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Our small group wine tours allow for our guests to have a more one on one experience while exploring the Hill Country wine region (Texas' best kept secret!). Our knowledgeable tour guides are able to provide not only history and insight to the local area, but also thoroughly educate guests on the wine making and wine tasting process. Our tours have no minimum, and are guaranteed to be conducted no matter how small the reservation may be; rain or shine, and our tour group size will never exceed 8 guests.
This tour visits two (2) area Wineries and allows for guests to visit the town of Fredericksburg for 90min. Enjoy the scenic drive from downtown San Antonio as we venture further out into Texas Hill Country.
We're a small, family owned tour operator with strong San Antonio roots. Join us as we take you through the scenic Hill Country through the eyes of a local San Antonian.
Service animals allowed
Public transportation options are available nearby
Not recommended for pregnant travelers
Suitable for all physical fitness levels
Must be over 21 years old
All tours conducted rain or shine
Cancellations only due to severe flooding or icy conditions
For a full refund, cancel at least 24 hours before the scheduled departure time.
Sister Creek Vineyards
Guests will arrive to this rustic and historic tasting room and will be guided on a short barrel room tour of the winery. A wine tasting will follow the tour.
Texas Wine Collective
*2nd Winery Subject to change based on availability*
Wine Tasting Fees at (2) Wineries
Guaranteed small-group experience
Air-conditioned vehicle
Bottle water, crackers, and dark chocolate
Lunch is available to purchase at one of the many restaurants in Fredericksburg.
Souvenirs
Gratuity
278 reviews
Total reviews and rating from Viator & Tripadvisor
H3334WKedwardb,,Jan 17, 2026
- Review from Tripadvisor
Absolutely AMAZING!!!!! Diane was our guide and driver. She is an absolute GEM!!!!! I highly recommend this family owned business to any & everyone who may be considering touring Fredericksburg!! 1000/10!!! You will not regret it!!!


















TIMOTHY S,,Jan 15, 2026
- Review from Viator
Matt was awesome. So gracious. Super friendly and gave us a lot of amazing information and picked out the best vineyards. He provided an above and beyond experience.
Susana T,,Dec 13, 2025
- Review from Viator
A highly recommended and informative tour. The two wine tasting locations offered excellent service and wines with a great bouquet. The visit to the town was interesting. The best part was the conversation with the guide, Matt







Kathy G,,Nov 14, 2025
- Review from Viator
Our guide, Matthew, was wonderful. Very knowledgeable, informative, and friendly. Went out of his way to make sure we enjoyed the experience.
petersN7158DN,,Nov 5, 2025
- Review from Tripadvisor
The Fredericksburg tour with Matt was an absolute pleasure, highly recommend it! My parents were visiting from San Diego and wanted to check out the Hill Country, which ended up being such a wonderful and enriching time. Matt was knowledgeable, literally a walking encyclopedia for wine, history, and local lore. I appreciated his upbeat attitude and stories. A group of 5 ladies were also part of the tour and we really enjoyed getting to know them, the wines, and some great scenery! If you’re doing the 10-4:30pm tour, don’t expect to be back on time. we made the mistake of planning dinner an hour after the tour was intended to end, but had to cancel our reservations. We’re grateful for the moments and new friends!



Carla m,,Oct 21, 2025
- Review from Viator
Diana was a great tour guide. I was traveling alone and she went the extra step to pick me up at my hotel. She was very knowledgeable on all the wine and processes. I had a great time!
Lorena J,,Oct 15, 2025
- Review from Viator
Matthew was great! He was very friendly and knowledgeable on the various wines and wineries we toured.
n0rmaj,,Oct 12, 2025
- Review from Tripadvisor
A nice way to visit some wineries & places outside of San Antonio. Matt was our driver & extremely knowledgeable in wine & the areas we visited.
Michael S,,Sep 29, 2025
- Review from Viator
Our guide Diana was excellent and very knowledgeable. We had a great day out. Sisters creek winery was the better one out of the two we visited.
Catherine M,,Sep 28, 2025
- Review from Viator
Excellent experience for someone wanting to take a day trip! Our driver Matt was excellent and very informative!! Would definitely recommend!!
Operated by COTTONWOOD WINE TOURS, LLC