We visited Charleston last weekend and it was my first time there. My husband lived there for two years because of Nuke School. It definitely is obvious that it's the oldest city in the US but it's beautiful, even on a rainy or cloudy day. It rained for most of the weekend when we were there in February. The town is busy at night on weekends and many come to the Social Bar for their bachelorette parties when we visited. 

Picture above is view of the ocean. Picture below is of the main street called E. Bay Street.