Embark on a private tour exploring the iconic rock music and movie locations. Visit famous music clubs, record labels, and the homes of legendary musicians. Discover filming locations of popular movies and TV shows. Book now!
Embark on a private tour exploring the iconic rock music and movie locations. Visit famous music clubs, record labels, and the homes of legendary musicians. Discover filming locations of popular movies and TV shows. Book now!
- Sanford Winery & Vineyards - Situated in the Sta. Rita Hills AVA near Lompoc, Sanford Winery is prominently featured in the iconic wine film Sideways (2004). As one of the initial wineries highlighted in the movie, it introduces viewers to the region’s celebrated Pinot Noir. The film’s main character, Miles, famously samples wine at Sanford’s…
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Sanford Winery & Vineyards - Situated in the Sta. Rita Hills AVA near Lompoc, Sanford Winery is prominently featured in the iconic wine film Sideways (2004). As one of the initial wineries highlighted in the movie, it introduces viewers to the region’s celebrated Pinot Noir. The film’s main character, Miles, famously samples wine at Sanford’s rustic tasting room, showcasing his profound appreciation for the varietal. Beyond its cinematic fame, Sanford is a trailblazing winery in the area, renowned for its outstanding cool-climate Pinot Noir and Chardonnay, making it an essential destination for both Sideways enthusiasts and wine aficionados.
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Kalyra Winery - Located in Santa Ynez, Kalyra Winery rose to fame through Sideways (2004) as the backdrop for the film’s unforgettable wine-tasting scene with Jack and Stephanie. With its relaxed, beach-inspired ambiance, Kalyra distinguishes itself from the region’s traditional wineries, providing a fun and inviting atmosphere. Known for its wide variety, including Sauvignon Blanc and dessert wines, it remains a popular stop for Sideways fans eager to experience the movie’s iconic moments.
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Hitching Post 2 - The Hitching Post 2 in Buellton achieved legendary status after its significant role in Sideways (2004). A beloved spot for the film’s protagonist, Miles, this classic Santa Maria-style steakhouse is where he and Jack engage in memorable conversations over exceptional Pinot Noir. Famous for its grilled meats and house-made wines, The Hitching Post 2 continues to be a must-visit for Sideways fans and wine enthusiasts exploring Santa Barbara Wine Country.
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Los Olivos - Los Olivos, a delightful wine town in Santa Barbara County, gained recognition from Sideways (2004) as a pivotal stop in Miles and Jack’s journey. With its walkable streets lined with tasting rooms, it’s where Miles famously enjoys Pinot Noir and dismisses Merlot. This charming town remains a must-visit for Sideways fans, offering world-class wines and a laid-back atmosphere in the heart of Santa Barbara Wine Country.
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Los Olivos Wine Merchant & Cafe - The Los Olivos Wine Merchant & Café became a Sideways icon as the setting for a crucial dinner scene with Miles, Jack, Maya, and Stephanie. Nestled in the heart of Los Olivos, this cozy venue highlights local wines and fresh, farm-to-table cuisine. Fans of the film can relive the magic while savoring a glass of Pinot Noir in the same enchanting atmosphere that captured Miles’ deep passion for wine.

- Bottled water provided
- Bottled water provided
- Tasting Fees - The tasting fee is paid directly to the wineries
- Lunch at The Hitching Post 2 and Dinner in Los Olivos
- Tasting Fees - The tasting fee is paid directly to the wineries
- Lunch at The Hitching Post 2 and Dinner in Los Olivos
Embark on an adventure into the realm of exquisite wines and breathtaking landscapes with Sideways Wine Tasting Tours, inspired by the renowned film Sideways. This unique tour guides you through the scenic vineyards and gentle hills of Santa Ynez Valley, a region renowned for some of California’s finest wineries.
Ideal for both wine aficionados and…
Embark on an adventure into the realm of exquisite wines and breathtaking landscapes with Sideways Wine Tasting Tours, inspired by the renowned film Sideways. This unique tour guides you through the scenic vineyards and gentle hills of Santa Ynez Valley, a region renowned for some of California’s finest wineries.
Ideal for both wine aficionados and cinema enthusiasts, participants will discover delightful tasting rooms, enjoy exceptional Pinot Noirs, Chardonnays, and Merlots, and visit several film locations that highlighted this wine region’s charm.
For a full refund, cancel at least 24 hours before the scheduled departure time.
For a full refund, cancel at least 24 hours before the scheduled departure time.