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Oak Vacation Packages

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Oak Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Pensacola Downtown

Hilton Garden Inn Pensacola Downtown

3 out of 5
Price was $816, price is now $648 per person
$648
per person
Aug 22 - Aug 25
found 15 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Pensacola (PNS)
Stay at this hotel in Pensacola. Enjoy breakfast (surcharge), parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Veterans Memorial Park and Seville Square are located nearby.
Hotel Indigo Orange Beach - Gulf Shores by IHG

Hotel Indigo Orange Beach - Gulf Shores by IHG

3.5 out of 5
Save 100% on your flight
Price was $1,155, price is now $787 per person
$787
per person
Jul 6 - Jul 10
found 2 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Pensacola (PNS)
Book a stay at this business-friendly hotel in Orange Beach. Enjoy free WiFi, free parking, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Gulf Shores Beach and The Wharf are located nearby.
Oyster Bay Boutique Hotel

Oyster Bay Boutique Hotel

3.5 out of 5
Save 100% on your flight
Price was $1,250, price is now $889 per person
$889
per person
Aug 22 - Aug 25
found 15 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Pensacola (PNS)
Stay at this hotel in Pensacola. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Seville Square and Bartram Park are located nearby.
Beachfront Townhome With Instant Access to Beach Beachside Kisses by Avantstay

Beachfront Townhome With Instant Access to Beach Beachside Kisses by Avantstay

3 out of 5
Save 100% on your flight
Price was $2,697, price is now $2,032 per person
$2,032
per person
Jul 21 - Jul 24
found 16 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Pensacola (PNS)
Book a stay at this beach cottage in Fort Walton Beach. Enjoy free parking, a beach locale, and balconies. Popular attractions Okaloosa Island Beach and Crab Island are located nearby.
Landing Furnished Apartments - Orange Beach 

Landing Furnished Apartments - Orange Beach 

3 out of 5
Save 100% on your flight
Price was $1,426, price is now $1,079 per person
$1,079
per person
Jul 29 - Aug 2
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Pensacola (PNS)
Stay at this apartment in Orange Beach. Enjoy free parking, a beach locale, and a 24-hour fitness center. Popular attractions Orange Beach Beaches and The Wharf are located nearby.
Wavecrest Lodge

Wavecrest Lodge

2.5 out of 5
Price was $904, price is now $688 per person
$688
per person
Aug 27 - Aug 31
found 4 hours ago
Roundtrip flight included
Baltimore (BWI) to Pensacola (PNS)
Book a stay at this beach hotel in Fort Walton Beach. Enjoy free breakfast, free WiFi, and a beach locale. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Okaloosa Island Beach and Crab Island are located nearby.
Sundrift Inn

Sundrift Inn

3 out of 5
Price was $878, price is now $673 per person
$673
per person
Aug 27 - Aug 31
found 4 hours ago
Roundtrip flight included
Baltimore (BWI) to Pensacola (PNS)
Book a stay at this beach hotel in Fort Walton Beach. Enjoy free WiFi, a beach locale, and a fitness center. Popular attractions Okaloosa Island Beach and Crab Island are located nearby.
The Island Resort at Fort Walton Beach

The Island Resort at Fort Walton Beach

4 out of 5
Price was $886, price is now $699 per person
$699
per person
Aug 27 - Aug 31
found 4 hours ago
Roundtrip flight included
Baltimore (BWI) to Pensacola (PNS)
Book a stay at this beach resort in Fort Walton Beach. Enjoy free WiFi, 2 outdoor pools, and 3 restaurants. Our guests praise the breakfast and the pool in our reviews. Popular attractions Destin Beaches and Okaloosa Island Beach are located nearby.

Oak Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Hotel Indigo Orange Beach - Gulf Shores by IHG

Hotel Indigo Orange Beach - Gulf Shores by IHG

3.5 out of 5
Save 100% on your flight
Price was $1,155, price is now $787 per person
$787
per person
Jul 6 - Jul 10
found 2 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Pensacola (PNS)
Oyster Bay Boutique Hotel

Oyster Bay Boutique Hotel

3.5 out of 5
Downtown Pensacola
Save 100% on your flight
Price was $1,250, price is now $889 per person
$889
per person
Aug 22 - Aug 25
found 15 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Pensacola (PNS)
Beachfront Townhome With Instant Access to Beach Beachside Kisses by Avantstay

Beachfront Townhome With Instant Access to Beach Beachside Kisses by Avantstay

3 out of 5
Okaloosa Island
Save 100% on your flight
Price was $2,697, price is now $2,032 per person
$2,032
per person
Jul 21 - Jul 24
found 16 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Pensacola (PNS)
Landing Furnished Apartments - Orange Beach 

Landing Furnished Apartments - Orange Beach 

3 out of 5
Save 100% on your flight
Price was $1,426, price is now $1,079 per person
$1,079
per person
Jul 29 - Aug 2
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Pensacola (PNS)

Oak Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Hotel Indigo Orange Beach - Gulf Shores by IHG

Hotel Indigo Orange Beach - Gulf Shores by IHG

3.5 out of 5
Save 100% on your flight
Price was $1,485, price is now $970 per person
$970
per person
Jul 5 - Jul 10
found 3 hours ago
Roundtrip flight included
Dallas (DFW) to Pensacola (PNS)
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 $1,861, price is now $1,305 per person
$1,305
per person
Jul 10 - Jul 17
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Pensacola (PNS)
The Pensacola Beach Resort

The Pensacola Beach Resort

4 out of 5
Villa Sabine
Save 100% on your flight
Price was $1,922, price is now $1,454 per person
$1,454
per person
Jul 12 - Jul 17
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Pensacola (PNS)
Oyster Bay Boutique Hotel

Oyster Bay Boutique Hotel

3.5 out of 5
Downtown Pensacola
Save 100% on your flight
Price was $1,870, price is now $1,436 per person
$1,436
per person
Jul 12 - Jul 17
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Pensacola (PNS)

Top Flight Deals

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

Bargain Flight
Tue, Sep 1 - Sat, Sep 5
DFW
Dallas-Fort Worth Intl.
PNS
Pensacola Intl.
$214 Roundtrip, found 3 days ago
$214
Roundtrip
found 3 days ago
Select Bargain Flight flight, departing Tue, Sep 1 from Dallas-Fort Worth Intl. to Pensacola Intl., returning Sat, Sep 5, priced at $214 found 3 days ago
Delta
Tue, Sep 1 - Wed, Sep 9
IND
Indianapolis Intl.
PNS
Pensacola Intl.
$221 Roundtrip, found 3 days ago
$221
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Sep 1 from Indianapolis Intl. to Pensacola Intl., returning Wed, Sep 9, priced at $221 found 3 days ago
Delta
Tue, Sep 1 - Sat, Sep 5
DAL
Love Field
PNS
Pensacola Intl.
$234 Roundtrip, found 3 days ago
$234
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Sep 1 from Love Field to Pensacola Intl., returning Sat, Sep 5, priced at $234 found 3 days ago
Frontier Airlines
Wed, Jul 8 - Tue, Jul 21
ATL
Hartsfield-Jackson Atlanta Intl.
PNS
Pensacola Intl.
$236 Roundtrip, found 3 days ago
$236
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Wed, Jul 8 from Hartsfield-Jackson Atlanta Intl. to Pensacola Intl., returning Tue, Jul 21, priced at $236 found 3 days ago