Pineapple Tour Group is a Charleston-based, full-service receptive tour operator. For student, adult and specialty groups, it designs and runs custom single- or multi-day itineraries in Charleston, Savannah and the South Carolina ...
The guides here clearly make this tour special. Travelers consistently rave about Neal, a former history teacher whose encyclopedic knowledge and storytelling bring Charleston's past to life in engaging ways. Benjamin stands out for combining thorough historical insight with genuine humor, creating an experience that's both educational and genuinely fun. Ron "Smitty" Smith also gets high marks for his clear delivery, local expertise, and helpful recommendations for exploring the city afterward. The format works well for getting oriented in Charleston without exhausting yourself on foot. The comfortable, air-conditioned buses offer welcome relief from the heat, and guides make strategic stops for photos and better views. Multiple reviewers mention learning about places they wouldn't have discovered walking, plus getting solid restaurant tips and practical advice for the rest of their visit. The commentary covers everything from Colonial history to more recent events like the Mother Emanuel AME Church shooting, delivered with both depth and sensitivity. Book ahead as spots fill up, and expect around 85-90 minutes of genuine insight from locals who clearly love their city.
Best decision we could have made for seeing and learning about Charleston! Our guide, Ron “Smitty” Smith was a wealth of information and one heck of a tour guide. We got to see so many more places than if we walked. Multiple stops along the way allowed for great photo opportunities. The history of Charleston was perfectly woven into this tour. Even though a nice cold front had just moved through, the air conditioned bus was a welcome refuge from the August heat.
Alisha Reeves
August 26, 2025
Best decision we could have made for seeing and learning about Charleston! Our guide, Ron “Smitty” Smith was a wealth of information and one heck of a tour guide. We got to see so many more places than if we walked. Multiple stops along the way allowed for great photo opportunities. The history of Charleston was perfectly woven into this tour. Even though a nice cold front had just moved through, the air conditioned bus was a welcome refuge from the August heat.
Alisha Reeves
August 26, 2025
