Charleston: Women and Wine Tour

If you’re looking for a tour that combines history, local stories, and a dash of social flair, the Women and Wine Tour in Charleston might just be your perfect match. Led by two passionate local historians, Gia and Captain Bryan, this experience offers a fresh perspective on Charleston’s past—highlighting influential women—while also including two vintage bar stops along the way. Priced at just $29 per person for a two-hour adventure, it’s an affordable way to get a taste of the city’s history and its lively drinking scene.

One thing we love about this tour? It isn’t just about drinking. It’s about celebrating women who shaped Charleston’s political, social, and economic landscape—told through engaging stories and visits to historic sites. A potential consideration? The tour involves walking and standing for about an hour, so it’s best suited for those with good mobility. This tour is perfect for history buffs, women’s history enthusiasts, or anyone eager to see Charleston through a unique lens, all while enjoying some local libations.

Key Points

• Unique Focus on Women: The tour emphasizes stories of influential women in Charleston’s history, providing a fresh and empowering angle.
• Two Historic Bar Stops: Enjoy visits to two carefully chosen bars, including a wine bar started by women entrepreneurs, adding depth to the experience.
• Guided by Locals: Led by two licensed historians, Gia and Captain Bryan, you’ll gain authentic insights and engaging storytelling.
• Balanced Itinerary: Combined sightseeing of key historic sites with relaxed bar stops, making the two-hour experience well-paced.
• Drinks Not Included: The tour does not include beverages, so you can choose your preferred drink at each stop—this offers flexibility and control over how much you spend.
• Limited Group Size: Small groups (up to 10) ensure a personal experience with plenty of opportunity for questions and interaction.

A Deep Dive Into the Experience

The Women and Wine Tour kicks off at Well Hung Vineyard, a chic spot on South Market Street. Here, you’re welcomed into a lively wine bar founded by three women entrepreneurs, setting the tone for a tour that’s as much about empowerment as it is about history. The first stop includes a 25-minute wine tasting, giving you a chance to start relaxing while soaking in the vibrant atmosphere. We loved the way the guide, Gia, shared stories about women active in Prohibition-era Charleston, making history feel immediate and relevant.

From the vineyard, the tour transitions into exploring the historic district. As you stroll through the streets, you’ll pass notable sites like St. Philip’s Church, French Quarter, Heyward-Washington House, and St. Michael’s Episcopal Church. Each stop is brief—about 5 to 10 minutes—but packed with stories of women who challenged norms and left their mark. The guides are excellent at weaving these tales into the backdrop of Charleston’s architecture and culture, helping you visualize the lives of those who lived there.

The second bar stop takes place at Blind Tiger Pub, a cozy tavern where you can choose another drink to unwind after the walking segment. While drinks are not included in the ticket price, this flexible approach allows you to indulge as much or as little as you wish—something many reviewers appreciated, noting the opportunity to pick drinks they genuinely enjoyed.

Throughout, Gia’s storytelling shines. As one reviewer notes, “Gia was awesome!!! I learned so much! Learning about all the history of women was so inspiring. And the wine was great too!!!” Her enthusiasm and depth of knowledge make the stories memorable, especially when she shares lesser-known tales of resilience and influence. Captain Bryan complements this with historical context, ensuring the route feels meaningful and authentic.

The Stops and Their Significance

• Well Hung Vineyard: Starting at a spot founded by women, it sets an empowering tone. The tasting provides an informal introduction to Charleston’s current thriving women-led businesses.
• St. Philip’s Church: An iconic site with stories of women connected to the church’s history, and a chance to see one of Charleston’s oldest congregations.
• French Quarter: Known for its charming streets and historical buildings, this area is perfect for passing by and discussing the lives of women who contributed to Charleston’s development.
• Heyward-Washington House: A preserved historic home that offers insight into the lives of prominent women in the 18th and 19th centuries.
• St. Michael’s Episcopal Church: A brief stop to admire architecture and reflect on stories of women linked to the church’s history.
• Final stop at Blind Tiger Pub: A relaxed way to conclude the tour with your preferred drink in hand, sharing stories or simply soaking in the ambiance.

Value and Practicality

At $29, this tour offers excellent value, especially considering the insights provided by two passionate guides. While drinks are not included, this allows you to customize your experience—whether you prefer a glass of wine, a craft beer, or a cocktail. It also keeps the price accessible for most travelers.

The two-hour duration is ideal for those looking for a meaningful, bite-sized experience without feeling overwhelmed. The small group size means you’ll get plenty of interaction with Gia and Captain Bryan, making it feel personalized rather than a generic tourist trap.

The tour’s focus on women’s history sets it apart from typical sightseeing walks and offers a refreshing perspective on Charleston’s past. Those interested in social history, women’s contributions, or simply wanting to learn more about the city in a relaxed environment will find this experience particularly rewarding.

Who Should Consider This Tour?

This tour is perfect for solo travelers, couples, or small groups who enjoy a mix of history, storytelling, and social atmosphere. It’s especially suited for those interested in women’s history and stories of resilience in Charleston. The walking component makes it less ideal for individuals with mobility challenges or those who prefer a more sedentary experience. Also, since the tour is designed for guests 21 and over, it’s a great choice for those wanting to enjoy a social drink while learning.

Final Thoughts

The Women and Wine Tour offers a distinctive way to see Charleston, blending history, local entrepreneurship, and social storytelling into a compact, engaging experience. The fact that it’s led by knowledgeable, passionate guides like Gia and Captain Bryan adds authenticity and warmth, making it more than just a sightseeing circuit. You’ll leave not only with new insights into Charleston’s influential women but also with a better understanding of the city’s vibrant past and present.

If you’re looking for a meaningful, fun, and affordable way to explore Charleston’s history—especially through the lens of women’s contributions—this tour hits the mark. It’s ideal for those eager to combine learning with socializing, all while supporting local women-led businesses along the way.

FAQ

What is the starting point of the tour?
The tour begins at Well Hung Vineyard, located at 49 S Market Street. You’ll find the guides downstairs or upstairs with a visible badge upon arrival.

How long does the tour last?
The experience runs approximately 2 hours, including time at each stop and walking between sites.

Are drinks included in the tour price?
No, beverages are not included. You can purchase your preferred drinks at each bar stop, allowing for personal choice and flexibility.

Is this tour suitable for people with walking difficulties?
While the walking is light, it involves some standing and walking between sites, so it’s not recommended for those with mobility issues.

Can I participate if I am pregnant?
The tour is not suitable for pregnant guests, particularly because of alcohol consumption at the bar stops.

What should I bring?
A valid ID or passport is required to participate. Comfortable shoes and weather-appropriate clothing are advisable, as the tour is rain or shine.

How many people are in each group?
Groups are limited to 10 participants, ensuring a personalized experience and plenty of interaction with the guides.

Can I cancel or reschedule?
Yes, you can cancel up to 24 hours in advance for a full refund. Reserving now and paying later offers flexibility for your plans.

Is this tour available year-round?
Yes, the tour runs rain or shine, so be prepared with appropriate weather gear.

Overall, the Women and Wine Tour in Charleston offers a lively, insightful, and uniquely feminine perspective on a city full of stories. Whether you’re a history lover, a wine enthusiast, or someone simply eager to explore Charleston’s cultural fabric, this experience is well worth considering.