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Ultimate Charleston and Hilton Head SC Experience Itinerary
Last updated: 2024 Jun 14Historic Charleston Exploration
Morning
Start your day with a delightful breakfast at Hominy Grill, known for its Southern comfort food. Afterward, immerse yourself in the history of the city with a visit to the Charleston City Market. Explore the stalls and pick up some unique souvenirs.
Afternoon
For lunch, savor the fresh seafood at Fleet Landing Restaurant & Bar, located in a historic building overlooking the water. In the afternoon, take a guided tour of the Old Exchange & Provost Dungeon to learn about Charleston's role in the American Revolution.
Evening
Enjoy a sophisticated dinner at Fig, known for its seasonal cuisine. Afterward, take a leisurely walk along The Battery and White Point Garden to admire the historic mansions and beautiful views of the harbor.
Bedtime
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Charleston City Market
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Old Exchange & Provost Dungeon
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The Battery and White Point Garden
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Plantation and Garden Day
Morning
Indulge in a delicious breakfast at The Darling Oyster Bar before heading to the Magnolia Plantation and Gardens. Spent the morning exploring the lush gardens and learning about the plantation's history.
Afternoon
For lunch, enjoy the farm-to-table cuisine at Husk, a renowned Charleston restaurant. In the afternoon, visit the Boone Hall Plantation & Gardens, one of America's oldest working plantations.
Evening
Dine at The Macintosh, known for its innovative dishes. Afterward, take a relaxing stroll through the historic streets of downtown Charleston.
Bedtime
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Magnolia Plantation and Gardens
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Boone Hall Plantation & Gardens
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Museum and Church Day
Morning
Start your day with a hearty breakfast at The Obstinate Daughter on Sullivan's Island. Then, visit the Charleston Museum to delve into the city's rich history and culture.
Afternoon
For lunch, enjoy the Southern cuisine at Poogan's Porch, a charming restaurant in a historic Victorian house. In the afternoon, explore the historic churches of Charleston, including St. Michael's Church and St. Philips Church.
Evening
Have a fine dining experience at Peninsula Grill, known for its romantic courtyard. After dinner, take a ghost tour to learn about Charleston's haunted past.
Bedtime
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Charleston Museum
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St. Michael's Church
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St. Philips Church
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Art and House Day
Morning
Enjoy a leisurely breakfast at Butcher & Bee, known for its creative dishes. Then, spend the morning exploring the Gibbes Museum of Art, home to a premier collection of American art.
Afternoon
For lunch, try the eclectic Asian cuisine at Xiao Bao Biscuit. In the afternoon, visit the historic homes of Charleston, such as the Aiken-Rhett House and the Nathaniel Russell House.
Evening
Dine at 167 Raw, a popular oyster bar. Afterward, take a sunset cruise to see the city from the water.
Bedtime
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Gibbes Museum of Art
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Aiken-Rhett House
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Private Southwest Tour with Local Lunch & Entrance Fees
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Bridge and Fort Day
Morning
Start your day with a delicious breakfast at 82 Queen, a historic restaurant in downtown Charleston. Then, take a walk or a bike ride along the Arthur Ravenel Jr. Bridge (Cooper River Bridge) for stunning views of the city.
Afternoon
For lunch, enjoy the Southern cuisine at Halls Chophouse. In the afternoon, take a ferry to Fort Sumter National Monument and explore the historic site where the Civil War began.
Evening
Dine at Slightly North of Broad (SNOB), known for its Lowcountry cuisine. After dinner, relax at a rooftop bar and enjoy the views of the city.
Bedtime
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Arthur Ravenel Jr. Bridge (Cooper River Bridge)
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Fort Sumter National Monument
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Beach and Relaxation Day
Morning
After traveling to Hilton Head, start your day with a leisurely breakfast at The Ordinary. Then, spend the morning relaxing on the beautiful beaches of the island.
Afternoon
For lunch, enjoy the seafood at Leon's Oyster Shop. In the afternoon, you can choose to go golfing, biking, or simply continue to unwind on the beach.
Evening
Dine at The Darling Oyster Bar and savor the flavors of the sea. After dinner, take a sunset cruise to see the coastal beauty of Hilton Head.
Bedtime
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Outdoor Adventure Day
Morning
Start your day with a hearty breakfast at The Macintosh. Then, embark on an outdoor adventure with activities like kayaking, paddleboarding, or a nature hike.
Afternoon
For lunch, enjoy the fresh and local cuisine at Fleet Landing Restaurant & Bar. In the afternoon, explore the nature reserves and wildlife of Hilton Head.
Evening
Dine at Prohibition and enjoy the lively atmosphere. After dinner, take a moonlit walk on the beach.
Bedtime
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Farewell Charleston
Morning
Enjoy a final breakfast at Husk and take a leisurely walk through the historic streets of Charleston, soaking in the charm of the city.
Afternoon
Depart for Charleston and have a farewell lunch at The Obstinate Daughter on Sullivan's Island. Take some time to do any last-minute shopping or visit a favorite spot.
Evening
Conclude your trip with a memorable dinner at Halls Chophouse, where you can relive the highlights of your Charleston and Hilton Head experience.
Bedtime
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