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Key West Historic District Vacations

Pack those stellar shades. We have Key West Historic District 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 Key West Historic District – great memories and a tall tale or two.

Hotwire can help you find your travel bliss with Key West Historic District 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 Key West Historic District

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 Key West Historic District 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 Key West Historic District well.

Key West Historic District Flight + Hotel packages

Top Hotel Deals

See all 183 Hotels in Key West Historic District
Heron House - Adult Only

Heron House - Adult Only

512 Simonton St, Key West
    3.5 out of 5.0
     
     

    Heron House is surrounded by the 187 historic buildings of old Key West, and a 10-minute walk from the Ernest Hemingway Home and Museum and the waterfront at ...

    Albury Court Hotel - Key West

    Albury Court Hotel - Key West

    1030 Eaton St, Key West
      3.0 out of 5.0
       
       

      Albury Court is a 15-minute walk from the bars and restaurants of Duval Street, the island's popular nightlife destination. The beach and waterfront are 3 blocks ...

      Albury Court Hotel - Key West$152

      Albury Court Hotel - Key West$152
      The Marker Waterfront Resort Key West

      The Marker Waterfront Resort Key West

      200 William Street, Key West
        4.0 out of 5.0
         
         

        Located in Key West Historic District, this hotel is within 1 mi (2 km) of Mallory Square and Florida Keys National Marine Sanctuary. Southernmost Point is 1.5 ...

        The Marker Waterfront Resort Key West$195

        The Marker Waterfront Resort Key West$195
        Heron House Court - Adult Only

        Heron House Court - Adult Only

        412 Frances St, Key West
          3.0 out of 5.0
           
           

          Located in Key West Historic District, this bed & breakfast is within a 15-minute walk of Nancy Forrester's Secret Garden and Mallory Square. Audubon House and ...

          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$188

            La Concha Hotel & Spa$188
            Silver Palms Inn

            Silver Palms Inn

            830 Truman Ave, Key West
              3.5 out of 5.0
               
               

              Silver Palms Inn is a half-mile from the Ernest Hemingway House and Museum and Key West Lighthouse, and 3 blocks from Duval Street. Mallory Square is a 3-minute ...

              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
                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
                  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.

                    The Southernmost Inn-Adults Only

                    The Southernmost Inn-Adults Only

                    525 United Street, Key West
                      2.5 out of 5.0
                       
                       

                      Located in Key West Historic District, this hotel is within a 10-minute walk of Key West Butterfly and Nature Conservatory and Ernest Hemingway Home and Museum. ...

                      The Southernmost Inn-Adults Only$134

                      The Southernmost Inn-Adults Only$134

                      Top Flight Deals

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