Napa Valley: Napa Valley Guided Sidecar Tour with 3 Wineries

Experience Napa Valley in style on a guided sidecar tour. Visit 3 wineries, enjoy a gourmet picnic, and take in stunning vineyard views—perfect for adventure lovers.

If you’re dreaming of experiencing Napa Valley’s famous vineyards in a truly unique way, a guided sidecar tour might just be what you’re looking for. We haven’t personally strapped into one (yet), but based on reviews and details, this experience promises a memorable ride through California’s wine country, combined with tastings, scenic views, and a touch of adventure.

What we really like about this tour is how it combines scenic exploration with a bit of fun and a personal touch. Riding in a classic sidecar feels nostalgic and cool, and the chance to visit three wineries means you’ll get to sample a good variety of regional wines. Plus, the gourmet picnic adds a delicious, relaxed pause amid the vineyards.

That said, a potential caveat is that wine tastings are not included in the tour price, which could add up depending on how many stops you make. It’s something to consider if you’re on a budget or prefer an all-inclusive experience.

This tour seems best suited for adventure-seeking travelers who love scenic drives, enjoy wine, and are looking for something a touch different from the usual Napa wine tour. It’s perfect if you want a mix of fun, beautiful views, and a knowledgeable guide leading the way.

Key Points

Napa Valley: Napa Valley Guided Sidecar Tour with 3 Wineries - Key Points

  • Unique transportation: Riding in a classic sidecar offers a fun and scenic way to explore Napa.
  • Scenic views: Pass winding roads, lush vineyards, and picturesque landscapes.
  • Wine stops: Visit three regional wineries, with tastings available for purchase.
  • Gourmet picnic: Enjoy a French-style picnic at a hidden spot, adding a special touch.
  • Small group experience: Limited to 10 participants, keeping it intimate.
  • Guide expertise: Learn about Napa’s wines from a knowledgeable guide.
You can check availability for your dates here:

What’s Included and What’s Not

Napa Valley: Napa Valley Guided Sidecar Tour with 3 Wineries - What’s Included and What’s Not

The Napa Valley Guided Sidecar Tour is a six-hour adventure that combines scenic riding with visits to three wineries. Your transportation is in a classic sidecar, which makes for a memorable experience. You’ll be accompanied by a live guide who shares commentary about Napa’s wine region, adding context and personality to the trip.

Every rider is equipped with a helmet with Bluetooth, so you can listen to your guide comfortably while feeling the wind in your hair. A highlight is the gourmet French-style picnic, which you’ll enjoy at a special, secret spot. This adds a lovely touch of luxury and relaxation, making the tour more than just a wine tasting trip.

What’s not included are the winery tastings themselves, which typically cost between $40 and $60 per person. This means you’ll want to budget extra if you plan on tasting at each stop. It’s worth noting that the tour provides a very personal and guided experience, but the tastings are on you.

The Itinerary Breakdown

Napa Valley: Napa Valley Guided Sidecar Tour with 3 Wineries - The Itinerary Breakdown

The tour kicks off at Jessup Cellars, where you’ll meet your guide, Jerome, and hop into the sidecar. From there, the real fun begins. You’ll glide along scenic, winding roads — a highlight in itself — passing through lush vineyards and rolling hills.

The first winery stop sets the tone for the day: tasting regional wines, soaking in vineyard views, and learning about Napa’s wine culture from your guide. Since tastings are not included, you can choose to purchase bottles, or simply enjoy the ambiance.

After the first winery, you’ll head to a hidden, picturesque spot for your gourmet picnic. This French-style lunch is a thoughtful touch, with beautifully prepared food that complements the wine experience perfectly. Expect to relax, take photos, and enjoy the quiet beauty of Napa.

The second winery visit continues your journey into Napa’s wine offerings. Here, the focus might be on discovering some local favorites, guided by the insight of your host. The small group size ensures a relaxed, engaging experience, allowing plenty of time for questions.

