Indigo & Cotton boutique off Cannon Street

There's no denying Charleston is one of the best shopping cities in the South, and King Street—with its string of local and big-name—is definitely at the heart of it. While I'll never stop in the Holy City without checking in at some King Street favorites such as Butterfly Consignments and Hampden Clothing, on my last trip I wandered a little off the beaten path, down side streets and alleys downtown, to see what else we might uncover.

The biggest treasure trove was at Trunk Show, a luxury consignment boutique selling vintage Chanel, like-new Chloe, and Marc Jacobs with the tags still on. If you like designer threads and killer deals, you won't leave empty handed. (281 Meeting Street)

Next door, those with a taste for edgier vintage find a home at The Exchange Factor. The space is filled with 70s and 80s Tees, dresses, and distressed jeans, alongside ironic gifts such as action figures and retro butter dishes, and an in-house tattoo parlor if you want to authenticate the rock-glam look. (283 Meeting Street)

Any local guy with half a sense for style is on a first name basis with the owner of Indigo & Cotton on Cannon Street. Transplanted from New York, shopkeep Brett Carron perfects the rugged and preppy aesthetic of the modern Southern gent with dark wash Raleigh Denim jeans, Gitman Brothers button-downs, and Billykirk leather belts and canvas bags. (79 Cannon Street)

For all things pretty, stroll one block off King on Wentworth Street for Sam's Closet. Here, colorful silky frocks hang perfectly pressed alongside displays of sparkly accessories and cool shoes. Bonus points for Sam's assortment of Southern brands such as Annie Griffin. (72 Wentworth Street)

Three years ago, while waiting for a table at Husk I stumbled onto Curiosity. The ivy-covered little house is like a museum of centuries of Charleston style with monogrammed silver, French champagne racks, and old printing blocks—sold at surprisingly reasonable prices. (56 1/2 Queen Street)

Of course no shopping trip is complete without indulging in some gastronomical pursuits. At Goat. Sheep. Cow. off Church Street, you can stock up on smoked pancetta, Spanish cheeses, olives, and wines perfect for a picnic at nearby Battery Park. (106 Church Street)

Have you found any Charleston shopping gems? Tell us in the comments!