Skip the crowds and leave the driving to a local host. This private small-party shuttle along the 290 Wine Road reserves tastings and handles purchases so you can savor Texas wines, a village lunch option, or custom brewery and distillery stops.
Skip the crowds and leave the driving to a local host. This private small-party shuttle along the 290 Wine Road reserves tastings and handles purchases so you can savor Texas wines, a village lunch option, or custom brewery and distillery stops.
Book with Winding Road Wine Tours
Verified experiences and guided adventures in the surrounding area.
Operated by Winding Road Wine Tours · New Braunfels, Texas
Johnson City — the quiet eastern gateway to Texas’s 290 Wine Road — sits in the heart of the Hill Country roughly between Austin and Fredericksburg. On this private, small-party wine tour from Winding Road, two to three guests get a fully tailored, door-to-door day tasting the region’s limestone-soil vineyards and small estates. Pickup is flexible across the corridor from Austin to San Antonio, so the itinerary bends to break up the drive and maximize tasting time. Expect three reserved pourings at peaceful, family-run cellars—Lewis Wines, Ron Yates, and Sandy Road are frequent stops—plus the option to swap a tasting for craft beer at Pecan Street Brewing or single-malt at Andalusia Whiskey Co. in Blanco.
The pace is deliberate: estates here sit close together amid rolling limestone ridges, live oaks, and patchy native grass, and the guides reserve your seats and cover tasting fees so you step up to the counter without a wallet. Choose Classic (three wineries), Wine + Village (adds a relaxed lunch on an historic courthouse square), or Mix Your Own to pick specific wineries, breweries, or the distillery. Tours run about 5.5 to 6 hours; standard departure is midmorning and you return by late afternoon.
What sets this trip apart is scale and service. You’re not in a large van shuttling strangers; it’s your party and one host who navigates county roads, explains varietals and terroir, and stores any purchases in the onboard cooler. The Hill Country’s limestone bedrock gives many vineyards wines a bright mineral edge, and the region’s oak savanna frames tasting rooms with wide skyviews—a distinctive contrast to denser coastal vineyards.
Practicalities: minimum age is 21, tastings are included in the tour price, and full refunds are available up to 14 days prior. Midweek dates stay quiet and uncrowded; weekend bookings open sooner for small parties, so reserve early if you want a particular date. Bring comfortable shoes for short walks between tasting rooms, sun protection, and a jacket for breezy afternoons. The operator will drop you back at your pickup address—no designated driver required.
Whether you’re mapping a first visit to the 290 corridor or treating friends to a private day of Texas wine, this small-party shuttle is a focused way to sample local estates, learn about Hill Country viticulture, and enjoy a relaxed, safe return home.
Expect to taste native-adapted varieties—Riesling, Tempranillo, and hearty blends—paired with honest tasting-room conversation about drought-tolerant farming and small-lot production. Guides often point out roadside wildflowers in spring and the limestone outcrops that influence vine vigor. If you plan to buy bottles, the crew will stow them chilled; ask about cellar tours when you book to deepen the behind-the-scenes experience, and schedule extra time, please.
Tasting fees are covered by the tour operator and are paid as part of the booking—there’s nothing to pay at the counter for included stops.
Pickup is door-to-door across the service area from Austin to San Antonio; provide one pickup address per booking.
Yes: choose Mix Your Own to swap in breweries or the Andalusia Whiskey Co. distillery, subject to availability.
Wine + Village swaps the third tasting for a lunch stop on the historic courthouse square; otherwise food is not included.
Full refunds are available up to 14 days before the tour; you can reschedule up to 72 hours prior depending on availability.
The tour involves short walks and some gravel; contact the operator ahead of booking to discuss specific accessibility needs.
Winding Road Wine Tours is a New Braunfels-based tour operator offering curated winery excursions to nearby Texas destinations. The business presents four distinct trip options: the Driftwood Winery Tour, the Winery & Salt Lick BBQ Tour, the Johnson City Winery Tour, and the Fredericksburg Winery Tour. Each trip listing identifies the route and destinations so travelers can choose the experience that best fits their interests. Featured on The Adventure Collective, Winding Road Wine Tours is visible to travelers planning day trips from New Braunfels, San Antonio, and Austin. The business listing provides clear trip names and summaries that help guests compare winery routes and combined food-and-wine options, such as the tour that pairs winery stops with a visit to the Salt Lick BBQ in Driftwood. Information available through the listing highlights which towns and tasting destinations are included on each itinerary. Operating from New Braunfels, the provider connects guests to tasting rooms and winery neighborhoods in central Texas, including Driftwood, Johnson City, and Fredericksburg. The trip offerings are presented as set options so prospective guests can select the route that matches their travel plans. As an editorially featured option on a recognized travel collective, the business provides a straightforward path for booking winery experiences originating in New Braunfels without the need to plan multiple stops independently.

Book with Winding Road Wine Tours