The Sideways GPS Wine Trail Driving Tour

The Sideways GPS Wine Trail Driving Tour follows California’s Santa Ynez Valley as a self-guided, GPS-style driving experience built around locations made famous by the 2004 film Sideways. The tour begins near the Santa Ynez River at the Alisal area by the River Course, near the bridge tied to the movie’s golf-ball battle, and then passes sites including Mission Santa Ynez and the Chumash Reservation. It continues through Los Olivos, featuring Victorian storefronts and tasting rooms, and visits vineyards such as Fess Parker, referenced in the film as “Frass Canyon.” The route highlights the valley’s microclimates and east-west orientation that support multiple grape varieties. It culminates at the Sideways Inn and the Hitching Post II restaurant, before ending at Ostrich Land. The offering is an on-demand, 90-minute GPS-guided tour marketed for both film fans and wine enthusiasts.