Search Deals onCallaway Vacation Packages
Callaway Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
The Bluefin - Ultra Luxury Beach Home
Save 100% on your flight
Price was $1,815, price is now $1,272 per person
$1,272
per person
Oct 23 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
Stay at this vacation home in Destin. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Big Kahuna's Water and Adventure Park and Destin Beaches are located nearby.
The Cabins at Gulf State Park
Save 100% on your flight
Price was $1,853, price is now $1,335 per person
$1,335
per person
Sep 22 - Sep 28
found 13 hours ago
Roundtrip flight included
Dallas (DFW) to Pensacola (PNS)
Book a stay at this business-friendly cabin in Gulf Shores. Enjoy free WiFi, free parking, and a free beach shuttle. Popular attractions Gulf Shores Beach and Gulf State Park are located nearby.
Camp Creek Inn
Save 100% on your flight
Price was $1,807, price is now $1,331 per person
$1,331
per person
Nov 7 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Panama City (ECP)
Book a stay at this golf hotel in Panama City Beach. Enjoy free WiFi, free parking, and 3 outdoor pools. Popular attractions Seaside Beach and Alys Beach are located nearby.
The Salty Pearl by Avantstay Sleeps 18 + Pool + Hot Tub + Wet Bar Walk to the Beach + Dining
Save 100% on your flight
Price was $2,832, price is now $2,087 per person
$2,087
per person
Nov 7 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Fort Walton Beach (VPS)
Stay at this cottage in Santa Rosa Beach. Enjoy free parking, a beach locale, and balconies. Popular attractions Santa Rosa Beach and Blue Mountain Beach are located nearby.
WaterSound Inn
Save 100% on your flight
Price was $2,255, price is now $1,664 per person
$1,664
per person
Nov 7 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Fort Walton Beach (VPS)
Book a stay at this golf hotel in Santa Rosa Beach. Enjoy free WiFi, free parking, and 2 restaurants. Popular attractions Alys Beach and Seaside Beach are located nearby.
Monarch by Avantstay Stunning Estate 1 Block to Beach, Swim Up Bar, Hot Tub, & Rooftop Views
Save 100% on your flight
Price was $3,628, price is now $2,682 per person
$2,682
per person
Nov 1 - Nov 7
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Fort Walton Beach (VPS)
Book a stay at this beach cottage in Destin. Enjoy free parking, a beach locale, and concierge services. Popular attractions Destin Beaches and Destin Commons are located nearby.
Southern Shores by Avantstay Seacrest Beach Resort Pool
Save 100% on your flight
Price was $2,240, price is now $1,656 per person
$1,656
per person
Nov 11 - Nov 17
found 3 hours ago
Roundtrip flight included
Dallas (DFW) to Panama City (ECP)
Stay at this cottage in Panama City Beach. Enjoy free parking, a beach locale, and balconies. Popular attractions Alys Beach and Rosemary Beach are located nearby.
Good place to be
Reviewed on Dec 8, 2025
South Shore 30A by Avantstay Gulf View Pool
Save 100% on your flight
Price was $3,339, price is now $2,475 per person
$2,475
per person
Oct 1 - Oct 5
found 6 hours ago
Roundtrip flight included
Chicago (ORD) to Panama City (ECP)
Book a stay at this beach cottage in Panama City Beach. Enjoy free parking, a beach locale, and balconies. Popular attractions Alys Beach and Rosemary Beach are located nearby.
The property has an amazing location, but at a price that you sleep on a dirty bed. You can notice the level of cleanliness that the AC filter was dirty. Check your beds before going to bed. It had lots of hairs from previous guest
Reviewed on Oct 2, 2025
Callaway Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Callaway Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Sun, Oct 18 - Sun, Oct 25
ATL
Hartsfield-Jackson Atlanta Intl.
PNS
Pensacola Intl.
$193 Roundtrip, found 22 hours ago
$193
Roundtrip
found 22 hours ago
Mon, Feb 1 - Sat, Feb 6
ATL
Hartsfield-Jackson Atlanta Intl.
VPS
Northwest Florida Regional
$198 Roundtrip, just found
$198
Roundtrip
just found
Tue, Jan 12 - Tue, Jan 19
MSP
Minneapolis - St. Paul Intl.
VPS
Northwest Florida Regional
$198 Roundtrip, found 1 day ago
$198
Roundtrip
found 1 day ago
Sat, Sep 19 - Sat, Sep 26
IND
Indianapolis Intl.
VPS
Northwest Florida Regional
$219 Roundtrip, just found
$219
Roundtrip
just found
Discover Other Travel Deals
- Las Vegas Vacations
- Cancun Vacations
- Miami Vacations
- Corona Vacations
- Cabo San Lucas Vacations
- Disneyland Park Vacations
- New York Vacations
- Honolulu Vacations
- Los Angeles Vacations
- Maui Vacations
- Orlando Vacations
- New Orleans Vacations
- Canada Vacations
- Tulum Vacations
- Bali Vacations
- Maldives Vacations
- Clearwater Beach Vacations
- Denver Vacations
- South Beach Vacations
- Key West Vacations
