Charleston: Women and Wine Tour

If you’re looking for a way to combine history, local culture, and a little wine-tasting during your Charleston visit, the Women and Wine Tour might just be your perfect match. This experience, led by two passionate local historians, Gia and Captain Bryan, offers an engaging look into the influential women who shaped Charleston’s past while enjoying visits to two historic bars.

What we love about this tour? First, it’s rich in storytelling—you’ll learn about women who made headlines in Charleston’s history, from the Prohibition era to the present. Second, the handpicked bar stops are genuine historic locations, not tourist traps. Third, the tour’s small group size ensures a cozy, personalized experience.

One thing to consider: drinks are not included in the ticket price, so you’ll want to budget for your beverages along the way. Still, that allows for flexibility—you can choose to indulge in wine, beer, or cocktails at your own pace. This tour is ideal for history enthusiasts, women interested in local stories, and those who enjoy a relaxed social atmosphere with a dash of education.

Key Points

• Focus on Women’s History: Learn about influential local women and their stories of strength and resilience.
• Historic Bar Stops: Experience two authentic, historic bars, carefully chosen for their significance and ambiance.
• Guided by Experts: Led by licensed local historians Gia and Captain Bryan, providing in-depth storytelling.
• Flexible Drink Options: While drinks aren’t included, you can enjoy a variety of beverages at the bar stops.
• Small Group Experience: Limited to 10 participants, ensuring an intimate and engaging atmosphere.
• Affordable Price Point: At $29, the tour offers a meaningful, guided experience in Downtown Charleston.

You can check availability for your dates here:

An In-Depth Look at the Tour Experience

Starting Point: Well Hung Vineyard

Your journey begins at Well Hung Vineyard, a restaurant and wine bar located at 49 S Market Street. This spot is notable for being started by women entrepreneurs, adding a layer of historical significance right from the start. Here, guests are welcomed to settle in, and the guide will introduce the storylines that will unfold during the tour. It’s a great way to kick off with a glass of wine, beer, or cocktail (note: drinks are not included in the ticket price but are available for purchase).

First Bar Stop: Well Hung Vineyard

Your first stop isn’t just about sipping wine but about setting the tone for the tour. Guests often comment on the excellent wine options and the engaging atmosphere. The 25-minute tasting allows for conversation and anticipation of the stories to come. The hosts, Gia and Captain Bryan, are praised for their wealth of knowledge and lively storytelling, making the history come alive.

Historic Sites and Guided Walks

Between the bar stops, the tour takes you through the historic districts of Charleston. Stops include St. Philip’s Church, the French Quarter, and the Heyward-Washington House, among others. Each site is presented with stories of women connected to the city’s past, often highlighting their adversity and achievements.

As guests pass by these landmarks, Gia and Captain Bryan share a captivating mix of social, political, and economic stories about women who made a mark. For example, the Heyward-Washington House offers a glimpse into 18th-century life, with anecdotes about women who influenced the household and culture.

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Second Bar Stop: Blind Tiger Pub

The tour concludes at Blind Tiger Pub, a well-known historic bar, where participants can unwind and continue their conversations. Reviewers mention the knowledgeable guides, with Kassidy praising Gia as “an incredible guide” who shared stories of influential women that left her feeling inspired. This final stop allows for a relaxed end to the experience, with opportunities to order more drinks and reflect on what you’ve learned.

What Makes This Tour Stand Out?

Unique Focus on Women’s History

Unlike many historic tours, this experience centers on women who shaped Charleston. From stories of resilience during Prohibition to influential social figures, the narrative is fresh and empowering. As one reviewer noted, Gia’s storytelling left her feeling “inspired and grateful to be a woman,” highlighting how well the tour balances education and empowerment.

Authentic and Carefully Chosen Venues

The two bars are historical landmarks in their own right. Well Hung Vineyard is a local women-led business, and Blind Tiger Pub is a Charleston icon. Visiting these spots adds authenticity and a tangible connection to the stories being told.

