Fredericksburg — Small Party Rate (2-3 guests)

Two of you? Three? You get exactly the same day a full group gets — the same reserved tasting rooms on the 290 Wine Road, the same host driving, the same door-to-door pickup, and the whole shuttle to yourselves.

Choose your style at checkout. Classic is three standout tasting rooms along the most awarded stretch of Texas wine country, about 7 hours. Wine + Village trades the third tasting for 90 minutes on historic Main Street Fredericksburg — a German settlement of biergartens, bakeries and shops — and runs about 7.5 hours. Mix Your Own is three stops of your choosing: wineries, or swap in craft beer at Altstadt Brewery or spirits and flights at 1693 Distillery. Classic and Mix Your Own are the same price; Wine + Village is $15 less per person.

Because we pick up anywhere from Austin to San Antonio, we route the day to break up the drive, so your exact line-up flexes with where you start. A few of our favorites out here: Becker Vineyards, Texas Wine Collective and Rhinory. We drive, we reserve every stop, and we cover your tasting fees — nothing to pay at the counter.

When you can book. Monday to Thursday, any date, any time — midweek out here is unhurried in a way a Saturday on the 290 never is. Friday to Sunday opens seven days before the tour date, once the coming weekend has settled. If you want to lock in a specific weekend date further ahead, our Classic, Wine + Village and Mix Your Own tours are bookable on any date from four guests.

Stops are subject to availability and may change; we'll confirm your final line-up on your itinerary. Winding Road is an independent operator and is not affiliated with the wineries, breweries, or distilleries named here.