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Reserve a private 2–3 guest shuttle along the 290 Wine Road for reserved tastings, door-to-door pickup, and the freedom to pick your stops. Perfect for travelers who want a relaxed, curated day of Texas wine, village time, and scenic hill-country views.
Reserve a private 2–3 guest shuttle along the 290 Wine Road for reserved tastings, door-to-door pickup, and the freedom to pick your stops. Perfect for travelers who want a relaxed, curated day of Texas wine, village time, and scenic hill-country views.
Book with Winding Road Wine Tours
Verified experiences and guided adventures in the surrounding area.
Operated by Winding Road Wine Tours · New Braunfels, Texas
Fredericksburg sits in the heart of Texas Hill Country, about an hour and a half north of San Antonio along State Highway 290. The 290 Wine Road threads through limestone hills, live oaks, and wildflower-lined shoulders; it’s the setting for the Fredericksburg — Small Party Rate (2-3 guests), a private, full-day tasting run by Winding Road that gives two or three travelers the same reserved rooms, door-to-door pickup, and a dedicated shuttle usually reserved for larger groups. You choose the rhythm: Classic brings three headline tasting rooms across roughly seven hours; Wine + Village swaps the last pour for 90 minutes on historic Main Street Fredericksburg — a compact strip of German bakeries, biergartens, and shops — and extends the day to about 7.5 hours. Mix Your Own trades any stop for a craft beer at Altstadt Brewery or a spirit flight at 1693 Distillery. Tastings are reserved and paid for in advance, and purchases ride home in the onboard cooler. Stops change with availability, but favorites on this stretch include Becker Vineyards, Texas Wine Collective, and Rhinory. The guide-driver plans the route to minimize highway time depending on whether you’re picked up from Austin, San Antonio, Fredericksburg, or somewhere between. Expect pickup around 10:00 AM, unhurried tastings of about 70 minutes at the first stop, a relaxed second tasting or Main Street break around midday, and a final cellar visit in the afternoon before a comfortable return to your pickup address around 5:00–5:30 PM. What sets this trip apart is its private scale and local knowledge. With a small party, the day feels curated rather than crowded: tasting room hosts remember your pour, the driver walks the logistics so you don’t have to, and bottles you buy are kept chilled and secure. The Hill Country’s limestone soils and warm days favor Rhône- and Spanish-style varieties here; rows of vines set against live oaks make for easy photography and quieter visits than weekend rushes. Practical notes: guests must be 21+, bring ID, and can expect gentle walking and several short staircases. Winding Road is an independent operator and confirms final stops on your itinerary; full refunds are available 14 days out and changes can be made up to 72 hours before your tour. For travelers who prefer a private, flexible taste of Texas wine country, this small-party tour is a precise, relaxed way to spend a day on the 290. Bring sun protection and a reusable water bottle, because Hill Country sun can be strong in summer and wildflower season in spring rewards an early drive. Consider booking midweek for quieter rooms and more time with winemakers; weekend slots fill fast, especially during harvest and festival weekends. pack a cooler.
Guests must be 21 or older and carry valid photo ID for all tastings.
Pickup is offered across Austin, San Antonio, Fredericksburg, and points between; your exact route depends on pickup location.
Yes—tasting fees are covered by the operator and you won’t need to pay at the counter.
Yes—choose Classic, Wine + Village, or Mix Your Own to substitute in breweries or distilleries like Altstadt Brewery and 1693 Distillery.
Full refunds are available 14 days prior to the tour and you can reschedule up to 72 hours before departure.
Some itineraries include a Main Street Fredericksburg break for lunch; otherwise bring snacks or buy food at tasting-room venues that offer small plates.
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