Ride a custom tandem sidecar through San Luis Obispo’s wine country, visiting two boutique wineries with guided tastings and scenic backroad views. This private three-hour tour pairs a motorized thrill with local history and tasting-room hospitality.
Ride a custom tandem sidecar through San Luis Obispo’s wine country, visiting two boutique wineries with guided tastings and scenic backroad views. This private three-hour tour pairs a motorized thrill with local history and tasting-room hospitality.
Book with Sidecar Tours Inc
Book directly with Sidecar Tours Inc for the best rates and real-time scheduling.
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Operated by Sidecar Tours Inc · San Luis Obispo, CA
You meet at a low-slung garage on Monterey Street and the road greets you like an old friend: a narrow ribbon of pavement cutting through vineyards, the coastal air nudging at your jacket as you climb into a tandem sidecar built for two. Engines purr; the driver guides you past rolling rows of vines and ranch-style farmhouses while the countryside unfolds in clean lines of green and gold.
easy.
3 hours.
Minimal fitness required—participants must be able to get in and out of a sidecar and stand during brief winery tours
The standard tour visits two partner wineries with a tasting included at each stop, plus time to explore the tasting rooms.
Tastings at the two included wineries are provided as part of the tour; additional food or purchases are paid directly to the wineries.
Operators typically provide helmets or liners and require passengers to wear safety equipment; check specifics before riding.
Notify the operator when booking so they can confirm winery accessibility and accommodate basic needs; medical conditions affecting travel should be disclosed.
The region’s modern wine industry grew from Spanish mission agriculture and 19th-century ranching; contemporary vineyards expanded in the late 20th century with a focus on cool-climate varieties.
Many local wineries practice dry farming, cover-cropping, and limited-spray programs to conserve water and support soil health; visitors can help by respecting signage and not disturbing vines.
Sidecar Tours Inc operates guided outdoor trips and adventures with an emphasis on safety, stewardship, and memorable experiences.




Book with Sidecar Tours Inc
Book directly with Sidecar Tours Inc for the best rates and real-time scheduling.
Reserve Now