Do I need to be 21 to join?

Yes, guests must be at least 21 and bring valid photo ID to participate in tastings.

Can I choose the wineries we visit?

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.

Is it suitable for first-time wine tasters?

Absolutely; guides tailor explanations to both novices and connoisseurs.

How many wines will I taste?

Expect 5–6 tastings at each winery, totaling 15–18 samples over the day.

What type of transportation is used?

Private luxury vans or SUVs provide comfortable, climate-controlled travel.

San Diego Wine Country Tours with Five Star Tours | Sightseeing Tour | Guided Tour

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.