Charmed by Charleston: A Curated Guide to the Holy City's Finest

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Advisor - Chelsea Gambino
Curated By

Chelsea Gambino

  • Charleston

  • Food & Wine

  • City Travel

  • Outdoors

  • Local Culture

  • Foodie

Couple in a courtyard kissing under the lights
Curator’s statement

Charleston, South Carolina, will always hold a piece of my heart—it's where I tied the knot and where every street corner whispers memories of love and laughter. This city is a rare blend of Southern warmth and top-notch eats, making every visit feel like you're coming home to a feast with family. It's no secret spot, but to me, Charleston is magic, a place where past and present mingle in the most beautiful dance. Whether you're wandering its historic streets or savoring its culinary delights, Charleston invites you to make memories that stick, just like mine. It's the perfect backdrop for a weekend filled with discovery and connection.

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Where to stay In Charleston

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Things to do In Charleston

A cafe seating area

Rainbow Row:

Begin your journey at Rainbow Row, the enchanting stretch of pastel-colored homes along East Bay Street. This picturesque landmark epitomizes Charleston's historic charm and vibrant culture.

The Battery and White Point Garden:

Stroll the scenic promenade of The Battery, admiring the majestic antebellum homes overlooking the harbor, and wander through White Point Garden with its ancient oaks, historic statues and cannons.

Charleston City Market:

Immerse yourself in the bustling atmosphere of the Charleston City Market. Wander through the historic market buildings and open-air stalls to discover artisan crafts, local foods, and unique souvenirs.

Magnolia Plantation and Gardens:

Experience the timeless beauty of Magnolia Plantation, where you can explore lush gardens, tour the historic house, and learn about the plantation's history and natural habitat on guided tours.

Wine Blending Class at The Grand Bohemian Hotel:

Elevate your Charleston visit with a wine blending class. This engaging experience offers a hands-on approach to winemaking, allowing you to create your own custom blend.

Kayaking at Shem Creek:

Venture into the serene waters of Shem Creek by kayak for a chance to encounter local wildlife, including playful dolphins, in their natural setting.

The Charleston Tea Garden:

Journey to Wadmalaw Island to visit The Charleston Tea Garden. Tour the lush tea fields and learn about the tea production process, from bush to cup.

Angel Oak Tree:

Marvel at the ancient Angel Oak Tree on John's Island, a living natural monument whose sprawling branches offer a breathtaking sight and a tranquil retreat.

King Street Shopping:

Dive into Charleston's vibrant shopping scene on King Street. This bustling district features an array of boutiques, antique shops, and eateries, catering to diverse tastes and interests.

Brewery Tour:

Experience Charleston's thriving craft beer scene with a brewery tour. Visit local breweries like Holy City Brewing, Westbrook Brewing Co., and Edmund's Oast Brewing Co. to sample an array of craft beers and learn about the brewing process from expert brewers. This is a perfect way to enjoy the local flavors and innovative spirit of Charleston's beer community.

Places to eat & drink In Charleston

A custom wine label with a photo of a couple kissing in the street

Breakfast and Brunch:

Virginia's on King: Start your day with a Southern touch at Virginia's on King, known for its Crab Cake Benedict. It's a delightful twist on a classic, combining local flavors with traditional brunch fare. Insider tip: Try their shrimp and grits for a truly Charleston breakfast experience.

Lunch:

Poogan's Porch: For lunch, step into the charm of old Charleston at Poogan's Porch. This beloved eatery, set in a Victorian townhouse, offers Southern classics with a twist. The atmosphere is as inviting as the menu. Don't miss their famous fried chicken or the she-crab soup.

Slightly North of Broad (SNOB): Known affectionately as SNOB, this establishment is a staple for both locals and visitors. With a focus on Lowcountry cuisine, the menu here is a testament to Charleston's rich culinary traditions. The Maverick shrimp & grits is a must-try.

Dinner:

Cannon Green: Dining at Cannon Green is not just a meal; it's an experience steeped in Charleston's historic charm and contemporary flair. Set in a beautifully refurbished trolley warehouse, the ambiance here is both elegant and inviting. Whether you're seated in the stunning courtyard under the stars or inside among the chic decor, Cannon Green is the perfect place for a romantic dinner or a special celebration.

Halls Chophouse: For a dinner you won't forget, Halls Chophouse is a must. This family-owned establishment is renowned for its exceptional steaks, warm hospitality, and live jazz. It's a Charleston institution where every meal feels like a celebration.

5Church Charleston: A unique dining experience awaits at 5Church Charleston, where the ambiance is as compelling as the menu. Located in a historic church, the restaurant offers a modern American menu. The rooftop is an ideal spot for a cocktail before dinner.

Drinks and Desserts:

Pearlz Oyster Bar: For a casual yet vibrant spot, Pearlz Oyster Bar is your go-to for oyster shooters. It's a Charleston rite of passage and a fun way to kick off your evening.

Christophe Artisan Chocolatier: End your day on a sweet note at Christophe Artisan Chocolatier. This spot offers exquisite hand-painted chocolates and French pastries that are almost too beautiful to eat. It's a little piece of Paris in the heart of Charleston.

Need to Know

This guide is part of our ongoing series on travel to Charleston.

Advisor - Chelsea Gambino

Travel Advisor

Chelsea Gambino

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