Charleston Women and Wine Tour

Charleston Women and Wine Tour: A Deep Dive into Herstory and Happy Hour

Imagine a stroll through Charleston’s historic streets, punctuated by fascinating stories of influential women, all wrapped in a two-hour experience that combines history, culture, and a touch of local libations. Led by passionate guides Gia and Capt. Bryan, this tour offers a unique way to learn about the women who shaped Charleston’s social, political, and economic landscape—while also enjoying two lively bar stops. For just $34, you get a compact yet enriching journey that’s ideal for curious travelers who enjoy authentic storytelling paired with a taste of the local scene.

What we love most? First, the focus on women’s contributions throughout Charleston’s history—a perspective seldom highlighted in traditional tours. Second, the well-chosen bar stops where you can purchase a glass of wine, beer, or cocktail from female-led establishments, adding a contemporary twist to a historic walk. A small group setting (maximum of 10 participants) ensures an intimate, engaging experience. A possible drawback? Since drinks aren’t included in the price, you’ll want to budget a few extra dollars if you plan to indulge at the stops.

This tour works best for history enthusiasts, women’s studies buffs, or anyone wanting a more meaningful way to experience Charleston’s storied past. If you’re seeking a laid-back, small-group outing that combines education with a touch of fun, this one could become a highlight of your visit.

Key Points

• Focus on Women’s Herstory: A rare emphasis on influential women in Charleston’s history, from abolitionists to social pioneers.
• Authentic Storytelling: Guided by passionate locals Gia and Capt. Bryan, with engaging tales that bring history alive.
• Two Bar Stops: Opportunities to purchase wine, beer, or cocktails at female-owned establishments, adding a contemporary flavor.
• Historic Sites Included: Stops at iconic Charleston churches, historic houses, and landmarks that highlight women’s roles.
• Flexible and Intimate: Small groups (max 10) ensure personal attention and a more relaxed atmosphere.
• Affordable Price Point: At only $34, the tour offers meaningful value with rich stories and lovely scenery.

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

The Overall Experience: Engaging, Informative, and Fun

This tour is created to give a balanced look at Charleston’s history through the lens of women’s contributions, a perspective that often remains underrepresented in mainstream tours. It’s about more than just the buildings; it’s about the stories of the women who challenged norms, fought for justice, and helped shape the city’s identity. Led by Gia, whose storytelling is described as “amazing” and “passionate,” you’ll find yourself captivated by tales of resilience and influence.

The two-hour duration strikes a practical balance—long enough to explore meaningful stories, yet short enough to fit into a busy day. The small group size makes it easier to ask questions and feel connected to your guides, creating a friendly, informal atmosphere. Because drinks are purchased separately, you can choose your beverage and sip as you soak up the stories, adding a personal touch to the experience.

The Itinerary: A Thoughtful Mix of Landmarks and Stories

Stop 1: St. Philip’s Church

Your journey begins at St. Philip’s Church, one of the oldest congregations in Charleston. The church’s Historical Graveyard and Cemetery are filled with the graves of significant figures, offering a quiet but powerful introduction to the city’s past. Here, you’ll learn about women who made their mark in a time when their roles were often invisible. The quick 10-minute stop allows for a reflective start, setting the tone for the stories to come.

Stop 2: St. Michael’s Church

Next, you’ll visit St. Michael’s Church, famed as the oldest church building still standing in Charleston. Known locally as the “Four Corners of Law,” this spot symbolizes the complex layers of Charleston’s history—religious, legal, and social. Here, Gia shares stories of women who defied societal expectations and faced adversity head-on, linking the past with the present.

Stop 3: Heyward-Washington House

The tour then takes you to the Heyward-Washington House, a historic residence with a controversial past linked to abolitionists. Its former residents played pivotal roles in the fight against slavery and racial injustice, making it an ideal site to highlight women’s often overlooked contributions to social justice. The 10-minute stop allows you to absorb the significance of these stories without feeling rushed.

