The Spanish founded Key West in 1513 while the Indians have been in the keys since 2000BC. The natural harbor would provide shelter during storms while the fresh water well would enable survival when ships stopped for resupply. As commerce increased in the 1800's the city became a very wealthy town. Turtle harvesting, cigar making, sponge farming, and of course fishing would sustain this seaport until tourism today. This tour will share all that and more.
This itinerary can be customized to meet your needs and preferences. Send me a message with your requests!
Dante's Pool Bar
The Dry Tortugas are 70 miles to the west. Fort Jefferson is known as the Gibraltar of the Caribbean. A ferry takes people out daily to what is now a national park. The terminal also supports ships going to and from Naples and Ft Myers.
We will stop at the famous distance marker and talk about some of the things that made key west as it relates to farming sponges, harvesting turtles, and selling t shirts. Plus a great tip for a place to visit to learn more about the island off the beaten path.
One of Wyland's famous murals is here. We will talk about the famous sailing ships that made this port one of their stops. Tips on sunset viewing provided as we talk about the seaport then and now at this spot.
Yes a world famous recording studio on the docks. What was once the place that fisherman would sell their catch is now one of the more popular restaurants on the island.
One of the oldest restaurants still operating in the keys. This also serves as the harbor master site. We will talk about the private and charter boats tied up at the piers and how this marina operates today. A prime cigar smoking spot wil be pointed out and then we will take a secret cut thru to a rum distillery.
We will wrap up the tour in the location that every night a sunset celebration is held. I will point out the original warehouses were wrecked cargo was brought for storage and auction which is what made Key West a very wealthy city. The tour ends here with a unique tidbit on the 2 islands just off shore from the cruise ship dock.
Key West Military Memorial at Mallory Square
This tour can be customized to meet your needs and preferences. Click below to send me a message with your requests.
Guide fee
Beverages, food, souvenirs, gratuity,
This is a heat of the day tour. Have refillable water bottle or plan to buy liquids on the tour. This is your tour so we can sit and rest as needed and modify if required. Wear lightweight clothes and a wide brimmed hat is recommended. Have a late breakfast and on the tour you will see many options to return to for a late lunch and enjoy the waterfront views.
This is a private tour. Happy to adjust start time and location. Reach out as far in advance for as much flexibility as possible. Can design a tour for you and yours. Happy to give recommendations.
I can also potentially meet you in another city or location, but associated costs need to be discussed.
History nerd who enjoys sharing stories... I have been giving tours for a couple years now but have a life long passion for education (my son says I take the "fun" out of things by teaching him something while doing things... lol). On stage management experience at Disneyland along with Olympic moments in Utah give me unapparelled customer service with the ability to adapt tours for guests enjoyment. Always learning -- as Harry Truman said "there is nothing new in history, just what you don't know" and I intend to teach you things along while entertaining you. Reviews on my tours frequently comment on how I blend comedy with an engaging style that leaves them awed. I am constantly reading and learning so your tour will get those items added into what I already know and share. Your questions will inspire me to learn and grow. Let's have some fun and enjoy Key West!!
$275/ per group
Reserve