A wide sandy beach with clear shallow waters and dunes in the background.

Callaway Vacations from $428

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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.

The Latest Callaway Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 20 - Jan 23

    Bay Club of Sandestin + Flight

    Miramar Beach
    3 nights
    3.5 star property
    9.0/10 - Wonderful (187 reviews)
    Roundtrip • Minneapolis (MSP) - Fort Walton Beach (VPS)
    MSP - VPS • 1 stop VPS - MSP • 1 stop
    $583
    $428
    per traveler
    found 1 day ago
    Bay Club of Sandestin
  • Jan 22 - Jan 27

    Hotel Margot + Flight

    Downtown Pensacola
    5 nights
    4.0 star property
    9.4/10 - Exceptional (20 reviews)
    Roundtrip • Boston (BOS) - Pensacola (PNS)
    BOS - PNS • 1 stop PNS - BOS • 1 stop
    $1,091
    $781
    per traveler
    found 1 day ago
    Hotel Margot
  • Jan 22 - Jan 27

    The Henderson Beach Resort & Spa + Flight

    Crystal Beach
    5 nights
    5.0 star property
    9.2/10 - Wonderful (1,005 reviews)
    Roundtrip • Boston (BOS) - Fort Walton Beach (VPS)
    BOS - VPS • 1 stop VPS - BOS • 1 stop
    $1,316
    $955
    per traveler
    found 1 day ago
    The Henderson Beach Resort & Spa
  • Feb 1 - Feb 5

    Matarangi by Avantstay Gulf-front Grayton Beach Retreat Pool + Golf Cart Near Gulf Place + Flight

    Grayton Beach
    4 nights
    3.0 star property
    Roundtrip • Chicago (ORD) - Fort Walton Beach (VPS)
    ORD - VPS • 1 stop VPS - ORD • 1 stop
    $3,554
    $2,668
    per traveler
    found 1 day ago
    Matarangi by Avantstay Gulf-front Grayton Beach Retreat Pool + Golf Cart Near Gulf Place
  • Feb 1 - Feb 5

    Camp Creek Inn + Flight

    Panama City Beach
    4 nights
    4.0 star property
    9.8/10 - Exceptional (159 reviews)
    "Beautiful property with fabulous amenities."
    Reviewed October 19, 2026
    Roundtrip • Minneapolis (MSP) - Panama City (ECP)
    MSP - VPS • Nonstop VPS - MSP • Nonstop
    $1,071
    $810
    per traveler
    found 13 hours ago
    Camp Creek Inn

Callaway Hotel Deals

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.

Frequently Asked Questions

How much does a Callaway vacation package cost?

You can snap up a vacation package to this destination from $428 on Expedia. However, how much your vacation to Callaway costs will depend on your hotel choice, length of stay and season.

What are the cheapest months to go to Callaway?

If you're hoping to snag a cheap Callaway vacation package, consider traveling in November, December and January. You'll usually find better prices on flights and accommodations during these months — ideal for travelers wishing to save money.

How many days is enough for Callaway?

Usually, a handful of days is enough to visit the top sights during your Callaway vacation. However, if you prefer to have more time to unwind or go on day trips, think about extending your trip.

How to find the best Callaway package deals?

Begin your search for a Callaway package deal by entering your destination and preferred travel dates under our "Packages" tab. Then select a few filters, like "Property type" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the perfect Callaway package deal right away, simply switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Callaway escape off to a flying start.

Is it cheaper to book a Callaway vacation as a package?

You can enjoy significant savings on your Callaway retreat by booking a personalized vacation package. Click on the "Package" heading, then select your travel dates and destination to browse the best hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.

When to book a vacation package to Callaway?

If you're planning an impromptu Callaway adventure, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can land sensational deals on your flights and hotels by booking well in advance.

Does Expedia offer Book Now, Pay Later Callaway vacation packages?

Secure your ideal getaway to Callaway with help from our Book Now, Pay Later vacations. No need to scrimp and save or wait for the next payday — we've partnered with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans mean you can spread the total cost across 3, 6 or 12 months. With no late payment fees or hidden charges, it's easy to stick to your budget and snag great deals before they disappear.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.