Charleston Women and Wine Tour

When considering a tour that offers a fresh perspective on Charleston’s history, the Women and Wine Tour shines as an engaging option. Designed by two passionate locals, Gia and Captain Bryan, this experience promises not just a walk through historic sites but a meaningful exploration of the women who shaped Charleston’s social, political, and economic landscape. Priced at $34 per person, it offers an accessible way to deepen your understanding of the city, especially if you’re a fan of stories about strong women, lively conversation, and a touch of local flavor.

What makes this tour particularly appealing is how it intertwines historic sites with visits to two female-owned bars, giving you a chance to support women entrepreneurs while learning about influential women from Charleston’s past. The second highlight? The enthusiastic, knowledgeable guides, who bring the stories alive with humor, passion, and a knack for storytelling. The only potential downside? Drinks are not included in the ticket price, so you’ll want to budget extra for your wine, beer, or cocktails. This tour is perfect for history buffs, women’s history enthusiasts, and anyone looking for a relaxed, authentic experience that combines education with social enjoyment.

If you’re traveling to Charleston and want a tour that’s informal yet insightful—especially during herstory month or just for a unique twist on the city’s history—this tour is likely a strong fit. It appeals to curious travelers who enjoy a small-group setting, walking explorations, and stories of resilience and influence.

Key Points

• Focused on women’s history: Highlights influential women who changed Charleston socially, politically, and economically.
• Balanced itinerary: Combines historic sites with visits to women-led establishments.
• Knowledgeable guides: Enthusiastic storytelling makes history engaging and easy to follow.
• Affordable value: At just $34, the tour offers a meaningful experience without breaking the bank.
• Flexible and intimate: Small group size (max 10) allows for personal interaction.
• Self-paced drinks: You purchase your beverages separately at the included stops, providing flexibility in your choices.

An In-Depth Look at the Charleston Women and Wine Tour

An Introduction to the Tour Experience

The Women and Wine Tour offers a balanced mix of history, architecture, and social stories—perfect for those who want to learn about Charleston from a fresh, female-forward perspective. It’s a two-hour journey, led by Gia and Captain Bryan, who guide you through a handful of historic sites, each with stories of women who made a difference. The tour ends in a lively bar, where you can unwind with your own choice of beverage, making this experience both educational and social.

What we love about this experience is how it highlights powerful women whose stories often go unmentioned in typical city tours. The focus on women’s contributions adds a layer of richness and authenticity. Plus, the inclusion of local female entrepreneurs in the bar scene supports small businesses and adds a contemporary touch to the historic narrative.

A small caveat: Drinks are not included in the tour price, so be prepared to spend a little extra on your beverage of choice. This allows you to choose your preferred drink and budget accordingly. The tour is best suited for adults 21+, given the drinking component, but also for anyone interested in seeing Charleston through a different lens—one that celebrates resilience, influence, and the stories of women who shaped the city.

The Itinerary: A Step-by-Step Breakdown

Stop 1: St. Philip’s Church

Starting at St. Philip’s Church, this site dates back to some of the earliest days of Charleston’s European settlement. The church’s Historical Graveyard and Cemetery serve as the final resting places for notable figures in Charleston’s history. We loved the way this site sets a reflective tone, inviting curiosity about the lives of the women buried here, many of whom contributed quietly but significantly to the city’s development.

The free admission makes this a great starting point—an accessible way to dip into Charleston’s past. The graves, many of which contain powerful figures, remind visitors that history isn’t just about famous men; it’s about the women whose stories are often less highlighted.

Stop 2: St. Michael’s Church and the Four Corners of Law

Next, you’ll visit St. Michael’s Church, the oldest standing church building in Charleston. Located at the Four Corners of Law, this area is a bustling hub with historic significance. Here, the guide shares stories of women who defied societal norms or faced adversity—stories that resonate with notions of resilience and activism.

This site offers a quick 5-minute stop, but the stories you hear will resonate longer. The tour’s focus on women who challenged the status quo makes this stop especially compelling. It’s an ideal place to reflect on the ongoing struggle for equality and recognize the women standing behind some of Charleston’s most enduring institutions.

Stop 3: Heyward-Washington House

Moving on, the Heyward-Washington House reflects how property ownership and social influence intersected with gender roles in Charleston’s history. Notably, the house’s past owners include some of the city’s most controversial residents—including notable abolitionists.

This stop is more than just a glimpse into architecture; it’s a conversation starter about abolition, social reform, and the role women played in these movements. The 10-minute visit here allows for a deeper understanding of the complexities of Charleston’s past, especially regarding women’s activism and resistance.

