Sideways Movie


The film Sideways (2004) made a star out of Santa Barbara Wine Country and drummed up demand for pinot noir around the world. Helmed by Alexander Payne, (Election, About Schmidt) who won an Oscar® for the adapted screenplay (based on the novel by Rex Pickett) he wrote with his long-time screenwriting partner, Jim Taylor, Sideways tells the story of a celebratory road trip saluting Jack's (Thomas Haden Church) final days as a bachelor. A sojourn in Santa Barbara County's verdant valleys quickly careens sideways as he and Miles (Paul Giamatti) hit the gas en route to mid-life crises. The unlikely pair share a heady blend of failed potential and fading youth and a nose for drowning in wine and women (Sandra Oh and Virginia Madsen).

Follow Miles and Jack's footsteps with Sideways, The Wine Tour Map, a free self-guided tour brochure spotlighting 18 locations from the feature film. 

Sideways Map

From the offbeat to the obscure, linking the dots of the film's shoot locations is a great way to savor Santa Barbara's wine region. Key Sideways stops include top boutique wineries: Andrew Murray VineyardFoxen Vineyard and Kalyra Winery, where the two stars flirt their way through a flight of wines. A visit to Ostrich Land delivers 33 acres flush with fine feathered friends and dining at the venerable Hitching Post II is a must for visitors hot on trying traditional Santa Maria-style tri-tip. Other stops include the River Course at the Alisal Guest Ranch for world-class golf with a view, Solvang Restaurant for a true Danish dining experience, Firestone Vineyards for a picnic and Fess Parker's Winery, where Miles upsets the apple cart by downing the tasting room's communal spit bucket!

image description
Wine Classic

Save 10% on Winter Wine Classic tickets – Sat., January 24

image description
Endless Summer

Come Rejuvenate Beachside at the Fess Parker Resort

image description
Island Tours

Kayak, snorkel and hike the National Park. Book Now!

image description
Canary Hotel

The only luxury hotel in downtown Santa Barbara. Book Now.

image description
The Goodland

The Ultimate So Cal Retreat with 25% off and a massage.

image description
Film Feast 2015

Sip, savor and stay during Film Feast in Santa Barbara!


For insider tips, special offers and more, sign up for our enews today!

Special Offers

view all

Featured Events

1st Thursday
Recurring monthly on the 1st Thursday
1st Thursday is an...More
2nd Fridays Art @ Santa ...
Recurring monthly on the 2nd Friday
Every 2nd Friday,...More
Ladies Tasting
Recurring monthly on the 21st
The last Monday of...More
Sea Cave Kayaking
Recurring daily
If this is your first time kayaking Channel...More
Wine Country Bike Tour
Recurring weekly on Sunday, Thursday, Friday, Saturday
This trip takes us...More
Sunday Winyl
Recurring weekly on Sunday
Sunday Winyl, in...More
Paul Gillis & Maura Bend...
Recurring weekly on Tuesday
Paul Gillis uses...More
Santa Barbara Comedy Hid...
Recurring weekly on Friday, Saturday
Comedy Hideaway,...More
Tasty Cupcake and Wine t...
Recurring weekly on Saturday
If you like tasty...More
Backroad Santa Ynez Wine...
Recurring daily
Join our award winning wine tour to see and...More
Kayak the American Rivie...
Recurring weekly on Tuesday, Wednesday, Thursday, Friday
See the American...More
Wine Tasting with the Wi...
1.30.2015 - 1.31.2015
Recurring daily
Last few weeks! One Pass--One Price--15 Wineries!...More
Under the Umbrella: Luta...
1.30.2015 - 3.20.2015
Recurring daily
Explore the life and work of architect and...More
5K Gobble Gobble Run
11.23.2015 - 11.23.2018
Recurring every November 23rd
The 5K Gobble...More
Market Forays - Cooking ...
Recurring weekly on Saturday
Shop for seasonal...More
view all