Imagine cruising through rolling vineyards in a vintage sidecar, wind in your hair, and panoramic views stretching as far as the eye can see. That’s exactly what the Scenic Sidecar Vineyard Adventure in San Luis Obispo promises—and without a doubt, it’s an experience worth considering. We’ve taken a close look at this tour to see what makes it stand out, what you can expect, and whether it’s worth your time.
What excites us most? It’s the unique blend of adventure and education, the chance to enjoy breathtaking scenery, and the opportunity to snap incredible photos with a guided local touch. Plus, at just $45 per person, it’s surprisingly accessible for such a distinctive experience. The only thing to keep in mind? It’s a one-hour tour, so if you’re eager to explore extensively, you might want to pair it with other activities.
This tour will appeal most to wine lovers, adventure seekers, and anyone looking for a memorable, photo-worthy outing in San Luis Obispo’s wine country. If you’re after a relaxing day with a dash of adrenaline and expert insights, this adventure fits the bill perfectly.
Good To Know

- Unique experience riding in a vintage sidecar through vineyards
- Expert guides share fascinating insights into vineyard life and winemaking
- Scenic viewpoints ideal for photos and soaking in the landscape
- Affordable price point offers excellent value for a memorable tour
- Short duration makes it easy to fit into a busy itinerary
- Private guide and transportation ensure personalized attention
What is the Scenic Sidecar Vineyard Adventure?

This is a one-hour guided ride through the vineyards of San Luis Obispo, offered by Third Wheel Tours, that combines adventure, scenery, and local knowledge. Starting at Wolff Vineyards, your journey takes you along winding vineyard roads, with your guide sharing stories about the vines, wine-making process, and regional history. What sets this apart from typical vineyard tours is the vintage sidecar itself—think old-school charm and a fun, open-air ride that gets your adrenaline going.
The tour is designed for small, private groups, making it feel personalized and relaxed. The cost is $45 per person, which includes a private guide and transportation, but excludes alcohol and snacks. The focus is on providing an immersive experience that’s both exciting and educational.
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Detailed Breakdown of the Itinerary
Stop 1 & 2: Check-in, Safety, and Waivers at Wolff Vineyards
Your adventure kicks off at Wolff Vineyards, where you’ll check in and meet your guide—most reviews highlight Isaac as a particularly friendly and knowledgeable host. The process is straightforward: a brief safety orientation and waiver signing. This quick step is crucial, as it ensures everyone feels secure and ready for the fun ahead.
The safety briefing covers riding guidelines and gear, so don’t worry if you’re new to sidecars—your guide will make sure you’re comfortable. The efficient check-in process, taking only about 5 minutes, leaves plenty of time for anticipation.
Stop 3: The Scenic Sidecar Ride
Once geared up, the real magic begins. The 45-minute ride takes you through the vineyard landscape, with your guide sharing insights about vine-to-bottle processes, regional history, and fun facts about the vineyards you pass. Imagine feeling the wind as you glide past lush vines, with panoramic views that make photo opportunities irresistible.
Reviewers like Gloria from the May 2025 trip appreciated the sunset ride on the speedster, describing it as “super fun” and “great for photos.” The scenic viewpoints are carefully chosen for their stunning vistas, perfect for capturing moments with friends or loved ones.
Final Stop: Photos and Farewell
The tour concludes back at Wolff Vineyards, where you can take some last pictures at a picturesque spot. Your guide will also share the photos captured during the ride—a nice touch that lets you relive the experience later. If you’ve enjoyed the adventure, gratuities are welcome but not mandatory.
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What Makes This Tour Special?