Knowledgeable Guides with a Passion for Women’s History

Guests consistently praise Gia and Captain Bryan for their enthusiasm and depth of knowledge. Their background as licensed historians means the stories are not only entertaining but rooted in accurate history. Kassidy’s review highlights Gia’s storytelling as “incredible,” making the experience engaging from start to finish.

Flexibility and Value

At just $29 per person, this tour offers a cost-effective way to explore part of Charleston’s history while enjoying social drinks. Although drinks are not included, it allows you to choose your preferred beverage at each bar, making it a flexible experience without feeling rushed or restricted.

Practical Details: What to Expect

Duration and Group Size

The tour lasts approximately 2 hours, making it a manageable activity even for those with tight schedules. Limited to 10 participants, the small group setting fosters conversation and personal connection with the guides.

Meeting Points and Accessibility

You’ll meet at Well Hung Vineyard, easily accessible with nearby public parking at Cumberland Garage. The tour involves some walking and sightseeing, but it’s not highly strenuous—however, those with walking difficulties should consider this.

Weather and Clothing

Since the tour runs rain or shine, bring appropriate weather gear. Comfortable shoes are recommended for walking between sites, and dress in layers if needed.

Age and Accessibility Restrictions

Must be 21+ to participate, and unfortunately, it’s not suitable for pregnant guests or those with mobility impairments. The tour emphasizes storytelling and socializing, so it’s best suited for those who can comfortably walk and stand for short periods.

How the Experience Feels in Practice

Reviewers consistently mention how knowledgeable and engaging Gia and Captain Bryan are, with one calling Gia “awesome” and noting she shared “so much!” about women’s history. The stories are described as inspiring, connecting historical figures to modern-day themes of resilience.

Guests also appreciate that the tour mixes education with social fun—the wine tasting early on sets a relaxed tone, and the final bar provides space to discuss and unwind. The inclusion of historic sites adds depth, making it more than just a pub crawl.

The Authentic Charleston Vibe

This tour offers a genuine taste of Charleston’s historic charm, with stops at landmarks that have stood for centuries. It’s an opportunity to see the city through a different lens—focusing on women who challenged norms and left their mark.

Final Thoughts: Is This Tour for You?

This experience is especially suited for women, history buffs, and social travelers looking for a meaningful way to explore Charleston’s past and present. If you love stories about resilience, influential figures, or just enjoy a good drink with a side of education, you’ll find plenty to enjoy here.

It’s also perfect if you prefer small groups and personalized guides, as opposed to large, impersonal tours. The price point makes it accessible, offering a lively, intimate atmosphere where stories are shared and connections are made.

While not ideal for those with mobility issues or who want an inclusive tour with drinks included, it’s a fantastic choice for those wanting a fun, informative, and empowering experience in the Historic District.

FAQ

Is this tour suitable for people under 21? No, participants must be 21 or older.
Are drinks included in the ticket price? No, drinks are purchased separately at the bar stops.
How long does the tour last? Approximately 2 hours.
Where do I meet for the tour? At Well Hung Vineyard, 49 S Market Street, Charleston.
Is there parking nearby? Yes, Cumberland Garage at the corner of Cumberland and Church Street.
Can I cancel if I change my mind? Yes, with a full refund if you cancel up to 24 hours in advance.
Are the guides knowledgeable about the history? Absolutely—Gia and Captain Bryan are licensed historians with a passion for women’s stories.
Is the tour walkable? Yes, it involves walking between sites, so comfortable shoes are recommended.
Is this tour good for social groups? Definitely—small group size fosters a friendly, intimate atmosphere.
What should I bring? A valid ID or passport, and weather-appropriate clothing.

The Women and Wine Tour in Charleston offers a thoughtful blend of history, social empowerment, and enjoyable drinks in a cozy setting. Guided by passionate local experts, it brings to life stories of women who challenged societal norms and shaped the city’s identity. With its intimate group size, fair price, and authentic venues, it’s a fantastic choice for travelers eager to explore Charleston’s past with a glass of wine in hand.

Whether you’re a history lover, a curious traveler, or someone who simply enjoys a well-told story over a drink, this tour delivers an enriching experience you’ll remember long after the last sip.

You can check availability for your dates here: