Carriage ride is a great idea: Palmetto Carriage is my favorite. Every tour is different and every guide tells you a different story!
South of Broad is the spot for old homes. Although the bigger streets (Murray Boulevard, South Battery, East Bay, King & Meeting Streets) have beautiful old homes, the smaller streets that connect them (Tradd Street, Water Street) are fantastic little alleys to wander around in for hours taking pictures.
Some great drink (and eat) spots: Vendue Rooftop has a great bar that gives you a great view of the city, and they recently updated their food menu. Fleet Landing is a great waterfront restaurant with a fantastic outdoor bar (that has super heaters!). The rooftop bar at Market Pavilion hotel is beautiful but a little more expensive.
As for restaurants, there are tons. Some of my favorites: Cafe Lana, FIG, High Cotton, Trattoria Lucca, Charleston Grill, Amen Street, Cru Cafe & Basil. Lucca is this tiny joint that’s kind of “in the hood,” but they have some fantastic dishes. FIG’s Chef was recently on Food Network’s Iron Chef (and lost by a narrow margin of 3 points)! Basil is consistently rated best Thai. There are wonderful restaurants on every street, but there are also quite a few “touristy” spots that I would avoid…you’ll know them when you see them!
King Street is the place for shopping downtown. From Market to Broad, there are tons of beautiful antique shops (and nicer stores like Ralph Lauren). From Market to Calhoun is where you’ll find the chain stores: JCrew, GAP, Urban Outfitters, etc. The Open Air Market on Market Street is fun (albeit crowded) for little trinkets and is an experience that can’t be missed when visiting Charleston, as it is a big part of our city’s history and has recently been renovated.
Other spots of interest: don’t miss Waterfront Park. Bundle up and go catch this city gem with its beautiful fountains, lovely pier with huge swings, and harbor views. Also, when you find the giant round marble stones, hop on, stand in the center with your back to the water and speak…they’re called echo stones! Marion Square is in the center of the city and is where we have all of our festivals. I’m not sure if they’ve taken the tree down yet (I doubt it), so that’ll be neat to catch. It’s a great view of the old Citadel building (now the Embassy Suites) and St. Andrews Lutheran church. White Point Gardens (what most people call The Battery) is beautiful and holds a lot of historical meaning.
Hope you enjoy your stay in our fair city!