United States

Charming Charleston & Savannah for the Holidays

Charleston & Savannah: where Christmas magic meets Southern charm!

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Overview

With its fascinating culture, stunning architecture, and renowned culinary scene, Charleston has earned its place as one of America’s beloved destinations. Just down the coast, Savannah offers its own irresistible charm, with moss-draped oaks, beautiful historic squares, and a rich culinary tradition. There’s no better time to experience these enchanting Southern cities than just before the holidays, when the air is crisp and festive spirit fills the streets. Join us for an unforgettable journey that offers a true insider’s view of Charleston and Savannah. Enjoy a scenic carriage ride through Charleston’s historic streets, explore the stunning Middleton Plantation, and take in the beauty of Wadmalaw Island before continuing south to Savannah. Along the way, we'll toast over memorable meals, discover private gardens and historic homes, learn the secrets of Southern cooking, and experience Savannah’s unique holiday magic—including a delightfully spooky Christmas tour. Won't you join us as we uncover the history, flavors, and character of two of the South’s most captivating cities, all wrapped in the enchantment of the season?

Highlights

Explore historic downtown Charleston with an engaging guide, a beautiful horse and a comfortable carriage

Explore historic downtown Charleston with an engaging guide, a beautiful horse and a comfortable carriage

See the streets of Savannah in a whole new light on a Spooky Christmas Tour

See the streets of Savannah in a whole new light on a Spooky Christmas Tour

Tie on your apron for a Southern cooking class

Tie on your apron for a Southern cooking class

Dine at some of Charleston and Savannah’s best restaurants

Dine at some of Charleston and Savannah’s best restaurants

Wander the tree-covered lanes of Wadmalaw Island

Wander the tree-covered lanes of Wadmalaw Island

Enjoy a special evening at the historic Edmondston-Alston House

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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Welcome to Charleston

Day 1: Wednesday, December 1, 2027

Arrive in Charleston and take a taxi to the stylish Spectator Hotel, located at the desirable corner of City Market and the historic French Quarter. It offers a unique boutique experience, blending Southern charm with Jazz Age flair. 

Settle in, explore the neighborhood, or simply relax and enjoy the hotel's charming atmosphere. We'll gather in the early evening for a meet-and-greet and a welcome toast in the hotel bar. 

Then, we're off to dinner at Tempest, an elegant eatery offering seasonal, locally sourced seafood delicacies and a robust wine list. 

Included

Welcome drinks

Dinner

Not Included

Airport transfer

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Charleston - History Tours

Day 2: Thursday, December 2, 2027

After breakfast, we'll start the day with a private guided tour of Charleston, where we'll discover the traditions and stories of the city’s rich history and colorful past. 

The tour will highlight vibrant neighborhoods, historic sites, architecture, and art, including Rainbow Row, White Point Garden, and some of Charleston’s most beautiful churches. We'll visit the Four Corners of Law and The Battery while viewing private neighborhoods dressed in their holiday finery.

We'll stop for some gourmet comfort food at one of Charleston's many quaint cafes. After lunch, you'll have the rest of the afternoon to discover more of Charleston on your own time. 

Before dinner, we'll take a private bus tour of historic downtown Charleston to uncover its secrets. We'll weave through cobblestone streets, past grand antebellum mansions, and under moss-draped live oaks as hidden stories come alive at every turn. Prepare for a truly memorable journey through time.

Dinner tonight will be at one of Charleston's favorite restaurants, S.N.O.B., an eclectic bistro serving up authentic lowcountry cuisine. 

Included

All meals

All activities & tours

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Historic Houses of Charleston

Day 3 : Friday, December 3, 2027

We'll start the day with a delicious breakfast, then explore Charleston's rich history with a private, behind-the-scenes tour of the Charleston Museum.

Next, we'll journey back in time with a tour of the opulent Joseph Manigault House, marveling at its architectural grandeur and glimpsing the lives of its former inhabitants.

We'll savor a delectable lunch at 39 Rue de Jean, where we can indulge in French-inspired dishes in a charming courtyard.

Later, take some free time to explore at your own pace. Wander through Charleston's quaint streets, browse unique shops, or relax and soak in the city's atmosphere.

As dusk settles, we'll experience a unique holiday event at the Edmondston-Alston House: "Christmas on the Battery." Featuring carols, candlelight, and Gullah Christmas stories, we'll be transported to a festive bygone era. 

Later, we'll sit down for a meal of fresh seafood at Amen Street Fish & Raw Bar. Treat yourself to one of their many delicious dishes featuring the bounty of the Lowcountry coast in a contemporary, lively setting.

Included

All meals

All activities & tours

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Wadmalaw Island

Day 4: Saturday, December 4, 2027

We'll start the day with a delicious breakfast at our hotel, fueling up to explore coastal gems. Our friendly guide will then whisk us to Middleton Place, a National Historic Landmark that's home to the oldest landscaped gardens in America.

Next, we'll drive to Wadmalaw Island. You'll be awestruck by the majestic Angel Oak, a centuries-old live oak draped in Spanish moss, a true symbol of the South. 

Our island journey continues to the Charleston Tea Garden, a lush, tranquil estate that's the only large-scale tea plantation in North America. We'll learn about the tea-making process and sip freshly brewed blends right where the leaves are grown.

As the sun sets, we'll return to our hotel and freshen up for a memorable evening. At the acclaimed Magnolias, we'll dig into a culinary feast of Southern comfort foods.

