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Callaway Vacation Packages

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Callaway Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Spark by Hilton Destin

Spark by Hilton Destin

3 out of 5
Price was $523, price is now $356 per person
$356
per person
Jan 18 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
Book a stay at this business-friendly hotel in Destin. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Henderson Beach State Park and Big Kahuna's Water and Adventure Park are located nearby.
Studios at Fontainebleau Terrace

Studios at Fontainebleau Terrace

3.5 out of 5
Save 100% on your flight
Price was $979, price is now $471 per person
$471
per person
Feb 23 - Feb 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Panama City (ECP)
Book a stay at this beach apartment in Panama City Beach. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Panama City Beaches and Pier Park are located nearby.
The Henderson Beach Resort & Spa

The Henderson Beach Resort & Spa

5 out of 5
Save 100% on your flight
Price was $1,389, price is now $721 per person
$721
per person
Jan 18 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
Book a stay at this 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.
The Island Resort at Fort Walton Beach

The Island Resort at Fort Walton Beach

4 out of 5
Save 100% on your flight
Price was $889, price is now $532 per person
$532
per person
Jan 18 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Pensacola (PNS)
Book a stay at this beach resort in Fort Walton Beach. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the breakfast and the pool in our reviews. Popular attractions Okaloosa Island Beach and HarborWalk Village are located nearby.
The Original Romar House B&B Inn

The Original Romar House B&B Inn

4 out of 5
Save 100% on your flight
Price was $647, price is now $420 per person
$420
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Pensacola (PNS)
Book a stay at this beach B&B in Orange Beach. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Gulf Shores Beach and The Wharf are located nearby.
Sandestin Golf and Beach Resort

Sandestin Golf and Beach Resort

4 out of 5
Save 100% on your flight
Price was $659, price is now $434 per person
$434
per person
Feb 2 - Feb 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
Book a stay at this beach condo in Miramar Beach. Enjoy free WiFi, free parking, and 4 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Sandestin Golf Resort - Raven, Burnt Pine, Baytowne, The Links and Miramar Beach are located nearby.
El Matador

El Matador

4 out of 5
Save 100% on your flight
Price was $1,041, price is now $699 per person
$699
per person
Jan 18 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Pensacola (PNS)
Stay at this condo in Fort Walton Beach. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Okaloosa Island Beach and Liza Jackson Park are located nearby.
Holiday Inn Express Destin E - Commons Mall area by IHG

Holiday Inn Express Destin E - Commons Mall area by IHG

3.5 out of 5
Price was $579, price is now $394 per person
$394
per person
Jan 18 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
Book a stay at this business-friendly hotel in Destin. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Henderson Beach State Park and Miramar Beach are located nearby.

Callaway Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Original Romar House B&B Inn

The Original Romar House B&B Inn

4 out of 5
Save 100% on your flight
Price was $647, price is now $420 per person
$420
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Pensacola (PNS)
Studios at Fontainebleau Terrace

Studios at Fontainebleau Terrace

3.5 out of 5
Save 100% on your flight
Price was $979, price is now $471 per person
$471
per person
Feb 23 - Feb 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Panama City (ECP)
The Henderson Beach Resort & Spa

The Henderson Beach Resort & Spa

5 out of 5
Crystal Beach
Save 100% on your flight
Price was $833, price is now $465 per person
$465
per person
Feb 2 - Feb 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
Sandestin Golf and Beach Resort

Sandestin Golf and Beach Resort

4 out of 5
Save 100% on your flight
Price was $659, price is now $434 per person
$434
per person
Feb 2 - Feb 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)

Callaway Vacation Packages 5-7 Night Stays

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

4 out of 5
Okaloosa Island
Save 100% on your flight
Price was $889, price is now $532 per person
$532
per person
Jan 18 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Pensacola (PNS)
The Henderson Beach Resort & Spa

The Henderson Beach Resort & Spa

5 out of 5
Crystal Beach
Save 100% on your flight
Price was $1,389, price is now $721 per person
$721
per person
Jan 18 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
Sandestin Golf and Beach Resort

Sandestin Golf and Beach Resort

4 out of 5
Save 100% on your flight
Price was $1,181, price is now $690 per person
$690
per person
Feb 18 - Feb 25
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Fort Walton Beach (VPS)
Margaritaville Beach Cottage Resort PCB

Margaritaville Beach Cottage Resort PCB

4.5 out of 5
Price was $1,420, price is now $888 per person
$888
per person
Feb 21 - Feb 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Panama City (ECP)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Spirit Airlines
Sat, Jan 10 - Thu, Jan 15
BWI
Baltimore Washington Intl. Thurgood Marshall
PNS
Pensacola Intl.
$141 Roundtrip, found 1 day ago
$141
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Sat, Jan 10 from Baltimore Washington Intl. Thurgood Marshall to Pensacola Intl., returning Thu, Jan 15, priced at $141 found 1 day ago
American Airlines
Tue, Feb 17 - Wed, Feb 25
DFW
Dallas-Fort Worth Intl.
VPS
Northwest Florida Regional
$162 Roundtrip, found 1 day ago
$162
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Feb 17 from Dallas-Fort Worth Intl. to Northwest Florida Regional, returning Wed, Feb 25, priced at $162 found 1 day ago
Sun Country Airlines
Sun, Jan 18 - Thu, Jan 29
MSP
Minneapolis - St. Paul Intl.
VPS
Northwest Florida Regional
$168 Roundtrip, found 14 hours ago
$168
Roundtrip
found 14 hours ago
Select Sun Country Airlines flight, departing Sun, Jan 18 from Minneapolis - St. Paul Intl. to Northwest Florida Regional, returning Thu, Jan 29, priced at $168 found 14 hours ago
Spirit Airlines
Thu, Jan 1 - Tue, Jan 6
ATL
Hartsfield-Jackson Atlanta Intl.
PNS
Pensacola Intl.
$170 Roundtrip, found 3 hours ago
$170
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Thu, Jan 1 from Hartsfield-Jackson Atlanta Intl. to Pensacola Intl., returning Tue, Jan 6, priced at $170 found 3 hours ago