Passing Landmarks: Art, Architecture, and French Connections

As the group walks through the historic district, you’ll pass by local art museums—linked to women artists discussed during the tour—and notable architecture, including the old Gothic Revival building. These passing sights help contextualize the stories, connecting the past with present-day Charleston.

What You Can Expect at Each Stop

At each historic site, Gia or Capt. Bryan will share stories of women associated with the location, emphasizing their adversity and achievements. Expect vivid anecdotes, personal stories, and insights that not only inform but also entertain.

The Bar Stops: Lively and Authentic

While drinks are not included in the price, the tour’s arrangement at two female-owned establishments lets you purchase your preferred beverage—be it wine, beer, or a cocktail. Guests have praised the excellent recommendations provided by guides, making the experience both relaxed and social. Many reviews highlight how Gia’s enthusiasm made the bar stops especially enjoyable, and how the selection of establishments added a modern complement to the historic tales.

Practical Details and Considerations

The tour departs from 49 S Market St at 4:00 pm and ends less than three blocks away, making it easy to continue exploring Charleston afterward. The walk is about 1.5 miles, which is manageable for most, though those with walking difficulties should be aware of uneven cobblestones and cracked walkways common in historic districts. It’s designed for most travelers, but definitely suited for those interested in history and social stories rather than fast-paced sightseeing.

Price and Value

At $34, this tour offers remarkable value. Given the personalized storytelling, the curated landmarks, and the chance to purchase quality beverages at local women-led venues, it’s a well-rounded experience. Reviews consistently mention how much they learned and enjoyed Gia’s engaging style—many describing her as “the best guide.” The small group size makes it more intimate and allows for genuine interaction, which enhances the overall value.

Final Thoughts: Who Will Love This Tour?

If you’re looking for a meaningful way to explore Charleston’s history beyond the usual tourist spots, this tour is an excellent choice. It’s perfect for history buffs, women’s studies enthusiasts, or anyone wanting to support local women entrepreneurs while learning about influential figures often left out of mainstream narratives. If you appreciate storytelling that’s engaging, authentic, and backed by real historic sites, you’ll find this experience rewarding.

Travelers who enjoy small-group adventures will appreciate the intimate setting, and those who don’t mind spending a few extra dollars at the bar to sample local drinks will see the added value. Keep in mind, it’s a walking tour—so comfortable shoes and a curiosity for stories are your best companions.

FAQs

Are drinks included in the tour price?
No, drinks are purchased separately at the two bar stops, but guides will recommend excellent places to try local wines, beers, or cocktails.

How long is the tour?
It lasts approximately 2 hours, covering about 1.5 miles of walking through historic Charleston.

Is the tour suitable for all ages?
It’s designed for guests 21 and over, mainly because alcohol is involved and to be compliant with legal drinking age.

What should I wear?
Comfortable walking shoes are recommended, as the tour covers historic streets with uneven cobblestones.

What if I have walking difficulties?
While most should be fine, those with walking challenges may find the uneven walkways and length of 1.5 miles challenging.

Can I cancel my booking?
Yes, the tour offers free cancellation up to 24 hours in advance for a full refund.

Where does the tour start and end?
It begins at 49 S Market St and ends less than three blocks away at Blind Tiger Pub, making it easy to continue your Charleston explorations.

Is this tour family-friendly?
Since it’s geared toward adults (minimum age 21), it’s best suited for mature travelers interested in history and social stories.

Final Word

The Charleston Women and Wine Tour is a delightful blend of history, storytelling, and social consciousness. It’s a fantastic way to experience the city through the stories of remarkable women, all while enjoying the vibrant local scene. Its affordability, small-group intimacy, and engaging guides make it stand out as a thoughtful addition to any Charleston itinerary. Whether you’re a history lover, a curious traveler, or someone passionate about supporting women-owned businesses, this tour offers a meaningful, enjoyable way to spend an afternoon.