If you’re a fan of the film Sideways or simply love discovering scenic vineyards in California, this tour offers a charming way to combine both. Designed by Captain Jack’s Tours, this 8-hour guided experience promises visits to four wineries, stops at memorable film locations, and a relaxed lunch — all for around $295 per person. It’s a solid choice for those wanting to explore the Santa Ynez Valley through the lens of a beloved movie while savoring some quality wines.
What really makes this tour appealing is the opportunity to walk in the footsteps of movie characters, enjoying tastings at two wineries highlighted in the film. Plus, the visit to the Ostrich Farm adds a quirky touch that balances the wine tasting with a bit of farm-fresh fun. We love the focus on authentic locations and the small-group size (limited to 8), which ensures personalized attention and a more intimate atmosphere.
On the flip side, keep in mind that this is a full-day outing, and some might find the schedule a bit tight if they prefer a more leisurely pace. Lunch isn’t included, so you’ll want to budget extra or be prepared to choose thoughtfully at the Wine Merchant. This tour suits film buffs, wine enthusiasts, and curious travelers wanting a mix of scenery, stories, and tastings.
Key Points
- Film Location Focus: Visit 4 wineries and filming sites from Sideways.
- Wine Tastings: Enjoy tastings at 2 specially selected wineries.
- Unique Stops: Includes a visit to the Ostrich Farm—there’s fun for everyone.
- Small Group: Limited to 8 travelers, creating a more personalized experience.
- Flexible Payment: Reserve now, pay later, with free cancellation up to 24 hours in advance.
- Scenic Views: Expect stunning vineyard landscapes and photo opportunities.
The Charm of the Santa Ynez Valley and Sideways Connection
This tour is a delightful way to combine cinematic history with wine-tasting adventures. The Santa Ynez Valley’s rolling hills and lush vineyards, paired with the movie locations, make it a visual feast. We loved the way the tour weaves storytelling into the experience — not just about wine but about the film’s character-driven plot and how it’s intertwined with these specific spots.
You’ll start your day with a convenient hotel pickup in Santa Barbara, making the journey easy and comfortable. Once en route, your guide will share trivia and insights about Sideways, enriching your appreciation of each location. It’s clear that a lot of effort has gone into highlighting the film’s landmarks, from the vineyard scenes to the quirky Ostrich Farm chase sequence.
Visiting the Wineries: What to Expect
The core of the tour is the visit to four wineries. While the specifics of each are not detailed, the focus on two wineries for tastings means you’ll likely sample some of the best the region has to offer — expect a variety of reds and whites, possibly showcasing the local Pinot Noir and Chardonnay.
The wineries are not just stops for tasting; they are immersive experiences that offer insight into the winemaking process, vineyard views, and perhaps some behind-the-scenes stories. The guide’s commentary on the movie’s influence and filming locations adds a layer of cultural richness, making each tasting more meaningful.
Lunch at the Wine Merchant: A Casual Affair
Lunch is not included in the price, which is a thoughtful touch. The choice at the Wine Merchant allows you to pick something that suits your taste and budget. This spot is a local favorite for its relaxed ambiance and good wine list. It’s also a spot where you can soak in the film-inspired atmosphere, recalling scenes from Sideways that took place here, including the famous first double date.
Stops at Iconic Film Locations
A highlight is visiting the actual filming locations from Sideways. These are not just on a map but are pointed out with stories that make you feel like a part of the movie. One notable stop is the Ostrich Farm, where Jack was chased—a fun, lighthearted moment that many reviews appreciated. It’s a quirky complement to the more serious wine tasting and adds personality to the day.
Expect your guide to share stories behind each location, enhancing your understanding of how the movie was made and its connection to the real landscape.
More Great Tours NearbyPractical Details That Matter
The tour lasts around 8 hours, making it a full but manageable day. The small group size (up to 8 participants) means you’ll receive more personal attention from your guide and have the opportunity to ask questions or enjoy a more relaxed experience.
The cost of $295 per person reflects a focus on quality over quantity. You’ll visit four wineries, taste at two, and get a visit to the Ostrich Farm—all with a knowledgeable guide. Given the included visits, insights, and the private feel, many travelers find this to be good value.
Transportation is included from Santa Barbara, which means no worries about driving or parking. Just sit back, enjoy the views, and let your guide handle the logistics.
Who Will Love This Tour?
This experience is perfect for film buffs and wine lovers who enjoy a blend of entertainment and education. If you’re interested in Sideways, the tour offers a behind-the-scenes feel that you’ll cherish. For those who love scenic vineyard vistas and quirky stops, the Ostrich Farm and location visits deliver charm and fun.
It’s also suitable for travelers seeking a small-group, intimate outing with personalized attention. However, it’s not ideal for children under 18, given the wine tastings and adult-oriented content.
The Sum Up: Is This Tour Worth It?
For the price, this tour offers a well-rounded day that combines scenic beauty, film history, and wine tasting. The guided approach ensures you won’t miss any key locations or stories, making it especially appealing for first-timers to Santa Ynez or fans of Sideways. The small-group format creates a relaxed atmosphere, perfect for those who prefer a more personal experience.
While lunch isn’t included, the flexibility to choose your meal at the Wine Merchant is a plus. The visit to the Ostrich Farm adds a layer of fun and uniqueness that sets this apart from typical wine tours.
This tour is best suited for those wanting an authentic, film-inspired adventure with plenty of opportunities for photos, tasting, and storytelling. It balances entertainment, education, and scenic vistas in a way that leaves many travelers smiling.
FAQ
How long is the tour?
The tour lasts approximately 8 hours, making for a full day of exploring, tasting, and sightseeing.
What is included in the price?
You get a guided tour of four wineries, tastings at two of them, and a visit to the Ostrich Farm. Lunch is not included.
Can I cancel this tour?
Yes, you can cancel up to 24 hours in advance for a full refund, giving you flexibility if your plans change.
Is transportation provided?
Yes, the tour includes pickup from your hotel in Santa Barbara and transportation throughout the day.
What should I bring?
Comfortable shoes, a sun hat, camera, sunscreen, and water are recommended for comfort and safety.
Are children allowed?
Not recommended for children under 18, as the tour involves wine tastings and adult-oriented content.
What makes this tour special?
It’s the combination of film history, scenic vineyards, and quirky stops like the Ostrich Farm that gives it a unique charm.
Is the group size small?
Yes, limited to 8 participants, which allows for a more personalized and relaxed experience.
How much does the tour cost?
It costs $295 per person, representing good value for the number of stops, tastings, and insights provided.
Whether you’re a movie enthusiast, a wine connoisseur, or simply looking for a day full of beautiful views and interesting stories, this Santa Ynez Sideways tour has plenty to offer. It’s a chance to enjoy some of California’s best vineyards, walk through film history, and make memorable moments—all in a friendly, intimate setting.
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