Private Sidecar Winery Tour through San Luis Obispo

Introducing the Private Sidecar Winery Tour through San Luis Obispo

Imagine cruising through California’s picturesque wine country on a vintage-style motorcycle with a tandem sidecar — a cozy, fun, and slightly adventurous way to explore. This Private Sidecar Winery Tour offers a fresh take on wine tasting, combining scenic drives, intimate winery visits, and the thrill of riding in a custom-modified sidecar. While it’s not your typical tour, it’s perfect for those craving a combination of sightseeing, local culture, and a bit of excitement.

We love the idea of traveling in a way that’s engaging and memorable. The highlights include stunning views of the landscape, the personalized touch of a private guide, and the chance to sample excellent wines at two carefully chosen wineries. However, a possible consideration is that the tour is weather-dependent, which could affect your plans if rain or fog roll in.

This experience is best for adventurous wine lovers, couples celebrating a special occasion, or anyone seeking a fun, intimate escape from the usual winery visits. If you’re looking for something different, with a dash of thrill, this tour could be just the ticket.

Good To Know

• Unique transportation: Riding in a tandem sidecar adds a fun, memorable twist to wine touring.
• Scenic drives: Enjoy beautiful views of San Luis Obispo’s landscape, landmarks, and hidden gems.
• Focused on culture: The tour emphasizes local history and culture, not just wine tasting.
• Private, personalized experience: Only your group will participate, led by knowledgeable guides.
• Wine tastings included: Two wineries with notable selections provide relaxed tasting opportunities.
• Weather dependence: Tours are weather-sensitive; rain may lead to rescheduling or refunds.

An In-Depth Look at the Experience

The Departure Point and Logistics

Meet at Central Coast Brewing at The HUB in San Luis Obispo, a lively spot that’s easy to access by public transport or car. The tour lasts about three hours, making it a manageable yet fulfilling outing. Your host, Sidecar Tours Inc, ensures that your private experience is tailored and exclusive, with only your group participating.

The price of $215 per person might seem steep at first glance, but it includes all transportation and the winery tastings. No meals are included, so plan to either snack beforehand or purchase additional food at the wineries. This setup offers flexibility to enjoy local eats or indulge in more wine if you wish.

The Ride in a Custom Tandem Sidecar

What makes this tour stand out is the modified motorcycle with a tandem sidecar, which the hosts proudly claim as the world’s only. This means two guests can sit side-by-side, sharing the experience in a cozy, open-air ride.

Guests often comment that the ride itself is a highlight, with many noting how smooth and fun the experience is, despite the novelty of the setup. The guide provides commentary on the route, pointing out landmarks and hidden spots along the way, making the ride educational as well as entertaining.

First Stop: Claiborne & Churchill Winery

After a quick pickup, the first winery is Claiborne & Churchill. Here, you’ll be taken to the tasting room where multiple tastings await — renowned for their well-crafted wines. The setting offers a relaxed vibe, allowing plenty of time to savor your glass and enjoy the scenery.

Guests have the chance to walk around the vineyards or nearby gardens, and some reviews mention that the staff are friendly and knowledgeable, eager to share insights about the wines and local history. You’ll spend about 45 minutes here—enough time to appreciate the wines and snap some photos of the beautiful grounds.

Second Stop: Saucelito Canyon

Next, the tour moves to Saucelito Canyon, a winery known for its signature wines and breathtaking views. The drive between stops offers more opportunities to marvel at San Luis Obispo’s rolling hills and vineyards.

At Saucelito Canyon, you’ll have another guided tasting, with staff eager to explain what makes their wines special. Many visitors appreciate the more relaxed, intimate atmosphere here, perfect for trying new varietals without feeling rushed. You’ll have about 30 to 45 minutes to enjoy the surroundings, chat with the staff, or even purchase a bottle to take home.

The Return and Overall Atmosphere

After these tastings, you’ll board the sidecar once again for the leisurely trip back to the starting point. The entire experience feels like a blend of adventure, culture, and relaxation, with plenty of time to take in the views and reflect on the day.

Value and Practical Considerations

While $215 per person might seem high for some, it reflects the exclusive nature of a private, guided tour with tastings included. The experience offers more than just transportation; it’s about creating a memorable connection with San Luis Obispo’s landscape and wine scene. Guests often mention the quality of the wines and the beautiful scenery as worth the price.

One key factor to consider is weather — the tour is subject to cancellation or rescheduling due to poor conditions, but the policy offers full refunds if canceled more than 24 hours in advance. This makes planning a bit more flexible, but it’s something to keep in mind if rain is forecast.

The small group size ensures a personalized experience, with guides who are knowledgeable and friendly. As the only tandem sidecar tour of its kind, it offers a distinctive adventure that’s both fun and intimate, ideal for couples, small groups, or solo travelers who love a little thrill.

Who Would Enjoy This Tour?

This tour is perfect for adventurous wine enthusiasts eager to try something different. If you’re tired of traditional winery tours and want to add a dash of excitement, this is a great choice. It also suits couples celebrating special occasions or travelers looking for a memorable way to explore San Luis Obispo.

Those interested in local culture and scenic drives will find plenty to love here, especially since the guide emphasizes the area’s history and landmarks. It’s less about a structured tasting and more about the experience — making it ideal for those who value authenticity and fun over formality.

FAQs

How long does the tour last?
The entire experience lasts approximately three hours, including driving, tastings, and sightseeing.

Where does the tour start and end?
It begins at Central Coast Brewing at The HUB in San Luis Obispo and returns there at the end of the tour.

Are meals included?
No, the tour does not include any meals or snacks. You can purchase food or additional drinks at the wineries if you wish.

What is included in the price?
The price covers private transportation in the tandem sidecar and wine tastings at both wineries.

Is this experience suitable for all weather conditions?
The tour is weather-dependent; poor weather like rain may lead to cancellations or rescheduling, with full refunds available if canceled more than 24 hours in advance.

Can service animals join the tour?
Yes, service animals are allowed, ensuring accessibility for travelers with disabilities.

Is this tour private?
Yes, this is a private experience, so only your group will participate, providing a more personalized and relaxed atmosphere.

Final Thoughts

The Private Sidecar Winery Tour through San Luis Obispo offers a distinctive way to explore California’s wine country, blending scenic rides with intimate tastings. It’s a perfect choice for those seeking a fun, memorable outing that combines adventure, culture, and excellent wine.

While it may not be suitable for everyone—especially if you prefer a more traditional or leisurely approach—adventurous spirits will find this experience well worth the price. The stunning views, quality wines, and the thrill of riding in a tandem sidecar make it a standout activity for a special day in San Luis Obispo.

If you’re after a wine tour that’s more than just sipping and swirling, and want to add a little excitement to your trip, this tour might be just what you need. Just remember to check the weather forecast and book in advance to secure your spot in this one-of-a-kind adventure.