Vespa Tours · THE USA

15 Vespa Wine Tours in the USA Worth Booking

16 tours  ·  from $65 a head

Good vespa wine tours in the USA run small fleets and the best ones go first. Below: the 15 to book early, what each includes and how they differ.

Vineyard Rides Paso Robles Sidecar Wine Adventure - Starting at Cass Winery on Linne Road
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Vineyard Rides Paso Robles Sidecar Wine Adventure

1.Vineyard Rides Paso Robles Sidecar Wine Adventure

★★★★★★★★★★5.0 · 72 reviews · 1 hour (approx.) · from $89Our pick

Meet guides such as Isaac, Will, Frank, or JD at Cass Winery for a private vintage sidecar ride through the vineyards. Expect a safety briefing, photo stops, grape and winemaking insights, and the option to add a wine tasting after the ride.

“It was an amazing experience! We had so much fun. Our guides were very informative and very nice. An experience like none other.”

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Private Sidecar Winery Tour through Temecula - Starting at Akash Winery and Vineyard
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Private Sidecar Winery Tour through Temecula

2.Private Sidecar Winery Tour through Temecula

★★★★★★★★★★5.0 · 63 reviews · 2 hours 30 minutes (approx.)

Ride in a private motorcycle sidecar from Akash Winery through Temecula wine country with guides such as Bryan, Hunter, Fred, or Jose. Expect open-air views, local stories, and tastings at Doffo Winery, Bella Vista Winery, and another area stop. The tour lasts about two and a half hours.

“Jose the driver! Jose was knowledgeable and just downright fun. He gave great insight into each stop and made sure we were having fun! 10/10 best guide!! Brooke and Elizabeth”

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Scenic Sidecar Vineyard Tour Paso Robles - A 45-minute ride through the vineyards
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Scenic Sidecar Vineyard Tour Paso Robles

3.Scenic Sidecar Vineyard Tour Paso Robles

★★★★★★★★★★4.5 · 46 reviews · 1 hour (approx.) · from $65Best value

Meet your guide at Cass Winery for a private, one-hour sidecar ride through Paso Robles wine country. Expect safety instructions, vineyard views, photo stops, and local wine talk. Guides such as Greg, Frank, JD, and Daniel have led past tours. A Wolff Winery tasting can be added.

“It was nice to get a tour of some of the vineyards. Our guide was knowledgeable. We ride motorcycles but it was still a cool experience to be in the side car. If you've never ride on a motorcycle before you will really enjoy this. Paso Robles gets hot in the summer. Choose the 10:00 slot if you can.”

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Private Sidecar Winery Tour through Santa Barbara - Why the sidecar makes Santa Barbara feel different
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Private Sidecar Winery Tour through Santa Barbara

4.Private Sidecar Winery Tour through Santa Barbara

★★★★★★★★★★4.0 · 43 reviews · 2 hours 30 minutes (approx.)

You’ll ride in a private motorcycle sidecar with a local guide such as Rod, Fred, or Jose, stopping for wine and Santa Barbara views. Expect about 2.5 hours, usually two tasting rooms rather than three, and confirm tasting fees before you order.

“I had a great time riding around in Santa Barbara. It’s a quaint little city with fantastic views and the guide was super friendly. I hope everyone has an opportunity to experience this.”

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Private Sidecar Winery Tour through Paso Robles - The ride between the vineyards
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Private Sidecar Winery Tour through Paso Robles

5.Private Sidecar Winery Tour through Paso Robles

★★★★★★★★★★4.5 · 40 reviews · 2 hours 30 minutes (approx.)

Ride with a private guide such as Bill, Greg, Brad, or Nomad in a motorcycle sidecar built for two passengers. You will visit Paso Robles wineries, enjoy tastings, and see back roads at an easy pace. The route may include Pear Valley and Bianchi, with other winery stops possible.

“Greg “Nomad” was amazing! We couldn’t have imagined a better tour guide, driver, historian. Thanks you for an incredible day and a lifetime of memories.”

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Wine Tasting Sidecar: 2.5-Hour Private Tour in San Diego - Stop one: Legacy Resort Hotel & Spa
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Wine Tasting Sidecar: 2.5-Hour Private Tour in San Diego

6.Wine Tasting Sidecar: 2.5-Hour Private Tour in San Diego

★★★★★★★★★★4.5 · 27 reviews · 2 hours 30 minutes (approx.)

Meet your English-speaking driver at Hotel Circle for a 2.5-hour private sidecar tour through San Diego. Stop at Legacy Resort and Pali Wine Co., enjoy wine flights or glasses, and let guides such as Steve, Ron, or Cesar share city facts while you ride.

“Our guide Ron was fantastic! He took us to lots of hidden treasure around San Diego that we would have never know about. The wine tasting was a lovely spot with very nice local wines. Seeing the city in a sidecar was a great way to get a feel of different areas! Thank you Ron for your friendly and helpful manner! We would do it again.”

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Sonoma Valley Sidecar Wine tours - Three winery visits, with five possible names
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Sonoma Valley Sidecar Wine tours

7.Sonoma Valley Sidecar Wine tours

★★★★★★★★★★5.0 · 25 reviews · 6 hours 30 minutes (approx.) · from $390

Jerome and his team take you through Sonoma wine country in classic sidecars, with room to swap seats, visit three wineries, and enjoy a French-style picnic. Tastings are extra. The relaxed six-and-a-half-hour tour starts and ends in Sonoma, with a maximum of 12 people.

“The most memorable part of Classic sidecar tour was our tour guide Jerome. Easy to talk to, informative, educational , lots of fun, he was absolutely wonderful to spend the day with! He was on time, and then never made us feel like we were in a hurry. Such a fun, relaxing, wonderful day! The sidecar experience was great, an experience we had never done before. The 3 wineries were beautiful, #1 was beautiful and informative. #2 was more beautiful with rolling vineyard's. #3 was more of a relaxing feel. All of the people at the different wineries made the day unforgettable. Jerome has a lunch spot that was special!…”

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Scenic Sidecar Vineyard Adventure San Luis Obispo - What the private sidecar ride feels like
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Scenic Sidecar Vineyard Adventure San Luis Obispo

8.Scenic Sidecar Vineyard Adventure San Luis Obispo

★★★★★★★★★★4.5 · 15 reviews · 1 hour (approx.) · from $65

Meet your private guide at Wolff Vineyards for a safety briefing, then ride through San Luis Obispo wine country in a sidecar. Guides such as Jill, Steph, Isaac, and Francisco have shared vineyard knowledge, local history, and photo stops during this one-hour outing.

“Our tour guide Isaac was very friendly and informative! We thoroughly enjoyed our visit and the wine was delicious!”

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Sunset at the Vineyards Sidecar Wine Adventure Paso Robles - Scenic stops and the best light
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Sunset at the Vineyards Sidecar Wine Adventure Paso Robles

9.Sunset at the Vineyards Sidecar Wine Adventure Paso Robles

★★★★★★★★★★4.5 · 10 reviews · from $150

Meet your guide at Cass Winery for a safety briefing, then ride by sidecar through Paso Robles wine country as the sun drops. Stop for scenic photos and a private picnic with one bottle of wine and a cheese board. The 90-minute tour ends where it began.

“Loved our guides, amazing wine from Cass, beautiful scenery for our picnic. Couldn’t think of a better way to start our tour of Paso.”

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San Diego: Sidecar Wine Tasting Tour - Meeting outside Legacy Resort Hotel & Spa
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San Diego: Sidecar Wine Tasting Tour

10.Sidecar Wine Tasting Tour

★★★★★★★★★★4.0 · 6 reviews · from $199

You’ll ride in an open sidecar with an English-speaking local guide, pass Downtown San Diego sights, and stop at three tasting rooms. Tastings are included, with possible stops at Pali Wine Co, Bottlecraft Liberty Station, and M Wine House. The group is limited to eight.

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Temecula: Guided Sidecar Wine Tasting Tour - Riding through Temecula wine country
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Temecula: Guided Sidecar Wine Tasting Tour

11.Temecula: Guided Sidecar Wine Tasting Tour

★★★★★★★★★★4.8 · 6 reviews · from $199

Ride in your own tandem sidecar with an English-speaking guide, stopping at Temecula wineries for tastings and local stories. Guides such as Brian and Fred have earned praise for friendly service. The route may include Akash, Bella Vista, or Mt. Palomar Winery, plus a scenic stop.

“We loved our guide Brian. It was a fantastic tour. The wines were delicious. We got to go to one new winery. We hadn’t been to because we’ve been on this trip before. The only thing negative from the other two couples was the front seat is way too small so if you could widen that seat, that would be more comfortable.”

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Napa Valley Classic Sidecar Wine tours - Starting in Yountville at 9:30 a.m.
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Napa Valley Classic Sidecar Wine tours

12.Napa Valley Classic Sidecar Wine tours

★★★★★★★★★★5.0 · 4 reviews · 6 hours 30 minutes (approx.) · from $390

Spend about 6.5 hours touring Napa and Sonoma from downtown Yountville in a classic sidecar driven by a guide such as Jerome. Visit three wineries, buy tastings separately, enjoy a local sandwich and salad picnic, and switch sidecar positions with your companion during the day.

“Excellent experience!!! On time, very professional and the driver always looking for ways to make us feel safe and comfortable.”

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Paso Robles: Scenic Sidecar Vineyard Tour - Meeting your guide at Cass Winery
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Paso Robles: Scenic Sidecar Vineyard Tour

13.Scenic Sidecar Vineyard Tour

★★★★★★★★★★5.0 · 3 reviews · from $65

Meet your English- or Spanish-speaking Third Wheel Tours guide at Cass Winery for a safety briefing, then ride a private sidecar through Paso Robles wine country. Your guide shares vineyard insight, stops for photos, and provides water and tour photos. Frank may be your driver.

“Frank the driver was awesome. Very knowledgeable and fun to be around. The ride was very nice around the vineyard relaxing and enjoyable.”

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Paso Robles: Sunset at the Vineyards Sidecar Wine Adventure - Meeting at Cass Winery and getting ready
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Paso Robles: Sunset at the Vineyards Sidecar Wine Adventure

14.Sunset at the Vineyards Sidecar Wine Adventure

★★★★★★★★★★5.0 · 3 reviews · from $150

You’ll ride in a private motorcycle sidecar from Cass Winery with an English-speaking operator and wine educator. Expect a safety briefing, vineyard stops, sunset photos, a guided look at vine-to-bottle work, wine tasting, a bottle of wine, and a cheese charcuterie board.

“This experience was an absolute treat. My girlfriend — who’s really into vine — loved it and couldn’t thank me enough; even though their team provided it all, incl a nice vibe. I strongly recommend doing it at night with the sunset. We also got lucky that it was just us. Really something to remember and next time we might even book a room at the vineyard’s hotel.”

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Vineyard Rides San Luis Obispo Sidecar Wine Adventure - The 45-minute vineyard route
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Vineyard Rides San Luis Obispo Sidecar Wine Adventure

15.Vineyard Rides San Luis Obispo Sidecar Wine Adventure

★★★★★★★★★★5.0 · 2 reviews · 1 hour (approx.) · from $89

Join a private, one-hour sidecar ride from Wolff Vineyards with an expert driver-guide. You’ll get a safety briefing, scenic vineyard stops, photos, and a look at the path from vine to bottle. Bring ID, since all riders must be 21 or older. Wine tasting costs extra.

“We enjoyed a morning tour with Jill, who motor-escorted us through the natural beauty of the winery and local village. A casual lunch followed… all in all a relaxed and splendid afternoon!”

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