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Southern Charm: 5-Day Road Trip from Bonita Springs, FL to Barefoot Beach, SC Itinerary

Last updated: 2024 Jun 14

Historic Charleston & Culinary Delights

Morning

Start your day with a delightful breakfast at Hominy Grill, known for its southern comfort food. Afterward, embark on a Charleston Historic City Highlights Guided Bus Tour to get an overview of the city's rich history and architecture.

Afternoon

For lunch, head to 167 Raw for a taste of the freshest seafood. Afterward, visit the iconic Charleston City Market to explore local crafts and goods. Then, take a Charleston Haunted Carriage Evening Tour to discover the city's spooky side.

Evening

Enjoy a sophisticated dinner at The Macintosh, known for its innovative cuisine. Afterward, experience the city's nightlife at Sip History in a Secret Speakeasy.

Bedtime

Find amazing hotels in Charleston, South Carolina.

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Charleston Historic City Highlights Guided Bus Tour

4.62

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Charleston City Market

4.67

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Charleston Haunted Carriage Evening Tour

4.70

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Sip History in a Secret Speakeasy Cocktail Class

4.80

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Plantations & Wine Tasting

Morning

Indulge in a delightful breakfast at The Obstinate Daughter on Sullivan's Island. Then, embark on a From Charleston Boone Hall Plantation Day Trip by Bus to explore the beautiful grounds and learn about the area's history.

Afternoon

For lunch, savor the flavors of the South at Husk. Afterward, enjoy a Charleston Wadmalaw Island Wine Tasting and Tea Garden Trip to experience the local wine culture.

Evening

Dine at the elegant Peninsula Grill, known for its romantic ambiance and exquisite cuisine. End the evening with a leisurely stroll at the The Battery and White Point Garden.

Bedtime

Find amazing hotels in Charleston, South Carolina.

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Charleston Boone Hall Plantation Entry & Tour w/ Transport

4.38

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Charleston Wadmalaw Island Wine Tasting and Tea Garden Trip

4.90

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The Battery and White Point Garden

4.79

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Harbor Cruise & Ghostly Encounters

Morning

Start your day with a delicious breakfast at The Darling Oyster Bar. Then, embark on a Charleston Daytime or Sunset Historic Harbor Cruise to enjoy the scenic views of the harbor.

Afternoon

For lunch, head to Leon's Oyster Shop for a casual seafood experience. Afterward, take a Charleston 90-Minute Ghost and Dungeon Walking Tour to uncover the city's haunted history.

Evening

Enjoy a waterfront dinner at Fleet Landing Restaurant & Bar, known for its fresh seafood and harbor views. Afterward, take a Charleston Sunset Harbor Cruise for a magical end to the day.

Bedtime

Find amazing hotels in Charleston, South Carolina.

Popular

Charleston Daytime or Sunset Historic Harbor Cruise

4.53

click to access prices

Popular

Charleston 90-Minute Ghost and Dungeon Walking Tour

4.23

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Popular

Charleston Sunset Harbor Cruise

4.78

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Historic Churches & Culinary Exploration

Morning

Enjoy a hearty breakfast at Butcher & Bee. Then, embark on a Charleston Citadel History Professor Guided Walking Tour to learn about the city's military history.

Afternoon

For lunch, head to Halls Chophouse for a classic steakhouse experience. Afterward, visit the historic St. Michael's Church and Circular Congregational Church.

Evening

Dine at The Ordinary, known for its exceptional seafood. Afterward, take a Charleston 3-Hour Secret Food Tour to explore the city's culinary scene.

Bedtime

Find amazing hotels in Charleston, South Carolina.

Popular

Charleston Citadel History Professor Guided Walking Tour

5.00

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St. Michael's Church

4.85

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Circular Congregational Church

4.68

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Charleston 3-Hour Secret Food Tour

4.60

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Museums & Lowcountry Farewell

Morning

Start your day with a delicious breakfast at FIG. Then, visit the Charleston Museum to learn about the city's history and culture.

Afternoon

For lunch, head to Magnolias for a taste of Lowcountry cuisine. Afterward, explore the Middleton Place, known for its beautiful gardens and historic house.

Evening

End your Charleston adventure with a farewell dinner at Slightly North of Broad (SNOB), known for its upscale Southern cuisine. Reflect on your trip and savor the memories of the charming city.

Bedtime

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