That Define Charleston, South Carolina

The Society, Scoundrels, and Conflicts


Discover Charleston’s rich and colorful past through a variety of themed walking tours—from high society scandals and Citadel traditions to historic graveyards, scenic parks, and Caribbean connections. Whether you’re exploring neighborhoods like Ansonborough or joining a hands-on scavenger hunt, each tour offers a unique way to experience the soul of the Holy City.


Step into Charleston’s most pivotal eras with tours that bring history to life—from the fight for independence in Don’t Tread On Me, to the deep divisions of the Civil War in City at the Crossroads, and the chaos of the 1886 earthquake in The Great Shake. These immersive walks trace the struggles, resilience, and transformation that shaped both Charleston and the nation.


Experience Charleston’s rich cultural identity through its art, music, traditions, and timeless craftsmanship. From the delicate ironwork of Philip Simmons to the Charleston Renaissance, Porgy and Bess, early American aristocracy, and the powerful story of indigo, these tours reveal how creativity, resilience, and heritage shaped the soul of the Holy City.


Meet the bold characters—famous, fearless, and sometimes infamous—who left their mark on Charleston’s story. From the trailblazing Grimké Sisters and the fearless women who broke tradition, to presidents, pirates, and preservationists like Susan Pringle Frost, these tours celebrate the people who shaped the Holy City and beyond.


About Lee Ann

I first visited Charleston at 14 and instantly fell in love. On the ride home, reading Charleston by Alexandra Ripley in the backseat of my parents’ station wagon, I decided I’d live here someday—fiction or not, it sparked something real.

After countless weekend trips from Atlanta, we realized it was cheaper to move here than to keep funding the local inns (which, by the way, are excellent).

Charleston truly awakens all the senses—touching 100-year-old ironwork, catching the scent of jasmine or pluff mud (an acquired taste), peeking into hidden gardens, or spotting bits of pottery with untold stories. I’m lucky to call this magical city home.

Certified by the City of Charleston since 2010, I’d be honored to share it with you.

Please call 843-822-5248 or email