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Relive the Sideways Wine Tour in the Santa Ynez Valley

Santa Ynez Valley October 6, 2025 by Staff
Trip main image
Photo Credit: Twentieth Century Fox Film Corporation
Trip image 2
Flickr photo by Doc Searls
Trip image 3
Photo by Circe Denyer on Unsplash

Good For

  • Gourmet
  • Sightseeing
  • Socializing

Why Go

If you’re old enough to have seen the Academy Award-winning comedy Sideways in 2004, you may recall the huge cultural impact the movie had after its release. The hilarious tale of two friends and their escapades through the Santa Ynez Valley wine country immediately drew tourists to the region. The movie was so influential that the main character’s love of Pinot Noir, along with his distaste for Merlot, actually had a measurable impact on wine sales.

Today, the wine country around Santa Barbara is a thriving wine tasting destination. You can still visit the places where the movie shot its most memorable scenes, and it’s a fun way to tour the area. The movie locations include not just wineries but also restaurants and even an ostrich park! 

If you plan to drink your wine, consider booking a tour or driver to get you around safely. Bring a group or your significant other, and have fun!

Suggested Itinerary

If you’re touring on your own, you can assemble your tour in any order you want. However, note that you’ll probably want to eat breakfast at Solvang Restaurant, while Los Olivos Cafe and Hitching Post II are open for both lunch and dinner. 

Things to Do

  • Watch or re-watch the Sideways movie to get in the mood.
  • Tour wineries depicted in the film: Kalyra Winery, Fess Parker, Firestone Vineyard, and Sanford Winery.
  • Visit the ostriches at OstrichLand USA for a one-of-a-kind experience.
  • Eat breakfast at the Solvang Restaurant and lunch or dinner at the Los Olivos Wine Merchant & Cafe.
  • Dine on Santa Maria-style barbecue at the Hitching Post II restaurant.

When to Go

Visit April through November to avoid the rainy season.

Cost

$$

Wine tours start at $120 per adult and go up from there. Winery tasting fees vary widely, starting at $25 per person, but may be waived for tour guests. General admission to OstrichLand USA costs $7.

Good For

  • Gourmet
  • Sightseeing
  • Socializing

Getting There

Find a Place to Stay

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Previous Trip
Go Leaf Peeping in the Eastern Sierra

Next Trip
Try California’s Own Santa Maria-Style Barbecue
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