4 Luxury Wine Tours in the USA That Earn the Upgrade

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 to Mexico’s Valle de Guadalupe with a private guide such as Mario or Rene handling the driving, timing, and border crossing. Visit three wineries, stop at El Mirador, and enjoy a five-course BajaMed lunch at Finca Altozano. Pickup is available south of Mission Valley.

“We had the BEST experience on this tour! We had Rene as our guide and he made the whole date incredibly smooth. He kept us on time, took us to some beautiful spots, and made us feel safe at all times. I couldn't believe how beautiful the wineries are! I would recommend this tour to anyone interested in trying out the wineries across the border!”

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2.Branson VIP Wine Tasting and Dinner Tour

★★★★★★★★★★4.5 · 162 reviews · 5 hours (approx.) · from $121Best value

Spend about five hours visiting three Branson-area tasting stops by Mercedes-Benz Sprinter van. Sample roughly 15 Missouri wines, beers, or spirits, hear local stories from guides such as Mike, then finish with a three-course dinner at Black Oak Grill. The group size is capped at 12.

“If I had to write the tour by itself without the guide, I would give it a five! We went to some cool places and had some great tastings. We were driving down the road and all getting ready to fall asleep because he was playing Kenny G jazz music over the radio. We were an older crowd except for me. I was 51 but at the first stop, we all agreed by the second stop. We were kind of done with jazz. I said something to that to work I like why don’t you put on 90s music that would be so much better for us to which he…”

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3.San Francisco: Luxury Small-Group Wine Tour of Napa Valley

★★★★★★★★★★4.5 · 114 reviews · from $299

Spend 10 hours touring Napa Valley in a small group with an English-speaking wine guide. Taste reserve wines at Castello di Amorosa, V. Sattui, and Ru Vango, enjoy free time for lunch in Calistoga, and finish with Golden Gate Bridge views.

“This tour truly focused on the WOW factor! Each winery had something special to offer, making the experience more than just a wine tasting. The castle at Castello di Amorosa was impressive, the gondola at Sterling showed amazing views, and the history of the caves at Beringer made this tour informative and different from all the rest. We were able to enjoy and "revisit" the wines and not worry about driving and parking at each different location.”

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4.Napa and Sonoma Private Wine Tasting Tour and Luxury Car Service

★★★★★★★★★★5.0 · 102 reviews · 6 to 10 hours (approx.)

You’ll leave San Francisco in a private vehicle with a driver such as Dan, then shape the day around Napa and possibly Sonoma. Expect hotel pickup, vineyard and barrel-room visits, flexible winery choices, and 6 to 10 hours on the road. Tastings and reservation fees cost extra.

“Great Driver. He was very knowledgeable and offered lots of tips. We will definitely use him again. And we will recommend to all of our friends.”

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