Planning a visit to Paso Robles and looking for a memorable experience that blends scenery, good wine, and a bit of adventure? This Sunset Vineyards Sidecar Wine Adventure offered by Third Wheel Tours could be just what you’re after. While we haven’t personally taken this tour, we’ve gathered enough details to give you a clear picture of what to expect—both the highlights and the little things to consider.
What we love about this experience is how it offers an intimate, relaxed way to explore the vineyards, especially at sunset when the landscape truly comes alive. Plus, the combination of a guided ride in a vintage-looking sidecar and the inclusion of wine and cheese makes it feel both special and cozy. On the flip side, it’s only about an hour and a half long, so if you’re craving a full-day tasting marathon, this might not be the best fit. Overall, it’s ideal for couples, friends, or anyone wanting a charming, low-key evening in wine country.
This tour isn’t necessarily for everyone—say, if you’re looking for a detailed vineyard tour or a large-group experience, you might want to consider other options. But if a romantic, scenic ride with a dash of luxury sounds appealing, this could be just the ticket.
Key Points

- Unique transportation: Riding in a vintage sidecar offers a fun, close-up view of the vineyards.
- Sunset magic: The timing around golden hour enhances the scenery and atmosphere.
- Inclusive experience: Wine, cheese, and expert guidance make for a relaxed, intimate outing.
- Short and sweet: About 1 hour 30 minutes, perfect for a quick yet memorable adventure.
- Private tour: Only your group participates, adding a personal touch.
- Weather-dependent: Good weather is crucial; poor conditions mean rescheduling or refunds.
Exploring the Details of the Sunset Vineyards Sidecar Tour
If wine interests you, we've examined these other wine experiences in Paso Robles
The Introduction and Booking
First off, the tour costs $95 per person, which is a reasonable price considering the personalized experience and the inclusion of wine and cheese. It’s mostly booked about six days in advance, so plan ahead if you’re set on this experience. The tour is confirmed with a mobile ticket, making it easy to keep things simple.
Start at Cass Winery
Your adventure kicks off at Cass Winery, a well-known spot in Paso Robles. Upon arrival, you’ll meet your guide, who is an expert in the area and will provide a quick but essential safety briefing. This part is straightforward, taking just about 5 minutes, and ensures everyone feels comfortable before heading out.
Safety and Waivers
Completing a quick waiver is standard, and the staff is available to answer questions here. It’s a small step, but important to keep everyone safe—especially since you’ll be riding in a sidecar that’s open to the elements.
The Ride in the Sidecar
This is what makes the tour so special. The actual riding lasts around 75 minutes, during which you’ll travel through some of the most scenic parts of Paso Robles wine country. Feel the wind on your face, take in the views of rolling hills and lush vineyards, and enjoy the sensation of being close to the landscape in a way that big buses simply can’t offer.
Your guide shares insights into the vineyard’s workings — from vine to bottle — making the experience both scenic and educational. You might find the views especially stunning as the sun approaches the horizon, casting a warm glow over the landscape.
Planning evening activities? Here are other after-dark options we've examined in Paso Robles
Scenic Stops and Photos
Near the end of your ride, you’ll stop at a scenic overlook. This is your chance to snap some photos, soak in the sunset, and reflect on the experience. The guide will share the photos captured during your tour, adding a personal touch you’ll likely appreciate.
What’s Included?
You get a private guide, private transportation, and a wine and charcuterie board. The wine selection is generally well-regarded, and the curated cheese board makes for a lovely accompaniment, perfect for unwinding after the ride or during the scenic stop.
What’s Not Included?
While the wine and cheese are covered, snacks aren’t included beyond the board, so if you’re hungry, you might want to bring something along or plan to grab a meal before or after.
Meeting Point and End of Tour
You’ll meet and finish at Cass Winery, making logistics simple. The whole experience is private, meaning your group is the only one on the ride, which keeps things personalized and relaxed.
Additional Considerations
This experience is most suited for adults due to the open nature of the sidecar and the alcohol involved. Service animals are allowed, so if you’re traveling with a pet, it’s worth confirming ahead. Also, since it’s weather-dependent, a clear forecast is key—if rain or wind is heavy, your tour might be canceled, with the option for a full refund or reschedule.
What Travelers Can Expect: The Experience in Detail

