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Discover the unique thrill of a private tandem sidecar winery tour in San Luis Obispo, blending scenic rides, boutique tastings, and local culture for an authentic experience.
Imagine cruising through California’s scenic San Luis Obispo wine country in a vintage-style tandem sidecar—sounds like a scene straight out of a film, right? This Private Sidecar Winery Tour offers just that, combining the fun of a motorcycle ride with the pleasure of wine tasting. Perfect for couples, friends, or small groups craving something different from the usual wine tour, it promises a memorable three-hour adventure.
One thing we love about this experience is how it turns an ordinary wine tasting into a lively, intimate journey, with the added bonus of stunning views and a sense of adventure. However, it’s worth noting that the tour’s 3-hour duration and the weather-dependent nature might not suit everyone. Still, if you’re after a playful, relaxed way to explore San Luis Obispo’s wineries and local culture, this tour is a fantastic pick.
Wine enthusiasts might appreciate these other San Luis Obispo tasting experiences
This isn’t your typical wine tour. Instead of buses or cars, you’ll hop into a custom-modified tandem sidecar—yes, the world’s first and only of its kind—and take in the sights of San Luis Obispo’s vineyards and rolling hills. That’s what makes this experience both playful and memorable.
The private nature of the tour means only your group is onboard, allowing for a more relaxed pace and the chance to chat with your knowledgeable driver. The drivers aren’t just chauffeurs—they’re storytellers, eager to share local insights about the region’s history and culture, which adds an educational layer to your outing.
After being picked up from the meeting point at Central Coast Brewing in San Luis Obispo, you’ll start your ride. The experience kicks off with a scenic drive passing through well-known landmarks and hidden gems. This ride alone sets the tone—expect sweeping views, gentle breezes, and an overall sense of freedom.
Once at Claiborne & Churchill, you’ll step into a tasting room renowned for its well-crafted wines. The tasting includes multiple samples of their standout wines, giving you a chance to appreciate local varietals. The winery’s laid-back vibe makes it easy to relax and enjoy, whether you’re savoring your wine or exploring the surrounding grounds. You’ll have around 45 minutes here—plenty of time to soak in the scenery, grab some snacks, or even buy a bottle to take home.
Next, it’s back on the tandem sidecar for a short ride to Saucelito Canyon. The views along the way continue to impress, with more breathtaking landscapes and perhaps some photo-worthy moments. Upon arrival, the winery staff will show you around their property, which is just as charming as the wines they produce.
At Saucelito Canyon, you’re offered another tasting session—this time of their signature selections. The relaxed, friendly atmosphere here makes it easy to ask questions, learn about the wines, or simply enjoy the moment. You’ll spend about 30 minutes at this stop, giving ample time to enjoy a glass or two, nibble on local snacks, or take in the peaceful surroundings.
After your second tasting, you’ll hop back into the sidecar for the return ride to your starting point. The entire experience totals around 3 hours, balancing scenic drives, wine tastings, and relaxed stops.
The highlight, of course, is the sidecar ride itself. These are specially modified tandem sidecars, designed to comfortably accommodate two passengers. During reviews, some guests shared how much fun the ride was—catching the wind, feeling the rumble of the engine, and enjoying panoramic views. The drivers are experienced and knowledgeable about both the motorcycle’s handling and the local area, making the ride both safe and enjoyable.
Both wineries chosen for this tour are boutique and well-regarded within San Luis Obispo’s wine scene. Claiborne & Churchill is appreciated for its approachable wines and warm tasting room, while Saucelito Canyon boasts scenic vineyard views and a friendly staff. Their offerings are varied, and you might find yourself tempted by their signature wines, which are described as well-crafted and delicious.
At $215 per person, the tour isn’t cheap, but it’s worth considering what you’re getting: a private, personalized experience that combines scenic driving with guided tastings in boutique wineries. The exclusivity, the fun factor, and the ability to see parts of wine country not accessible by regular tours make it stand out.
Since snacks aren’t included, you might want to bring your own nibbles or purchase some at the wineries. Dress comfortably and consider layers—California weather can be unpredictable, and the ride might be windier than expected. Remember, this experience is weather-dependent; if it’s pouring or too windy, the tour could be canceled, with a full refund offered.
This adventure suits those who appreciate a bit of adrenaline and scenic beauty with their wine tasting. It’s perfect for couples celebrating a special occasion, friends seeking a unique outing, or anyone tired of traditional winery buses. While it’s accessible to most travelers, those with mobility issues or a fear of motorcycle rides may want to consider this carefully.
This private sidecar winery tour marries adventure, scenic beauty, and wine tasting into one playful experience. It’s a fantastic way to see San Luis Obispo’s vineyards from a fresh perspective—literally. The combination of a fun ride with boutique tastings and local insights makes it a memorable outing that offers more than just wine.
The experience’s exclusivity and intimate nature mean you can relax and enjoy without the distractions of larger groups. If you love the idea of exploring wine country with a sense of fun and a little wind in your hair, this tour is likely to be a highlight of your trip.
In summary, this tour is best suited for those looking for something active, unique, and personalized. It’s a worthwhile splurge for wine lovers and adventure seekers alike, provided you’re comfortable with a motorcycle ride and the potential for weather-related changes.
Is this tour suitable for all ages?
While most travelers can participate, it’s primarily geared toward adults comfortable with motorcycle rides and wine tasting. Service animals are allowed.
How long does the entire tour last?
The tour lasts about 3 hours, including driving time, tastings, and stops.
What is included in the price?
Private transportation via tandem sidecar and wine tastings at two boutique wineries are included. Snacks and additional food are not.
Are the wineries included in the ticket price?
Yes, the tasting fees at Claiborne & Churchill and Saucelito Canyon are included in the $215 per person.
What is the meeting point?
The tour begins at Central Coast Brewing, located at The HUB, 1701 Monterey St, San Luis Obispo.
Can I cancel if the weather is bad?
Yes, cancellations are free up to 24 hours in advance. If canceled due to poor weather, you’ll be offered a full refund or a reschedule.
Is the tour private?
Yes, only your group will participate, making it a personalized experience.
What should I wear?
Dress comfortably, with layers suitable for outdoor riding and variable weather.
How far in advance should I book?
Most bookings are made around 35 days ahead, but early reservations are recommended to secure your spot, especially in peak seasons.
Can I bring my own snacks or drinks?
Snacks are not provided, but you can bring your own, or purchase items at the wineries.
In essence, this Private Sidecar Winery Tour offers a rare combination of thrill and tranquility, making it perfect for those who want to combine scenic exploration with memorable wine tastings in California’s beautiful San Luis Obispo.