Day Two – Sideways Wine Trail


Written by:

Joe Becerra

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Follow the trail of the movie Sideways. Sideways wineries
Chris played the part of the tasting room host at the Sanford Winery

Day Two – Sideways Wine Trail

For day two of the Sideways wine trail, stock up at Panino in Los Olivos for a picnic lunch. From Los Olivos, take a right onto Highway 154 and travel about five miles and take a right onto Highway 246. Travel a little over 2 miles and turn left on N. Refugio Rd. In about a mile you will come to Kalyra.

Kalyra Winery

Australian-born winemaker Mike Brown is the owner and winemaker of this winery, which is a bit out of character from the other Santa Barbara wineries. The unusual name of Kalyra is an Aborigine term that means “a wild and pleasant place.”  Kalyra is located off Refugio Road just a short distance from Sunstone.

In “Sideways”, this is the winery where Jack meets Stephanie. Stephanie is the pourer. As the conversation develops between the two, you can feel the vibes begin to flow. The tasting room at Kalyra was remodeled for “Sideways” by the movie company.

Tasting Room Hours: Open daily, 10 am – 5 pm

Option: Just down the road from Kalyra is Sunstone Winery. Although not in the movie, it is an excellent winery and a good choice for a picnic lunch. The Sunstone winery will remind of a scene out of a French movie.

Sunstone Winery & Vineyards

Sunstone is one of our favorite wineries in the Santa Barbara wine country. We love the French style setting at Sunstone. The wines are fabulous and the picnic area and grounds are so inviting.

Tasting Room Hours: Open daily, 10 am – 4 pm

Take Highway 246 towards Solvang and Buellton.  As you approach Buellton, watch for the exit for Santa Rosa Road. Follow Santa Rosa Road to Sanford Winery.

Sanford Winery and Vineyards

Richard Sanford owned the winery at the time the Sideways movie was made and since then has sold the winery to the Terlato Wine Group. Richard and his wife Thelka have opened a new winery nearby called Alma Rosa Winery and Vineyards. In the photo above, Chris Burroughs played himself in the Sideways movie as the wine server at Sanford. Chris recently retired from his duties in the tasting room. We will miss him.

This is the first winery Miles and Jack visit on their trip. In this scene Miles explains the nuances of tasting wine to Jack. Miles goes a little over the top in describing the wine. He also catches Jack chewing gum while tasting.

Tasting Room Hours: 11 am – 4 pm daily

Option: If you have the time and interest, here are two additional wineries in the area. Mosby is east on Santa Rosa Road. This winery specializes in Italian varietals. Or, continue west on Santa Rosa Road until you come to the stop sign. Turn right on to Highway 1, then another right onto Highway 246 towards Buellton. Travel about 7 miles to the entrance to Melville. It will be on your left. Melville Vineyards produces some outstanding Pinot Noir wines.

See the Santa Rita Hills Wine Trail for additional information on wineries to visit.

More on Sideways

  • Joe Becerra

    Joe Becerra has been traveling to wine country and enjoying wine since 1965. He is a retired educator, and now have the time the opportunity to share his wine travel experiences through this Website.

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