Any time of year is a great time to tour the Holy City, but in our opinion, the best time to stroll through her streets is in December, during the holiday season. The weather is slightly chilly and perfect with just a light jacket, the sunshine is peeking through the clouds, and a cool breeze blows across the harbor. You will experience Charleston’s Christmas spirit in all its glory during the most warming and wonderful time of year. Walk the cobblestone streets as we pass grand decorations displayed on each house and business and listen to the holiday cheer flowing out from every door. You’ll carry the stories and secrets you learn about our great city for years to come. A holiday tour with Pineapple Tour Group will leave you feeling festive and grateful for the abundance of beauty that Charleston has to offer.