Charleston's Cultural Delights: A 5-Day Itinerary Itinerary

Enjoy breakfast at The Darling Oyster Bar, known for its fresh seafood and oyster selection. Then, set out for the lush Magnolia Plantation and Gardens, where you can spend the morning exploring the beautiful grounds and learning about the plantation's history and wildlife.

Have a delightful lunch at The Obstinate Daughter on Sullivan's Island, and then visit the historic Middleton Place, home to America's oldest landscaped gardens. Spend the afternoon wandering through the stunning gardens and visiting the House Museum to gain insight into plantation life.

Head back to downtown Charleston for dinner at Halls Chophouse, a classic steakhouse with a vibrant atmosphere. Afterward, take a leisurely evening stroll along the picturesque Rainbow Row, known for its colorful historic houses, and enjoy the charming ambiance of the French Quarter.

Start your day with a visit to the Charleston Museum, the oldest museum in the United States. After immersing yourself in the city's history, grab a coffee and light breakfast at Butcher & Bee, a local favorite known for its artisanal sandwiches and baked goods.

For lunch, head to Leon's Oyster Shop for a casual, yet delicious, meal. Post lunch, explore the intriguing exhibits at the Gibbes Museum of Art, which showcases the art of the American South. Afterward, take a guided walking tour of the historic French Quarter, where you can admire the architecture and learn about the area's significance.

Indulge in a fine dining experience at Husk, known for its innovative, Southern-inspired dishes. After dinner, enjoy a performance at the Dock Street Theatre, which is known as America's first theatre and continues to host a variety of shows and events.

Begin your day with a visit to the historic St. Michael's Church, often referred to as the "Cathedral of South Carolina." Afterward, enjoy a delightful breakfast at FIG, known for its seasonal and locally sourced menu.

Post breakfast, explore the Circular Congregational Church, one of the oldest continuously worshiping congregations in the South. For lunch, head to 167 Raw for a fantastic selection of oysters and other seafood. Afterward, take a guided culinary tour of the city, where you can sample a variety of local delicacies and learn about Charleston's vibrant food scene.

Dine at Peninsula Grill, a renowned restaurant known for its romantic courtyard and award-winning cuisine. After dinner, take a leisurely walk to the nearby King Street, where you can explore the upscale shops, boutiques, and art galleries.

Enjoy a sumptuous breakfast at Magnolias, a Charleston classic known for its upscale Southern cuisine. Afterward, visit the Nathaniel Russell House and the Aiken-Rhett House to explore the grandeur and history of these preserved antebellum homes.

For lunch, savor the flavors at Parcel32, offering a modern take on Lowcountry cuisine. Spend your afternoon at the Drayton Hall, the oldest unrestored plantation house in America, or opt for a more relaxed visit to the Charleston Tea Plantation on Wadmalaw Island, where you can learn about the history and production of tea in the United States.

Conclude your Charleston journey with a memorable dinner at Prohibition, known for its speakeasy vibe and creative cocktails. After dinner, head to the Arthur Ravenel Jr. Bridge (Cooper River Bridge) to take in the stunning sunset views of the city and the harbor, providing a perfect ending to your 5-day Charleston adventure.