When Sideways was released in 2004, it put the Santa Ynez Valley wine country on the map. Visit wineries and landmarks from the film—and enjoy plenty of cinematic scenery—on a half-century ride between Solvang and Lompoc. The 50-mile loop, put together by the Santa Barbara Bike Coalition, explores wine country and Sideways locations like the Hitching Post, AJ Spurs, and the windmill-sporting Days Inn in Buellton. Start with a westward pedal on Route 246 past quaint shops and clock towers in the village of Solvang, which looks transplanted straight from Denmark. Zip through Buellton into a valley where vineyards and farms are cradled by oak-spotted ridges. When you reach Lompoc, spin around and ride back on Santa Rosa Road, a less traveled lane through more beautiful wine country. You’ll pass the grand Spanish-style ranch house at Sanford Winery (5010 Santa Rosa Road), which is where Miles taught Jack how to taste wine in Sideways. Zip down a hill to Lafond Winery (6855 Santa Rosa Road) for some pinot noir before rolling back to Solvang.
Start from the intersection of Route 246 and Alisal Road in Solvang and start biking west. Bring this route guide and start early for less wind. Bike rentals are available from Wheel Fun Rentals, 475 First St., along Solvang Park just west of the starting point.