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Duval Street Vacations

Pack those stellar shades. We have Duval Street 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 Duval Street – great memories and a tall tale or two.

Hotwire can help you find your travel bliss with Duval Street 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 Duval Street

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 Duval Street 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 Duval Street well.

Duval Street Flight + Hotel packages

Top Hotel Deals

See all 417 Hotels in Duval Street
Southernmost Beach Resort

Southernmost Beach Resort

1319 Duval Street, Key West
    4.0 out of 5.0
     
     

    This Key West historical district hotel is 2 blocks from Southernmost Point. Ernest Hemingway Home and Museum, and Key West Lighthouse and Keeper's Quarters ...

    Southernmost Beach Resort$221

    Southernmost Beach Resort$221
    La Concha Hotel & Spa

    La Concha Hotel & Spa

    430 Duval St, Key West
      4.0 out of 5.0
       
       

      Located in Key West Historic District, this spa hotel is steps from San Carlos Institute - Casa Cuba, Red Barn Theater, and Key West Film Society. Jackson Square ...

      La Concha Hotel & Spa$191

      La Concha Hotel & Spa$191
      Pier House Resort & Spa

      Pier House Resort & Spa

      1 Duval St, Key West
        4.0 out of 5.0
         
         

        Located in Key West Historic District, this beachfront resort is in the city center, just steps from Ripley's Believe It or Not, Key West Shipwreck Museum, and ...

        Pier House Resort & Spa$310

        Pier House Resort & Spa$310
        Ocean Key Resort - A Noble House Resort

        Ocean Key Resort - A Noble House Resort

        Zero Duval St., Key West
          4.0 out of 5.0
           
           

          Overlooking the Gulf of Mexico from the western edge of Duval Street, this Key West resort adjacent to Mallory Square provides prime sunset viewing from its ...

          Ocean Key Resort - A Noble House Resort$269

          Ocean Key Resort - A Noble House Resort$269
          Key West Hospitality Inns

          Key West Hospitality Inns

          Various Addresses, Key West
            3.5 out of 5.0
             
             

            These guest house accommodations are located throughout the area in Key West.

            Pegasus International Hotel

            Pegasus International Hotel

            501 Southard Street, Key West
              2.5 out of 5.0
               
               

              Located in Key West Historic District, this hotel is within a 10-minute walk of San Carlos Institute - Casa Cuba, Ernest Hemingway Home and Museum, and Audubon ...

              Duval House

              Duval House

              815 Duval St, Key West
                3.0 out of 5.0
                 
                 

                Located in Key West Historic District, this bed & breakfast is within a 10-minute walk of Ernest Hemingway Home and Museum and Mallory Square. Audubon House ...

                Speakeasy Inn

                Speakeasy Inn

                1117 Duval Street, Key West
                  3.0 out of 5.0
                   
                   

                  This bed & breakfast is located in Key West (Key West Historic District), close to Key West Butterfly and Nature Conservatory, Ernest Hemingway Home and Museum, ...

                  New Orleans House - Gay Men Adult Resort

                  New Orleans House - Gay Men Adult Resort

                  724 Duval Street, Key West
                    2.5 out of 5.0
                     
                     

                    Located in Key West Historic District, this guesthouse is within a 10-minute walk of Ernest Hemingway Home and Museum and Mallory Square. Audubon House and Tropical ...

                    Southernmost House

                    Southernmost House

                    1400 Duval Street, Key West
                      3.0 out of 5.0
                       
                       

                      Offering direct access to the beach, this Key West hotel is in the city center and within a 10-minute walk of South Beach and Ernest Hemingway Home and Museum. ...

                      Southernmost House$220

                      Southernmost House$220

                      Top Flight Deals

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