Charleston’s alleys occupy spaces that blur the line between public and private areas and offer remarkable insight into the city’s history.
- Small Private Group 2-6 People
- Large Private Group 7-15 People
- 3-Hour Small Group Plantation Tour Up to 4 guests, includes transportation.
- 2-Hour Private Driving tour Up to 4 guests
- 3-Hour Private Plantation Tour (no trans.)
Craft Your Own Intimate Private Tour Experience
Our private tours are fully customizable. Just let us know what you are interested in, and we will tailor the route and points of interest accordingly. We can also depart from your hotel or your favorite dining spot (hotels and restaurants in the Historic District only).
Private Walking Tours
We offer a wide variety of topics to explore on our private walking tours. Choose from one of many personally curated routes throughout the Historic District inspired by the following topics or create a tour based on your interests.
- Charleston architecture
- Civil War history
- Holy City church tour
- Off the beaten path Charleston
- Charleston’s alleys and hidden passages
Charleston Plantation Tours
Charleston’s wealth was created centuries ago based on the growing of rice and indigo on plantations laid out all over the Lowcountry. Take a plantation tour to learn about the historic importance of these estates in our nation’s history — and in the United States’ rice industry. Plantation tours allow visitors to step back in time and meet the families who ran these estates.
Join Capt. Bob as he takes you back in time for a tour of one of four available plantations. You’ll learn about the agriculture, horticulture, and natural wildlife of the plantation, as well as the life of the enslaved Africans upon whose backs this wealth was created.
Some of our tours of plantations in Charleston include:
- Magnolia Plantation
- Middleton Plantation
- Drayton Hall
- Boone Hall
Private Driving Tour
Join Capt. Bob in his comfortable Chrysler Town & Country. Spacious seating, wide windows, and air conditioning make this the perfect way to see Charleston when it’s too cold or hot to walk, or if one might have difficulty with a walking tour.
- Includes pick-up at your hotel or a restaurant in the Historic District.
- Additional fees may apply for pick-up outside of the city.
Day Trip to Savannah
Book a full-day private tour with Captain Bob, and we can customize your day trip to Savannah for you based on your preferences. On the way, your guide will entertain you with Charleston and Savannah history. You also don’t need to worry about getting lost during your short stay in the Hostess City of the South, as your guide will take you from attraction to attraction by foot, car or trolley.
The full-day trip includes lunch, admission, on-off trolley, guided tour of a historic house museum, and walking tour of Savannah.
We ask for a $100 deposit to hold a specific date and time. The remaining balance is due 24 hours prior to the tour.