The 10 Best Wine Tours from San Diego

1.Luxury Private Wine Tasting Tour to Guadalupe Valley from San Diego

★★★★★★★★★★5.0 · 171 reviews · 10 hours (approx.) · from $269Our pick

Travel from San Diego into Mexico’s Valle de Guadalupe with a private guide such as Mario or Rene handling the driving, border crossings, winery visits, and timing. The day includes three tastings, a winery production visit, a five-course BajaMed lunch at Finca Altozano, and hotel pickup in eligible areas.

“Mario was awesome. He picked us up right on time and was so helpful. He pointed out spots along the way and knew a lot of history! This was the best tour I have ever been on. Great wineries, and the food was amazing. He sat with us at lunch, helped order and helped us with any and all questions. He was so intelligent, welcoming, friendly and kind. Crossing back from Mexico was super easy! I felt entirely safe and taken care of. I would recommend this tour and plan to do it again myself. So fun and so worth it! Don’t miss out!”

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2.Premium Valle de Guadalupe Wine and Food Tour

★★★★★★★★★★5.0 · 118 reviews · 12 hours (approx.) · from $259

Travel from San Diego to Mexico’s Valle de Guadalupe for three boutique winery visits, 10 to 12 tastings, Rosarito fish or shrimp tacos, and a tapas lunch at Adobe Guadalupe. Guides such as Oscar and Priscilla bring local color, while a stocked van keeps the long day comfortable.

“Fantastic experience! Great food, wine, and people! Highly recommend! If you have global entry, makes getting back across the border when you return back easier.”

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3.San Diego to Temecula: Wine Country Tour & Historic Old Town

★★★★★★★★★★5.0 · 93 reviews · 9 hours (approx.) · from $258

Travel from San Diego to Temecula with a guide such as Dave, Vicki, or Sonia, stopping in Old Town and three contrasting wineries. Expect wine tastings, lunch, valley views, hotel pickup from selected locations, and a relaxed day in a group of no more than 15.

“Tour was ok lunch was served late but other than that is was ok I thought Wilson creek was the best winery we visited”

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4.Chauffeured Adventure to Local San Diego Vineyards

★★★★★★★★★★5.0 · 57 reviews · 6 hours (approx.) · from $246

Paul Anthony or another expert local guide chauffeurs you from San Diego to selected wineries for about six hours. Expect guided tastings, vineyard walks, local history, charcuterie, chocolate, dinner, and time for photos, with pickup and drop-off included.

“This was an overall amazing experience! The first stop has a very positively unique environment coupled with rich history. The second stop has a beautiful view along with pizza and breadsticks that are to die for. The tour guide was extremely knowledgeable and entertaining throughout the entire experience. We will definitely be repeat customers.”

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5.Valle de Guadalupe Wine Tour

★★★★★★★★★★5.0 · 35 reviews · 8 to 10 hours (approx.)

Ray and the Baja Wine and Dine team take you from San Diego, Tijuana, Rosarito, Ensenada, or Valle de Guadalupe to three wineries, a cheese tasting, and lunch among the vines. Expect an English-speaking private tour, a clean vehicle, and a full day of wine, food, and wide Baja views.

“They are one hour late to pick us up for our wine tour and are not responding to messages or phone calls. Terrible company. Do not use”

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6.Valle de Guadalupe Winery and Vineyard Tour from San Diego

★★★★★★★★★★4.0 · 6 reviews · from $239

Cross from San Diego into Valle de Guadalupe for three winery visits, local tastings, a production tour, a food stop, and a hacienda-style lunch. Guide Marco has earned praise for his care and local know-how. The small group, capped at 15, keeps the day manageable.

“Marco was a great driver and guide. The countryside was beautiful, and the wines were good. The wineries were stunning.”

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7.Private Tour Premium Wineries in the Valle de Guadalupe

★★★★★★★★★★5.0 · 4 reviews · from $149Best value

Ana and Ryan take you from San Diego into Mexico’s Valle de Guadalupe in a private vehicle for four winery visits. Expect Italian-style vineyards, organic farming, panoramic views, and flexible pacing. Tastings, food, and lunch cost extra, and children are not allowed.

“Amazing experience! The wineries are authentic and very beautiful. We had a wonderful time and the guides are super fun and knowledgeable.”

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8.Grand Mexico Wine Country Tour from San Diego

★★★★★★★★★★5.0 · 4 reviews · 7 to 9 hours (approx.) · from $323

Meet your English or Spanish-speaking local guide at San Ysidro for a private trip into Valle de Guadalupe. You’ll spend over seven hours among wineries, with three tastings, two Mexican meals and drinks, round transportation, and groups capped at 12. Bring your passport, ID, and comfortable shoes.

“The excellent tour guide . His attention to detail and knowledge made out wine tour a great one. Humberto was a true professional guide top block”

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9.San ysidro >>sunset/Guadeloupe Valley/Restaurant Charm

★★★★★★★★★★5.0 · 4 reviews · 8 to 10 hours (approx.) · from $179

Start at Las Americas Premium Outlets at 2 pm and travel with an English-speaking guide in a group of up to 12. Visit Rosarito, Puerto Nuevo, Tijuana’s seawall, El Mirador, and four Ensenada vineyards before ending in Tijuana.

“Riding the horses on the beach was the best part for my family & I and enjoying the ocean view at the same time. The horse were healthy & beautiful as well.”

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10.Temecula Wine Country Tour from San Diego

★★★★★★★★★★5.0 · 3 reviews · 6 to 7 hours (approx.) · from $279

From San Diego, ride in an air-conditioned minivan to three Temecula wineries with a professional guide. Taste wine, visit a working winery behind the scenes, and pause for lunch at your own expense. The small group is capped at 14 people.

“This was a wonderful, peaceful, and relaxing day in Temecula Wine Country. The tastings were great. I enjoyed learning about the grape growing and wine making processes. Our guide at Callaway Winery was very patient and answered all of our questions, Lunch was wonderful and delicious especially with the Sangria fresh from the winery. I would recommend this tour to anyone looking for something to do near San Diego.”

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