San Diego · SAN DIEGO WINE COUNTRY TOURS

The 13 Best Wine Tours from San Diego

13 tours  ·  from $125 a head

Ramona and the Valle de Guadalupe are both an easy drive, and both are cheaper than anything in Napa. These 13 tastings are priced by the pour, with transport notes for the ones that end well after lunch.

Luxury Private Wine Tasting Tour to Guadalupe Valley from San Diego - First tasting, then a second winery with cheese
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Luxury Private Wine Tasting Tour to Guadalupe Valley 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

Review of a private San Diego to Valle de Guadalupe wine tour with three tastings, BajaMed lunch, border transport, and hotel pickup.

“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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Premium Valle de Guadalupe Wine and Food Tour - Rosarito tacos before wine country
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Premium Valle de Guadalupe Wine and Food Tour

2.Premium Valle de Guadalupe Wine and Food Tour

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

Spend 12 hours tasting Baja wines, sharing tapas, and enjoying Rosarito tacos on a guided Valle de Guadalupe day trip from San Diego.

“The tour began with awesome communication and positive texts from the owner of the company. Then we heard from our guide about details. The tour itself showed beautiful shores through Rosarita on our way to the Valle de Guadalupe. Our guide shared first hand experiences of the area since he is from nearby. The Cava Maciel winery was our favorite with a peaceful landscape all through the property. The wonderful server talked about the family that started the business and showed us where the process took place. The 4 course meal was outstanding at our 2nd winery and our 3rd stop had a quaint family feel. Plenty of varieties of…”

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San Diego to Temecula: Wine Country Tour & Historic Old Town - Frangipani Estate Winery and the first tasting
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San Diego to Temecula: Wine Country Tour & Historic Old Town

Vino! Vino! Little Italy Wine Tasting Walking Tour - Starting at Vino Carta on India Street
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Vino! Vino! Little Italy Wine Tasting Walking Tour

Chauffeured Adventure to Local San Diego Vineyards - Bernardo Winery: shops, history, and an easygoing start
San Diego Wine Country Tours, Tour Reviews

Chauffeured Adventure to Local San Diego Vineyards

5.Chauffeured Adventure to Local San Diego Vineyards

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

Ride from San Diego to local vineyards for wine tastings, vineyard walks, food pairings, sunset views, and hotel pickup.

“Fantastic day in San Diego wine country chauffeured by our guide Paul Anthony, visiting some amazing venues, experiencing awesome scenery/views and tasting just the best wines to sip on”

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Wine Tasting Sidecar: 2.5-Hour Private Tour in San Diego - Second Stop: Pali Wine Co.
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Wine Tasting Sidecar: 2.5-Hour Private Tour in San Diego

7.Wine Tasting Sidecar: 2.5-Hour Private Tour in San Diego

★★★★★★★★★★4.5 · 27 reviews · 2 hours 30 minutes (approx.)

Ride San Diego in a private motorcycle sidecar, stopping at Legacy Resort and Pali Wine Co. for tastings, views, and local stories.

“Ron was a very informative and gracious guide. He was the perfect mix of giving us our own time and being there when needed him. The wine stops were outstanding and the side car was a great way to see the city.”

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San Diego: Little Italy Wine Tasting Walking Tour - Three Stops, Three Ways to Taste
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San Diego: Little Italy Wine Tasting Walking Tour

8.Little Italy Wine Tasting Walking Tour

★★★★★★★★★★4.7 · 9 reviews · 3 hours · from $125

Taste California and Italian wines, regional cheeses, and pasta while exploring San Diego’s stylish Little Italy with a local guide.

“Bleu was a great tour guide. Very knowledgeable and friendly. The food was great, not so much the wines but, everyone has a different opinion about their wines. I would definitely recommend this tour and cant wait to do the Tequila. Tacos and Tombstones Thank you, San Diego Tours and Bleu, Regards. Julie Battle and Sandra Brocker”

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Valle de Guadalupe Winery and Vineyard Tour from San Diego - Three winery visits and local Baja wines
San Diego Wine Country Tours, Tour Reviews, Tours

Valle de Guadalupe Winery and Vineyard Tour from San Diego

Private Tour Premium Wineries in the Valle de Guadalupe - Finca La Carrodilla puts sustainability first
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Private Tour Premium Wineries in the Valle de Guadalupe

Grand Mexico Wine Country Tour from San Diego - Meeting at 8:30 a.m. in San Ysidro
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Grand Mexico Wine Country Tour from San Diego

12.Grand Mexico Wine Country Tour from San Diego

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

Review of the Grand Mexico Wine Country Tour from San Diego, with wine tastings, meals, transport, border tips, timing, and value.

“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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San Diego County Wine Tour (Private) - Bernardo Winery brings rustic character
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San Diego County Wine Tour (Private)

13.San Diego County Wine Tour (Private)

★★★★★★★★★★5.0 · 4 reviews · 5 hours (approx.) · from $215

Review of a private San Diego wine tour visiting Bernardo, Mia Marie, and Hungry Hawk, with hotel pickup, snacks, views, and a friendly guide.

“The Private San Diego County Wine Tour with host Darren Manson was fabulous. The tour was absolutely one of the best tours that can be had.”

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