THE ADVENTURE COLLECTIVE® · Independent discovery and booking for outdoor travel
Discover San Diego’s inland wine country on a private tour with Five Star Tours. Taste local wines, enjoy scenic vineyard views, and savor a gourmet picnic on this tailored day trip.
Discover San Diego’s inland wine country on a private tour with Five Star Tours. Taste local wines, enjoy scenic vineyard views, and savor a gourmet picnic on this tailored day trip.
Book with Five Star Tours
Verified experiences and guided adventures in the surrounding area.
Operated by Five Star Tours · San Diego, California
San Diego’s inland wine regions, particularly Ramona and Highland Valley, offer a refreshing contrast to the city's coastal pulse, drawing visitors into rolling hills dotted with boutique vineyards and sprawling grapevines. Five Star Tours delivers an intimate way to drink it all in with their San Diego Vineyard and Winery Tour (Private). This six-hour excursion brings wine lovers from 1050 Kettner Blvd Ste. D in downtown San Diego to three distinct family-owned wineries, where guests sample over 15 carefully curated local wines.
The tour combines laid-back luxury with immersive tasting experiences. A dedicated guide navigates private transportation, offering a seamless, stress-free day. The tour’s pacing allows ample time for vineyard walks, insightful chats with vintners, and a gourmet picnic lunch set against the backdrop of panoramic vineyard views. Each stop reveals unique terroirs and winemaking philosophies that highlight Southern California’s emerging wine scene, far from the usual Napa or Sonoma crowds.
Ramona and Highland Valley’s climate—a blend of warm days tempered by cool nights—encourages diverse grape varieties notable for their expressive flavor profiles. Taking a stroll through sun-dappled vineyards, visitors encounter the native chaparral and grasses typical of the region, making a grounded connection to the land behind the wine.
Five Star Tours stands out for tailoring the day to guests’ interests, whether newcomers or seasoned connoisseurs, blending education with pleasure. Their local expertise and attention to detail ensure the experience doesn’t just scratch the surface but connects travelers with San Diego’s growing viticultural identity. This private tour is perfect for couples, groups, or celebrations seeking an adventurous yet refined day outside the typical city itinerary.
easy.
6 hours.
Suitable for most adults in average physical shape; requires moderate walking and standing during tastings.
Yes, guests must be at least 21 and bring valid photo ID to participate in tastings.
Yes, itineraries can be customized based on your preferences and availability.
A gourmet picnic lunch or pre-selected winery lunch is included with the tour.
Absolutely; guides tailor explanations to both novices and connoisseurs.
Expect 5–6 tastings at each winery, totaling 15–18 samples over the day.
Private luxury vans or SUVs provide comfortable, climate-controlled travel.
Winemaking in San Diego’s backcountry began in the late 1800s, with early vineyards adapting Mediterranean techniques to local microclimates.
Many local wineries emphasize sustainable farming practices to protect soil health and water quality amid Southern California’s semi-arid landscape.
Five Star Tours is a San Diego, California-based tour operator offering a range of guided experiences across Southern California. Operating from a coastal hub in San Diego, Five Star Tours provides narrated bay cruises, whale- and dolphin-watching excursions, city sightseeing trips, multi-stop Los Angeles tours, and guided hikes to local landmarks like Potato Chip Rock. The company also offers practical traveler services such as luggage bag storage for short-term and overnight needs. Tours include a San Diego Champagne Brunch Cruise, two-hour harbor cruises with sea lion sightings, a 3.5-hour winter whale and dolphin watching adventure, and small-group San Diego City Tours that stop at La Jolla, Balboa Park, and Old Town. For holiday travelers, Five Star Tours runs festive Holiday Lights City Tours with complimentary hot cocoa and treats. Transportation-based offerings extend to longer Los Angeles itineraries showcasing Hollywood, Beverly Hills, Griffith Observatory, and classic attractions like the TCL Chinese Theatre and Farmers Market. Guides provide local narration, photo stops, and curated routes tailored to each itinerary. Luggage storage is priced at $7 per bag with discounts for multiple bags and includes overnight service. Five Star Tours caters to families, day-trippers, and visitors seeking convenient, narrated experiences of San Diego and Los Angeles attractions. The company's operation focuses on clear itineraries, varied trip lengths, and accessible departure points in San Diego.
Book with Five Star Tours