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Charleston's Historical Hikes and Lowcountry Bites: A Day of Trails and Tastings

Charleston's Historical Hikes and Lowcountry Bites: A Day of Trails and Tastings Itinerary

Last updated: 2024 Jun 14

Historical Marvels and Culinary Beginnings

Morning
Begin your Charleston journey with a delightful breakfast at Hominy Grill, known for its southern comfort food. Afterward, take a Charleston Historic Downtown Food Tour with Tastings to get a savory introduction to the city's culinary scene while also exploring the historic downtown area.
Afternoon
For lunch, savor the seafood at Fleet Landing Restaurant & Bar, which offers a waterfront dining experience. Post-lunch, visit the iconic Charleston City Market to browse through local crafts and goods, immersing yourself in the vibrant market atmosphere.
Evening
As the sun sets, enjoy a sophisticated dinner at The Macintosh, known for its innovative American cuisine. Cap off the evening with a Sip History in a Secret Speakeasy experience, where you'll enjoy handcrafted cocktails in an exclusive setting, learning about Charleston's prohibition-era history.
Bedtime
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Charleston Historic Downtown Food Tour with Tastings

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Charleston City Market

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Mansions, Gardens, and Gourmet Delights

Morning
Fuel up with a breakfast at The Obstinate Daughter, offering a distinctive menu in a charming setting. Afterward, embark on a Charleston Historic City and Southern Mansion Combo Tour, visiting architectural marvels and learning about the city's rich history.
Afternoon
Enjoy a leisurely lunch at 82 Queen, housed in a historic building and serving up Lowcountry cuisine. Post-lunch, spend your afternoon at the serene Magnolia Plantation and Gardens, exploring the lush landscapes and the oldest public gardens in America.
Evening
Dine at The Ordinary, a seafood hall and oyster bar known for its fresh catches and raw bar selections. After dinner, take a relaxed stroll along the waterfront at The Battery and White Point Garden, soaking in the views and the gentle sea breeze.
Bedtime
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Visit Charleston Historic City and Southern Mansion Combo Tour in Charleston
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Charleston Historic City and Southern Mansion Combo Tour

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Visit Magnolia Plantation and Gardens in Charleston
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Magnolia Plantation and Gardens

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Pirates, Pubs, and Haunted Tales

Morning
Start with breakfast at Slightly North of Broad (SNOB), offering contemporary Southern cuisine in a sophisticated setting. Post-breakfast, engage in a Charleston Self Guided Pirate Escape Scavenger Hunt, exploring the city's pirate history in an interactive and entertaining way.
Afternoon
For lunch, head to Leon's Oyster Shop for a casual yet delectable experience. Afterward, visit the Old Exchange & Provost Dungeon for a guided tour, delving into the fascinating history of this colonial building and its role in American independence.
Evening
Enjoy a memorable dinner at FIG, known for its seasonal cuisine and Mediterranean-inspired dishes. Cap off the night with the Charleston Small-Group Ghost Walking Tour at Night, where you'll hear spine-tingling tales of the city's haunted past while exploring its eerie alleys and hidden corners.
Bedtime
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Visit Charleston Self-Guided Pirate Escape Scavenger Hunt in Charleston
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Carriages and Trails: A Day of Elegance and Nature

Morning
Begin with a classic Charleston morning at Charleston City Market, where you can also enjoy a breakfast at Callie's Hot Little Biscuit. Afterward, take a Charleston 1-Hour Carriage Tour of the Historic District to experience the city's charm and history in an elegant, guided fashion.
Afternoon
For lunch, head to The Grocery for a farm-to-table experience. Post-lunch, enjoy a serene afternoon at Caw Caw Interpretive Center, exploring the Lowcountry's marshy landscapes and diverse wildlife through hiking trails and boardwalks.
Evening
Dine at Cru Cafe, a quaint spot known for its French-inspired cuisine and intimate setting. Conclude your day with a visit to Charleston Luxury Harbor Dinner Cruise, where you can enjoy a sumptuous meal with live music and the glittering lights of the harbor as your backdrop.
Bedtime
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Charleston City Market

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Charleston 1-Hour Carriage Tour of the Historic District

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Southern Elegance and Waterfront Wonders

Morning
Indulge in a sumptuous breakfast at Magnolias, a classic Charleston restaurant known for its refined Southern fare. Post-breakfast, visit the historic Aiken-Rhett House for a guided tour, stepping back in time to explore the preserved rooms and learn about the lives of the enslaved individuals who worked there.
Afternoon
For lunch, enjoy the casual ambiance and creative dishes at Xiao Bao Biscuit. Afterward, take a Charleston Daytime or Sunset Historic Harbor Cruise to witness the city's stunning skyline and notable landmarks from the water, gaining a new perspective on Charleston's beauty.
Evening
Dine at Husk, a celebrated restaurant that focuses on Southern ingredients and traditional recipes. After dinner, take a leisurely walk at Charleston Waterfront Park, admiring the fountain and the Cooper River views under the night sky.
Bedtime
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Visit Aiken-Rhett House in Charleston
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Aiken-Rhett House

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Trails, Tales, and Lowcountry Trails

Morning
Embark on a morning of exploration with a hearty breakfast at Callie's Hot Little Biscuit, where the biscuits are a local favorite. Afterward, head to the nearby Caw Caw Interpretive Center for a nature walk, immersing yourself in the Lowcountry's marshy landscapes and diverse wildlife.
Afternoon
For lunch, enjoy the laid-back atmosphere and Asian-inspired dishes at Xiao Bao Biscuit. Post-lunch, visit the historic St. Michael's Church and St. Philips Church, known for their architectural significance and role in Charleston's history.
Evening
Dine at Chez Nous, a charming French restaurant with a rotating menu of regional dishes. Conclude your day with a leisurely stroll at Rainbow Row, admiring the iconic pastel-colored historic homes that represent Charleston's unique architectural heritage.
Bedtime
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Caw Caw Interpretive Center

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Historical Hikes and Lowcountry Bites: A Day of Trails and Tastings

Morning
Begin your day with a hearty breakfast at Callie's Hot Little Biscuit, a local favorite. Energized, head to Middleton Place, where you can enjoy the morning exploring the stunning gardens and walking the nature trails, immersing yourself in the beauty of the Lowcountry.
Afternoon
For lunch, visit The Grocery for a farm-to-table experience. Afterward, continue your outdoor adventure at Caw Caw Interpretive Center, where you'll discover the history of rice plantations and wander through the preserved wetlands, spotting a variety of bird species and other wildlife.
Evening
Dine at Cru Cafe, a charming spot with a menu inspired by French cuisine. Conclude your day with a leisurely Charleston Small-Group Ghost Walking Tour at Night, where you'll hear the haunted history of the city while strolling through its historic streets and alleys.
Bedtime
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Middleton Place

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Caw Caw Interpretive Center

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