Sideways Movie Wine Trail: A Self-Guided Driving Tour

4 Reviews 5.00 out of 5 stars Based on 4 adventurer reviews collected by Top10Adventures® and TripAdvisor |
Recommended by 100% of reviewers
100% of reviewers gave this experience a rating of 4 or higher.
| Santa Barbara, USA
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from $18.99 per group (up to 15)

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On average, this is booked 26 (0) days in advance.
90 to 120 minutes (approx.)
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Offered in: English

Overview

California’s Santa Ynez Valley, made famous by the film Sideways (2004), is a scenic wine region and film pilgrimage site. On this 90-minute self-guided driving tour, explore iconic movie locations, award-winning vineyards, and charming towns. Highlights include:

• Learn about the “Sideways Effect” on Pinot Noir and Merlot
• Discover five distinct wine trails, including Foxen Canyon and Los Olivos Promenade
• Visit Los Olivos Wine Merchant & Café and the Firestone Vineyard barrel room
• Explore biodynamic, sustainable wineries producing estate wines
• See which wineries earned gold and platinum medals for quality and accessibility
• Discover rich local history, from Spanish missions to celebrity residents

A perfect mix of cinematic nostalgia and wine-country discovery.

What's Included

  • Lifetime access to this tour in English before your booking date and after it
  • Offline access to audio, maps, and geodata
  • App for Android and iOS
  • Smartphone and headphones
  • Personal expenses for admission fees not included during the tour
  • Food and drink
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Meeting Location

Meeting point

Alisal Commons Park
Alisal Road, Solvang, CA 93463, USA

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Detailed check-in instructions, including the exact address, are provided with your booking confirmation.

End point

610 East Highway 246
Solvang, CA 93463, USA

The tour ends at the Ostrichland USA, East Highway 246, Solvang, CA, USA.

What To Expect

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Our secure website provides real-time availability, instant confirmation, and free, no-hassle cancellations up to 24 hours before your adventure begins.
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Old Mission Santa Ines (pass by)

Founded in 1804, pass by one of California’s 21 Spanish missions, showcasing colonial architecture, Franciscan heritage, and Chumash culture amid the scenic Santa Ynez Valley.
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Santa Ynez Valley (pass by)

Drive along the pristine Santa Ynez Valley AVA, famed for its rolling vineyards, Pinot Noir and the 2004 film Sideways, which boosted the region’s global wine reputation.
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Brave & Maiden Estate (pass by)

Pass by what was famously spotted in the Sideways film as “like something out of a wine country daydream.” Appointment-only tastings offer visitors acclaimed Cabernet and Syrah, sustainable practices, and a scenic, intimate estate experience. Personal expenses for admission fees not included during the tour.
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Kalyra Winery (pass by)

Catch a glimpse of Kalyra Winery, featured in the film Sideways, in the playful Jack-and-Stephanie flirtation scene, nestled among grapevines in the Santa Ynez Valley. The original tasting room is closed, but visitors can enjoy wine at their Buellton location. Personal expenses for admission fees not included during the tour.
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Beckmen Vineyards (pass by)

Drive by a standout in the Santa Ynez Valley, celebrated for its biodynamic vineyards and bold Syrah and Grenache. Visitors can savor tastings amid rolling hills and breathtaking vineyard vistas. Personal expenses for admission fees not included during the tour.
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Roblar Winery & Vineyards (pass by)

Pass by forty acres of oak-studded splendor, producing Cabernet, Merlot, and a full Bordeaux chorus. Visitors can enjoy tastings, farm-to-table dining, and panoramic vineyard views daily. Personal expenses for admission fees not included during the tour.
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Los Olivos Wine Merchant & Cafe (pass by)

Drive by what became legendary thanks to the film "Sideways", where Miles’ “I am NOT drinking any f**ing Merlot!” made Pinot Noir famous. Visitors can stroll this charming strip, enjoy award-winning tasting rooms like Brewer-Clifton and Stolpman Vineyards, and savor curated wine flights in a walkable, wine-loving destination. Personal expenses for admission fees not included during the tour.
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Fess Parker Winery & Vineyard (pass by)

Founded in 1989 by the actor famed for Daniel Boone and Davey Crockett, pass by and learn how it gained Sideways fame as “Frass Canyon.” Known for estate-grown Rhône and Burgundian varietals, it offers daily tastings, scenic verandas, picnic spots, and authentic Santa Barbara hospitality, making it a must-visit wine-country destination. Personal expenses for admission fees not included during the tour.
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Andrew Murray Vineyards (pass by)

Drive by a standout on the Foxen Wine Trail, celebrated for Rhône varietals like Syrah and Grenache. Known for hands-on, sustainable winemaking and expressive, high-scoring wines, it welcomes walk-ins and appointments, offering visitors a vibrant Santa Ynez experience and a taste of innovative California wine craftsmanship. Personal expenses for admission fees not included during the tour.
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Firestone Vineyard (pass by)

