United States·December 3 - 8 2024

Charming Charleston for the Holidays

Charleston: Where Christmas Magic Meets Southern Charm!

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Overview

With its vibrant culture, rich history, exquisite architecture, celebrated dining scene, and friendly locals, it’s no wonder Charleston has become one of America’s best-loved travel destinations. And there is no better time to visit the Holy City than just before the holidays when temperatures are still mild. Join us for a trip that showcases Charleston from an insider’s perspective. This trip will excite all your senses, from beautiful historic homes to meticulous private gardens, world-class cuisine, rich history, and the festive Christmas spirit that fills the city during the holiday season.

Highlights

Take a holiday walking tour through Charleston’s historic district

Take a holiday walking tour through Charleston’s historic district

Explore the Middleton Plantation

Explore the Middleton Plantation

Dine at some of Charleston’s best restaurants, including the award-winning Fig

Dine at some of Charleston’s best restaurants, including the award-winning Fig

Explore the wonders of Wadmalaw Island

Explore the wonders of Wadmalaw Island

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

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 schedule.

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Charleston

Day 1: Tuesday, December 3, 2024

Fly into Charleston in the morning (or the night before). Make your way to the fabulous Spectator Hotel. The hotel is located at the enviable intersection of the City Market and the historic French Quarter. Here, you’ll discover something of a maverick boutique hotel, evoking southern charm and Jazz Age charisma. 

Settle in and spend some time checking out the neighborhood or relax in the hotel's charming atmosphere. We'll connect early in the evening for a meet and greet with a welcome toast in the hotel bar. 

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

Included

Welcome drinks

Dinner

Not Included

Lunch

Breakfast

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Charleston

Day 2: Wednesday, December 4, 2024

We'll start the day with a private guided tour of Charleston, discovering the traditions and stories of Charleston’s rich history and colorful past. The tour will highlight vibrant neighborhoods, historic sites, architecture, and art, including Rainbow Row, The Battery, 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 will stop for some gourmet comfort food at the Cru Cafe. After lunch, you'll have the rest of the afternoon to discover more of Charleston in your own time. With the holiday season in full swing, you'll have plenty of options from which to choose.

We'll uncover the secrets of historic downtown Charleston before dinner with a private bus tour. 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.

Included

All meals

Guided Tours and Entrance Fees

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Day 3 : Thursday, December 5, 2024

We'll start the day with a delicious breakfast at our hotel, fueling up to explore coastal gems. Our friendly guide will whisk us away to Middleton Placea National Historic Landmark, home to the oldest landscaped gardens in America and an enduring, vibrant, and essential part of the Charleston and American experience. 

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, the only one in North America where we can sip locally grown loose-leaf tea, savoring the unique flavors. Finally, we'll wrap up our island adventure with a visit to Deep Water Vineyard, where we'll sample award-winning wines before returning to the mainland.

By lunchtime, we'll head to Stono Market & The Tomato Stand, a vibrant Johns Island market bursting with fresh, local produce. Here, we can savor a delicious lunch while enjoying the lively atmosphere.

As the sun dips low, we'll return to our hotel and freshen up for a truly special evening. At the acclaimed Historic Supper Club, we'll embark on a 7-course Historic Christmas Feast, a culinary journey through Charleston's history. Immerse yourself in the elegant ambiance and indulge in seasonal flavors.

Included

All meals

Guided Tours & Entrance Fees

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Day 4: Friday, December 6, 2024

We'll start our day with a delicious breakfast and then explore the rich history of Charleston with a private behind-the-scenes tour of the Charleston Museum, uncovering hidden stories and corners. 

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

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

Later, enjoy 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, immerse yourself the unique holiday experience at Edmondston Alston House. We'll enjoy "Christmas on the Battery," carols, candlelight, and Gullah Christmas stories, and be transported to a festive bygone era. 

Later, we'll enjoy fresh seafood at Amen Street Fish & Raw Bar. Savor delicious dishes featuring the bounty of the Lowcountry coast in a contemporary, lively setting.

Included

All meals

Guided Tours & Entrance Fees

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Day 5: Saturday, December 7, 2024

After fueling up for a morning stroll to Marion Square with breakfast at the hotel, we'll visit the renowned Charleston Farmers’ Market to browse the annual holiday market. The market is full of local artisans, crafters, and farmers in December. 

After browsing, we’ll meet one of Charleston’s best chefs for a visit to another neighborhood market to observe how a chef shops. The chef will create a one-of-a-kind farm-to-table dining experience for us at a local restaurant using the ingredients we selected at the market.

This afternoon, the time is yours to spend as you please. Holiday shop on King Street, enjoy a spa treatment at the hotel or discover more of Charleston. The choice is all yours.

Before dinner, we'll explore historic downtown Charleston on a private and memorable horse-drawn carriage ride. Run by a family-owned and operated carriage company, a certified guide and some of the family's more than 30 horses will lead the tour. With Belgian and Percheron breeds from Amish working farms, these incredible horses live on a tranquil 65-acre farm and pasture sometimes called "horse heaven."

On our final evening, we'll enjoy a delightful dinner at Magnolias. Savor Southern cuisine classics with a modern twist in this elegant setting, the perfect blend of tradition and innovation.

Included

All meals

Chef Experience

Carriage Ride

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Day 6: Sunday, December 8, 2024

After a hearty breakfast, we’ll say our goodbyes and happy holiday wishes, promising to stay in touch with our new friends. 

Included

Breakfast

You'll Be Staying Here

The Spectator Hotel

The Spectator Hotel

Steeped in history and southern charm, the 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, The Spectator 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

Leigh Rhoads

Leigh Rhoads

Your host for this trip is L. Leigh Rhoads (“Linda Leigh” to her friends, which you will assuredly be after your travels). Leigh calls Virginia's Blue Ridge Mountains home and is a true Southerner, replete with the warmth, manners, and charm for which that region is known. A Civil Rights attorney by trade and a yogi at heart, Leigh has taken every gift of time, between practicing law and being a mother to fun and mischievous twins, to seek out adventurous and meaningful travel experiences like this one. She is so looking forward to sharing it with you! 

Price

Private Room

Private Room

Everyone gets their own fabulous room!

FROM$6,295

Shared Room

Shared Room

Share a room with a friend or family

FROM$5,295

Add Ons

Arrive one day early in Charleston

Arrive one day early in Charleston

Includes one night at the Spectator Hotel with breakfast

PRICE$370.00

ADD THIS

The Holy City

Charming Charleston

Charleston expresses an enchanting blend of opulence and intimacy, history and hospitality, culture and cuisine, and art and architecture. During the holiday season, the city is adorned with beautiful decorations and filled with the Christmas spirit, adding to its already enchanting atmosphere.

Charming Charleston

What's Included

What's Included

Everything specifiied in the itinerary

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

Accommodations at unique, 4-star or better hotels

All transportation during the trip (except where indicated)

Expert Guides and Trip Leaders

All entrance fees included in the itinerary

Roundtrip airfare to Charleston

Airport transfers

Additional wine, beer, or spirits beyond what is offered at meals.

All personal souvenir purchases

Travel and Medical Insurance (required)

Hotel spa treatements and other incidentals

FAQs

The trip officially starts on the afternoon of December 3rd, 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 our website. 

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 in December is usually lovely. You can expect day-time temperatures in the mid 60'sF (approx 17C-18C) with lows in the evening of 50°F (10°C). 

Inquire about this trip

Charming Charleston for the Holidays

United States· December 3 - 8 2024· 5 nights

FROM$6,295/pp