
In many ways, Charleston is a lot like Martha’s Vineyard. It’s an old city, full of charm, character and history, that’s still incredibly popular today. There’s great food, amazing sights, plenty of things to do and good people to meet.
We love coming here because we always seem to make incredible memories while visiting. Whether we’re in town for a wedding, to reconnect with family and friends or to just enjoy a long weekend away, whenever we leave, we immediately eye our calendar to see when we can make it back.
So, if you’re looking to plan a trip down to Charleston, we wanted to share some of the items on our itinerary, which, as usual, is pretty packed. We hope to see you down there soon.

Walking around Charleston, it’s impossible to not feel its history. From the narrow, cobblestone side streets to the stately rowhouses, it’s clearly an old town—and one with a rich, complicated past. Here are some of our favorite spots to explore to better understand and appreciate the people and places that have shaped the city.


For a true Charleston experience, here are some additional highlights in and just out of town you won’t want to miss.
We’d love to see your Charleston moments, from past visits or an upcoming trip. Post a picture or story on Instagram sharing your favorite photos and memories @vineyardvines or @vineyardvineswomen for a chance to have your post featured on our account. And, who knows, it may even inspire our next collection or adventur