Drive by another winery featured in Sideways, where Miles, Jack, Maya, and Stephanie sneak out of a dull lecture for a romantic, candlelit barrel-room stroll. Visitors can enjoy daily tastings of estate-grown Cabernet, Merlot, and Chardonnay, plus private tours, barrel sneak peeks, and food pairings in a stunning Santa Ynez setting. Personal expenses for admission fees not included during the tour.
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Sideways Inn (pass by)

Pass by The Sideways Inn, Buellton’s Days Inn reborn, a cinematic shrine where Miles and Jack checked in during "Sideways". Room 234 and the windmill are iconic, drawing fans eager to relive Pinot-soaked moments, just steps from the legendary Hitching Post II, where Merlot disdain became wine-country legend. Personal expenses for admission fees not included during the tour.
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Hitching Post 2 (pass by)

Pass by one of the twin temples of Sideways debauchery and charm, a wood-paneled paradise of oak-grilled meats and Pinot-fueled revelations, capturing both the humor and heart of Sideways. Personal expenses for admission fees not included during the tour.
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Additional Info

  • Confirmation is instant and will be received at time of booking
  • Suitable for all physical fitness levels
  • The total tour time includes walking the route and passing by the attractions

Frequently Asked Questions

(6)

Q: What is the cancellation policy for the Sideways Movie Wine Trail: A Self-Guided Driving Tour?

A: You can cancel up to 24 hours in advance of the adventure for a full refund. For a full refund, you must cancel at least 24 hours before the adventure start time.If you cancel less than 24 hours before the adventure start time, the amount you paid will not be refunded.Any changes made less than 24 hours before the adventure start time will not be accepted.Cut-off times are based on the adventure local time (PDT). Read more Apr 2025

Cancellation Policy

You can cancel up to 24 hours in advance of the adventure for a full refund.

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Activity code: C-110804P1086

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Reviews

5.00
4 reviews

Average 5.00 out of 5 stars based on 4 adventurer reviews collected by Top10Adventures® and partner sites such as Cool Destinations and TripAdvisor

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Frequently Asked Questions (6)

Activity name

The answers provided below were previously given in response to questions from Top10Adventures® customers.

Filter by:

Q: What is the cancellation policy for the Sideways Movie Wine Trail: A Self-Guided Driving Tour?
A:
You can cancel up to 24 hours in advance of the adventure for a full refund.
  • For a full refund, you must cancel at least 24 hours before the adventure start time.
  • If you cancel less than 24 hours before the adventure start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the adventure start time will not be accepted.
  • Cut-off times are based on the adventure local time (PDT).
Apr 2025
Q: What's included in the price?
A:
The following is included:
  • Lifetime access to this tour in English before your booking date and after it.
  • Offline access to audio, maps, and geodata.
  • App for Android and iOS.
  • Directions to the starting point so that when you’re in the right place, the tour will start.
  • Flexibility to explore at your own pace with a self-guided GPS tour.
The following is NOT included:
  • Smartphone and headphones.
  • Personal expenses for admission fees not included during the tour.
  • Food and drink.
  • Transportation.
Apr 2025
Q: What is the minimum age for this adventure?
A:

There is no minimum age for this tour, so bring your wee one along for an adventure..

Apr 2025
Q: My date is not available in the calendar, I am just checking to see if it is available?
A:

If a date or time is not listed on the calendar, it’s sold out or unavailable for another reason. Support cannot assist further if a date or time is not on the calendar.

If you find a date and time that works for you, book it NOW because things always sell out at this time of year.

Apr 2025
Q: Is this an accessible adventure?
A:

Accessibility information for the Sideways Movie Wine Trail: A Self-Guided Driving Tour is as follows:

  • Suitable for all physical fitness levels
Apr 2025
Q: Where is the meeting point for this activity?
A:

Detailed check-in instructions – including meeting point address, Google map, and parking information – for Sideways Movie Wine Trail: A Self-Guided Driving Tour will be included in your confirmation email from Top10Adventures®. Please be sure to double and triple check your email address is correct at checkout so this important email makes its way to you!

 

 

Mar 2024

What's Included

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  • Lifetime access to this tour in English before your booking date and after it
  • Offline access to audio, maps, and geodata
  • App for Android and iOS
  • Directions to the starting point so that when you’re in the right place, the tour will start
  • Flexibility to explore at your own pace with a self-guided GPS tour
  • Smartphone and headphones
  • Personal expenses for admission fees not included during the tour
  • Food and drink
  • Transportation

Additional Info

Activity name

  • Confirmation is instant and will be received at time of booking
  • Suitable for all physical fitness levels
  • The total tour time includes walking the route and passing by the attractions

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You can cancel up to 24 hours in advance of the adventure for a full refund.

  • For a full refund, you must cancel at least 24 hours before the adventure start time.
  • If you cancel less than 24 hours before the adventure start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the adventure start time will not be accepted.
  • Cut-off times are based on the adventure local time (PDT).

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