Charleston South Carolina Rainbow Row
Rainbow Row

How to Spend Two Days in Charleston South Carolina 

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Charleston South Carolina Two Day Itinerary for First-Timers

It is difficult to determine how to spend two days in Charleston South Carolina, there are so many fun things to see, do, and eat. Charleston oozes Southern Charm. “Chuck Town” is South Carolina’s oldest and largest city, it is well known for the Charleston Harbor, pineapple fountain, and 18th Century history. You will also find cobblestone streets, secret gardens, hidden alleys, historic homes, pastel row houses, amazing food, and great happy hour deals. While in Charleston be sure to eat low country broil, Carolina BBQ, shrimp and grits, pimento cheese sandwiches, she crab soup, and pralines. Charleston is located on a peninsula surrounded by water and beaches. Summer is hot and humid, pack lightweight clothing.

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Charleston South Carolina Broad Street
Broad Street

If you are planning a trip to Charleston South Carolina and looking for the best things to do, see and eat while visiting, you are in the right place. Over 7 million people visit Charleston each year drawn by its friendliness and historic preservation consistently. In 2022, Travel and Leisure magazine voted Charleston the Best City in the US for the 10th year in a row AND it is the only US city to make the 25 best cities in the world list. In fact, Charleston was voted the best city in the world in 2016.

This Charleston South Carolina two-day itinerary is jam-packed with must-see sites and top attractions, including, Sullivan Island, Boone Hall Plantation, Cypress Gardens, Folly Beach, Middleton Place, Magnolia Gardens, and more. Looking for more options? Scroll to the bottom for additional things to do in Charleston South Carolina to supplement this itinerary. Have more time? Consider a visit to Savannah Georgia.  It is possible to travel the world with limited PTO, here’s a day-by-day guide to visiting Charleston South Carolina in 2 days. Enjoy your time out of the office!

Avenue of the Oaks at Boone Plantation
Avenue of the Oaks at Boone Plantation

How to Spend Two Days in Charleston South Carolina

Day 1: Sullivan Island, Boone Hall Plantation, and Cypress Gardens

7 am Grab a coffee and walk the beach at Sullivan’s Island or Isles of Palms.

9 am Arrive at Boone Hall Plantation & Gardens, tour the home, enjoy the tractor ride around the property and listen to the educational talks. Bring a picnic lunch to enjoy on the grounds.

1 pm Arrive at Cypress Gardens. Walk the footpaths and enjoy a guided boat tour through the swamp.

5 pm Return to downtown Charleston and have a traditional southern dinner at Poogan’s Porch. Alternatively, head to Jim ‘n Nicks BBQ, do not miss their cheddar muffins.

Charleston South Carolina Middleton Place Gardens
Middleton Place Gardens

Day 2: Folly Beach, Middleton Place, and Magnolia Gardens

7 am Grab a coffee and explore Folly Beach. Stop at the Morris Island Lighthouse before making your way to the famous Angel Oak Tree.

9 am Arrive at Middleton Place, do not miss the Beyond the Fields Enslavement at Middleton Place presentation. Bring a picnic lunch to enjoy on the grounds.

Noon Arrive at Magnolia Gardens. Stroll through the gardens and take the “From Slavery to Freedom” tour.

4 pm Arrive at the Old Slave Mart Museum, you have 1 hour to explore the presentations.

5 pm Drive out the Sheem Creek for a low country boil on the water at Red’s Ice House. Take a walk on the boardwalk before returning to the hotel.

Charleston South Carolina Magnolia Plantation and Gardens
Magnolia Plantation and Gardens

Things to Do in Charleston South Carolina

Rent an electric bike and check out the mansions on Battery Row

Browse the Historic Charleston City Market and Market Street Shops for souvenirs

Grab some pralines at Market Street Sweets

Shop the boutiques on King Street or Broad Street

Relax on the Rooftop at Vendue with a cocktail and enjoy the view

Take a walk through the Waterfront Park

Check out the Pineapple Fountain and relax on a pier swing people watching

Wander the Saturday Farmers Market in Marion Square, 8-2pm

Learn about the slave trade at the Old Slave Mart Museum

Photograph the Pink House Gallery and Chalmers Street, the longest remaining cobblestone street

Relax under the oak trees in Washington Square Park

Take a walk down Broad Street and photograph Saint Michael’s Church

Charleston South Carolina King Street
King Street

Photograph the Instagrammable Rainbow Row homes on East Bay Street

Learn about South Carolina Low Country at the Charleston Museum

Stand where General Lee stayed during the Civil War at the Edmondston-Alston House

Tour the Aiken-Rhett House Museum with its 1850s slave quarters

See the free-flying staircase at the Nathaniel Russel House Museum

Check out the 75-foot-tall domed ceiling at the Calhoun Mansion

See a 1740s kitchen at the Heyward Washington House

Learn about the sea turtle recovery program at the South Carolina Aquarium

Walk across the Arthur Ravenel Jr Bridge

Wander Middleton Place Gardens and visit the plantation stable yards living museum

Drive down the Avenue of the Oaks at Boone Plantation and explore the Black History in America dwelling exhibit

Visit the oldest unrestored plantation house in America, Drayton Hall

Take the From Slavery to Freedom Tour at Magnolia Plantation and Gardens

Tour the tea factory at Charleston Tea Garden

Cruise Charleston Harbor past Fort Sumter and Patriots Point

Charleston South Carolina Angel Oak
Angel Oak

Tour the USS Yorktown at the Patriots Point Naval and Maritime Museum

See the H.L.Hunley, the World’s first submarine that was lost at sea for over 100 years

Learn about the American Revolution and the Civil War at the Old Exchange and Provost Dungeon

Explore Cypress Gardens and cruise through Blackwater Swamp

Photograph the massive 1,400-year-old Angel Oak Tree

Hike the raised trails over a cypress swamp at Caw Caw County Park

Watch the sunset behind the Morris Island Lighthouse

Rent a kayak and get out on the water at Sheem Creek

Surf the swells of Folly Beaches Washout

Enjoy a beach day on the Isle of Palms

Watch the dolphins play at sunrise at Station 12 beach on Sullivan’s Island

Be sure to check the Charlotte North Carolina Tourism Board website for upcoming festivals, special events, and what’s happening during your stay.

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Charleston South Carolina Attractions and Day Tours

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