Fredericksburg — Classic (4+ Guests)

Your Classic day is three standout tasting rooms, chosen with you and reserved for your group, along the celebrated 290 Wine Road — the most awarded stretch of Texas wine country, in the heart of Fredericksburg wine town. Because we pick up anywhere from Austin to San Antonio, we route the day to break up the drive, so your exact lineup flexes with where you start; a few of our favorites are Becker Vineyards, Texas Wine Collective, and Rhinory. It's a fuller day out — about 7 hours (roughly 10:00 AM–5:00 PM) — with the longer drive, the reservations, and every tasting fee handled for you.

We drive, we reserve every stop, and we cover all your tasting fees — nothing to pay at the winery. The shuttle seats up to 13, with free door-to-door pickup across Austin, San Antonio, Fredericksburg, and between. Along the way: complimentary water and light snacks, a cooler for any bottles you buy, and group photos, all included.

Want a stroll and lunch on historic Main Street instead of the third tasting? See our Wine + Village. Prefer to mix in a brewery or distillery? Try Mix Your Own.

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 named here.