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Ultimate 5-Day Charleston Itinerary with Activities and Dining Itinerary
Last updated: 2024 Jun 14Historic Downtown 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 explore local crafts and goods.
Afternoon
Savor a Lowcountry lunch at Slightly North of Broad (SNOB), offering a menu that celebrates regional flavors. Spend your afternoon visiting historical sites such as The Battery and White Point Garden and the Old Exchange & Provost Dungeon to immerse yourself in Charleston's rich past.
Evening
For dinner, indulge in the innovative dishes at The Macintosh, known for its farm-to-table concept. Wrap up your evening with a relaxing harbor cruise, enjoying the gentle breeze and the stunning views of the city lights (choose from Charleston Daytime or Sunset Historic Harbor Cruise or Charleston Luxury Harbor Dinner Cruise).
Bedtime
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4.67Charleston City Market
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4.67Charleston City Market
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4.79The Battery and White Point Garden
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4.79The Battery and White Point Garden
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Plantations and Southern Charm
Morning
Enjoy a hearty breakfast at The Obstinate Daughter on Sullivan's Island. Afterward, take a guided tour of the historic Boone Hall Plantation & Gardens, known for its majestic Avenue of Oaks and rich Gullah culture.
Afternoon
Dine at Fleet Landing Restaurant & Bar, a waterfront eatery, and then visit the lush Magnolia Plantation and Gardens, where you can explore the beautiful gardens and learn about the plantation's history.
Evening
For a memorable end to the day, have dinner at 167 Raw, a popular spot for oysters and other fresh seafood. Then, take a Schooner Sailing Harbor Tour & Dolphin Watch to witness a breathtaking Charleston sunset from the water.
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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Cultural Heritage and Haunted Tales
Morning
Start with breakfast at Poogan's Porch, a charming restaurant located in a Victorian house. Then, immerse yourself in the Gullah culture with a visit to the Avery Research Center for African American History and Culture.
Afternoon
Enjoy a guided tour of the Charleston Museum, one of the oldest museums in the United States. For lunch, head to Husk, known for its dedication to Southern ingredients and dishes.
Evening
Experience the spookier side of Charleston with a Charleston Small-Group Ghost Walking Tour at Night. For dinner, try The Ordinary, a seafood hall and oyster bar offering a raw bar selection and a daily changing menu of fresh, local seafood.
Bedtime
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4.67Avery Research Center for African American History and Culture
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4.67Avery Research Center for African American History and Culture
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4.53Charleston Museum
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4.53Charleston Museum
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Historic Tours and Evening Elegance
Morning
Begin with breakfast at The Darling Oyster Bar, known for its seafood and raw bar. Then, embark on a historic downtown tour by horse-drawn carriage with Charleston Historical Downtown Tour by Horse-drawn Carriage.
Afternoon
Enjoy a guided walking tour that covers the history and architecture of Charleston, including visits to landmarks such as St. Michael's Church and the Circular Congregational Church. For lunch, visit FIG, a neighborhood bistro with a menu based on local and seasonal products.
Evening
Dine at Leon's Oyster Shop, a laid-back spot with a menu focused on—you guessed it—oysters. Then, cap off the evening with the Charleston City Bus Tour Ticket with Live Commentary, which provides an overview of the city's history and top attractions.
Bedtime
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4.78Charleston Historical Downtown Tour by Horse-drawn Carriage
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4.78Charleston Historical Downtown Tour by Horse-drawn Carriage
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4.85St. Michael's Church
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4.85St. Michael's Church
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Final Day of Flavors and Forts
Morning
Enjoy breakfast at Halls Chophouse, known for its classic American steakhouse fare and live music. Then, visit the Patriots Point Naval & Maritime Museum, where you can explore the USS Yorktown and other historic vessels.
Afternoon
Have lunch at Magnolias, a Southern eatery with a sophisticated twist. Spend your afternoon at Charleston Fort Sumter Entry Ticket with Roundtrip Ferry, where you'll learn about the pivotal events that led to the Civil War.
Evening
For your final dinner in Charleston, savor the Asian-inspired dishes at Xiao Bao Biscuit. Then, reflect on your trip with a peaceful walk through the Charleston Waterfront Park, enjoying the fountain and pier as the sun sets on your memorable visit.
Bedtime
Find amazing hotels in Charleston.
4.80Patriots Point Naval & Maritime Museum
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4.80Patriots Point Naval & Maritime Museum
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4.68Charleston Fort Sumter Entry Ticket with Roundtrip Ferry
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4.68Charleston Fort Sumter Entry Ticket with Roundtrip Ferry
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