Things To Do
Classic Charleston Stroll
Below is a google-maps list of the most iconic Charleston tourist spots and some of our favorite hidden gems! You can't visit Charleston without seeing rainbow row, the battery, and the pineapple fountain! Enjoy a leisurely stroll exploring the city, tour a historic home, taste classic southern cuisine, or imbibe at hidden patios such as Blind Tiger Pub.
Old South Carriage Company
Learn about the history of Charleston in a horse drawn carriage
Chubby Fish
If you are an adventurous eater, you cannot miss this restaurant. Think creative seafood tapas with an ever-changing menu. Pro tip: no reservations accepted; stand in line 4-4:30pm before the restaurant opens at 5pm.
Pitt Street Bridge
A short and leisurely stroll, great for fishing, and one of the best spots to watch the sunset over the Charleston skyline and iconic Ravenel bridge. This is also the site of the kayak incident of 2022 (see gallery photos), and exactly one year and one day later, the same spot where Will proposed to Jesse.
Post House
Situated in the heart of the Old Village, this restaurant packs a punch with delicious fresh oyster and Jesse and Will's favorite burger in Charleston
Shem Creek Boardwalk
A vibrant marina that is an excellent spot to watch dolphins swim into the sunset. Enjoy casual bites, or for those more adventurous, rent a kayak or paddle board to explore gorgeous homes along the marshlands
Morris Island Lighthouse
A short walk on a graffiti pathway and through a bird sanctuary leads to a secluded beach. Walk along the sandy shore with petrified driftwood and see this historic lighthouse in the distance. Please be aware that summer beach traffic to Folly Beach can be lengthy.
Citrus Club
Located on the top of the Dewberry Hotel, this offers the best rooftop view in the Holy City. Sip on a cocktail while overlooking Marion Square and the many church spires.
Holey City Bagels
Our go-to post-church breakfast spot! Think New York style bagels meets southern hospitality. Try the everything bagel or rosemary salt bagel.
Lewis Barbecue Charleston
Looking for some of the best BBQ while you are down south? Look no further than Will and Jesse's favorite spot in the city. From the brisket to the sausage, mac and cheese, and banana pudding, you will leave full and still wanting more!
Edmund's Oast Brewing Co. and Taproom
Part of the brewery district of Charleston offering a large selection of brews and bites. Also the place where Jesse and Will shared warm conversation for their first date on a chilly February evening.
Sullivan's Island
Enjoy a beach day like a local at Sullivan's Island, the closest beach to downtown. There is plenty of street parking, but pay attention to parking signage, and be sure your car tires are *completely* off the pavement to avoid a ticket! Check out Fort Moultrie, one of the oldest still-standing forts on the Eastern Seabord.
Hampton Park
Take a stroll through one of Charleston's largest parks. It boasts the most extensive floral displays of any park in the city. An old rose collection and seasonal displays are planted by the staff and volunteers caring for the park. Spanish moss drapes the old oak trees along the perimeter.
Barsa Tapas Lounge & Bar
One of our go-to spots in the city for all things food and drink! They have the best happy hour of the city from 4:00-7:00 every single day (including weekends) as well as endless, delicious options for small and medium plates. Take it a step further and soak up the sun on their outdoor patio!