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Sideways Sip & Stroll

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Overview
Step into the world of fine wines and unforgettable scenery with Sideways Wine Tasting Tours, inspired by the iconic film Sideways. This exclusive tour takes you on a journey through the picturesque vineyards and rolling hills of Santa Ynez Valley, home to some of California's most celebrated wineries.

Perfect for wine enthusiasts and film lovers alike, you'll explore charming tasting rooms, savor world-class Pinot Noirs, Chardonnays, and Merlots, and visit some movie locations featured in the movie that put this wine region on the map.
City: Los Angeles
Wed 18 Jun
Other dates
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You can choose the date already on the booking website
Starting at $790.00
Wed 18 Jun
Starting at $790.00
Make a reservation
What's Included
Bottled water
Snacks
Additional Info
  • Infants and small children can ride in a pram or stroller
  • Service animals allowed
  • Specialized infant seats are available
  • Suitable for all physical fitness levels
What To Expect
1
Sanford Winery & Vineyards
Sanford Winery, located in the Sta. Rita Hills AVA near Lompoc, plays a key role in the cult classic wine film Sideways (2004). As one of the first wineries featured in the movie, it introduces audiences to the region’s renowned Pinot Noir. The film’s protagonist, Miles, famously tastes wine at Sanford’s rustic tasting room, setting the tone for his deep appreciation of the varietal. Beyond its Hollywood connection, Sanford is a pioneering winery in the area, known for its exceptional cool-climate Pinot Noir and Chardonnay, making it a must-visit stop for Sideways fans and wine lovers alike.
2
Kalyra Winery
Kalyra Winery, located in Santa Ynez, gained fame from Sideways (2004) as the setting for the film’s memorable wine-tasting scene with Jack and Stephanie. With its laid-back, beachy vibe, Kalyra stands out from the region’s traditional wineries, offering a fun and welcoming atmosphere. Known for its diverse selection, including Sauvignon Blanc and dessert wines, it remains a favorite stop for Sideways fans looking to relive the movie’s iconic moments
3
Los Olivos
Los Olivos, a charming wine town in Santa Barbara County, gained fame from Sideways (2004) as a key stop in Miles and Jack’s adventure. With its walkable streets lined with tasting rooms, it’s where Miles famously sips Pinot Noir and scoffs at Merlot. This picturesque town remains a must-visit for Sideways fans, offering world-class wines and a relaxed atmosphere in the heart of Santa Barbara Wine Country.
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.

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