orange Beach
CA $1,473
per person
Oct 12 - Oct 17
found 8 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Pensacola (PNS)
8/10 Very good! (12 reviews)
amazing , it was just perfect, it was quite beautiful, pool was gorgeous, very spacious
Reviewed on Jul 31, 2026
Landing Apartments Gulf Shores
CA $1,397
per person
Oct 11 - Oct 17
found 9 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Pensacola (PNS)
9.2/10 Wonderful! (14 reviews)
Gorgeous, clean, spacious, comfortable two bed, two bath apartment with kitchen, laundry room and all.
Absolutely loved it- homey, natural light, quiet. My friend and I were pleasantly surprised how much space we had: own full bathrooms, closets, cozy large beds. Bathtub was huge- very long. Cute lil patio w/table and chairs too. Only minor issue was parking wasn’t assigned/reserved so we had trouble finding close spot in evenings.
Unit is a short drive to beach, restauants, shopping. Loved it. Will definitely stay again. Great place and space for families.
Reviewed on Aug 7, 2026
Ready to book your vacation to Callaway?
Callaway Hotel Deals
Comfort Suites
264 N Tyndall Pkwy Panama City FL
Fully refundable
CA $131
CA $142 total
Sep 2 - Sep 3
includes taxes & fees
8.4/10 Very good! (799 reviews)
"The mattress was amazing and I slept so well!"
Reviewed on Aug 7, 2026
Days Inn by Wyndham Panama City/Callaway
435 North Tyndall Parkway Panama City FL
Fully refundableReserve now, pay when you stay
CA $85
CA $92 total
Aug 10 - Aug 11
includes taxes & fees
6.8/10 (547 reviews)
"Staff were very accommodating. Stay a couple days while moving our house, and everyday we would come back & we would have fresh linens. Room was clean upon check in. Air conditioner worked great. Bed was comfortable. There is no complimentary breakfast that I saw. Only major flaw I saw was that the ..."
Reviewed on Aug 7, 2026
Holiday Inn Express Hotel & Suites Panama City-Tyndall by IHG
5627 E Highway 22 State Route Panama City FL
Fully refundable
CA $141
CA $152 total
Aug 20 - Aug 21
includes taxes & fees
8.6/10 Excellent! (512 reviews)
"Everything"
Reviewed on Aug 7, 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.
What to do in Callaway
Sunset Cruise with Good Jibez Only in Panama City Beach
CA $63
per adult
98% of travellers recommend
Scream Machine l - Xtreme Thrill Ride at Panama City Beach
CA $97
per adult
72% of travellers recommend
From Panama City, FL: Shell Island Ferry
CA $39
per adult
76% of travellers recommend
Frequently asked questions
How much does a Callaway vacation package cost?
Offering great value package deals from CA $1,309 on Expedia, you'll be thrilled with how little a vacation to Callaway costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Callaway?
February, November and December are the best times to search for cheap Callaway vacation packages. Choosing to travel in quieter periods means you can typically find better prices on flights and hotels.
How many days is enough for Callaway?
With around 3 days, you'll have plenty of time to enjoy popular neighbourhoods like Highland City and Cedar Grove during your Callaway vacation. Be sure to also add Cove Shopping Centre and Southwood Shopping Centre to your sightseeing list. Up for some more adventures? Consider venturing outside of Callaway on day trips and tours.
How to find the best Callaway package deals?
Use Expedia's filters to find some tempting Callaway package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your escape for midweek, or search for Callaway package deals in the off-season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to lock in your vacation package as soon as possible.
Is it cheaper to book a Callaway vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking hotels and flights separately. Better still, you can personalize your Callaway escape to match your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Callaway?
Land amazing discounts by booking your flights in advance with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for an impromptu Callaway getaway.
How to plan a trip to Callaway?
- Choose when to get away: Check your calendar and pack your bags. Your favourite time of year and the activities available will also help you decide when to visit Callaway.
- Plan your budget wisely: Besides the price of your accommodations, you'll need to consider other expenses too. These include food, transportation and flights. Also, put aside some extra funds for unexpected expenses that may come up during your trip to Callaway.
- Decide how long to go away for: Now that you're more familiar with Callaway, you can work out the ideal length of your vacation. Create a draft plan and allocate enough time to cover everything you want to do.
- Bundle your bookings: With your travel dates in place, you can combine your car rental, hotels, flights and more into a personalized Callaway vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
