Historic Key West Walking Tour
Historic Key West Walking Tour
Limited Spaces Available! For reservations call (866) 945-7917. Spaces are extremely limited this time of year so book early to ensure the date you want.
Historic Key West Walking Tour


  • 1-2 Hour Walking Tour
  • Get an Overview of Key West's History
  • See Diverse Architectural Styles
  • Learn About U.S. Navy Influences
  • Available November Through May

Tour Summary

The vacation destination of Key West, Florida, has enjoyed a long and storied history that has nothing to do with its current prime industry of tourism. Join our friendly and knowledgeable personnel for an enriching guided stroll to discover the little known background of this coastal oasis. You will learn about the nefarious legacy of piracy, ship-breaking, and smuggling that once sustained residents of this island. This beautiful paradise also had its share of industry, including sponge harvesting and cigar manufacturing. The United States Navy has also enjoyed a long established presence in Key West as well. As you stroll along the pleasant lanes and seaside avenues, our guides will enlighten you on the rich history and culture of Key West. You will really appreciate the leisurely pace of this vacation oasis on a walking tour. This is the best way to experience the true flavor of this charming island village.

The architecture of the historical Old Town quarter of Key West can only be fully appreciated on foot. This area is home largest group of wooden-frame structures in the State of Florida. With more than three thousand historic sites on this island, Key West offers ample places to sightsee. This small island boasts three hundred listings on the National Register of Historic Places. As you meander along the pleasant garden-lined avenues, you will be amazed by the gorgeous sights and intoxicating scents of the lovely flowers that bloom in this pleasant climate, including gardenias jasmine, bromeliads, and frangipani.

Is there parking available?
Parking is available at Mallory Square or The Westin Parking garage.

How much walking is involved?
The tour is approximately 1 1/4 miles.

It is your responsibility to make sure you are aware of and understand all restrictions pertaining to this tour before booking online or over the phone. It is your responsibility to ensure that you are medically qualified and within any limits listed below in order to participate in this activity. No refunds will be given to those who reserve a spot and can not participate due to the restrictions listed below. For more information please read our cancellation policy and terms and conditions page or call our staff with any questions regarding your ability to participate.

  • Tour only operates from November through May. June through October this tour is closed for the Summer months.
  • Schedule is subject to change. Please call the number on your E-Ticket upon arriving in Key West to re-confirm details for your tour
  • Limited spots available and reservations must be made at least 48 hours in advance

Key West Vacation is always interested in your tour experience with us. We hope you enjoyed your tour and love to hear comments.

Bob Smith

I have been to the Bahamas many times, but Historic Key West Walking Tour is one of my favorite trips! It includes everything that everyone should do here. As a Bahamas veteran, I can say only the best about this experience!

Jim Peters

Thanks to the professional guides! I was a bit worried about kayaking because I had never done it before, but the instructions were great and I had such a good time!

Richard Dixon

The best way to discover nature! ( ͡° ͜ʖ ͡°)