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Ultimate 5-Day Charleston Exploration Itinerary Itinerary
Last updated: 2024 Jun 14Historic Landmarks and Culinary Delights
Morning
Begin your Charleston adventure with a delightful breakfast at Hominy Grill, known for its southern comfort food. Afterward, take a stroll through the iconic Charleston City Market, where you can admire local crafts and goods.
Afternoon
Savor a Lowcountry lunch at Slightly North of Broad (SNOB), then immerse yourself in history with visits to the Old Exchange & Provost Dungeon and the St. Michael's Church, both representing Charleston's rich past.
Evening
For dinner, experience the innovative cuisine at The Macintosh, followed by a leisurely walk through the historic district to see the charming architecture and the famous Rainbow Row.
Bedtime
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4.67Charleston City Market
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4.67Charleston City Market
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4.76Old Exchange & Provost Dungeon
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4.76Old Exchange & Provost Dungeon
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Plantations and Southern Hospitality
Morning
Enjoy a traditional southern breakfast at Magnolias, then depart for the Boone Hall Plantation & Gardens, where you'll be immersed in the history and beauty of one of America's oldest working plantations.
Afternoon
After returning to the city, have lunch at 82 Queen, known for its classic southern dishes. Spend your afternoon exploring the lush gardens and antebellum home at the Magnolia Plantation and Gardens.
Evening
Dine at the renowned Husk, which offers a menu that changes daily to showcase the best of the region's produce. Afterward, take a relaxing stroll through the Charleston Waterfront Park, enjoying the harbor views.
Bedtime
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4.26Boone Hall Plantation & Gardens
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4.26Boone Hall Plantation & Gardens
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4.49Magnolia Plantation and Gardens
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4.49Magnolia Plantation and Gardens
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Harbor Cruises and Evening Haunts
Morning
Start with breakfast at The Obstinate Daughter on Sullivan's Island, then catch the ferry for a visit to Fort Sumter National Monument, the site where the Civil War began.
Afternoon
Return to Charleston for lunch at Fleet Landing Restaurant & Bar, and then set out on a Charleston Daytime or Sunset Historic Harbor Cruise to gain a new perspective of the city's history and waterfront.
Evening
For a spooky end to the day, enjoy dinner at Prohibition, followed by a Charleston 90-Minute Ghost and Dungeon Walking Tour to uncover the city's haunted past.
Bedtime
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4.67Fort Sumter National Monument
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4.67Fort Sumter National Monument
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4.53Charleston Daytime or Sunset Historic Harbor Cruise
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4.53Charleston Daytime or Sunset Historic Harbor Cruise
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Art, Architecture, and Secret Speakeasies
Morning
Indulge in a sumptuous breakfast at FIG, then spend your morning visiting the Heyward-Washington House and the Gibbes Museum of Art, where you can admire the beauty of American art.
Afternoon
Enjoy a light lunch at 167 Raw, and then take a guided tour of the city's history and architecture with the Charleston History and Architecture Guided Walking Tour.
Evening
Dine at Leon's Oyster Shop for a taste of the sea, and then step back in time with a visit to a secret speakeasy on the Sip History in a Secret Speakeasy experience.
Bedtime
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4.84Heyward-Washington House
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4.84Heyward-Washington House
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4.52Gibbes Museum of Art
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4.52Gibbes Museum of Art
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Culinary Capstone and Evening Elegance
Morning
For your final morning in Charleston, enjoy a breakfast at The Ordinary, known for its extraordinary seafood. Then, take a Charleston Small Group Food Tour – Savor the Flavors to sample the best of the city's culinary scene.
Afternoon
Have a farewell lunch at Peninsula Grill, and spend your afternoon visiting the Circular Congregational Church and the St. Philips Church, two of Charleston's most historic places of worship.
Evening
Conclude your Charleston journey with an elegant dinner at Halls Chophouse, known for its prime steaks and live music. Afterward, enjoy a nightcap at a sophisticated bar in the heart of the city.
Bedtime
Find amazing hotels in Charleston.
4.76Charleston Small Group Food Tour – Savor the Flavors
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4.76Charleston Small Group Food Tour – Savor the Flavors
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4.68Circular Congregational Church
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4.68Circular Congregational Church
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