Exploring Charleston Like a Local: A Weekend Itinerary

January 27, 2025

Charleston isn’t just a destination—it’s an experience that lingers long after you leave. The city’s vibrant mix of history, coastal charm, and local flavors makes it the perfect getaway. If you’re visiting for a weekend, skip the tourist traps and immerse yourself in Charleston’s authentic heartbeat with this thoughtfully curated itinerary.

a person carrying their passport and luggage

Day 1: Friday Evening – Settle In and Savor the Night 


Arrive in Charleston and make The Iris Charleston your home away from home. Centrally located and designed with comfort and style in mind, this boutique luxury apartment hotel is ideal for unwinding after your travels.


Dinner: Leon’s Oyster Shop

Kick off your weekend with a meal at Leon’s Oyster Shop, where locals gather for fresh oysters, crispy fried chicken, and a lively atmosphere. Grab a seat outside under twinkling lights and pair your meal with their signature frozen G&T—it’s as refreshing as the evening breeze.



Nightcap: The Belmont

End your night at The Belmont, a cozy cocktail bar with vintage decor and a relaxed vibe. Sip on a carefully crafted old fashioned while planning your adventures for the next day.

a woman wearing a red top is holding a red wine glass

Day 2: Saturday – Dive Into Charleston’s Local Life


Morning: A Leisurely Start

  • Coffee at Island Provisions
    Start your day with a velvety latte or pour-over from Second State Coffee. This unassuming cafe is a favorite among locals for its simplicity and consistently excellent brews.


  • Charleston Farmers Market
    Head to Marion Square to explore the bustling Charleston Farmers Market. From freshly baked pastries to handmade crafts, this vibrant market captures the essence of the city. Grab a snack or just enjoy the energy of the community coming together.


Midday: Southern BBQ Done Right

  • Lunch at Rodney Scott’s BBQ
    Dive into award-winning whole-hog barbecue at Rodney Scott’s, where smoky, slow-cooked meats are the star. Try the pulled pork plate with a side of mac and cheese—it’s pure comfort on a plate.


Afternoon: Historic Charm and Waterfront Views

  • Wander Through the Historic District
    Stroll through the cobblestone streets of Charleston’s Historic District, where each turn reveals stately homes, wrought iron gates, and blooming window boxes. Rainbow Row’s pastel houses are a must-see and make for the perfect photo backdrop.


  • The Battery and Waterfront Park
    Follow the trail to The Battery, a promenade with breathtaking views of the harbor and historic mansions. Relax by the Pineapple Fountain at Waterfront Park, soaking in the city’s warm, welcoming spirit.


Evening: Elevated Southern Dining

  • Dinner at Legami
    For an unforgettable dining experience, reserve your table at
    Legami, the newest Italian gem on King Street. With its chic ambiance and a menu that seamlessly blends traditional Italian flavors with modern culinary artistry, Legami is more than just a meal—it's an experience. 
waiter is serving food

Day 3: Sunday – A Relaxed Farewell

Morning: A Coastal Brunch

  • Brunch at Sullivan's Seafood & Bar
    Take a short drive to Sullivan’s Island for brunch at Sullivan's Seafood & Bar. This cozy spot blends coastal and Southern flavors, serving standout dishes like shrimp and grits or their signature Geechie frites.


Midday: Sun and Sand

  • Beach Time on Sullivan’s Island
    After brunch, stroll down to Sullivan’s Island Beach. With its serene, family-friendly vibe, this beach is perfect for soaking up the sun or walking along the shore. Keep an eye out for the historic Sullivan’s Island Lighthouse.


Afternoon: Last-Minute Charleston Finds

  • King Street Shopping
    Before heading home, spend some time on King Street, Charleston’s premier shopping district. Browse unique boutiques, art galleries, and antique shops for one-of-a-kind finds that will remind you of your weekend adventure.
a brunch table is set up

Explore Like a Local, Relax Like a Guest

Charleston is a city of contrasts: lively yet laid-back, historic yet modern, coastal yet cosmopolitan. Staying in one of the suites at The Iris offers a retreat that mirrors the city’s unique character—an inviting blend of comfort and sophistication.


This itinerary isn’t just about seeing Charleston; it’s about feeling its rhythm, tasting its flavors, and embracing its charm. So pack light, bring your appetite, and let Charleston leave its mark on you.

a towel swan at a hotel bed
By undefined February 4, 2025
Friday Evening: A Warm Charleston Welcome Check into Superior Suite at The Iris , a boutique luxury apartment hotel designed for couples seeking privacy and comfort. Its modern aesthetic and personalized touches create a serene atmosphere, making it the perfect retreat to start your weekend. Freshen up, sip on a welcome glass of wine, and get ready to explore. Start your romantic getaway with dinner at Halls Chophouse , where exceptional steaks and live music pair perfectly with candlelight. Be sure to make reservations, as this iconic Charleston spot fills up fast! Afterward, take a moonlit walk along the King Street District , wher e boutique storefronts and charming architecture provide a magical evening backdrop.
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