Charleston: Women and Wine Tour

Charleston: Women and Wine Tour — An Authentic Mix of History and Hospitality

If you’re looking for a way to combine learning about remarkable women with enjoying some excellent drinks, the Women and Wine Tour might just be your perfect fit. For just $34 per person, this two-hour experience in South Carolina’s historic Charleston offers a unique blend of history, local stories, and lively bar hopping. Led by two passionate local historians, Gia and Capt. Bryan, the tour takes you through notable sites and two carefully chosen bars that celebrate women entrepreneurs and influential figures.

What we love most about this experience is the personal storytelling—Gia’s engaging narration about women who changed Charleston’s social and political landscape makes history feel alive and relevant. The second highlight is the curated bar stops—each set in historic venues with a story of their own, providing an authentic feel with a touch of modern Charleston flair.

A possible consideration for some travelers is that drinks are not included in the ticket price, so you might want to budget a bit extra if you plan to indulge. The tour is ideal for adults 21 and over who enjoy history, local culture, and good conversation. If you’re curious about the women who shaped Charleston or just want a fun, informative way to spend a couple of hours with friends or a partner, this tour fits the bill.

You can check availability for your dates here:

Key Points

• Unique focus on women’s contributions in Charleston’s history and society.
• Two curated bar stops set in historic venues, with stories behind each location.
• Led by licensed local historians Gia and Capt. Bryan, adding authenticity and insight.
• Two hours of engaging storytelling and socializing in Charleston’s charming historic district.
• Guests can purchase drinks separately at each stop, with options for wine, beer, or cocktails.
• Perfect for adults 21+ who want a blend of history, culture, and casual fun.

What to Expect on the Women and Wine Tour

This isn’t your typical history walk—it’s a thoughtfully designed experience that marries Charleston’s past with its present in a relaxed, engaging way. Starting at the Well Hung Vineyard, your tour begins in a lively, women-owned wine bar. Here, Gia or Capt. Bryan will introduce you to female figures active during Prohibition—a time when women’s roles and influence in Charleston’s social fabric were shifting dramatically. You’ll learn about these women through captivating stories, all while enjoying a glass of wine, beer, or cocktail.

From there, your journey takes you through the historic district, passing by many sites associated with influential women—stories of resilience, political activism, and social change come alive as you stroll the streets. The route is designed to highlight Charleston’s many firsts, emphasizing how women helped shape the city’s identity.

The first stop in the bar is set in a charming, women-initiated venue, where you can order drinks of your choice (not included in the tour price). The guides are enthusiastic and knowledgeable, making the history feel accessible and lively. The second bar, also historic and quirky, wraps up the experience with more stories and drinks, leaving you with a deeper appreciation for Charleston’s female trailblazers.

The Guides and Their Approach

Guests consistently praise Gia and Capt. Bryan for their knowledgeable and friendly demeanor. One reviewer exclaimed, “Gia was very knowledgeable and friendly,” emphasizing how their storytelling made history clear and inspiring. Their local insight adds much value, helping you see how Charleston’s past and present intertwine.

The Route and Sites

While this tour is primarily focused on women, it does include a walk through the historic district, so comfortable shoes are recommended. Although the exact route isn’t detailed, you can expect to pass by notable sites related to influential women and hear stories that highlight their strength and impact.

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The Bars: Atmosphere and Experience

The two bars are historic venues with their own stories. The first, a women-started wine bar, sets a welcoming tone, highlighting women entrepreneurs. The second is described as quirky and lively, offering an ideal setting to reflect on what you’ve learned while enjoying a drink. Since drinks aren’t included in the ticket, you can choose your favorite beverage or try something new.

The Value and Practicalities

For just $34, the Women and Wine Tour offers a compact and engaging way to spend part of your day in Charleston. The small group size (limited to 10 participants) ensures an intimate experience—perfect for personal stories and asking questions.

