6-Day Charleston Itinerary: Beaches, Haunted Tours, Historic Architecture, and Culinary Delights

Day 1: Historic Downtown

Charleston, USA on May 13, 2025

8:00am

Breakfast at Callie's Hot Little Biscuit

Start your day with some authentic Southern biscuits, known for their buttery, flaky texture, perfect to fuel your walking tour.
USD7, 0h45m

9:00am

Walking tour of Charleston Historic District

Explore Charleston’s charming streets filled with old Georgian, Federal, and Greek Revival architecture, highlighting the city’s rich 18th and 19th century history.
USD25, 3h0m

12:30pm

Lunch at Fleet Landing Restaurant & Bar

Enjoy fresh seafood overlooking the Charleston harbor, specializing in Lowcountry classics like shrimp and grits.
USD30, 1h15m

2:00pm

Visit the Charleston City Market

Browse local crafts, foods, and souvenirs in this large open-air market that's been operating since the 1800s.
Free to enter, 1h0m

3:30pm

Relax at Waterfront Park

Take a break near the iconic Pineapple Fountain with views of the harbor, perfect for photos and relaxation.
Free, 1h0m

6:30pm

Dinner at Husk

Indulge in fine dining with innovative Southern cuisine set inside a historic building, emphasizing local ingredients and traditional flavors.
USD60, 2h0m
View Hotel Availability

Day 2: Beach Day

Folly Beach, USA on May 14, 2025

8:30am

Breakfast at Lost Dog Cafe

Enjoy a casual beachside breakfast with hearty options like pancakes and omelets, perfect before a day at the shore.
USD12, 0h45m

10:00am

Folly Beach

Spend your day sunbathing, swimming, or surfing at one of Charleston’s most popular and family-friendly beaches.
Free, 5h0m

3:30pm

Explore Folly Beach Pier

Walk the pier for fishing, spotting dolphins, or enjoying stunning coastal views as the sun begins to set.
Free, 1h0m

6:30pm

Dinner at Rita’s Seaside Grille

Try fresh seafood and Lowcountry favorites with a casual and welcoming atmosphere right near the beach.
USD40, 1h30m
View Hotel Availability

Day 3: Haunted History

Charleston, USA on May 15, 2025

8:00am

Breakfast at Hominy Grill

Savor classic Southern breakfast dishes in a cozy spot famous for its shrimp and grits and biscuits.
USD15, 1h0m

10:00am

Visit The Old Slave Mart Museum

Gain insight into Charleston’s complex history through exhibits about the city's role in the slave trade.
USD8, 1h0m

12:00pm

Lunch at Middleton Place Restaurant

Enjoy farm-to-table cuisine featuring fresh, local ingredients at this historic plantation site.
USD25, 1h15m

2:00pm

Explore The Battery and White Point Garden

Walk this scenic waterfront park lined with historic antebellum homes and cannons, offering rich history and views.
Free, 1h30m

7:30pm

Charleston Haunted Jail Tour

Enjoy a guided night tour exploring Charleston’s haunted sites, focusing on the old city jail and ghost stories that thrill and chill.
USD40, 2h0m

10:00pm

Late Dinner at Callie’s Hot Little Biscuit

If you’re still hungry after the tour, grab a late bite of warm biscuits and Southern treats, open till late on special days or check ahead for hours.
USD7, 0h30m
View Hotel Availability

Day 4: Museums & Culture

Charleston, USA on May 16, 2025

8:00am

Breakfast at The Daily

Light and fresh breakfast with good coffee, pastries, and healthy bowls in a modern setting downtown.
USD10, 0h45m

9:00am

The Charleston Museum

Explore one of the oldest museums in the US, featuring exhibits on natural history, cultural heritage, and local artifacts.
USD12, 2h0m

11:30am

Boone Hall Plantation & Gardens

Walk through one of America’s oldest working plantations, known for its moss-draped oaks and beautiful gardens.
USD30, 2h30m

2:30pm

Lunch at Prohibition

Relish in Southern fusion dishes in a speakeasy-style restaurant housed in a historic building.
USD30, 1h0m

4:00pm

Gibbes Museum of Art

Enjoy a collection of American art focused on Charleston and the South, perfect for art enthusiasts wanting cultural depth.
USD15, 1h30m

7:00pm

Dinner at Slightly North of Broad (SNOB)

Experience upscale Southern flavors with innovative dishes, a great way to wind down your cultural exploration day.
USD55, 2h0m
View Hotel Availability

Day 5: Island Excursion

Charleston Coast, USA on May 17, 2025

7:30am

Breakfast at Toast!

Taste hearty Southern breakfast classics with a modern twist, a great start for a day of island adventures.
USD14, 0h45m

9:00am

Boat trip to Kiawah Island

Enjoy a scenic cruise and explore Kiawah Island’s pristine beaches, nature trails, and maybe spot local wildlife.
USD70, 5h0m

3:30pm

Return and relax at Isle of Palms Beach

Unwind on this beautiful, less crowded beach known for its great waves and relaxed atmosphere.
Free, 1h30m

6:30pm

Dinner at Morgan Creek Grill

Known for their fresh seafood and waterfront views, a popular spot to enjoy dinner after a day of island exploration.
USD50, 2h0m
View Hotel Availability

Day 6: Food & Market Day

Charleston, USA on May 18, 2025

8:00am

Breakfast at Brown’s Court Bakery

Indulge in artisan pastries, breads, and excellent coffee in a cozy courtyard setting.
USD12, 0h45m

9:30am

Visit Charleston Farmers Market (open Saturdays)

Experience local farmers, artisans, and food vendors showcasing fresh regional produce and culinary delights.
Free entry, 2h0m

12:00pm

Lunch at Leon’s Fine Poultry & Oyster Shop

Savor fried chicken, oysters, and other Southern favorites at this casual, beloved spot.
USD25, 1h0m

2:00pm

Stroll through King Street shopping district

Explore boutiques, antique stores, and specialty shops offering unique Charleston finds.
Free, 2h0m

5:30pm

Dinner at Poogan’s Porch

Enjoy classic Lowcountry cuisine in a charming Victorian house, rounding out your Charleston food experience beautifully.
USD45, 2h0m
View Hotel Availability