The final stop wraps up your exploration. Along the way, you’ll enjoy the views in a way that traditional bus tours simply can’t offer. The ride itself, with the wind through your hair and the scenic backdrop, is part of what makes this experience special.

Authenticity and Authentic Experiences

Napa Valley: Napa Valley Guided Sidecar Tour with 3 Wineries - Authenticity and Authentic Experiences

One reviewer, Marta, described her experience as “AMAZING,” praising the hospitality and fun personality of Jerome and his team. It’s clear that the guides make an effort to create a welcoming atmosphere, which adds value beyond just the scenic ride.

Another key point is how well this experience captures the essence of Napa — stunning landscapes, excellent wine, and a touch of adventure. The fact that the tour is limited to 10 participants helps foster a cozy, friendly environment. You’re not just another tourist; it feels personal.

Price and Value

Napa Valley: Napa Valley Guided Sidecar Tour with 3 Wineries - Price and Value

At $340 per person, this tour isn’t the cheapest option out there, especially considering that tastings are extra. However, when you factor in the unique transportation, the small group setting, the guide’s insights, and the gourmet picnic, it offers a pretty compelling package.

If you’re looking for a memorable, photo-worthy experience that combines scenic beauty, wine, and a dash of adventure, this price could be justified. It’s especially appealing if you want something beyond the usual bus or trolley tours.

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Who Will Love This Tour?

Napa Valley: Napa Valley Guided Sidecar Tour with 3 Wineries - Who Will Love This Tour?

This experience is ideal for adventure lovers who enjoy a bit of adrenaline and fun in their sightseeing. It’s also a great choice for couples, friends, or small groups who want to share a special day together.

Keep in mind that the ride is outdoor and open, so if you prefer a more sedentary experience, or are sensitive to wind or weather, it’s worth considering. Also, since tastings aren’t included, it’s best if you’re prepared to spend a little extra at the wineries.

Final Thoughts

Napa Valley: Napa Valley Guided Sidecar Tour with 3 Wineries - Final Thoughts

A guided sidecar tour of Napa Valley offers a fresh take on wine country exploration. It combines scenic rides, small-group intimacy, and the chance to sample regional wines in a relaxed, informal setting. The highlight for many is the beautiful views and the personalized attention from the guide, which makes the experience feel special and tailored.

While it’s not the most budget-friendly option, the value lies in the experience itself — the fun of riding in a vintage sidecar, the chance to see parts of Napa you might not get to on a standard tour, and the memorable picnic.

If you’re after a unique way to see Napa, enjoy wine, and aren’t afraid of a little wind and adventure, this tour is well worth considering. It’s especially suited for those who want a more personalized, less commercialized experience and love the idea of making some fun memories in a stunning setting.

✨ Book This Experience

Napa Valley: Napa Valley Guided Sidecar Tour with 3 Wineries



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FAQ

Are wine tastings included in the tour?
No, tastings are not included. You’ll visit three wineries where tastings cost approximately $40 to $60 each, so budget accordingly.

Do I need to drive the sidecar?
No, you don’t have to drive. The tour is led by a guide, and you’ll be riding as a passenger in the sidecar.

What should I bring?
Bring a camera to capture the beautiful scenery and any souvenirs. Since it’s an outdoor ride, dress comfortably and consider sun protection.

What happens if the weather is bad?
Tours may be canceled or rescheduled in case of unfavorable weather, so keep an eye on the forecast.

Is this tour suitable for kids or families?
It’s primarily geared toward adults and adventure enthusiasts. The open-air nature and wind might not be ideal for small children, and the tour involves a fair amount of outdoor riding.

How long does the tour last?
The whole experience is about six hours, usually in the morning, including stops and picnic time.

Where do I meet for the tour?
Meet at Jessup Cellars, where your guide will be waiting to start your adventure.

In the end, if you’re craving a fun, scenic, and delicious way to experience Napa Valley, this sidecar tour hits a lot of marks. It’s best for those who want to combine a love of wine with a bit of thrill, and who don’t mind spending a little extra for a unique, personalized day out.

You can check availability for your dates here: