Vespa Tours · THE USA

15 Vespa and Sidecar Tours in the USA Worth Booking

32 tours  ·  from $65 a head

Paso Robles wine country, the San Diego coast and a sidecar lap of Las Vegas after dark. These 15 are priced, with the licence requirements and the minimum ages stated.

VESPA SiDECAR Tour in San Antonio with Tacos - Starting at Hotel Emma and seeing the River Walk from above
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VESPA SiDECAR Tour in San Antonio with Tacos

1.VESPA SiDECAR Tour in San Antonio with Tacos

★★★★★★★★★★4.5 · 73 reviews · 1 hour 30 minutes (approx.) Our pick

Start at Hotel Emma with guides such as Kevin and Liz, then see San Antonio from a colorful Vespa sidecar. The private route covers Market Square, the cathedral, King William, the Pearl area, murals, the Alamo, and historic homes, with tacos and refreshments along the way.

“This tour was limited at best. We were told one pick up location but the drivers (arrived late) and came to another side of the hotel. The tour started almost 30 minutes late. You are dependent on the knowledge of the driver to whom you are assigned. My driver had almost no information to provide. What little information he had was often incorrect. My husbands’ driver only talked about the the few things he seemed to be interested in and also provided limited information. We drove around for a short time, stopped for a quick lunch (one taco and very bad choices for drinks) and in less than an hour…”

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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

2.Vineyard Rides Paso Robles Sidecar Wine Adventure

★★★★★★★★★★5.0 · 72 reviews · 1 hour (approx.) · from $89Top rated

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

3.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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Classic Sidecar Tour of San Francisco - Lombard Street and the city’s famous slopes
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Classic Sidecar Tour of San Francisco

4.Classic Sidecar Tour of San Francisco

★★★★★★★★★★5.0 · 51 reviews · 3 hours (approx.) · from $280

Ride through San Francisco in a classic motorcycle sidecar with Jerome, a friendly guide who shares local history by microphone. This three-hour trip covers Lombard Street, the Golden Gate Bridge, Chinatown, the Painted Ladies, and a San Francisco music-history stop, with pickup, blanket, water, and charger included.

“One of the best experiences I had as a tourist; COVID safe!! Looking at the sunset, the sense of freedom, with a nice historical touch, the host really kind and pleasant, definitely I will do it again, its once on al lifetime experience”

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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

5.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

6.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

7.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

8.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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Monterey Bay Famous Dog Friendly Electric Bike and Sidecar Tour - Rolling down to Carmel Beach
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Monterey Bay Famous Dog Friendly Electric Bike and Sidecar Tour

9.Monterey Bay Famous Dog Friendly Electric Bike and Sidecar Tour

★★★★★★★★★★5.0 · 26 reviews · 2 hours (approx.) · from $130

Join Mad Dogs & Englishmen for a two-hour e-bike ride through Carmel with your dog in a custom sidecar. Guides such as Leslie and Noah help you practice first, then lead you to Carmel Beach, Carmel Mission, redwoods, and Stillwater Cove.

“It was a beautiful day and the scenery was picturesque. Leslie was friendly and helpful. She has a lot of knowledge of the area and tour. She sets you up on the bike and you’re able to practice a bit first. We had some stops and the ride was not scary at all. I was nervous but the roads are not unsafe at all. We had the best time:). So fun 🤩”

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2-Hour Private Guided Sidecar Tour in Las Vegas - The Welcome sign makes the first strong photo stop
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2-Hour Private Guided Sidecar Tour in Las Vegas

10.2-Hour Private Guided Sidecar Tour in Las Vegas

★★★★★★★★★★5.0 · 25 reviews · 2 hours (approx.) · from $161

Ride through Las Vegas with Dylan from Retro Tour Las Vegas in a vintage motorcycle and sidecar. This private two-hour outing covers the Strip, Fremont Street, the Arts District, and the Welcome sign, with hotel pickup, helmets, water, photo time, and local tips.

“Very nice experience! Can see sights really well from this type of vehicle. Enjoyed riding with the breeze. Would definitely 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

11.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

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

13.Private Sidecar Adventure Tour through Temecula

★★★★★★★★★★4.5 · 15 reviews · 2 hours (approx.)

Meet your private chauffeur at Akash Winery for a two-hour sidecar ride through Temecula. Your route may head to Lake Skinner, the hills near Akash Winery, or Sugar Plum Petting Zoo. Drivers such as Fred, Joseph, Brian, Austin, and Hunter have led past tours.

“So much fun! Great way to see the wineries and countryside! Drivers are friendly and know this area!!!”

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Las Vegas: Private Sidecar Motorcycle Tour of Vegas Strip - Luxor and the southern Strip
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Las Vegas: Private Sidecar Motorcycle Tour of Vegas Strip

14.Private Sidecar Motorcycle Tour of Vegas Strip

★★★★★★★★★★4.7 · 10 reviews · 1 hour

Share a one-hour private Ural sidecar ride with guide Dylan along the Las Vegas Strip. Stop at the Welcome sign, pass Luxor, Bellagio, Paris, Caesars, Venetian, Wynn, and Strat, and receive helmet, gloves, goggles, hotel pickup, and photo opportunities.

“Sehr gute Tour, sogar mit deutschem Guide. Er war, "more than expected"... Er hat uns viel gezeigt, was man nicht sieht, wenn man mit dem Auto durchfährt. TOP”

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San Francisco: Rides by me Classic Sidecar tours - Union Square, Chinatown, and North Beach
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San Francisco: Rides by me Classic Sidecar tours

15.San Francisco: Rides by me Classic Sidecar tours

★★★★★★★★★★5.0 · 10 reviews · 3 hours · from $260

Ride through San Francisco in an open-air sidecar with Jerome, visiting Chinatown, North Beach, Lombard Street, Fisherman’s Wharf, the Golden Gate Bridge, Haight-Ashbury, and Alamo Square. You get hotel or Airbnb pickup, frequent photo stops, and live commentary in English, French, or Spanish.

“The only way to see San Fran. Visit all the best sights in one ride. Jerome is so passionate about this city and its infectious. Fun and informative, and so much better in the openness of the sidecar. Lots of stops for photos. Incredible value for money. This is the stuff the best memories are made of.”

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New in USA Vespa Tours

★ 5.0Napa Valley: Napa Valley Guided Sidecar Tour with 3 WineriesFrom $3402 reviews
★ 5.0Vineyard Rides San Luis Obispo Sidecar Wine AdventureFrom $892 reviews
★ 5.0Napa Valley Classic Sidecar Wine toursFrom $3904 reviews
★ 5.0Private 1-Hour Evening Las Vegas Strip Tour in a SidecarFrom $1472 reviews
★ 5.0Brewery and Tap Room Sidecar TourFrom $1992 reviews
★ 5.0San Francisco: City Sunset Tour by Vintage SidecarFrom $1703 reviews
★ 5.0Sunset at the Vineyards Sidecar Wine AdventureFrom $1503 reviews
★ 5.0Scenic Sidecar Vineyard TourFrom $653 reviews
★ 5.01-Hour Private Scenic Tandem Sidecar Tour in San Diego3 reviews
★ 5.0Private 1-Hour Las Vegas Strip Tour by Vintage SidecarFrom $1146 reviews
★ 5.02-Hour Private Tour of Las Vegas by Night on a SidecarFrom $1935 reviews

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