Ride a sidecar through San Luis Obispo wine country with an expert guide and scenic photo stops
Discover what we've curated for you
120 minutes
Up to 2 people
Sidecar ride, Expert guide
Explore San Luis Obispo wine country from a one-of-a-kind sidecar. Glide through vineyard scenery as your guide shares insights from vine to bottle.
Must be 21+ with valid ID. Arrive 10 minutes early; late arrivals over 15 minutes or intoxicated guests may be rescheduled with a $50 fee. Tours may be rescheduled for safety in inclement weather.
Reschedule free with at least 72 hours’ notice; requests under 72 hours incur a $50 rescheduling fee. No refunds for same-day or next-day reservations. Full refund within 24 hours of booking for reservations made 3 days in advance; after 24 hours, cancellations receive a 50% refund.
6238 Orcutt Rd, San Luis Obispo, CA 93401
This sidecar vineyard experience delivers something truly special in wine country. The motorcycle tours through Cass Winery's 145-acre property combine education with pure fun, and reviewers consistently rave about how informative yet entertaining the whole thing is. You'll learn about grape varieties, winemaking processes, and the landscape while cruising through stunning vineyards in vintage sidecars. The experience is surprisingly comfortable too, with couples noting there's plenty of room even for taller guests. The guides really make this experience shine. Daniel, Frank, Jill, Isaac, Greg, and Stephanie all get enthusiastic shout-outs for being knowledgeable, friendly, and genuinely fun to spend time with. They'll take grape sampling breaks, snap photos for you, and answer all your questions without rushing. The tours are dog-friendly, and there's flexibility around timing. Many guests recommend arriving early to enjoy the winery's café and tastings, and several were so impressed they're already planning return trips for the multi-winery tour option. One reviewer mentioned some challenges booking with a gift card, but overall communication seems responsive and helpful.
Steph was absolutely incredible!! My boyfriend who is 6’2 and not a small guy was able to fit in the side car with me comfortably and we loved our tour and wine tasting so much, we became members!
katrina garnica
January 29, 2026
Steph was absolutely incredible!! My boyfriend who is 6’2 and not a small guy was able to fit in the side car with me comfortably and we loved our tour and wine tasting so much, we became members!
katrina garnica
January 29, 2026