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Pensacola Vacations

Pack those stellar shades. We have Pensacola vacation deals for you!

If there’s one thing you should spend in this busy world, it’s your vacation days. We know it’s easy to hang onto them, but Hotwire votes for putting them to use. It’s time to let an adventure lead you away from the daily grind. Stock up on what really matters on your trip to Pensacola – great memories and a tall tale or two.

Hotwire can help you find your travel bliss with Pensacola vacation packages. Bundling your hotel, car and flight means more unexpected fun with the money you saved. We’ll cover the bases; now it’s time for you to get up and go!

Pack everything you want – then take half of it out

We mean it. It’s far too easy to over-pack. We recommend picking your essentials and washing them along the way. Then you’ll have room for that goofy souvenir you know you want – or for some new outfits from that cute boutique you discover.

Bring comfortable walking shoes on your trip to Pensacola

No one should have to endure walking tours in dress shoes or high heels. No one.

Bring photocopies of your passport or license

You flew home from a great Pensacola vacation but your most important documents stayed behind. We’ve heard that story before and recommend keeping an extra copy on hand – just in case. Hey, at least it wasn’t a family member.

Don’t underestimate the power of earplugs

Among crying babies, rowdy crowds and honking horns, take our word for it. One pair can save you from the zombie-like state of a sleepless night.

Always carry some cash

You’ll be ready for anything from an evil ATM to lost credit cards. Holding a little extra cash in your wallet and carry-on means you can breathe easy if anything unexpected pops up.

Explore like a local

Guidebooks and maps are great for getting an overview of the place, but to really dig in, go where the locals go. Pick up a newspaper or city magazine to see what restaurants and neighborhoods are hot. Check events listings and go see a band or attend a street festival. Or ask your friends for recommendations. You’d be surprised who in your circle knows Pensacola well.

Top Hotel Deals

See all 1,326 Properties in Pensacola
Surf & Sand Hotel

Surf & Sand Hotel

40 Fort Pickens Road, Pensacola Beach
    2.0 out of 5.0
     
     

    Located in the heart of Pensacola Beach, this hotel is steps from Santa Rosa Island and Pensacola Beach Pier. Fort Pickens and Pensacola Civic Center are also ...

    Surf & Sand Hotel$169

    Surf & Sand Hotel$169
    Hilton Garden Inn Fort Walton Beach

    Hilton Garden Inn Fort Walton Beach

    1297 Miracle Strip PKWY SE, Fort Walton Beach
      3.0 out of 5.0
       
       

      Nestled on the beach, this Fort Walton Beach hotel is within a 5-minute walk of Santa Rosa Island and Gulfarium Marine Adventure Park. Emerald Coast Convention ...

      Hilton Garden Inn Fort Walton Beach$299

      Hilton Garden Inn Fort Walton Beach$299
      Pensacola Grand Hotel

      Pensacola Grand Hotel

      200 E Gregory Street, Pensacola
        3.5 out of 5.0
         
         

        Located in the heart of Pensacola, this hotel is within a 15-minute walk of Pensacola Civic Center and Saenger Theatre. Historic Pensacola Village is 0.8 mi ...

        Pensacola Grand Hotel$133

        Pensacola Grand Hotel$133
        La Quinta Inn Pensacola

        La Quinta Inn Pensacola

        7750 N Davis Hwy, Pensacola
          2.5 out of 5.0
           
           

          Situated in Pensacola, this hotel is 0.6 mi (1 km) from University Town Plaza and 3.1 mi (5 km) from University of West Florida. West Florida Hospital and Pensacola ...

          La Quinta Inn Pensacola$76

          La Quinta Inn Pensacola$76
          Quality Inn & Suites Pensacola Bayview

          Quality Inn & Suites Pensacola Bayview

          7601 Scenic Highway, Pensacola
            2.5 out of 5.0
             
             

            Situated near the airport, this hotel is within 6 mi (10 km) of Bay Bluffs Park, University of West Florida, and University Town Plaza. West Florida Hospital ...

            Quality Inn & Suites Pensacola Bayview$74

            Quality Inn & Suites Pensacola Bayview$74
            At Home Inn & Suites

            At Home Inn & Suites

            6550 Pensacola Boulevard, Pensacola
              2.5 out of 5.0
               
               

              Situated in Pensacola, this hotel is 0.3 mi (0.6 km) from Sam's Fun City and within 3 mi (5 km) of Marcus Pointe Golf Club and Brent Athletic Park. University ...

              At Home Inn & Suites$119

              At Home Inn & Suites$119
              Hilton Pensacola Beach

              Hilton Pensacola Beach

              12 Via De Luna Dr, Pensacola Beach
                3.5 out of 5.0
                 
                 

                Located in Pensacola Beach, this beachfront hotel is in the city center and within a 10-minute walk of Santa Rosa Island and Portofino Boardwalk. Gulf Islands ...

                Best Western Ft. Walton Beachfront

                Best Western Ft. Walton Beachfront

                380 Santa Rosa Blvd, Fort Walton Beach
                  2.5 out of 5.0
                   
                   

                  Nestled on the beach, this Fort Walton Beach hotel is within a 15-minute walk of Santa Rosa Island and Gulfarium Marine Adventure Park. John Beasley Park and ...

                  Best Western Ft. Walton Beachfront$279

                  Best Western Ft. Walton Beachfront$279
                  Wyndham Garden Fort Walton Beach Destin

                  Wyndham Garden Fort Walton Beach Destin

                  573 Santa Rosa Blvd, Fort Walton Beach
                    3.0 out of 5.0
                     
                     

                    Located in Fort Walton Beach, this beachfront hotel is in the historical district, 0.1 mi (0.1 km) from Santa Rosa Island, and 1.3 mi (2.1 km) from Gulfarium ...

                    Wyndham Garden Fort Walton Beach Destin$237

                    Wyndham Garden Fort Walton Beach Destin$237
                    Best Western Navarre Waterfront

                    Best Western Navarre Waterfront

                    8697 Navarre Pkwy, Navarre
                      2.5 out of 5.0
                       
                       

                      Offering direct access to the beach, this Navarre motel is in the city center, 2.3 mi (3.7 km) from Santa Rosa Island, and within 9 mi (15 km) of Gulf Islands ...

                      Best Western Navarre Waterfront$136

                      Best Western Navarre Waterfront$136

                      Top Flight Deals

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