If you’re a wine lover, a movie buff, or just someone looking for a fun way to spend a day in California’s beautiful countryside, this Sideways-inspired wine tour through Santa Ynez Valley is worth considering. It promises a blend of cinematic history and vineyard visits, all wrapped up in an 8-hour experience that’s designed to bring the film to life while showcasing some stellar local wines.
What we really appreciate about this tour is how it combines visits to film-famous locations with tastings at two well-chosen wineries. Plus, the stop at the Ostrich Farm adds a quirky touch that keeps things interesting. The fact that the tour is limited to just eight participants makes it feel more personal and engaging than some larger, busier options.
That said, one thing to keep in mind is that lunch is not included—so you’ll want to budget some extra for a meal at the Wine Merchant, or bring your own snacks if preferred. This flexibility can be a plus for those picky eaters or dietary restrictions, but it’s an important detail to know upfront.
This tour seems ideal for film fans, wine explorers, or anyone wanting a relaxed yet informative day in the vineyards. It’s not the best choice if you’re traveling with children under 18 or seeking a purely wine-focused experience without the movie angle.
Key Points

- Movie-inspired stops give a unique twist to the wine tasting experience
- Visit four specific wineries featured in “Sideways”
- Includes a stop at the Ostrich Farm for some offbeat fun
- Enjoy tastings at two wineries as part of the tour
- Lunch is not included, offering flexibility for personal preferences
- Limited to small groups for a more intimate experience
An In-Depth Look at the Sideways-Inspired Wine Tour

If you’re trying to picture what this day might look like, imagine a well-paced journey through some of Santa Ynez Valley’s most iconic spots, all narrated by a friendly guide who shares behind-the-scenes tidbits about the movie. With 8 hours on the clock, there’s plenty of time to soak in the scenery, sip some good wine, and get a feel for the area’s charm.
Starting the Day: Pickup and Drive to Santa Ynez Valley
Your day begins with a pickup from Santa Barbara. This is a nice perk because it saves you the hassle of figuring out transportation to the wine country. From there, the drive itself is comfortable and scenic, setting the tone for a relaxed day ahead. The guide typically provides insights into the valley’s history and the making of “Sideways,” adding context to your visits.
Visiting the Film Locations
One of the standout features of this tour is the chance to see actual filming locations from the movie. Fans of “Sideways” will recognize spots where key scenes took place, making the experience more tangible and fun. It’s a good way to connect the film back to the real landscape, and the guide’s trivia and insights help deepen your appreciation. Expect some stops where you can take photos or just soak in the scenery.
Wine Tastings at Two Wineries
The core of the trip revolves around two tastings at wineries that starred in the film. While the specific wineries aren’t named, you can anticipate well-curated experiences that highlight the region’s wine diversity. The tastings are included, so you’ll get to sample a variety of wines, learn about the winemaking process, and maybe even pick up a bottle or two to take home.
More Great Tours NearbyLunch at the Wine Merchant
For lunch, you’ll stop at the Wine Merchant, a local spot with a good reputation. Since lunch isn’t included in the price, this gives you the freedom to choose what suits you—whether that’s a hearty sandwich, a light salad, or a glass of wine. The setting is casual and perfect for a midday break, especially since it’s also famous as the location where characters from the film had their first double date.
Quirky Stop at the Ostrich Farm
Adding a bit of fun, the tour makes a stop at the Ostrich Farm, where Jack was famously chased in the movie. It’s a lighthearted break that offers a chance to see ostriches up close and learn a little about these large birds. It’s an unusual feature that sets this tour apart from standard wine trips.
The End of the Day
After a full day of tasting, sightseeing, and a touch of movie history, your guide will return you to Santa Barbara. The longer drive gives time to relax and chat about the day’s highlights, making it a satisfying conclusion.
What’s the Value?

At $295 per person, this tour offers a lot for fans of the film and wine enthusiasts alike. The inclusion of two winery tastings, a visit to filming locations, and the Ostrich Farm makes it a well-rounded experience. Plus, the small group size means you’re less likely to feel like just another face in a crowd, which often translates to better interaction and personalized attention.
While the price may seem steep compared to some other wine tours—especially since the lunch isn’t included—the overall experience offers a memorable mix of history, scenery, and tasting. If you’re someone who appreciates a story behind your wine and a bit of cinematic fun, this tour strikes a good balance.
Who Should Consider This Tour?

This experience is especially suited for film fans and wine lovers who enjoy storytelling and a bit of quirkiness. It’s ideal if you want to combine your love of movies with a leisurely day in the vineyards. It’s also a great choice for small groups seeking a more personalized vibe.
However, if you’re traveling with children under 18 or need a more flexible, family-friendly outing, this might not be the best fit—mainly because of the wine tastings and adult-oriented focus.
Final Thoughts
If you’re visiting Santa Ynez Valley and want a fun, thematic tour that ties in local wines with movie history, this Sideways-inspired experience ticks many boxes. It’s a relaxed way to see the area, taste some wines, and indulge your inner film buff, all while avoiding the crowd of bigger tours.
The highlights—visiting film locations, tasting at two wineries, and the quirky Ostrich Farm—make it a memorable outing. The flexibility of not including lunch is a bonus if you prefer to explore options on your own, and the small group size ensures you don’t feel like just another tourist.
All in all, it’s a well-reviewed, thoughtfully curated experience that rewards you with a taste of Santa Ynez’s charm and a dash of Hollywood history. Whether you’re a dedicated wine aficionado or just looking for a unique way to explore the region, this tour is worth considering.
Santa Ynez Valley: Sideways Movie Inspired Wine Tour
FAQs

What is included in the tour?
You’ll get a guided visit to four wineries featured in the movie “Sideways,” tastings at two of those wineries, and a stop at the Ostrich Farm. Trivia and insights about the film are part of the experience.
How long is the tour?
It lasts approximately 8 hours, giving plenty of time to enjoy each stop without feeling rushed.
Is lunch included?
No, lunch is not part of the tour price. You’ll visit the Wine Merchant, where you can choose your own meal, allowing for personal preferences or dietary needs.
What should I bring?
Comfortable shoes, a sun hat, camera, sunscreen, and water are recommended. Drinks are not allowed in the vehicle.
Can children join this tour?
No, it’s not suitable for children under 18, mainly because of the wine tastings.
How many people are in each group?
The tour is limited to small groups of up to 8 participants, ensuring a more intimate experience.
What is the price?
It costs $295 per person, which covers the tastings, guide, and visits. The price reflects a quality experience with personalized touches.
Is the tour flexible?
Yes, you can reserve now and pay later, with free cancellation up to 24 hours before the start date.
Where does the tour start?
Pick-up is from Santa Barbara, making it easy to start your day without extra hassle.
If you’re a fan of “Sideways” or simply want a relaxing day exploring Santa Ynez’s vineyards and film spots, this tour offers a well-rounded, enjoyable experience. Just remember the wine tastings are adult-oriented, and plan your day accordingly. Cheers!
You can check availability for your dates here: