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Overview
Immerse yourself in Charleston’s enchanting mix of Southern elegance and coastal charm with this 6-day itinerary. From rooftop toasts to beach vibes, historic tours, and spa indulgence, this getaway balances sophistication with plenty of laid-back fun. Perfect for a crew of girlfriends looking to explore the Holy City in style while creating unforgettable memories.
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Highlights
- Historic walking tours through Charleston’s elegant streets.
- Relaxation at luxurious spas combined with chic beachfront lounging.
- Champagne harbor cruises and dolphin spotting.
- Gourmet Southern dining and boutique shopping.
- Custom experiences like yoga or candle-making for a personalized touch.
Itinerary
Morning & Afternoon:
Arrive in Charleston and settle into your lavish boutique hotel. Kick off your trip with Southern bites and coffee at Callie’s Hot Little Biscuit before strolling King Street for chic shopping and photo ops.
Evening:
Elevate your first night with refreshing rooftop cocktails at The Citrus Club or The Vendue Rooftop, soaking in the picturesque city views. Then, head to Husk, a legendary spot for Southern cuisine served in a dreamy, historic home.
Highlights:
- Stylish arrival with Southern hospitality.
- Shopping along Charleston’s most iconic street.
- Rooftop cocktails followed by a fine-dining experience.
Accommodation: Hotel Bennett or similar luxury boutique property.
Morning & Afternoon:
Start your day with a guided walking tour of Charleston’s landmarks, including Rainbow Row, The Battery, and charming antebellum homes framed by centuries-old oaks. Refuel with lunch at Poogan’s Porch, located in a beautifully preserved Southern house.
Enjoy a boutique shopping crawl along King Street, with must-visits like Hampden Clothing and Candlefish. End the afternoon with postcard-perfect photos at Pineapple Fountain and White Point Garden.
Evening:
Savor dinner at Chez Nous or The Darling Oyster Bar, both known for their cozy charm and flavorful lowcountry menus.
Highlights:
- A walking tour through Charleston’s historic beauty.
- Curated boutique shopping and Southern-style treats.
- Golden hour photo moments at iconic landmarks.
Accommodation: Hotel Bennett or similar luxury boutique property.
Morning & Afternoon:
Begin the day with a pampering spa session at your hotel or a luxury day spa like Hotel Bennett, featuring facials, massages, and steam room escapes. Afterward, head to Folly Beach or Isle of Palms for some sun-soaked relaxation. Opt for a curated beach picnic with shade and bubbly for added indulgence.
Evening:
Enjoy coastal vibes at The Obstinate Daughter, a beachfront spot perfect for seafood lovers. Don’t miss the famed rosé slushies at The Co-Op during happy hour.
Highlights:
- Morning indulgence with relaxing spa treatments.
- A breezy afternoon on Charleston’s gorgeous beaches.
- Beachside dining and iconic drinks at sunset.
Accommodation: Hotel Bennett or similar luxury boutique property.
Morning & Afternoon:
Fuel up with a delicious Southern brunch at Millers All Day, offering biscuits, mimosas, and a chic atmosphere. Afterward, board a harbor cruise for dolphin spotting, views of the Ravenel Bridge, and relaxation on the water.
Treat yourself to a sweet post-cruise indulgence at Off Track Ice Cream and enjoy free time exploring Charleston’s local galleries or shopping for handmade treasures.
Evening:
Close out the day with group dinner at Fig or High Cotton, both known for their upscale takes on Lowcountry classics.
Highlights:
- Dolphin spotting and ocean breezes on a harbor cruise.
- Relaxed shopping or gallery browsing in stylish surroundings.
- Fine dining with a Southern flair in a cozy group setting.
Accommodation: Hotel Bennett or similar luxury boutique property.
Morning & Afternoon:
Celebrate your penultimate day with your own style of adventure! Choose from beach yoga paired with a curated picnic, an art walk through Charleston’s galleries and gardens, or candle-making workshops. Not ready to slow down? Head for boutique shopping or enjoy a refined wine tasting.
Evening:
Celebrate your final dinner at 82 Queen, where private garden dining and Southern specialties set the scene. Raise a toast to friendship and your enchanting Charleston escape.
Highlights:
- Customized experiences tailored to your crew’s vibe.
- Indulgent final-day brunches, yoga, or shopping.
- A picture-perfect dinner under the stars.
Accommodation: Hotel Bennett or similar luxury boutique property.
Morning:
Start your departure day with breakfast at Harken Café or Clerks Coffee Company for a light, local sendoff. Stop by Cosanti Windbells or snag Charleston rice beads as a handcrafted keepsake of your Southern escape.
Afternoon:
Transfer to the airport, leaving Charleston’s charm behind but carrying memories and fresh adventures to share.
Highlights:
- Final light breakfast with Southern flavors.
- Unique souvenirs for timeless Charleston vibes.
- Easy transition from historic charm to fond farewells.
Includes / Excludes
Cost Includes
- Accommodations: 5 nights at a luxury boutique hotel in Charleston.
- Activities: Suggestions for guided tours, chic outings, and relaxation experiences.
- Meals & Drinks: Curated dining options and playful lowcountry flavors.
- Transportation: Convenient transfer and walking-friendly routes.
Cost Excludes
- Flights to/from Charleston.
- Specialty tours, spa treatments, or excursions.
- Additional meals, drinks, or boutique finds.
- Tips for service staff, guides, or drivers.
- Personal souvenirs and custom mementos.
