Temecula Wine Tour: Scenic Vineyards & History

Explore Temecula’s wine trails, savor bold reds, and uncover rich history on a self-guided tour. Perfect for wine lovers and history buffs.

Duration: 1 hour, 45 minutes
Cancellation: 24 hours
Highlights
  • The Hotel Temecula - Begin the tour at The Temecula Hotel, a significant landmark in the town’s history, constructed around 1881 to accommodate the surge of rail travelers.
  • City of Temecula Civic Center - Pass by this notable building, completed in 2010, featuring a clock tower and serving as a community hub. Entry is not included in this…
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
  • Flexibility to explore at your own pace with a self-guided GPS tour
  • Directions to the starting point so that when you’re in the right place, the tour will start
What's Not Included
  • Smartphone and headphones
  • Personal expenses for attractions not included during the tour
  • Food and drink
  • Transportation
Additional Information

This self-guided driving tour through Temecula Valley’s wine country combines wine tasting with a rich historical backdrop and stunning scenery.
Beginning in Old Town, participants will explore three unique wine trails - De Portola, Rancho California, and Calle Contento—featuring over 20 highly-rated wineries such as Leoness Cellars, Doffo Winery, and…

Location
Pennypickle's Workshop
Main Street
The tour starts in the Pennypickle's Workshop parking lot, located at 42081 Main Street, Temecula, CA 92590. Before arrival, please install the mobile app and use the code provided on your confirmation ticket. Detailed starting point instructions are available after downloading.
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
3.7
(3 Ratings)
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1 star
Y4039iomarianner
Nov 25, 2025
Making the most of a visit to Temecula! - What a great way to explore Temecula! The tour is thorough in that it combines the history and natural beauty of the region as well as lots of information about the various wineries, allowing us to get the most out of our visit!
Review provided by Tripadvisor
Caseyf615
Nov 24, 2025
A GPS-enabled tour of wine country. Cool! - This was a wonderful experience and I'll do I again. The tour can last two hours if you rush, but if you're stopping for wine tasting, you could stretch the tour out to two days! It was a local history lesson and a wine universe class in one. Thanks!
Review provided by Tripadvisor
Elsief919
Feb 14, 2026
Disappointing - We could not get this to work right. It was very frustrating!! We went around in circles and what she was saying did not match our location.
Review provided by Tripadvisor
From $20 (Per Vehicle)
up to 15 guests
1 - Traveler
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).