Episode 50…Where is the Dead Man’s Oak?

They call it the Legend of the Dead Man’s Oak, but the biggest mystery might just where the damned and haunted tree may be.

Christopher Balzano and Natalie Crist get into one of the more well-known haunted urban legends of Central Florida, the Dead Man’s Oak. Said to be the site of a headless horseman and his ghostly stead, no one can quit agree on where the tree is located or why the man is trapped on the earth.

After getting into some of the different versions of the story and potential location of the tree, the Trippers dig deeper into the meaning of headless ghosts, including a look at the Dullahan and Crom Cruach.

We’ve started a more in depth look into the Swamp Witch story of Hog Island and some of the lore in the surrounding counties, especially Sumter and Hernando County. If you have any information on odd legends there, let us know at spookytripping@gmail.com.

Episode 48…There’s More Than a Swamp Witch on Hog Island

Click to view books on Amazon

Feel free to call our new phone number during our live shows to get involved, share a legend you’ve heard, or to just ask a question at (813) 418-6822.

Keep visiting the site for the trip log of our travels and other urban legends at: www.trippingonlegends.com

Follow our new project, This Town is Myth on Facebook at


and with the hashtag #ThisTownisMyth on all our social media platforms

You can contact us with questions, comments, and your favorite legend or tidbit of folklore at spookytripping@gmail.com.

Follow us at: 


Twitter: @SpookyBalzano

Instagram: @SpookyTripping