Search Deals onCallaway Vacation Packages
Callaway Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Beach Street Cottages
Price was $850, price is now $617 per person
$617
per person
Jan 6 - Jan 11
found 6 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
Stay at this 3.5-star beach hotel in Miramar Beach. Enjoy free WiFi, parking (surcharge), and concierge services. Popular attractions Miramar Beach and Henderson Beach State Park are located nearby.

The Henderson Beach Resort & Spa
Save 100% on your flight
Price was $1,066, price is now $721 per person
$721
per person
Dec 30 - Jan 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Fort Walton Beach (VPS)
Stay at this 5-star luxury resort in Destin. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Henderson Beach State Park and Big Kahuna's Water and Adventure Park 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 $9,191, price is now $6,293 per person
$6,293
per person
Dec 29 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
Stay at this 3.5-star beach cottage in Destin. Enjoy free parking, a beach locale, and concierge services. Popular attractions Henderson Beach State Park and Miramar Beach are located nearby.

WaterSound Inn
Save 100% on your flight
Price was $1,527, price is now $1,058 per person
$1,058
per person
Jan 6 - Jan 11
found 8 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Panama City (ECP)
Stay at this 4-star golf hotel in Panama City Beach. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the property condition in our reviews. Popular attractions Alys Beach and Seaside Beach are located nearby.

WaterColor Inn & Resort
Save 100% on your flight
Price was $1,670, price is now $1,183 per person
$1,183
per person
Jan 6 - Jan 11
found 6 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
Stay at this 4-star beach resort in Santa Rosa Beach. Enjoy free parking, 10 outdoor pools, and 3 restaurants. Popular attractions Seaside Beach and Grayton Beach State Park are located nearby.

The Pearl Hotel
Save 100% on your flight
Price was $1,861, price is now $1,323 per person
$1,323
per person
Jan 6 - Jan 11
found 8 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Panama City (ECP)
Stay at this 4-star beach resort in Panama City Beach. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Alys Beach and Rosemary Beach are located nearby.

Gulf-view Retreat w/ Rooftop Deck + Private Pool Villa Anesi by Avantstay
Save 100% on your flight
Price was $3,432, price is now $2,471 per person
$2,471
per person
Jan 6 - Jan 11
found 6 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
Stay at this 3-star beach cottage in Santa Rosa Beach. Enjoy free parking, a beach locale, and balconies. Popular attractions Blue Mountain Beach and Sandestin Golf Resort - Raven, Burnt Pine, Baytowne, The Links are located nearby.

Harborside by Avantstay Expansive Destin Retreat
Save 100% on your flight
Price was $4,535, price is now $3,297 per person
$3,297
per person
Dec 22 - Dec 29
just found
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
Stay at this 3-star cottage in Destin. Enjoy patios, in-room washers/dryers, and in-room fireplaces. Popular attractions Big Kahuna's Water and Adventure Park and Destin Harbor Boardwalk are located nearby.
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.

Mon, Nov 3 - Sat, Nov 8
DFW
Dallas-Fort Worth Intl.
PNS
Pensacola Intl.
$154 Roundtrip, found 1 day ago
$154
Roundtrip
found 1 day ago

Sun, Oct 26 - Fri, Oct 31
ORD
O'Hare Intl.
PNS
Pensacola Intl.
$156 Roundtrip, found 21 hours ago
$156
Roundtrip
found 21 hours ago
Sun, Jan 18 - Thu, Jan 29
MSP
Minneapolis - St. Paul Intl.
VPS
Northwest Florida Regional
$166 Roundtrip, found 1 day ago
$166
Roundtrip
found 1 day ago

Sat, Oct 25 - Fri, Oct 31
ATL
Hartsfield-Jackson Atlanta Intl.
PNS
Pensacola Intl.
$166 Roundtrip, found 1 day ago
$166
Roundtrip
found 1 day ago
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