Looking to impress someone on a first date? Have you been dating a while and want to do something different? From private transportation to hop-on/hop-off shuttles, you won’t be at a loss as to what to do with these Fredericksburg TX date ideas. Take them on an unforgettable wine tour in Fredericksburg TX to make some romantic memories as you hit some of the best wineries in the state.


290 Wine Shuttle happens to be the only wine shuttle service in Fredericksburg, Texas, so you can rest assured your date will be extra special. We will take you to as many wineries as you want in a day for just $39.99. We offer pick-ups at each winery every 15 minutes, making this a convenient and fun way to enjoy Texas wine country with your partner. Hop on and off at will for the experience you want at the pace you feel comfortable with.

You’ll board the shuttle at Inn on Barons Creek, where you will receive a wristband and information about each of the 20 wineries and distilleries along the way. Choose which ones you would like to visit ‒ or you may decide to visit them all! The shuttles take off every 15 minutes every Saturday starting at 10am.


If you are looking for something a bit more personalized, book a private transportation service to explore the wineries of Texas Hill Country. Here at 290 Wine Shuttle, we have a fleet of 15-passenger vans and spacious shuttle buses that accommodate groups of all sizes. Get customized service on your date without having to worry about anyone else, or book a van with a bunch of couples for a memorable group date night.


Complement your wine tasting date with other fun activities and pursuits. Here are a few suggestions.

Enchanted Rock

Explore Enchanted Rock State Natural Area, just 18 miles from downtown Fredericksburg. The large pink granite rock offers amazing views of the Texas Hill Country – the perfect place for a romantic walk or even a proposal. Hike the 11 miles of trails, camp out, go rock climbing, do some bird watching, have a picnic, stargaze, and geocache.

Lady Bird Johnson Municipal Park

Explore the 330-acre Lady Bird Johnson Municipal Park, which includes a one-mile walking trail along Live Oak Creek. Check out the bird feeding area and the butterfly habitat on the Vista Loop Trail, and enjoy the habitat diversity that includes post-oak savanna, riparian woodland, and short grass meadows.

There are five outdoor pavilions where you can have a romantic picnic at sunset, or if you’re the active types, there are courts for playing basketball, tennis, and pickleball.

Cross Mountain

It’s not a long hike to the top of Cross Mountain, where you can experience views from nearly 2,000 feet. This is the site where early Fredericksburg settlers in 1847 came across a timber cross on the hilltop that had been used as a lookout point by Native Americans. Enjoy a picnic lunch and take a quick walk around the butterfly garden featuring native Texas plants. It’s open dawn to dusk and there is no fee to enter.

Horseback Tours

Explore Texas Hill Country while riding on a horse. Choose from four companies offering various trail rides that can accommodate riders of all skill levels. From customized rides to group rides, there’s no better way to witness the beauty of the region than on the saddle of a majestic horse.

Antique Stores

Fredericksburg features more than 150 shops, art galleries, boutiques, and antique stores, many of which can be found in the Warehouse District, just off Main Street. This district also features laidback yet upscale restaurants, whether you’re craving breakfast and lunch or sushi and akaushi steak for dinner. You’ll find live music and plenty of sights to see along the way.


If you’re lucky enough to visit in spring, stop off to see the wildflowers flourishing in roadside fields throughout Texas Hill Country, such as bluebonnets, red poppies, purple tansy, ox-eyed daises, winecups, and firewheels.

Now that you have some ideas for your date, we hope you find success in exploring love and romance.


Score major points by taking your date on a tour of 20 amazing wineries throughout Fredericksburg TX. Book now to explore the romance of Texas wine country while making a great first impression. We have a fleet of 15-passenger vans and spacious shuttle buses that can accommodate the two of you, or a few couples on a date together.