Private Temecula Wine Tour from La Jolla: 5 Wineries

Five wineries in one day, from Old Town Temecula to a hilltop finale

A full-day private wine tour from La Jolla to Temecula Valley with pickup included, visiting five wineries for tastings and a guided tour of Oak Mountain's underground cave. You start with free time in Old Town Temecula, then move through Somerset Vineyard, Oak Mountain, a lunch stop at Cougar or Bel Vino (depending on the day), and finish at Callaway Winery with sweeping valley views. Your guide drives and narrates the whole route.

Step-by-step itinerary

Temecula Wine Country Tour

• Free time in Old Town Temecula
• Wine tasting and tour at Somerset Vineyard
• Tasting and cave tour at Oak Mountain Winery
• Lunch at Cougar Winery or Bel Vino Winery
• Final tasting at Callaway Winery

The experience

Eight hours from La Jolla gets you through Temecula's wine country without driving yourself. The route starts in Old Town Temecula, where you have time to grab coffee, browse the boutiques, or catch the Saturday farmers market before heading into the vineyards. Your guide handles the route and the timing, so you move between stops without navigation or logistics.

Somerset Vineyard & Winery opens with tastings and a guided production tour that walks you through how the wines are made. Oak Mountain Winery is the centerpiece: it holds the largest wine cave in Southern California, carved into the hillside, and you get a guided tour of it along with tastings and optional charcuterie boards to pair with the wines. Lunch happens at Cougar Winery on weekdays or Bel Vino on Saturdays. Both have on-site food, though meals are on your own tab. The day closes at Callaway Winery, a hilltop estate with views across the valley, where tastings wrap up the tasting flight.

Groups of two to fourteen travel together in an air-conditioned vehicle with a local guide who narrates the route and the wineries. Bottled water and snacks are included. Pricing drops per person as your group grows, so a couple pays more per head than a party of eight, but the total cost stays lower than booking separate tours. Pickup from La Jolla is part of the booking.

What’s included

• Tastings at Somerset, Oak Mountain, and Callaway wineries.
• guided production tour at Somerset.
• guided underground cave tour at Oak Mountain.
• optional charcuterie boards at Oak Mountain.
• bottled water.
• snacks.
• fully narrated tour by your local guide.
• air-conditioned vehicle.
• pickup from La Jolla.

Before you book

Days and timesNext departure: 27 Oct 2027

Book up to16h before

AgesAdult (3 to 12 years) · Infant (under 3): free

GroupPrivate

Live guideEnglish

Meeting point and pickupHotel pickup is optional; you can also go straight to the meeting point. Ends back at the starting point.You can choose from 19 pickup points.

Cancellation and refundsFree cancellation up to 24 h before the start. After that, no refund.

Prices and times updated yesterday

Good to know

Low physical effortStroller-friendlyInfant seats availablePets welcomePublic transport nearbyNot recommended with heart problems

Operated by Best Coast Tours

Is this one for you?Book for a group of four or more if you want the per-person rate to drop noticeably: the larger the party, the bigger the savings. A couple still travels comfortably, but the pricing advantage kicks in once you add friends or family to the booking.

Top questions

Can children come?

Yes. Ticket types: Infant (under 3): free.

What is the largest wine cave in Southern California, and what do you do there?

Oak Mountain Winery's underground cave is the largest in Southern California, carved into the hillside. You get a guided tour of the stone-lined space, taste wines in the cool cave, and can order optional charcuterie boards paired with the wines.

How much free time do you get in Old Town Temecula?

The tour includes free time in Old Town Temecula at the start of the day, enough to grab coffee, shop the boutiques, or visit the Saturday farmers market if you're going on a weekend.

Are meals included in the tour price?

Lunch is not included. You stop at Cougar Winery on weekdays or Bel Vino Winery on Saturdays, both with on-site food options you can purchase, and you're welcome to buy optional wine flights there as well.

How does the group pricing work on this private tour?

The tour uses tiered pricing: the larger your group, the lower the per-person rate. A couple pays more per head than a group of eight, but the total cost for the group stays lower than booking multiple separate tours.

What happens at Callaway Winery, the final stop?

Callaway Winery sits on a hilltop with sweeping views of Temecula Valley. Your final tasting is a curated wine flight in their modern tasting room, designed as a relaxing way to end the day.