Top San Diego Wine Tasting Tours - page 2

An intimate 20-seat communal dinner hosted by the elusive Chef Bear, featuring a five-course tasting menu with curated wine and cocktail pairings. Playful storytelling, seasonal ingredients, and a lively, social atmosphere make this immersive supper club unlike any traditional restaurant experience.

Go sightseeing on the waters of San Diego Bay during this cruise that provides a delicious seated brunch of seasonal dishes accompanied by unlimited Champagne, mimosas, and sparkling cider. After enjoying a lavish plated brunch dish, stay at your private table or head outside to the open air for sunshine and sightseeing.

Sip, Savor, and Explore Temecula Wine Country Your tiered pricing makes group travel even better—the larger your group, the lower the per-person rate. This private tour is ideal for couples, friends, or groups of up to 14 guests. Departing from Solana Beach, this full-day guided tour begins with a comfortable ride to the vineyards of Temecula Valley. First, enjoy free time in Old Town Temecula for coffee, shops, or the Saturday farmers market. Then visit Somerset Vineyard & Winery for tastings and a guided production tour, followed by Oak Mountain Winery with tastings, optional charcuterie, and a tour of their underground wine cave. On Saturdays, enjoy live music and lunch (meals not included) at Bel Vino Winery, and wrap up with a final tasting at Callaway Winery, known for sweeping views. Relax, sip, and savor—book your Private Temecula Wine Tour from Solana Beach today for an unforgettable day in the Wine Valley.

Delight in Mexico’s fine wine and food on an intimate wine country tour that takes you across the border from San Diego. Travel to Baja California and visit the wine country hub of Valle de Guadalupe escorted by a local guide. Visit various local vineyards and experience exquisite wine tasting, gourmet cheese tasting, and a Mexican buffet all included. Discover why this area has long been renowned for its locally grown wine and produce. Round off your day gazing out from a terrace with stunning views over the Pacific Ocean.

Sip on some of the best wines in the San Diego area—without worrying about a designated driver—during this journey through Temecula wine country. Taste the best vintages from three local wineries, learning about the area’s unique microclimates and how they contribute to the wines’ flavors and tasting notes. You’ll also get to go behind the scenes at one stop, deepening your winemaking and tasting experience.

Sip, Savor, and Explore Temecula Wine Country Departing from Del Mar, this full-day private wine tour offers a relaxing escape into Temecula Valley. With tiered pricing for up to 14 guests, the larger your group, the lower the per-person cost—perfect for couples or small groups. Begin with pickup from your Del Mar hotel, rental, or the Solana Beach Station. Enjoy free time in Old Town Temecula for coffee, shops, or the farmers market (Saturdays). Then, visit Somerset Vineyard & Winery for tastings and a guided production tour, followed by Oak Mountain Winery for wine, charcuterie, and a walk through their wine cave. Lunch is at Cougar Winery (Mon–Fri) or Bel Vino Winery (Sat). Meals and tastings not included. Finish at Callaway Winery with tastings and panoramic views. Ride in comfort, enjoy beautiful scenery, and let our guides handle the rest for a smooth and memorable day in wine country.

Experience the best wines of the San Diego area without worrying about a designated driver on this tour through Temecula Wine Country. Visit three local wineries to taste their finest vintages while learning how the region’s unique microclimates influence flavor and tasting notes. At one winery, enjoy a behind-the-scenes tour to deepen your understanding of winemaking and enhance your tasting experience.

Sip, Savor, and Explore Temecula Wine Country Departing from Downtown San Diego, this full-day private tour offers a seamless escape to Temecula Valley. With tiered pricing for up to 14 guests, the larger your group, the lower the per-person cost—ideal for couples, friends, or small gatherings. Your adventure begins with free time in Old Town Temecula for coffee or shopping. Then enjoy a tasting flight and guided production tour at Somerset Vineyard & Winery, followed by tastings, a charcuterie board, and a cave tour at Oak Mountain Winery. Lunch is at Cougar Winery (Mon–Fri) or Bel Vino Winery (Sat). Meals and tastings not included. End your day at Callaway Winery, with sweeping vineyard views and a modern tasting room. Relax in a comfortable vehicle with a knowledgeable local guide for an unforgettable day in Southern California wine country.

Experience the hidden gems of Southern California’s wine country with an exclusive four-stop journey through the rolling hills of San Diego County. From crisp, coastal breezes to sun-drenched inland valleys, you’ll enjoy curated tastings at lovely estates known for their award-winning varietals and stunning vineyard views.

Sip, Savor, and Explore Temecula Wine Country Departing from Pacific Beach, this full-day private wine tour offers a relaxing escape to Temecula Valley. With tiered pricing, the more in your group, the lower the per-person rate—ideal for couples, friends, or small groups. Pickup is available from your hotel or rental in Pacific Beach, or meet us at Capehart (Soledad) Dog Park: Soledad Mountain Rd & Felspar St, San Diego, CA 92109. This is a public lot we don’t manage—parking may be limited; rideshare is recommended. Begin with free time in Old Town Temecula for coffee or shopping. Then enjoy tastings and a guided production tour at Somerset Vineyard & Winery, followed by tastings, charcuterie, and a wine cave tour at Oak Mountain Winery. Lunch is at Cougar Winery (Mon–Fri) or Bel Vino Winery (Sat). Meals and tastings not included. End with a final tasting at Callaway Winery, a sleek hilltop estate with panoramic views Let us handle the details for a smooth, scenic wine country day

Combine history with wine tasting on this guided walking tour around San Diego’s Little Italy. Discover the area’s history in a fun way, with stops at three locations to sample unique wines from California and Italy. Enjoy Italian food samples, such as pizza, calamari and meatballs, at two of the three locations.