De Portola Wine Trail Harvest Celebration
Photo: David Trinks via Unsplash
De Portola Road is the quieter, rolling side of Temecula wine country, a winding route through estate vineyards and boutique wineries south of Rancho California Road. Once the harvest is in, the trail’s wineries celebrate together with a day of tastings and bites that invites visitors to explore the whole route.
What to expect
The Harvest Celebration is a progressive tasting day. Ticket holders visit participating wineries along the De Portola Wine Trail, where each pours wine and offers a small bite. The 2026 edition lists 11 participating wineries, so the day becomes a chance to compare styles and discover favorites — from estate reds to Rhône blends and fresh whites — across one of Temecula’s most scenic routes.
2026 date
The 2026 Harvest Celebration is Sunday, November 8, from 10 a.m. to 5 p.m. Check the Temecula Valley Winegrowers event listing and individual winery sites for tickets and the list of participating wineries, as well as dates for the next edition.
About the De Portola Wine Trail
De Portola Road runs through the southeastern part of the Temecula Valley AVA, where many smaller, family-run estates grow grapes on hillsides with sweeping views. Compared with the busier Rancho California corridor, the trail feels relaxed and rural, making it ideal for a slow day of tasting. Our winery guides cover many De Portola wineries in detail.
Tips for visiting
- Start early — 11 wineries is more than one day comfortably allows, so pick a route.
- Eat the bites and drink water between stops.
- Bring a light jacket; November afternoons cool quickly.
- Never drive yourself on a tasting day — book a driver.
Ride the trail in a classic
A winding wine trail is the perfect road for a 1969 Cadillac convertible. Book a chauffeured ride for the Harvest Celebration and your driver will move your group from winery to winery while you enjoy the tastings and the views. With a three-hour minimum and hourly rates, it is easy to cover a handful of wineries in style and arrive home safely.
Who will love it
Wine lovers, couples and groups of friends who want to explore beyond the main corridor will love the Harvest Celebration. It is a great way to celebrate a fall birthday or anniversary, and a relaxed introduction to De Portola’s boutique estates.
Because wine-trail events draw crowds, reserve the Cadillac on DriveShare early for event weekends.
Planning your visit
Temecula’s festivals and events draw big crowds, so plan early: buy tickets as soon as they go on sale, reserve dinner nearby and book hotels well in advance for major weekends. Check the organizer’s official website for the latest schedule, parking, shuttle and road-closure information, and arrive early to beat traffic. Dress in layers, since Temecula’s days can be warm and evenings cool, and bring water and sun protection for outdoor events. If you plan to taste wine, arrange a ride or designated driver — and because classic-car rentals book up quickly on event weekends, reserve the 1969 Cadillac on DriveShare as soon as your plans are set.
Best time to go
Events draw crowds and fill nearby hotels and restaurants, so book accommodation, dinners and transportation well in advance, and arrive early.
Make a day of it
A sample Temecula day built around De Portola Wine Trail Harvest Celebration:
- Late morning — pickup and a first tasting on the nearest wine trail.
- Midday — De Portola Wine Trail Harvest Celebration.
- Afternoon — one or two more wineries nearby.
- Sunset — a photo stop among the vines before the ride home.
De Portola Wine Trail Harvest Celebration at a glance
| Category | Wine trail event |
|---|---|
| Address | De Portola Road wineries, Temecula, CA 92592 |
| Area | De Portola Wine Trail |
| When | November 8, 2026, 10 a.m.–5 p.m.; check for the next edition |
| Organizer | De Portola Wine Trail wineries |
| Good to know | A day of tastings and small bites across De Portola Road wineries |
| Website | www.temeculawines.org |
Getting to De Portola Wine Trail Harvest Celebration in a 1969 Cadillac
This stop sits in or near Temecula wine country, so it pairs naturally with a chauffeured winery day. Your driver handles the turns and the parking while everyone in your party enjoys the tastings, and the route between stops — vineyards on both sides, the top down — becomes part of the experience.
Chauffeured hire is $325 per hour with a three-hour minimum, booked and protected through DriveShare. Tell us where you want to go and we will build the route — De Portola Wine Trail Harvest Celebration plus a winery or two, a sunset stop and a ride home.
Book the '69 Cadillac on DriveShare
More things to do nearby
- Temecula Valley Barrel Tasting Weekend — events & festivals
- Thornton Winery Champagne Jazz Series — events & festivals
- 1909 — restaurants
- Baily's Old Town Temecula — restaurants
All things to do in Temecula → · Month-by-month events calendar → · Temecula wineries →
Frequently asked questions
Where is De Portola Wine Trail Harvest Celebration?
De Portola Wine Trail Harvest Celebration is at De Portola Road wineries, Temecula, CA 92592, in De Portola Wine Trail.
When is De Portola Wine Trail Harvest Celebration?
November 8, 2026, 10 a.m.–5 p.m.; check for the next edition. Dates can change from year to year, so confirm on the official website before you plan travel.
What is De Portola Wine Trail Harvest Celebration known for?
The De Portola Wine Trail Harvest Celebration is known as a harvest-season event in which wineries along De Portola Road pour tastings paired with small bites; the 2026 edition is November 8, from 10 a.m. to 5 p.m.
Can I arrive at De Portola Wine Trail Harvest Celebration in a classic car?
Yes. 1969 Caddy offers a chauffeured red 1969 Cadillac DeVille convertible from $325 per hour (three-hour minimum), booked on DriveShare. We plan the drop-off and pickup around De Portola Wine Trail Harvest Celebration and can add nearby wineries to the same booking.
Arrive at De Portola Wine Trail Harvest Celebration in style.
A chauffeured 1969 Cadillac convertible for your Temecula day — booked on DriveShare.