Paso Robles: Sidecar Wine Tour & Cass Winery Tasting

Three Wineries in a Sidecar: Why Paso Robles Tastes Better From the Road

You ride through Paso Robles wine country in a sidecar, stopping at three wineries for hand-selected tastings and insider stories about the region's award-winning wines. The tour wraps with an exclusive tasting at Cass Winery on their estate, and your private guide handles all the driving and timing so you can focus on the wine and the views. Four hours total, includes transportation between all stops.

Step-by-step itinerary

Exclusive Paso Robles wine tour

• Check in and meet guide
• Attend safety briefing
• Complete waiver form
• Ride sidecar through vineyards
• Visit three premier wineries
• Enjoy exclusive tastings
• Learn about winemaking process
• Final tasting at Cass Winery
• Take final photos
• Receive tour photos

The experience

You want to taste real Paso Robles wine, but the idea of sitting in a tasting room for hours doesn't pull you in the way a ride through the vineyards does. Four hours, three wineries, one sidecar, and by the end you'll understand why people come back to this region. The tour starts with a safety briefing and waiver (quick, straightforward), then you're in the sidecar heading into wine country with a guide who knows the region's history, the terroir, what makes these particular wines stand out. It's not a lecture. It's someone who works here talking while you're actually looking at the land they're describing.

The stops are deliberate. Each winery offers something different: a distinctive selection, an inside look at how they work, tasting notes that stick with you because you're tasting them right there, not hours later in a hotel room. The rolling vineyards and valley views aren't background noise. They're part of why you're tasting what you're tasting. And then the tour lands at Cass Winery, one of Paso Robles' most recognized names, where the final tasting happens on their vineyard estate. By then you've moved through three other places, so you're not fresh to wine. You're primed, curious, ready to notice the difference.

The sidecar itself is the thing people remember. It's not a bus or a van. It changes how you move through the landscape, how the guide can point things out, how the whole day feels less like tourism and more like someone showing you around their neighborhood. Private transportation, private guide. You're not waiting for other groups or adjusting to someone else's pace. The photos your guide takes get shared with you, so you have the moments without the phone in your hand the whole time.

What’s included

Your day includes private sidecar transportation between all three wineries plus Cass Winery, a private guide who shares the region's history and winemaking insights, hand-selected tastings at each stop, and photos taken throughout your journey. Check-in, safety briefing, and waiver completion happen before you depart.

Information

Lasts 4h, runs every day at 10:00, 11:00 and 12:00, from US$ 169 per person, with a live guide in English and Spanish, as a private tour and with free cancellation up to 24 h before.

Days and timesEvery dayDepartures at 10:00, 11:00 and 12:00

GroupPrivate

Live guideEnglish and Spanish

Meeting point and pickupNo hotel pickup: you go to the meeting point. Ends back at the starting point.

Book up to12h before

AgesAdult (21 and older) · Under 21: can't be booked

Cancellation and refundsFree cancellation up to 24 h before the start. After that, no refund.It may be canceled due to bad weather. If that happens, you're offered another date or a refund.

Prices and times updated yesterday

Good to know

Low physical effortPublic transport nearbyNot recommended during pregnancyNot recommended with heart problemsNot recommended with back problems

Operated by Third Wheel Tours

Is this one for you?Book this if you want to taste Paso Robles wines without arranging your own transportation or timing between stops: the sidecar and private guide handle both, which is what makes it possible to visit four different wineries and actually remember what you tasted.

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Top questions

What languages is the tour guided in?

Live guide in English and Spanish.

What happens if it rains?

It may be canceled due to bad weather. If that happens, you're offered another date or a refund. Free cancellation up to 24 h before the start.

How long is the Paso Robles sidecar wine tour?

Four hours total, including check-in, safety briefing, three winery stops, and the final tasting at Cass Winery.

What's included in the tour?

Private transportation in the sidecar, private guide, tastings at three wineries plus Cass Winery, and photos taken by your guide throughout the day.

Do I need to sign anything before the tour starts?

Yes, you'll complete a waiver form and receive a safety briefing covering riding guidelines and safety gear before you depart.

Is the sidecar ride safe?

The tour includes a full safety briefing and safety gear. It's not recommended for travelers with spinal injuries, pregnant travelers, or those with poor cardiovascular health.

Can I take photos during the tour?

Yes, and your guide will also take photos throughout the day that are shared with you afterward.

What if I want to tip the driver?

Gratuities are optional and appreciated as a way to thank your driver for the experience.

Do I need to be fit to do this tour?

The tour is suitable for all physical fitness levels, though it does involve riding in a sidecar for several hours.

Is public transportation available if I don't want the sidecar?

Public transportation options are available nearby, but the sidecar is the core experience of this tour.