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Experience the stories that shaped a nation.
3-Day Charleston Sip, Shop & Southern Charm Girls’ Getaway
Available Year Round | Starting from $3,431 per Guest
Charleston is the kind of place that feels made for a girls’ getaway. Over three easygoing days, you’ll settle into the rhythm of the Holy City with charming streets, stylish boutiques, and plenty of moments to raise a glass together. Ride through historic neighborhoods by private carriage, spend an afternoon sipping and shopping along Charleston’s lively streets, and uncover the city’s mysterious side after dark. With private transportation, thoughtful pacing, and just the right mix of fun and relaxation, this getaway is all about laughter, connection, and enjoying Charleston’s Southern charm together.
This is a suggested itinerary – we can customize based on your preferences.
What Our Expert Designer Loves About This Experience?
Day One – First Impressions, Charleston Style
Your Charleston story begins with a smooth private transfer from the airport into the heart of the Holy City. Once settled, step into one of the city’s most iconic traditions. A private horse and carriage ride carries you through historic neighborhoods where pastel facades, hidden gardens, and church steeples tell centuries-old stories. With a knowledgeable coachman guiding the way, you’ll pass grand mansions, quiet residential streets, and lively commercial corners, all at an unhurried pace. Bottled water and cozy blankets add comfort as you take it all in. It’s a graceful introduction to Charleston and the perfect way to get your bearings.
Experience Highlights
- Private Horse & Carriage Ride through Historic Charleston
Day Two – Boutique Finds by Day, Ghost Stories by Night
Today blends Charleston’s polished charm with its mysterious side. Late morning brings a Sip ‘N Shop walking experience along King Street, led by a local expert who knows exactly where style meets story. Begin with margaritas and shared bites, then wander between thoughtfully chosen boutiques, enjoying sips along the way as conversation flows and bags slowly fill. After dinner plans are set, the evening takes a dramatic turn. Once night falls, a private after-dark ghost ride reveals a different Charleston. From graveyards to historic homes, eerie tales and folklore unfold from the comfort of your vehicle. Southern storytelling shines after sunset.
Experience Highlights
- Sip ‘N Shop Walking Experience
- Private After-Dark Ghost Tour
Day Three – A Thoughtful Goodbye
Your time in Charleston comes to a graceful close with space to linger. Enjoy a final stroll through the historic streets, a relaxed breakfast, or a quiet moment taking in the city’s elegant architecture before departure. When it’s time to go, a private transfer brings you to the airport with ease, closing the experience as seamlessly as it began. You leave with a sense of Charleston’s rhythm, its warmth, and its layered stories. It’s a city that stays with you, long after you’ve said goodbye.
Hotel Bennett
Price Starts at $1,999*
Nestled in the heart of historic downtown Charleston, Hotel Bennett combines deep-rooted tradition with European-inspired architecture and Southern charm. Steps from the vibrant King Street, it offers a gateway to the city’s culture and class. Guests enjoy luxurious rooms, exceptional dining, and a rooftop with stunning views. Start mornings with coffee and pastries on the terrace, unwind at the urban spa and end the day with a rooftop sunset aperitif.
Hotel Amenities
Amenities
- Restaurant
- Fitness Center
- Bar
- Concierge
- Rooftop Pool
- Spa
Hotel Location
The Spectator Hotel
Price Starts at $1,999*
A unique blend of exclusive adventures and tailored experiences – The Spectator Hotel captures the essence of luxury and personalized service from the moment you arrive. Situated where the City Market meets the historic French Quarter, this boutique hotel stands out with its sophisticated charm. It blends the warm grace of Southern hospitality with the vibrant flair of the Jazz Age, offering a truly unique and inviting atmosphere.
Hotel Amenities
Amenities
- Butler Service
- Fitness Center
- Valet Parking
- In-Room Breakfast
- Wi-Fi
- Bar
Hotel Location
More Information
- This experience is offered year-round, seven (7) days a week. Select holidays may not be available.
- You can customize the starting location of the tours to fit your schedule.
- All stops, timing and inclusions of the tours are dependent on traffic and weather conditions.
- Cost of meals not included.
- Hotel accommodations available for an additional charge.
- Want to see something specific? We love to personalize our tours to suit your specific interests and passions!
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Quote from Our Travelers
“I gave my client a call to get feedback on the trip and she said they had a fabulous time! I understand you had to pivot on Saturday because of rain and it still worked out to be a great day. I want to thank you both for your help making this a successful trip!!! I really appreciate your help and professionalism.”
2023 - Michele Vogel