Included

All meals

All activities & tours

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Charleston - Food Tour & Carriage Ride

Day 5: Sunday, December 5, 2027

Savor a leisurely morning before the day kicks off. 

Mid-morning, we'll set out for a delicious glimpse into this city's culinary richness with a farm-to-table walking food tour, exploring historic streets, sampling locally sourced specialties, and learning about the Lowcountry’s distinctive culinary traditions. 

Later, we'll relish one of the city’s most classic experiences with a horse-drawn carriage ride through Charleston’s historic district. As we clip past grand homes and centuries-old streets, our guide will share stories of the people and events that shaped this captivating city.

Dinner tonight is at Circa 1866, a charming, laid-back French restaurant. But don't be fooled; their service and food are on par with a fine dining establishment, just without all the fuss.

Included

All meals

All activities & tours

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Savannah - Walking Tour

Day 6: Monday, December 6, 2027

Today, we trade Charleston’s cobblestones for Savannah’s moss-draped lanes as we make our way south to Georgia’s famously enchanting coastal city. After checking out and driving about 2 hours south, we'll arrive in the "Hostess City of the South".

Our home for the next few nights is the Hamilton-Turner Inn, a beautifully restored 19th-century mansion in the heart of Savannah’s historic district. It has a rich history of being a hotspot for socializing in Savannah and is the perfect base for us as we explore!

Settle in before lunch at Vic’s on the River, where Southern cooking comes with a side of Savannah history and sweeping views toward the river. 

Then, we'll head out on a walking tour to uncover the character of the historic district, passing leafy squares and some of the city’s most storied corners. Instead of simply seeing Savannah, we’ll really dive in and learn the stories that make it so intriguing.

Tonight we have a reservation at the Olde Pink House, one of Savannah’s most recognizable eateries set within an 18th-century mansion. What a wonderful spot for our first evening in the city.

Included

All meals

All activities & tours

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Savannah - Cooking Class & Spooky Christmas Tour

Day 7: Tuesday, December 7, 2027

Savannah has a wonderfully quirky side, and today we’ll experience it through food, art, history, and a little bit of the supernatural. 

We'll begin with a hands-on cooking class at Darin’s, where we’ll gather around the kitchen to prepare a meal inspired by the flavors of the South. It’s a relaxed, social way to connect with the region and enjoy the satisfaction of sitting down to something we helped create.

Next, we'll step inside the Davenport House Museum, a beautifully preserved historic home that offers us an intimate peek into Savannah life in the 19th century. 

As evening arrives, our final dinner at Alligator Soul takes us below street level into one of Savannah’s hidden gems. Set in a historic basement, the restaurant is known for its creative (and sometimes adventurous) Southern-inspired fine dining.

After dinner, we'll keep the evening rolling with a Spooky Christmas Tour, when Savannah’s famously haunted history takes on a festive twist. With tales of ghosts, legends, and mysterious happenings along the way, it’s a wonderfully supernatural way to end the day.

Included

All meals

All activities & tours

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Departure Day

Day 8: Wednesday, December 8, 2027

After a hearty breakfast, we’ll say our goodbyes and send happy holiday wishes, promising to stay in touch with our new friends. Your guide will be available to help arrange a taxi to the airport based on your flight time.

May the spirit and joy of the holidays linger with you wherever you're headed next.

Included

Breakfast

Not Included

Airport transfer

You'll Be Staying Here

The Spectator Hotel

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. 

 Hamilton-Turner Inn

Hamilton-Turner Inn

Step into Savannah’s long-standing social history at the Hamilton-Turner Inn, a beautifully restored 19th-century mansion tucked into the heart of the city. With its gracious Southern character and intimate feel (only 17 rooms!), it offers a charming place to slow down and settle into Savannah.

Hosts

Erika Mortell-Mason

Erika Mortell-Mason

Erika is originally from Vancouver, Canada and now lives in Montreal after spending 14 years in Honduras. She has a deep love for travel, the outdoors, food, exploring new cultures, and especially being on or near the water. With a degree in finance and a background in hospitality, she brings both organization and care to her role as the concierge and trip planner for Girls’ Guide to the World.

Price

Private Room

Private Room

Everyone gets their own fabulous room!

$10,995

Shared Room

Shared Room

Share a room with a friend or family member

$9,395

Two enchanting Southern cities, one unforgettable holiday escape

Charming Charleston & Savannah

Charleston and Savannah offer a captivating pairing of Southern elegance and Lowcountry culture. During the holiday season, both cities take on an extra touch of magic as twinkling lights and festive decorations bring their beautiful historic settings to life.

Charming Charleston & Savannah

What's Included

What's Included

All meals (except where indicated), including beer, wine, or cocktails with dinner

Christmas on the Battery carols at the Edmondston Alston House

All transportation during the trip (except where indicated)

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

Spooky Christmas Tour in Savannah

Private walking tour of Charleston

Southern cooking class at Darin's

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

Walking tour of Savannah

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

The trip officially starts on the afternoon of December 1, 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.

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.

The weather in Charleston and Savannah in December is usually lovely. Expect daytime temperatures in the mid-60s°F (approx 17°C-18°C), with evening lows around 50°F (10°C). 

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. 

Visit our Frequently Asked Questions (FAQ) page to see answers to most other questions about traveling with Girls' Guide to the World. 

Inquire about this trip

Charming Charleston & Savannah for the Holidays

United States· Departs on December 1, 2027 · 8 Days

$10,995/pp