Charleston Women and Wine Tour

Imagine a tour that not only takes you through the charming streets of Charleston but also tells the stories of women who shaped its history — all while enjoying a glass of wine or cocktail. That’s exactly what the Charleston Women and Wine Tour offers. Designed by two local experts, Gia and Captain Bryan, this two-hour adventure combines history, storytelling, and a taste of Charleston’s lively bar scene. Whether you’re into history, love a good drink, or want a deeper understanding of women’s contributions to this city, this experience might just be a highlight of your trip.

What we love? The knowledgeable guides who bring stories to life with passion, and the chance to visit female-led establishments with great drinks and local charm. Plus, the focus on women’s roles in Charleston’s past adds an empowering, eye-opening element. One thing to keep in mind is that drinks are not included in the ticket price, so you’ll want to budget for a couple of beverages. This tour suits travelers who enjoy a relaxed pace, engaging stories, and discovering local spots—especially those interested in women’s history or simply looking for a fun way to combine learning and socializing.

Key Points

• Focused on women’s history: Tells stories of influential women in Charleston’s past.
• Includes two bar stops: Guests can purchase drinks at local female-owned establishments.
• Balanced itinerary: Mix of historic sites and modern art/architecture.
• Small group experience: Max 10 travelers for a more personal feel.
• Great for curious travelers: Suitable for most, but walking difficulties could pose a challenge.
• Affordable price point: Only $34, with options to buy drinks during the tour.

What the Tour Is All About

The Charleston Women and Wine Tour is a thoughtfully curated experience blending history, culture, and local flavor. It’s designed to shine a light on women who made a mark in Charleston’s political, social, and economic spheres, often during times of adversity. The tour runs about two hours, making it a manageable yet enriching addition to your Charleston itinerary.

The tour is built around two key bar stops and historic sites in between, giving you a taste of the city’s past alongside its present. Guided by Gia, a passionate storyteller, and Captain Bryan, the experience promises engaging narratives and genuine insights. It’s perfect for travelers who want a deeper understanding of Charleston’s women’s stories, but also for those seeking a relaxed, social outing.

Exploring the Itinerary

Let’s break down what you’ll see and experience at each stop, along with some honest thoughts on what makes each part special.

Stop 1: St. Philip’s Church

Starting at one of the oldest church congregations in Charleston, this stop sets the tone with its impressive historical graveyard and cemetery. Here, you’ll learn about some profound figures buried in these grounds. The site’s age and significance provide a tangible connection to Charleston’s layered past.

According to reviews, this site is admission-free, which makes it a good starting point without any extra cost. It’s a 10-minute visit, giving enough time to absorb the atmosphere without feeling rushed.

Stop 2: St. Michael’s Church

Next, you’ll head to the oldest church building still standing in Charleston, situated at the famous Four Corners of Law. This location is steeped in history and symbolism, often associated with law, religion, and civic pride.

During this stop, Gia shares stories about women active in Charleston’s history and the challenges they faced. It’s a brief five-minute stop, but it’s packed with meaningful historical context. The site is also free to visit, making it easy to include in your tour.

Stop 3: Heyward-Washington House

A highlight for many, this historic house has a notable history with several controversial owners. It played a pivotal role in highlighting the stories of two abolitionists, linking directly to the tour’s theme of women’s influence and resistance.

This 10-minute stop offers a look at a preserved Charleston residence with historical significance, especially related to women’s involvement in social change. It’s another free stop, but the stories you’ll hear here deepen your understanding of the city’s complex past regarding social justice.

Passing by Art and Architecture

Throughout the tour, you’ll also pass by a well-known art museum associated with an influential figure discussed during the tour. Plus, the group strolls past a beautiful structure in the French Quarter and the oldest Gothic Revival building in South Carolina—each offering glimpses into the city’s architectural history and its connection to the women’s stories being told.

The Experience: What It Feels Like

We loved the personalized storytelling that Gia brought to each site. Many reviews highlight her passion and knowledge, with guests describing her as a “great storyteller,” “personable,” and “interactive.” The small group size (max 10 people) makes it easier to engage, ask questions, and feel part of an intimate conversation.

You’ll walk about 1.5 miles at a relaxed pace, which is manageable for most, but those with walking difficulties might find some cracked walkways a bit tricky. The tour begins at 4:00 pm, perfect for those who want to combine sightseeing with a lovely sunset or early evening drinks.

The Bars and Drinks

While drinks aren’t included in the ticket price, the tour’s setup encourages you to purchase from local establishments started by women. This makes the experience feel more authentic and supports small business owners. Guests have raved about the good recommendations and enjoyed the chance to unwind and socialize after learning about Charleston’s heroines.

Some reviewers mentioned wishing there was more activity or time dedicated to the drinks, but overall, the focus remains on storytelling with the option to indulge at your pace.

Value for Money

At just $34 per person, this tour offers a lot of bang for your buck. The guided walking component, combined with interesting history and the chance to taste local drinks, makes it a smart choice for budget-conscious travelers who want more than just a typical sightseeing walk.

The fact that most reviewers rated it 5 out of 5 shows that Gia and Captain Bryan successfully hit the mark—delivering engaging stories, great locations, and a friendly atmosphere. Many mention their guides’ knowledge and enthusiasm as key highlights.

Who Should Consider This Tour?

This experience is well-suited for history buffs, women interested in empowerment stories, and socially curious travelers. It’s also a great pick for those who enjoy a relaxed pace, small groups, and the opportunity to support local women-owned businesses.

If you’re looking for an active, fast-paced tour with a focus on architecture or major landmarks, this might not be your best fit. But if you love stories about everyday heroes and enjoy casual conversations over drinks, you’ll probably find this tour rewarding.

The Sum Up

The Charleston Women and Wine Tour offers a fresh take on exploring Charleston’s historic district. It’s a perfect blend of educational storytelling, cultural insight, and socializing, making it stand out from typical city tours. With passionate guides and meaningful stories about women who played crucial roles in Charleston’s history, this experience feels both empowering and authentic.

While you’ll need to budget for drinks separately, the tour’s affordable price makes it accessible. It’s especially ideal for travelers who appreciate small group interactions and want to experience the city through a different lens—focusing on the women who helped shape it. Whether you’re a solo traveler, a couple, or part of a small group, this tour offers a memorable way to connect with Charleston’s past and present.

FAQs

Are drinks included in the tour? No, drinks are not included in the price but can be purchased at the participating establishments during the tour.

What is the starting point? The tour begins at 49 S Market St, Charleston, SC, and ends less than three blocks away at the Blind Tiger Pub.

Is the tour suitable for all? Most travelers can participate, but those with walking difficulties might find parts of the 1.5-mile walk challenging due to uneven walkways.

How long is the tour? It lasts approximately 2 hours, making it a manageable addition to your day.

What is the maximum group size? The tour is limited to 10 travelers, ensuring a personal experience.

Do I need to book in advance? Yes, booking ahead is recommended, especially during busy seasons.

Can I cancel the tour? Yes, there’s free cancellation up to 24 hours before the start time.

What kind of stories will I hear? You’ll learn about influential women in Charleston’s political, social, and economic history, including abolitionists and women active during Prohibition.

Is the tour family-friendly? It’s designed for adults 21+ due to the alcohol component, but the historical content is accessible to most mature audiences.

Will I get to see historic sites? Yes, stops include St. Philip’s Church, St. Michael’s Church, and the Heyward-Washington House, all rich with history.

If you’re looking for a thoughtful, engaging, and fun way to explore Charleston’s women’s history while enjoying a drink or two, the Women and Wine Tour might just become one of your favorite memories from the city.