The two-hour duration makes it manageable even if you have a busy schedule, and the afternoon start fits well into most itineraries. Parking is convenient nearby at the Cumberland Garage—a short walk from the meeting point at Well Hung Vineyard.

The tour is designed to be rain or shine, so check the weather and dress accordingly. Remember, guests must be 21 or older—so this isn’t suitable for minors or those with mobility challenges.

In-Depth Look at the Experience

Itinerary Breakdown

The tour kicks off at Well Hung Vineyard, a lively spot started by women entrepreneurs, setting the tone for a focus on female influence. Here, Gia or Capt. Bryan will welcome you and share stories of women active during the Prohibition era—an intriguing starting point that contextualizes women’s shifting roles in Charleston’s history.

Next, the group walks through the historic district, passing by buildings and landmarks linked to important women. These stories are woven into a scenic stroll, giving you a sense of place and the enduring importance of women in shaping Charleston.

The first bar stop offers a chance to relax and reflect, with an array of drink options (not included in the ticket). The guides take this opportunity to delve deeper into stories of women who challenged norms and made a difference.

The final stop is at an equally charming, historic bar, where the tour concludes. Guests often mention the quirky ambiance and the chance to chat more about what they’ve learned.

The Stories and Their Impact

Guests have shared how Gia’s storytelling made the history come alive. One reviewer described feeling “inspired and grateful to be a woman,” highlighting how the stories of resilience and leadership resonate beyond just history. The tour emphasizes adversity and strength—making it not just educational but empowering.

The Atmosphere and Social Aspect

The small group size fosters friendly conversations, making it enjoyable whether you’re traveling solo or with friends. The relaxed pace and engaging guides lend a casual yet informative vibe, perfect for those who appreciate stories told with enthusiasm and care.

Who Will Love This Tour?

This experience is ideal for history buffs interested in the role women played in Charleston, as well as those seeking a casual, social experience with excellent local stories. It’s especially suited for adults 21+ who enjoy a good drink and lively conversation. If you’re traveling with friends, family, or a partner who appreciates storytelling and authenticity, this tour offers great value and a memorable experience.

Travelers who appreciate local entrepreneurship, historic venues, and stories of resilience will find this tour particularly rewarding. It’s a perfect way to combine learning and leisure in Charleston’s charming historic setting.

FAQs

Are drinks included in the tour?
No, drinks are not included. You can purchase wine, beer, or cocktails at each bar stop separately.

Is the tour suitable for children or minors?
No, guests must be at least 21 years old to participate.

How long is the tour?
The tour lasts about 2 hours, usually in the afternoon, making it easy to fit into most schedules.

Is the tour accessible for people with mobility issues?
It’s not recommended for guests with walking difficulties due to the walking involved.

Do I need to bring anything?
Just your ID or passport, and weather-appropriate clothing since it’s rain or shine.

Can I cancel if I change my mind?
Yes, you can cancel up to 24 hours in advance for a full refund.

Where does the tour start?
At Well Hung Vineyard, 49 S Market Street, Charleston. Staff can assist in finding your group.

Is parking available nearby?
Yes, the Cumberland Garage at the corner of Cumberland and Church street is the closest public parking.

Final Thoughts

The Women and Wine Tour offers a lively, authentic peek into Charleston’s history through the lens of influential women. The combination of storytelling, scenic walks, and two historic bars makes for a memorable, educational outing. It’s especially well-suited for travelers interested in women’s contributions, local culture, and relaxed socializing.

If you enjoy guided stories from passionate locals and want to explore Charleston’s historic district with a focus on empowerment and resilience, this tour checks all the boxes. It’s an affordable, engaging way to deepen your connection with Charleston’s rich heritage, all while enjoying some of the city’s best drinks in historic venues.

Choose this experience if you’re looking for a friendly, insightful, and uniquely themed tour that leaves you inspired and with stories to share.

Note: Remember to book in advance, bring your ID, and prepare for a fun, enlightening couple of hours exploring Charleston through the inspiring stories of its women.

You can check availability for your dates here: