Wine Country Day Trips Worth Flying For: the 15 Best

Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery

1.Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery

★★★★★★★★★★5.0 · 21,634 reviews · 11 to 12 hours (approx.) · from $114Our pick

Review of a Tuscany day trip from Florence to Siena, San Gimignano, Pisa, and a Chianti winery lunch with practical tips.

“Pick up point is NOT where Viator send you. This tour is run by Walkabout Tours Florence...look for their sign at the Taxi Rank at the Station. Alex was a fabulous tour guide. Very good value for money. Alot of walking. Food fabulous for lunch.”

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Montserrat Half-Day Tour with Tapas and Gourmet Wines

2.Montserrat Half-Day Tour with Tapas and Gourmet Wines

★★★★★★★★★★5.0 · 7,359 reviews · 6 to 7 hours (approx.) · from $55

Review of Barcelona’s Montserrat tour with monastery sights, mountain views, boutique wine, tapas, transport, costs, and practical tips.

“The drive to Monserrat and views were spectacular high above the mountains. We had a great time and we experienced the Basilica with the black Madonna and able to hear the angelic singing of the boys choir. Then, to a lovely winery for wine tasting and tapas was very enjoyable and the winery was beautiful established in 954 with the same family over generations. Our guide Michaela was really good, informative and knowledgeable. Ask for her, she’s awesome!”

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Pisa, Siena and San Gimignano Day Trip with Lunch & Wine Pairing

3.Pisa, Siena and San Gimignano Day Trip with Lunch & Wine Pairing

★★★★★★★★★★4.5 · 6,006 reviews · 12 hours (approx.) · from $78

Review of a full-day Tuscany tour from Florence to Siena, San Gimignano and Pisa, with winery lunch, wine pairing and practical tips.

“It’s bilingual English and Spanish. A very large group! The guides managed everyone very well. The lunch and wine tasting was a great experience!”

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Rome: Tuscany & Montepulciano Day Trip with Lunch & Wine Tasting

4.Tuscany & Montepulciano Day Trip with Lunch & Wine Tasting

★★★★★★★★★★4.5 · 5,232 reviews · 12 hours (approx.) · from $83

Review of Rome’s Tuscany and Montepulciano day trip, with a Tuscan farm lunch, wine tasting, Pienza, transport, costs, and practical tips.

“Great experience! Starts early, so most breakfast places are closed... except McDonald's!! which was nearby, btw (done by design?) The tour was well organized. We got to see and do a lot on our day-trip to Tuscany.”

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Napa and Sonoma Wine Country Full-Day Tour from San Francisco

5.Napa and Sonoma Wine Country Full-Day Tour from San Francisco

★★★★★★★★★★4.5 · 4,455 reviews · 8 to 9 hours (approx.) · from $165

Review of Gray Line’s Napa and Sonoma wine tour from San Francisco, with winery details, costs, timing, guides, and practical booking advice.

“Have u tried gray line tours ..runs all the time ...bus tours ..tried all of them ..positive delightful ..hope to go again”

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San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting

6.San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting

★★★★★★★★★★4.5 · 4,432 reviews · 11 hours (approx.) · from $83

Review of a full-day Tuscany tour from Florence to San Gimignano, Siena, Monteriggioni, and Chianti, with lunch and wine tasting.

“Visited lovely little villages and had free time to explore. Tour leader was friendly and helpful. Lunch was acceptable (appetiser was good, pasta main was average and no desert as promised, just a small biscuit). Wine was really nice but too expensive to buy. Overall worthwhile.”

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Loire Valley Castles Day Trip from Paris with Complementary Wine

7.Loire Valley Castles Day Trip from Paris with Complementary Wine

★★★★★★★★★★4.5 · 3,907 reviews · 13 hours (approx.) · from $149

Review of a 13-hour Loire Valley day trip from Paris to Chambord and Chenonceau, with Blois, wine tasting, transport, tips, and value advice.

“They bus was nice and it was clean with USB charging options on board. The ride wasn't too long and our guide gave us facts right before each stop. We were given enough time to explore the sights but still feel like more would have been nice.”

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Rome: Tuscany & Montepulciano Day Trip with Lunch & Wines

8.Tuscany & Montepulciano Day Trip with Lunch & Wines

★★★★★★★★★★4.7 · 3,004 reviews · 11 - 12 hours · from $81

See Montepulciano and Pienza from Rome with a vineyard lunch, Brunello wine tasting, expert guides, and Tuscan countryside views.

“Antinanio and the crazy bus driver were fantastic!! Thank you”

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Day Trip to Kakheti Wine Region Including 9 Wine Tastings

9.Day Trip to Kakheti Wine Region Including 9 Wine Tastings

★★★★★★★★★★5.0 · 2,774 reviews · 10 hours (approx.) · from $29Best value

Explore Kakheti from Tbilisi with nine wine tastings, Sighnaghi, Bodbe Monastery, Georgian food, and family winery visits for $29.

“Roman was a great guide. Nice landscape and interesting history about Georgian wine. And you can learn a lot about Georgia in general from Roman.”

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Siena, San Gimignano and Chianti Wines Day Tour from Florence

10.Siena, San Gimignano and Chianti Wines Day Tour from Florence

★★★★★★★★★★4.5 · 2,542 reviews · 10 hours 30 minutes (approx.) · from $78

See Siena, San Gimignano, Monteriggioni, and taste Chianti wines on a full-day Tuscany tour from Florence.

“So we'll planned. No details are left to chance. They do such a good job of informing you of starting points, scheduling meetups etc. Our host Alex was wonderful and very knowledgeable. Seemed as though he was enjoying himself as much as we were. My family and I all agree that we will use Viator for all our tours on future Italian vacations.”

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Santorini: Top Sights Day Trip, Wine Tasting, & Oia Sunset

11.Top Sights Day Trip, Wine Tasting, & Oia Sunset

★★★★★★★★★★4.6 · 2,492 reviews · 9 hours · from $61

See Santorini’s villages, black beach, wine country, and Oia sunset in one well-organized nine-hour island tour.

“Our tour guide Mary, was very knowledgeable about the island of Santorini, providing a lot of interesting information. Our bus driver George was amazing, driving the large comfortable bus along the winding, narrow roads. I highly recommend this tour, if you want a good overview of Santorini.”

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Niagara Falls Day Tour Includes Boat Cruise, Winery Stop & Lunch

12.Niagara Falls Day Tour Includes Boat Cruise, Winery Stop & Lunch

★★★★★★★★★★4.5 · 1,820 reviews · 10 hours (approx.) · from $165

Review of Toronto’s Niagara Falls day tour with wine tasting, seasonal boat cruise, three-course lunch, and Niagara-on-the-Lake.

“Nikki and Frank were such amazing tour guide / driver. Very well organized tour with background explanations for the city during the bus ride. Would recommend!”

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From Paris: Loire Valley Castles Day Trip With Wine Tasting

13.Loire Valley Castles Day Trip With Wine Tasting

★★★★★★★★★★4.6 · 1,727 reviews · 13 hours · from $104

Visit Chambord and Chenonceau from Paris, enjoy free time in Blois, and sample Loire Valley wines on a well-priced 13-hour day trip.

“Our guide was PHENOMENAL. She gave us so much information about the castles we saw and provided us additional context and recommendations for Paris on the return home. Truly wish I could reschedule with her!”

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From Paris: Day Trip to Champagne with 8 Tastings & Lunch

14.Day Trip to Champagne with 8 Tastings & Lunch

★★★★★★★★★★4.8 · 1,501 reviews · 10 - 11 hours · from $345

Review of a Champagne day trip from Paris with eight tastings, lunch, major and family-run houses, transport, guides, and practical tips.

“Fabulous day. Cedric was a knowledgeable and charming guide. We loved the organization of the tour that showed a large Champagne house, a small grower producer, and then a co-op. The tastings were generous and lunch was delicious.”

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