Sidecar Tours

Santa Cruz Wine Tour

Sidecar Tours


Santa Cruz Wine Tour

The landscape of Santa Cruz holds a great variety; with Pacific Ocean waves crashing against rugged cliffs, redwood trees rising sky-high in nearby forests and the Santa Cruz Mountains looming above it all.

Enjoy a variety of different wines from some of the best award-winning wineries in the area and learn about the vast history surrounding Santa Cruz.

Downtown Taproom or Wine Room Tour

Santa Cruz is one of the most iconic beach towns in the country. With West End Tap Room as your launching point, this tour features a scenic ride along West Cliff Drive, with scenic views of Monterey Bay. Tours not available Monday and Tuesday.

Pickup for this tour is at West End Tap & Kitchen – 334 Ingalls St D, Santa Cruz, CA 95060

Pleasant Valley Tour

Pleasant Valley is lined with vineyards and features several prominent vineyards and wineries. Enjoy a scenic ride through apple orchards, vineyards that line the valley, some of Santa Cruz’s most sought after wines.

Pickup for this tour is at Cantine Winepub – 8050 Soquel Dr, Aptos, CA 95003

Soquel Tour

A fun ride up the tree-lined Glen Haven Road, visitors are rewarded with two fine boutique wineries whose wines are ubiquitous in local restaurants.

Pickup for this tour is at Vinocruz Winebar + Kitchen – 901 Soquel Dr, Soquel, CA 95073

Summit Tour

One of the most scenic wine tasting routes in the region takes you to several iconic wineries along Summit Road, off of Hwy 17 in Los Gatos. Enjoy stunning ocean views, vine-covered mountain slopes and redwood forests.

Pickup for this tour is at Summit Store – 24197 Summit Road, Los Gatos, CA 95033

Friendly Reminder: Wineries are not open for tours during the weekdays.

What This Tour Offers

  • Visit 3 amazing local wineries.
  • 2 1/2 hour motorcycle adventure.
  • Wine tastings included.
  • The world's first 2-person tandem sidecar experience.
  • Private chauffeur experience in your own personal tandem sidecar.

Sidecar Tours Smile Promise:

We promise that you'll love your wine tour experience, if not, we'll make it right!

Where You'll Tour
Book a Private Tour with Sidecar Tours - Wine, Beer & Scenic Tours
sidecar tours napa valley

Why We Love Them

We’re pleased to be partnered with the best wineries and tasting rooms in Santa Cruz. Each one of our partners offers a unique story that can only be experienced by visiting and enjoying their menus.

Book Your Wine Tour in Santa Cruz

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Make Your Most Memorable Moments

Make your most memorable moments with Sidecar Tours. We love seeing your smiling faces having an experience of a lifetime!

Based on 181 reviews
Timothy Duong
Timothy Duong
June 20, 2022.
For someone who doesn't drink much I had an amazing experience. I had a group of 9. The owner AJ was very accommodating and made the whole process smooth and easy. The drivers were awesome and the wineries were great. I gave the drink tickets I couldn't finish so my friends could drink more. The sidecar experience made it a perfect day. Highly recommend and would totally do it again.
June 18, 2022.
This is a must if your are visiting the wineries of Temecula! Jose was our driver and he was awesome. I highly recommend this!
Katie Lerch
Katie Lerch
June 12, 2022.
1000/10! Loved Jose “Goose” and will be booking again in the future - and bringing friends! Well planned wine tour visiting some great locations, super fun wheels, and just an overall great experience. Much preferred over a stuffy bus or limousine. They took care of us at each location whether it was a full tasting, a behind the scenes tour, or a full complimentary bottle of wine.
Michael T
Michael T
June 9, 2022.
Amazing experience. Our driver John went above and beyond to give us a perfect tour. Would highly recommend a sidecar tour to anyone looking for a damn cool way to do a wine tasting!
Kaycee Clubb
Kaycee Clubb
June 8, 2022.
Took my wife for her birthday and we had a blast! Hunter and John were amazing. We can’t wait to go again. Thank you so much for making her birthday so special.
Lisa Gastaldo
Lisa Gastaldo
June 6, 2022.
This is very close to a five-star rating. Our driver, David, was wonderful! A Santa Barbara native, he was a great guide! The sidecar is a hoot and a really fun way to tour the city. My boyfriend and I had a blast. Minor cons - Website is full of broken links. Had to call the make sure the tour existed and to make the reservation. Our city tour description included a wine tasting at the end, according the description on the site. However, our driver didn't know anything about that and neither did his contact at the "home office." To his credit, David made sure we got the flight that was promised. Overall, it's a great concept and I would highly recommend. Glitches seem to be part of growing pains of a new company. Hopefully, they will resolve themselves quickly.
Teri Harmon
Teri Harmon
June 4, 2022.
Very fun ride and experience, Totally recommend it for both locals and tourists!
Jenny Fralin
Jenny Fralin
June 2, 2022.
This was a surprise anniversary present for my husband who loves motorcycles and we both love wine! What a crazy and fantastic way to visit wineries! John was a great host/driver and made our experience informative, fun and safe. The wineries were beautiful, tastings were great and we had plenty of time to enjoy each stop. I highly recommend this tour for a special and memorable occasion. “Sidecar”note: don’t wear a skirt. I flashed half of Temecula! 😂