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Book Your Private Drunk History Walking Tour in Main - Military Plaza, San Antonio
Join me, Emzy, for an evening of cocktails and conversation that feels like catching up with a historian friend as you explore Main - Military Plaza in San Antonio, Texas; after a few minutes in Alamo Plaza you’ll belly up to the very bar where Teddy Roosevelt recruited many of the famed Rough Riders in 1898, then step into the oldest hotel in the Texas before enjoying a second round at another nearby historic bar picked to suit your taste-warm welcomes, prompt service, heavy pours, exclusive access, and personalized storytelling combine to give you the ultimate way to discover San Antonio’s past and present (food & beverages not included).
About this activity in Main - Military Plaza
Cancellation policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
Highlights
- Join Emzy, a local historian and master storyteller who’s been guiding guests around San Antonio for over two decades - expect lively anecdotes and deep local knowledge.
- Spend an evening sampling the area's storied bar scene with stops at two historic watering holes, including the bar where Teddy Roosevelt recruited Rough Riders in 1898.
- Step inside the oldest hotel in Texas and enjoy exclusive access and personalized commentary that connects the city’s past to its present.
- Experience warm hospitality, attentive service and a tailored small-group outing that blends cocktails with culture for a memorable night in the region.
Important Information
- This is an evening walking tour focused on history and conversation; wear comfortable shoes for short walks between venues.
- The experience is narrative-driven and best suited for guests who enjoy history, local lore and social evenings in classic bars.
- Small-group format allows for personalized stories and questions - bring your curiosity for a conversational, intimate outing.
- Exact meeting details and any accessibility notes will be provided after booking to ensure a smooth start to your tour.
Meeting Point
Meet at the designated spot in Main - Military Plaza, near Alamo Plaza; exact meeting instructions and check-in details will be sent after you book.
Includes
- You’ll have access to iPads for select sections of the tour at Main - Military Plaza, San Antonio, so you can follow digital guides and interactive content during those moments.
- Access to hosted digital content via iPads is provided for specific parts of the experience to enhance your sightseeing and learning here.
Excludes
- Alcoholic beverages are not included with this booking and should be arranged separately if desired.
Other
- Wheelchair accessible: the experience and all areas are designed to be wheelchair accessible for ease of movement in the venue.
- Infants and small children can ride in a pram or stroller, making this a family-friendly option for visitors to the area.
- Service animals are allowed, supporting travelers who rely on assistance animals while exploring the destination.
- Public transportation options are available nearby, giving you convenient access to and from Main - Military Plaza, San Antonio.
- Transportation options associated with the experience are wheelchair accessible to accommodate mobility needs.
- All areas and surfaces are wheelchair accessible to ensure a smooth visit for guests with mobility devices.
- Suitable for all physical fitness levels, so you can enjoy the tour or activity regardless of your fitness background.
Customer Reviews
10/10
Based on 10 Reviews
Summary:
Super fun private “drunk” history tour! Host was super knowledgeable and kind. We enjoyed the tour so much!
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Summary:
EMZY is truly a historian. He took us to spots where history happened and showed us the photos...soooo much more fun than I ever expected!
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Summary:
Emzy has an encyclopaedic knowledge of San Antonio’s history and imparts it with the enthusiasm of a Labrador puppy. He is so interesting and engaging with his audience. On top of that we went to some great bars and had some fantastic cocktails. Highly recommended tour
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Plan Your Events and Tours at Main - Military Plaza, San Antonio
Book your next event in Main - Military Plaza in San Antonio, Texas to tap into vibrant Tours & Sightseeing, Art & Culture showcases, and lively Events that make the area ideal for Group-Friendly and Shows & Entertainment bookings. You'll find the destination well-suited for Food & Drink pairings and accessible meeting options that simplify planning for Workshops & Learning, Family & Kids activities, and Romantic & Couples gatherings in the heart of the city. Choose here when you want a central, activity-rich setting that connects your stay with memorable on-site experiences and easy access to nearby attractions.
398.26 ft²
3 Guests
1 Bedroom
1 Bathroom
Apartment
- Balcony/Terrace
- View
- Parking
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For 7 Nights US $725
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Condo
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $496/Night
For 7 Nights US $3,471
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $149/Night
For 7 Nights US $1,044
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
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- Hot Tub
- Fireplace/Heating
- Kitchen
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Know more about Main - Military Plaza
The Barwalk tour is an evening of cocktails and conversation led by Emzy, a local historian and storyteller who guides you through Alamo Plaza and into two of San Antonio’s most storied bars. You’ll hear researched tales about the city’s past and present while enjoying personalized service and exclusive access to historic interiors.
Yes - the tour is designed for history lovers and anyone who enjoys storytelling, as Emzy combines decades of local knowledge with entertaining narratives about San Antonio’s past while you visit landmark drinking spots.
The Barwalk pairs heavy pours and historic ambiance with expert narration, giving you an immersive food-and-drink outing that focuses on the stories behind San Antonio’s legendary watering holes rather than just the beverages themselves.
The route begins in Alamo Plaza and includes the bar where Teddy Roosevelt recruited many of the famed Rough Riders in 1898, followed by a visit to the bar inside the oldest hotel in Texas, with a second nearby historic bar selected to suit your taste.
You can - the Barwalk is presented as a personalized, Group-Friendly evening that works well for couples, small groups, and special event bookings, offering warm welcomes, prompt service, and a tailored selection of historic bars.
By combining stops at iconic locations near Alamo Plaza with the personal insights of a longtime local guide, the Barwalk offers exclusive access, in-depth research, and conversational history that reveal the city’s character in a way standard tours often miss.
