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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.
Studio 6 Pensacola, FL - West I-10

Studio 6 Pensacola, FL - West I-10

2.5 out of 5
Price was $516, price is now $390 per person
$390
per person
May 9 - May 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Pensacola (PNS)
Book a stay at this business-friendly hotel in Pensacola. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Five Flags Speedway and DeLuna Lanes Bowling Center 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 $1,144, price is now $784 per person
$784
per person
May 2 - May 9
found 1 day ago
Roundtrip 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 Pensacola Beach Resort

The Pensacola Beach Resort

4 out of 5
Save 100% on your flight
Price was $1,683, price is now $1,175 per person
$1,175
per person
May 9 - May 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Pensacola (PNS)
Book a stay at this beach hotel in Pensacola Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Pensacola Beach Gulf Pier and Casino Beach are located nearby.
OYO Hotel Pensacola I-10 & Hwy 29

OYO Hotel Pensacola I-10 & Hwy 29

2 out of 5
Price was $719, price is now $519 per person
$519
per person
May 9 - May 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Pensacola (PNS)
Stay at this hotel in Pensacola. Enjoy free WiFi, free parking, and room service. Popular attractions Splash City Adventures and Marcus Pointe Golf Club are located nearby.
Landing Apartments Pensacola - Belleview Heights

Landing Apartments Pensacola - Belleview Heights

4 out of 5
Save 100% on your flight
Price was $978, price is now $721 per person
$721
per person
May 9 - May 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Pensacola (PNS)
Stay at this 4-star apartment in Pensacola. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Marcus Pointe Golf Club and Osceola Municipal Golf Course are located nearby.
Country Inn & Suites by Radisson, Pensacola West, FL

Country Inn & Suites by Radisson, Pensacola West, FL

2.5 out of 5
Price was $681, price is now $512 per person
$512
per person
May 9 - May 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Pensacola (PNS)
Book a stay at this business-friendly hotel in Pensacola. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Five Flags Speedway and DeLuna Lanes Bowling Center are located nearby.
The Lodge at Gulf State Park, A Hilton Hotel

The Lodge at Gulf State Park, A Hilton Hotel

4 out of 5
Price was $1,574, price is now $1,185 per person
$1,185
per person
Apr 20 - Apr 24
found 10 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Pensacola (PNS)
Book a stay at this beach resort in Gulf Shores. Enjoy free WiFi, 5 restaurants, and a beach locale. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Gulf Shores Beach and Gulf State Park are located nearby.
Comfort Inn & Suites Panama City North

Comfort Inn & Suites Panama City North

2.5 out of 5
Price was $779, price is now $591 per person
$591
per person
May 2 - May 9
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Pensacola (PNS)
Book a stay at this business-friendly hotel in Panama City. Enjoy free breakfast, free WiFi, and free parking. Popular attractions St. Andrews State Park and Junior Museum of Bay County are located nearby.

Oak Vacation Packages 3-4 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
Price was $640, price is now $468 per person
$468
per person
Apr 12 - Apr 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Pensacola (PNS)
The Lodge at Gulf State Park, A Hilton Hotel

The Lodge at Gulf State Park, A Hilton Hotel

4 out of 5
Price was $1,574, price is now $1,185 per person
$1,185
per person
Apr 20 - Apr 24
found 10 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Pensacola (PNS)
The Cabins at Gulf State Park

The Cabins at Gulf State Park

3 out of 5
Price was $1,199, price is now $915 per person
$915
per person
Apr 20 - Apr 24
found 10 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Pensacola (PNS)
Emerald Isle

Emerald Isle

3 out of 5
Villa Primera
Price was $1,441, price is now $1,103 per person
$1,103
per person
Mar 30 - Apr 3
found 1 day ago
Roundtrip non-stop flight included
Kansas City (MCI) to Pensacola (PNS)

Oak Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
OYO Hotel Pensacola I-10 & Hwy 29

OYO Hotel Pensacola I-10 & Hwy 29

2 out of 5
Northwest Pensacola
Price was $719, price is now $519 per person
$519
per person
May 9 - May 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 $1,144, price is now $784 per person
$784
per person
May 2 - May 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Pensacola (PNS)
The Pensacola Beach Resort

The Pensacola Beach Resort

4 out of 5
Villa Sabine
Save 100% on your flight
Price was $1,683, price is now $1,175 per person
$1,175
per person
May 9 - May 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Pensacola (PNS)
Emerald Isle

Emerald Isle

3 out of 5
Villa Primera
Save 100% on your flight
Price was $1,974, price is now $1,409 per person
$1,409
per person
May 9 - May 16
just found
Roundtrip non-stop flight included
Boston (BOS) to Pensacola (PNS)

Top Flight Deals

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

Spirit Airlines
Tue, Mar 3 - Tue, Mar 10
ATL
Hartsfield-Jackson Atlanta Intl.
PNS
Pensacola Intl.
$170 Roundtrip, found 9 hours ago
$170
Roundtrip
found 9 hours ago
Select Spirit Airlines flight, departing Tue, Mar 3 from Hartsfield-Jackson Atlanta Intl. to Pensacola Intl., returning Tue, Mar 10, priced at $170 found 9 hours ago
Frontier Airlines
Mon, Apr 27 - Thu, Apr 30
IND
Indianapolis Intl.
PNS
Pensacola Intl.
$170 Roundtrip, found 4 days ago
$170
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Mon, Apr 27 from Indianapolis Intl. to Pensacola Intl., returning Thu, Apr 30, priced at $170 found 4 days ago
Frontier Airlines
Mon, Apr 20 - Thu, Apr 30
DFW
Dallas-Fort Worth Intl.
PNS
Pensacola Intl.
$172 Roundtrip, found 4 days ago
$172
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Mon, Apr 20 from Dallas-Fort Worth Intl. to Pensacola Intl., returning Thu, Apr 30, priced at $172 found 4 days ago
Spirit Airlines
Wed, Mar 4 - Thu, Mar 12
ORD
O'Hare Intl.
PNS
Pensacola Intl.
$174 Roundtrip, found 5 days ago
$174
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Wed, Mar 4 from O'Hare Intl. to Pensacola Intl., returning Thu, Mar 12, priced at $174 found 5 days ago