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Historic Walking Tour

ferdinand hirsch cigar factory

Ferdinand Hirsch Cigar Factory – Historic Walking Tour

Located at 930 Catherine Street is the Ferdinand Hirsch Cigar Factory building.  It's a nondescript building, which today is being used as a storage warehouse.  During the height of the Key West cigar boom it was one of the largest cigar factories ...


Bruce Hall

Bruce Hall – Historic Walking Tour

Built as part of a Methodist education complex at Hargrove Seminary, Bruce Hall had a 600 seat auditorium with a very inviting roof garden.  Located at 1310 United Street, you can still find Bruce Hall, but not the rest of the education ...



The Fuente House – Historic Walking Tour

There are so many connections back to Key West.  Lots of famous people started their lives or careers in Key West.  Arturo Fuente is no exception.  Unless you are into cigars, you may not recognize the name.  Arturo Fuente is the reigning ...


marine hospital

Marine Hospital – Historic Walking Tour

Located in Truman Annex is the old Marine Hospital.  It was constructed at the request of US Navy Commodore David Porter.  Construction began in 1844. The Building Construction lasted less than one year.  The doors opened on August 2, 1845.  It had sixty beds ...


african cemetery

African Cemetery at Higgs Beach – Historic Walking Tour

As you walk by Higgs Beach, you will see pedestals and a tiled mural on a raised cement platform.  This is the African Cemetery at Higgs Beach.  The cemetery contains the graves of Africans who died after being rescued in 1860 from ...


cypress house

Cypress House – Historic Walking Tour

Dade County pine and Cypress woods were used during the 1800's to build homes in Key West.  Because of their durability and natural resistance to pests, they never required a protective coating of paint.  Today, you can see a beautiful example of ...


the steam plant

The Steam Plant – Historic Walking Tour

Between Caroline Street and the US Coast Guard Station is 281 Trumbo Road.  There you will find the The Steam Plant.  This section of Key West is on man-made land that once was part of the Gulf of Mexico.  The Steam Plant ...


us weather bureau

US Weather Bureau – Historic Walking Tour

Located at 57 Front Street in the Truman Annex stand the old Weather Bureau building. I have always been fascinated with weather.  I took Meteorology as my science in school and loved every bit of it.  It doesn't matter where you live, you ...


mansard roof

Mansard Roof – Look up to see Details! – Historic Walking Tour

Walking around Key West, you can find so many interesting things.  People, roosters and of course, the architecture.  I often highlight interesting buildings to see, based on either its history or architecture, but don't forget to look up.  Roofs can, and are, ...


fort zachary taylor

Fort Zachary Taylor – Don’t Miss This!

When you think of Fort Zachary Taylor, you think beach, snorkeling and sunset.  But, did you know there is a Civil War Fort in the Park?  Don't miss this the next time you visit the park.  The park is located at the ...


key west electric company

Key West Electric Company – A Modern Building on a Historic Walking Tour

When you head over to James Street you see a little different Key West.  The buildings are more functional ... modern than those you find a few streets over in Old Town.  The Key West Electric Company building is no exception.  Located ...


key west historic memorial sculpture garden

Key West Historic Memorial Sculpture Garden

Even today, I am surprised how I can just "happen" upon something pretty cool in Key West.  The island isn't that big and you would think there isn't much to discover after many, many trips.  But, once again, I am wrong.  The ...


weatherstation inn

Weatherstation Inn – Historic Walking Tour

I love how you can combine history with a really cool place to stay.  The Weatherstation Inn combines my two loves.  Located at 57 Front Street, you are in the heart of Truman Annex.  One of the quietest, most centrally located places ...


san carlos institute and museum

18 Stops Along The Key West Museum Trail

Anyone who visits Key West realizes how much history can be found here.  This history is preserved in the many museums found around town.  This Key West Museum Trail offers a way to explore the Island, learn more about Key West's history ...


Tennessee Williams Exhibit

Tennessee Williams Exhibit – Historic Walking Tour

The Tennessee Williams Exhibit is located at 513 Truman Avenue, just off of Duval Street.  At first I thought this house was where Tennessee Williams lived, but sadly it is not.  This home was a private home and has kept much of ...


George curry mansion

7 Curry Mansions – Historic Walking Tour

William Curry was Florida's first millionaire.  He gave each of his children $10,000 to build a home of their own.  The result?  The Key West Historic district has seven beautiful mansions you can explore, visit and even spend the night at a ...


truman annex key west

3 Best Things about Truman Annex Key West

After your first visit or may be even a few visits, you will definitely find your favorite spots on the Island.  Favorite place to stay, favorite place for Happy Hour, favorite place to watch sunset, favorite place to walk.  We have ours ...


curry mansion

Curry Mansion – Historic Walking Tour

The Curry Mansion located at 511 Caroline Street is more than a stop along the historic walking tour, it's a place to stay, relax and enjoy Key West.  Located between Eaton and Greene Streets, this inn is centrally located to the activities ...


key west sponge market

Sponging – More Than a Shopping Trip

At 1 Whitehead Street you will find the Key West Sponge Market.  Given it's location, you will find all of the normal tourist shopping items.  Key Lime products, nautical stuff and of course, sponges.  Lots and lots of sponges.  Here you will ...



Gatoville – Historic Walking Tour

Located on the 1100 block of Simonton Street you will find one of the first successful industrial communities in the United States.  Between 1880 and the early 1900's, Key West had a large influx of Cuban expatriates.  They were escaping the oppression ...


Benjamin Curry House

Benjamin Curry House – Historic Walking Tour

Located at 610 Southard Street, the Benjamin Curry House is one of the few historic homes, still owned by the original family.  This home was built by Benjamin Curry, Jr. the brother of Florida's first millionaire, William Curry.  He purchased an acre ...


la terraza de marti

La Terraza de Marti – Historic Walking Tour

As you walk the southern end of Duval, you will find La Te Da, located at 1125 Duval Street.  Stop for a moment and read the walking tour sign, as this place is strongly connected to the Cuban Revolution and reminds us ...


cable hut

Cable Hut – Historic Walking Tour

There is an unassuming concrete building next to the Southernmost Point.  Most people will pass it by without a second thought.  But, take time to read the plaque and understand its history.  This cable hut was built on the mainland and transported ...


Freeman Curry House Key West

Freeman Curry House – Historic Walking Tour

The Freeman Curry House is located at 724 Eaton Street.  Although, not open to the public, the home is a great example of how a Classic Revival home looks like it belongs in Key West.  The home shows its Bahamian influence, like ...


Gato Village Park

The Gato Village Park

Located at 616 Louisa Street, the Gato Village Park is a small space set aside for everyone to enjoy.  It's a pocket park, because its a small neighborhood park tucked into an out of the way place.  Perfect spot to enjoy a ...


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