The main draw here is the ride itself. The vintage sidecar, with its open-air design, offers a fresh perspective on the vineyards, making you feel more connected to the scenery than a regular vehicle ride. The guide is key—they’re knowledgeable about the area and happy to share insights about the vineyards, winemaking, and local history.
The sunset adds a layer of magic, turning the landscape into a canvas of golden hues. The stops are limited but well-placed—just enough time to capture photos, enjoy the view, and sip wine. The included wine and cheese enhance the experience, making it feel like a cozy, personalized outing rather than a hurried tour.
Unique Features and Highlights
One of the top praises from reviews is how stunning the views are during the sunset, with many mentioning the “beautiful landscape” and “breathtaking scenery.” Guests often note the “excellent wine selection” and the “delicious cheese board,” which elevates the experience beyond just a ride.
The Downsides
A few travelers mentioned that the tour duration is relatively short—just about an hour and a half. If you’re eager to visit multiple wineries or spend hours tasting options, this might feel limited. Also, since the ride is outside, it’s not ideal on windy or rainy days. The price point is fair considering the personalized nature and the luxury of the experience, but it’s not the cheapest activity available in the area.
Who Should Consider This Tour?

This adventure shines brightest for couples celebrating a special occasion, such as a date night or anniversary. It’s also great for friends wanting a different way to see the vineyards, or anyone who appreciates a mix of scenic beauty, a bit of adrenaline, and good wine. If you’re someone who loves memorable photo ops and small-group experiences, this is a solid choice.
That said, if you’re looking for a comprehensive wine tasting tour, or prefer larger group settings, you might want to explore other options. This is more about the experience than the wine itself, so manage expectations accordingly.
Final Thoughts
In our book, the Sunset Vineyards Sidecar Wine Adventure offers a charming, intimate way to see Paso Robles’ vineyards in a different light. The combination of scenic views, a guided ride, and quality wine and cheese makes for a relaxing yet exciting evening. While the experience isn’t lengthy, it’s memorable enough to be a highlight of any trip to wine country. It’s best suited for those who enjoy a touch of adventure, are comfortable outdoors, and appreciate a good sunset.
If you’re after a peaceful, picturesque outing with a sprinkle of luxury, this tour could be just the thing. Just remember to check the weather, book in advance, and come ready to enjoy a unique ride through California’s beautiful wine hills.
Sunset Vineyards Sidecar Wine Adventure San Luis Obispo
FAQ
Is this tour suitable for children or families?
This experience is designed for adults, especially since it involves riding in an open sidecar and sampling wine. It’s best suited for those 21 and over.
How long does the tour last?
The ride itself is approximately 1 hour and 15 minutes, making the total experience around 1 hour 30 minutes including check-in and photo stops.
What’s included in the tour?
You get a private guide, private transportation in the sidecar, a bottle of wine, and a curated cheese and charcuterie board.
What should I wear?
Since it’s an outdoor ride, comfortable clothing and closed-toe shoes are advisable. Check the weather forecast and bring layers if needed.
What happens if the weather is bad?
The tour requires good weather. If canceled due to poor weather, you’ll be offered a different date or a full refund.
Can I cancel the tour?
Yes, cancellations up to 24 hours in advance are fully refundable. Less notice means no refund, so plan accordingly.
If you’re after a fun, scenic, and slightly adventurous way to enjoy Paso Robles’ vineyards—especially at sunset—this sidecar tour is worth considering. It balances intimacy with a touch of excitement, perfect for a memorable evening in wine country.
More Evening Experiences in Paso Robles
More Wine Tours in Paso Robles
- Paso Robles: Grapevine Getaway Exclusive Wine Tour
- Private All-Inclusive 3-Winery Tour from Paso Robles/Atascadero
- Paso Robles: Vineyard Rides Wine Adventure
- Private Wine Tour in Paso Robles
- Paso Robles: Sunset at the Vineyards Sidecar Wine Adventure
- 3-Winery Tour Includes Tastings & Lunch from Paso/Atascadero
More Tour Reviews in Paso Robles
More Paso Robles experiences we've covered
- Paso Robles: Grapevine Getaway Exclusive Wine Tour
- Private All-Inclusive 3-Winery Tour from Paso Robles/Atascadero
- Scenic Sidecar Vineyard Tour Paso Robles
- Paso Robles: Vineyard Rides Wine Adventure
- Private Wine Tour in Paso Robles
- Paso Robles: Sunset at the Vineyards Sidecar Wine Adventure
- 3-Winery Tour Includes Tastings & Lunch from Paso/Atascadero
- Paso Robles Scavenger Hunt Adventure
- Paso Robles: 3-Winery Tour with Tastings and Lunch
- Paso Robles: Customizable Wine and Beer Tour with Transport
- Paso Robles & Atascadero: 3-Winery Tour Including Lunch
- A La La Tour – Private Tour of California’s Central Coast