Pass By Historic and Artistic Sites

Throughout the tour, you’ll pass by notable buildings, including an art museum associated with a key figure discussed, and Gothic Revival architecture—the oldest of its kind in South Carolina. These passing sights help situate the stories within a broader cultural and architectural context, enriching your understanding of Charleston’s evolving identity.

What to Expect During the Tour

The tour is designed for small groups (up to 10), which fosters a relaxed atmosphere where questions are welcomed. The timing—starting at 4:00 pm—allows for comfortable exploration without feeling rushed, and the walk of approximately 1.5 miles is manageable even for those with limited mobility, though uneven sidewalks could pose a challenge for some.

The licensed guide is clearly passionate and well-versed, providing storytelling that balances historical facts with engaging anecdotes. Many reviewers rave about Gia, with comments like “Gia was an amazing storyteller” and “She answered questions with clarity.” Her enthusiasm makes the stories about Charleston’s influential women come alive.

The Two Bar Stops

Drinks are not included in the tour price but can be purchased at the partner establishments. The tour’s flexibility lets you choose your preferred beverage—be it wine, beer, or a cocktail—with recommendations from your guide. Guests have praised the quality of the wine and the charm of the women-led bars, making this a chance to support local entrepreneurs and enjoy a drink tailored to your taste.

Final Stop: The Blind Tiger Pub

Many guests conclude the tour at the Blind Tiger Pub, a lively spot less than three blocks from the starting point. It’s an ideal place to continue conversations, reflect on what you’ve learned, and enjoy the lively Charleston scene.

The Value and Practicalities

For $34, you get a well-curated, thoughtfully guided experience that combines history, storytelling, and social engagement. The small group size and flexible schedule enhance the intimacy and authenticity of the tour. With 45 glowing reviews and a perfect 5-star rating, it’s clear that travelers find real value here—whether in the stories told, the guides’ enthusiasm, or the chance to support local women entrepreneurs.

The length—about two hours—fits well into a day’s itinerary, and the free cancellation policy adds a layer of reassurance. Just remember, you’ll want to budget extra for drinks and any additional purchases at the stops.

Who Will Love This Tour?

This tour is ideal for history enthusiasts, particularly those interested in women’s stories and social change. It’s perfect for adults 21+, especially if you enjoy a relaxed, social outing with a small group. The tour’s casual pace makes it suitable for most fitness levels, although some walking over uneven surfaces is involved.

Travelers looking for an authentic, locally rooted experience will appreciate how this tour connects past and present. It’s also a good pick for those celebrating women’s history month or simply wanting a different perspective on Charleston’s storied past.

Final Thoughts

The Charleston Women and Wine Tour offers an enriching way to see the city’s historic sites through the lens of women who challenged norms and left lasting impacts. The combination of knowledgeable guides, beautiful architecture, and the chance to enjoy supporting women-led establishments makes it a well-rounded experience.

If you’re curious about the stories behind Charleston’s buildings and streets, or just want a relaxed, social outing with a touch of history, this tour will deliver. It’s a smart choice for travelers seeking meaningful insights paired with a little local flavor, all in a cozy, small-group setting.

Whether you’re a solo traveler, a couple, or a small family, this tour promises to leave you with inspiring stories and new appreciation for Charleston’s women who dared to make a difference.

FAQ

Is there an age restriction for this tour?
Yes, guests must be 21 or older to participate, as alcohol is involved.

How long is the tour?
The tour lasts approximately 2 hours, covering about 1.5 miles of walking around the historic district.

Are drinks included?
No, drinks are not included in the ticket price. You can purchase wine, beer, or cocktails at the two bar stops.

Where does the tour start and end?
It begins at 49 S Market St and ends less than three blocks away at the Blind Tiger Pub on Broad Street.

Is the tour suitable for people with walking difficulties?
While most can participate, those with walking difficulties might find uneven sidewalks challenging. The total distance is about 1.5 miles.

How many people are in each group?
The maximum group size is 10, ensuring a personalized experience.

What is the cost of the tour?
It costs $34 per person, making it an affordable way to experience Charleston’s history with a focus on women.

Do I need to book in advance?
Yes, booking ahead is recommended to secure your spot, especially during peak times or special months.

Can I cancel if my plans change?
Yes, free cancellation is available up to 24 hours before the tour. Cancellations within 24 hours are not refunded.

What should I wear or bring?
Wear comfortable walking shoes and bring your ID to verify age. An umbrella or sun protection might be helpful depending on the weather.

To sum it up, the Charleston Women and Wine Tour offers a captivating, personable look at the city’s history through stories of resilient women and their impact. It’s a value-packed, engaging experience perfect for those wanting a small-group, authentic exploration of Charleston’s herstory. Support women entrepreneurs, learn inspiring tales, and enjoy the city’s beautiful architecture—all in just two hours.