Unique Method of Vineyard Exploration
Riding in a vintage sidecar is not your typical vineyard tour. It adds a dash of retro charm and fun, making the entire experience feel more like an adventure. Being open-air, you’ll enjoy unobstructed views of the vineyards, and the sensation of wind and scenery makes it feel more immersive.
Knowledgeable Guides
According to reviews, guides like Isaac and Francisco aren’t just drivers—they’re storytellers. One reviewer noted Isaac’s friendly, informative manner, which made the visit more engaging. Francisco, for example, delivered the tour in Spanish, which added a personalized touch for Spanish-speaking guests and included fun photography tips.
Scenic Photo Opportunities
The tour’s carefully selected viewpoints allow for spectacular photos, and many guests mention how their guides captured some incredible shots. Whether it’s a sunset backdrop or lush vineyard rows, these photos make the experience more memorable.
Authentic Vineyard Insights
Beyond the ride, guides share fascinating details about winemaking, regional history, and vineyard operations. This elevates the experience from just a fun ride to one with genuine educational value.
Pricing and Value Analysis
At $45 per person, this tour offers excellent value considering the personalized guide service, private transportation, and the unique experience of riding in a vintage sidecar. Unlike larger group tours, the private aspect means you get more attention and tailored storytelling.
Since most reviews mention the experience exceeding expectations—from the stunning scenery to the friendly guides—it’s clear the price reflects a memorable, high-quality outing. Plus, with the tour lasting around an hour, it’s a perfect short activity that won’t overextend your day.
Who Will Love This Tour?
If you enjoy wine country, but want a more adventurous spin, this experience hits the mark. It’s ideal for couples celebrating a special occasion, small groups of friends, or solo travelers who want a fun story to tell. It’s also perfect if you’re after beautiful photos and personalized insights into the vineyards.
However, keep in mind this isn’t a comprehensive wine tasting tour. If your focus is solely on sampling wines at multiple vineyards, you might want to pair this with additional tastings later.
Practical Tips for Your Sidecar Adventure

- Book in advance: The tour tends to fill up quickly—most guests book about 9 days ahead.
- Dress comfortably: As it’s open-air, dress for the weather—layers are advisable if it’s cooler.
- Bring your camera or phone: There are plenty of photo-worthy moments.
- Arrive early: To allow time for check-in and safety briefing.
- Consider gratuities: If your guide exceeded expectations, tipping is appreciated.
The Sum Up
The Scenic Sidecar Vineyard Adventure in San Luis Obispo offers a clever combination of thrill, scenery, and education—all wrapped into an hour-long ride. It’s especially perfect for adventure-loving wine enthusiasts and those seeking a unique way to explore California’s wine country. The tour’s personalized guides, stunning views, and photo opportunities make it a memorable outing that offers a lot of value for its price.
While it’s a short experience, it delivers lasting memories and a story to tell. Whether celebrating an anniversary, traveling solo, or sharing with friends, this tour provides a fun, scenic escape that stands apart from conventional wine tours.
FAQ
Is this tour suitable for everyone?
Most travelers can participate, and service animals are allowed. It’s designed to be accessible and safe for a wide range of guests.
How long does the tour last?
Approximately 1 hour, including check-in, safety briefing, the ride, and photo stops.
What is included in the price?
Private guide, private transportation, and the scenic ride. Alcoholic beverages and snacks are not included.
Do I need to bring anything?
Bring your camera or phone for photos, dress appropriately for weather, and wear comfortable clothing.
Can I cancel or reschedule?
The experience is non-refundable and cannot be changed. If cancelled due to weather, you’ll be offered a different date or a full refund.
Is there a minimum age requirement?
Most travelers can participate, but specific age restrictions aren’t specified.
What should I wear?
Dress comfortably, as the ride is open-air. Layers are recommended if it’s cool.
Is there a group size limit?
It’s a private tour, so only your group will participate, ensuring a personalized experience.
Are gratuities expected?
While not mandatory, tipping your guide is appreciated if you enjoyed the ride.
How do I book?
Most guests book about 9 days in advance through the booking platform or directly with the tour provider.
If you’re looking to add a splash of adventure to your vineyard visit, the Scenic Sidecar Vineyard Adventure is a delightful choice. It offers a quick, fun, and scenic way to explore San Luis Obispo’s renowned wine country—think of it as a ride you’ll be tempted to tell everyone about long after the wind has settled.
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