Callaway Vacation Packages

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
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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.
The Island Resort at Fort Walton Beach

The Island Resort at Fort Walton Beach

Okaloosa Island
CA $847
per person
Dec 2 - Dec 6
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YTO) to Pensacola (PNS)
8.2/10 Very good! (3,683 reviews)
Great location with a beach view and easy access.

Reviewed on Sep 29, 2026

 The Pensacola Beach Resort

The Pensacola Beach Resort

Villa Sabine
CA $1,307
per person
Nov 15 - Nov 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Pensacola (PNS)
9.6/10 Exceptional! (3,541 reviews)
Candlewood Suites Pensacola - University Area by IHG

Candlewood Suites Pensacola - University Area by IHG

Northeast Pensacola
CA $955
per person
Nov 15 - Nov 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Pensacola (PNS)
9/10 Wonderful! (812 reviews)
Great stay, no issues

Reviewed on Sep 29, 2026

Club Wyndham Panama City Beach

Club Wyndham Panama City Beach

CA $1,314
per person
Dec 5 - Dec 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Panama City (ECP)
8.4/10 Very good! (397 reviews)

Ready to book your vacation to Callaway?

Choose your dates

Callaway Hotel Deals

Holiday Inn Express Hotel & Suites Panama City-Tyndall by IHG

Holiday Inn Express Hotel & Suites Panama City-Tyndall by IHG

5627 E Highway 22 State Route Panama City FL
Fully refundable
CA $132
CA $142 total
Oct 3 - Oct 4
includes taxes & fees
Holiday Inn Express Hotel & Suites Panama City-Tyndall by IHG
Chateau Beachfront Hotel, A By The Sea Resort

Chateau Beachfront Hotel, A By The Sea Resort

12525 Front Beach Rd Panama City Beach FL
Fully refundableReserve now, pay when you stay
CA $64
CA $94 total
Oct 30 - Oct 31
includes taxes & fees
Chateau Beachfront Hotel, A By The Sea Resort
Radisson Beachfront Hotel - Panama City Beach

Radisson Beachfront Hotel - Panama City Beach

15325 Front Beach Road Panama City Beach FL
Fully refundable
CA $91
CA $133 total
Oct 29 - Oct 30
includes taxes & fees
7/10 Good! (3,094 reviews)
"🌊☀️"

Reviewed on Sep 30, 2026

Radisson Beachfront Hotel - Panama City Beach
See all 13,751 properties in Callaway
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 and Dolphin Watch

Sunset Cruise and Dolphin Watch

CA $39
per adult
80% of travellers recommend
Sunset Cruise and Dolphin Watch
A Full Boat On The Scream Machine 1

Scream Machine l - Xtreme Thrill Ride at Panama City Beach

CA $97
per adult
78% of travellers recommend
Scream Machine l - Xtreme Thrill Ride at Panama City Beach
From Panama City, FL: Shell Island Ferry

From Panama City, FL: Shell Island Ferry

CA $39
per adult
76% of travellers recommend
From Panama City, FL: Shell Island Ferry
See all activities in Callaway

Frequently asked questions

How much does a Callaway vacation package cost?
Offering great value package deals from CA $847 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?
  1. 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.
  2. 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.
  3. 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.
  4. 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.