Private Temecula Wine Country Tour from San Diego

Head north from San Diego along the scenic I-15 corridor as the urban energy of the city gradually gives way to the breathtaking rolling hills, golden valleys, and lush vineyard landscapes of Southern California's most celebrated wine region. The approximately 1-hour scenic drive takes you through some of Southern California's most picturesque countryside — past avocado groves, citrus orchards, and sweeping hilltop vistas — before the first stunning rows of meticulously maintained grapevines come into view, signaling your arrival in the legendary Temecula Valley Wine Country. Your knowledgeable guide will share fascinating insights into the region's unique Mediterranean-like climate, volcanic soil conditions, and the remarkable story of how this sun-drenched valley transformed from a cattle ranching community into one of California's most beloved and award-winning wine destinations over the past five decades.

From your first winery, your guide continues deeper into the heart of Temecula Wine Country to the legendary Callaway Vineyard & Winery — one of Temecula Valley's oldest and most celebrated estates, perched on a stunning hillside overlooking the entire wine country valley. Founded in 1969 by Ely Callaway — the same visionary entrepreneur behind the world-famous Callaway Golf brand — this iconic winery was one of the very first to prove that Temecula could produce world-class wines, transforming the valley's reputation forever. Stroll through the beautifully landscaped grounds, take in the breathtaking panoramic views of the surrounding vineyard-covered hillsides, and step inside the elegant tasting room to sample Callaway's award-winning estate wines — including their celebrated Chardonnay, Cabernet Sauvignon, and Sangiovese varietals. Your expert guide will share the fascinating history of this pioneering estate as you settle in for a truly memorable Temecula wine tasting experience

Your next stop is the magnificent Falkner Winery — founded in 2000 by Ray and Loretta Falkner after Ray retired from a senior executive career at Microsoft to fulfill his lifelong dream of owning a vineyard. Perched high on a hill with a spectacular view overlooking the entire Temecula Valley, Falkner Winery produces premium wines earning dozens of 90+ ratings from Wine Enthusiast Magazine — including their celebrated Amante Super Tuscan and Meritage-Bordeaux blend. After your wine tasting, settle in for a leisurely lunch at the award-winning Pinnacle Restaurant — voted Best Restaurant by readers of Inland Empire Magazine every year from 2007 through 2024. Perched atop Falkner's hilltop, the Pinnacle combines sweeping panoramic views with Mediterranean-inspired cuisine — whether seated indoors or on the breezy patio, every table feels like a view table. Please note that lunch is at your own expense.

After enjoying a memorable wine tasting at Falkner Winery and a delicious meal at The Pinnacle Restaurant, your tour continues to the charming and historic Old Town Temecula. Step back in time as you explore the heart of Temecula, known for its preserved 19th-century architecture, Western-inspired atmosphere, boutique shops, local galleries, and inviting cafés. Take a leisurely stroll along the historic streets, browse unique local shops, discover the town's rich heritage, and soak up the relaxed atmosphere of this beloved Temecula landmark. It's the perfect way to unwind after your winery experience while experiencing a different side of Southern California's wine country.