Overview
With its captivating culture, storied history, stunning architecture, and renowned culinary scene, Charleston has earned its place as one of America’s most beloved destinations. There’s no better time to experience the charm of the Holy City than just before the holidays when the air is crisp and the festive spirit fills the streets. Join us for an unforgettable journey that offers a true insider’s view of Charleston. Enjoy a scenic carriage ride through its historic streets, explore the stunning Middleton Plantation, and take in the beauty of Wadmalaw Island. Immerse yourself in Charleston’s elegance, from private gardens and world-class dining to rich cultural heritage and the holiday magic that fills the air. This trip will delight all your senses, blending the city’s timeless allure with the season's enchantment.
Highlights
Take a holiday walking tour through Charleston’s historic district
Learn about the historical significance of Middleton Plantation
Dine at some of Charleston’s best restaurants
Wander the tree-covered lanes of Wadmalaw Island
Explore historic downtown Charleston with an engaging guide, a beautiful horse and a comfortable carriage
Enjoy a special evening at the historic Edmondston-Alston House
Itinerary
Here's a day-by-day itinerary of the trip. Press the "<" and ">" buttons below to scroll through each day.
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You'll Be Staying Here
The Spectator Hotel
Steeped in history and southern charm, the Spectator Hotel offers a unique stay in the heart of Charleston's Historic District. Offering the best address in Charleston’s bustling historic district, this hotel evokes the exuberance of the Jazz Age and the genteel glamour of the Old South. Step inside the sophisticated boutique jewel and discover why, year after year, they are recognized among Charleston’s top hotels.
Hosts
Stacia Whitney
Stacia is a dedicated trip leader with a knack for creating seamless and memorable travel experiences. A self-proclaimed foodie, she finds joy in exploring local markets and discovering how food connects to a destination’s culture. Her passion for travel goes beyond places—she thrives on building connections with the people she meets along the way.
With a solid foundation of experience, Stacia is known for her warmth, organization, and ability to make every traveler feel welcome. By the end of each journey, she’s not just a guide but a friend, ensuring every trip is as meaningful as it is enjoyable.
The Holy City
Charming Charleston
Charleston offers a captivating mix of luxury, warmth, history, and friendly hospitality, made even better by its rich Lowcountry culture and delicious cuisine. During the holiday season, the city's beautiful architecture is adorned with the joyous spirit of Christmas, making it even more magical and inviting.
What's Included
What's Included
All meals (except where indicated), including beer & wine with dinner
Christmas on the Battery carols at the Edmondston Alston House
All in city transport when needed, except during free time
Farm-to-table dining experience at a local restaurant
Private horse and carriage ride through Charleston
Private tour of the Joseph Manigault House
All entrance fees included in the itinerary
Private tour of the Charleston Museum
Private walking tour of Charleston
Accommodation at a 5-star hotel
Expert Guides and Trip Leaders
Private bus tour of Charleston
Visit to Wadmalaw Island
Visit to Charleston Tea Garden
Visit to Middleton Place
What's Not Included
Additional wine, beer, or spirits beyond what is offered at meals.
Travel and Medical Insurance (required)
Roundtrip airfare to Charleston
All personal souvenir purchases
Spa treatments
Airport transfers
FAQs
When should I arrive?
The trip officially starts on the afternoon of December 2nd, so make your travel arrangements to Charleston accordingly. If you'd like time to relax in Charleston before the trip starts, book your room for an extra night on the Add-on section of our website.
Otherwise, plan to be settled into the hotel and ready to meet the group by 4 pm.
What should I pack?
We will have a Zoom call about 8-10 weeks before the trip starts to discuss all that information and give you a packing list. Here is a great website we love that will help you with packing and travel trips.
What's will the weather be like?
The weather in Charleston in December is usually lovely. You can expect daytime temperatures in the mid-60°Fs (approx 17°C-18°C) with lows in the evening of 50°F (10°C).
What is the activity level of this trip?
We require that everyone traveling with Girls' Guide be able to comfortably walk 3–5 miles per day unassisted, and without difficulty, can navigate stairs, uneven streets or paths, and occasional steep terrain. Most of our trips require this level of physical mobility and fitness, especially when visiting historic towns and landmarks where vehicle access is limited and walking often offers the best experience.
Additionally, some of the 4 and 5-star boutique or historic hotels we stay in do not have elevators and may require climbing stairs to get to your room or access other facilities in the hotel.








