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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 1,455 Hotels in Pensacola
Hampton Inn Pensacola Beach

Hampton Inn Pensacola Beach

2 Via De Luna Drive, Pensacola Beach
    2.5 out of 5.0
     
     

    Situated on the white sands of Pensacola Beach, Hampton Inn Pensacola Beach is a 10-minute drive from the Naval Live Oaks Area nature trails. It’s 15 minutes ...

    Hampton Inn Pensacola Beach$162

    Hampton Inn Pensacola Beach$162
    Holiday Inn Resort Pensacola Beach

    Holiday Inn Resort Pensacola Beach

    14 Via De Luna Drive, Pensacola Beach
      3.0 out of 5.0
       
       

      Nestled on the beach, this Pensacola Beach hotel is within a 10-minute walk of Portofino Boardwalk and Pensacola Beach Pier. Shoreline Park and Woodland Park ...

      Holiday Inn Resort Pensacola Beach$148

      Holiday Inn Resort Pensacola Beach$148
      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$69

        At Home Inn & Suites$69
        Margaritaville Beach Hotel

        Margaritaville Beach Hotel

        165 Fort Pickens Road, Pensacola Beach
          4.0 out of 5.0
           
           

          Overlooking the Gulf of Mexico and Sabine Bay, Margaritaville Beach Hotel sits on the Gulf side of Pensacola Beach. Downtown Pensacola, the westernmost city ...

          Margaritaville Beach Hotel$230

          Margaritaville Beach Hotel$230
          Baymont Inn and Suites Pensacola

          Baymont Inn and Suites Pensacola

          7330 Plantation Rd, Pensacola
            2.5 out of 5.0
             
             

            Situated in Pensacola, this hotel is within 1 mi (2 km) of University Town Plaza and West Florida Hospital. Cordova Mall and Sam's Fun City are also within 3 ...

            Baymont Inn and Suites Pensacola$58

            Baymont Inn and Suites Pensacola$58
            Emerald Coast Inn And Suites

            Emerald Coast Inn And Suites

            1214 Miracle Strip Pkwy Se, Fort Walton Beach
              2.5 out of 5.0
               
               

              Situated near the beach, this hotel is within a 5-minute walk of Emerald Coast Convention Center and Gulfarium Marine Adventure Park. Okaloosa Island Pier and ...

              Emerald Coast Inn And Suites$80

              Emerald Coast Inn And Suites$80
              Days Inn Pensacola Beach

              Days Inn Pensacola Beach

              16 Via de Luna, Pensacola Beach
                2.0 out of 5.0
                 
                 

                Nestled on the beach, this Pensacola Beach hotel is within a 10-minute walk of Portofino Boardwalk and Pensacola Beach Pier. Shoreline Park and Woodland Park ...

                Days Inn Pensacola Beach$110

                Days Inn Pensacola Beach$110
                Best Western Plus Blue Angel Inn

                Best Western Plus Blue Angel Inn

                2390 W. Detroit Blvd, I-10 Exit 7, Pensacola
                  2.5 out of 5.0
                   
                   

                  Situated in Pensacola, this hotel is within 6 mi (10 km) of Five Flags Speedway, Uncle Sandy's Macaw Bird Park, and John R.Jones Junior Athletic Complex. University ...

                  Best Western Plus Blue Angel Inn$86

                  Best Western Plus Blue Angel Inn$86
                  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$125

                    Pensacola Grand Hotel$125
                    Portofino Island Resort

                    Portofino Island Resort

                    10 Portofino Drive, Pensacola Beach
                      4.0 out of 5.0
                       
                       

                      Overlooking the Gulf of Mexico, this waterfront Pensacola Beach resort is less than 10 miles from Gulf Islands National Seashore and Historic Pensacola Village. ...

                      Top Flight Deals

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