WORLDWIDE · WINE COUNTRY DAY TRIPS

Best Wine Country Day Trips — Our Top 15

220 tours  ·  from $9 a head

The full day out: an early pickup, two or three estates, lunch somewhere with a view and a driver who has not been drinking. These 15 are compared on how much of the day is spent in the minibus and how much is spent in a cellar.

Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery - Siena Cathedral is worth the guided entry
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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

Spend 11 to 12 hours touring Tuscany by air-conditioned coach, with guided Siena and cathedral visits, free time in San Gimignano and Pisa, and a family-run winery lunch with four wine tastings. Guides such as Alex, Sara, Davide, and Manolo are known for clear directions, humor, and good pacing. Choose the Pisa tower upgrade if you want to climb.

“I had a fantastic experience with this tour guide Sara and Milano from start to finish. Everything was well-organized, smooth, and thoughtfully planned, which made the entire tour stress-free and enjoyable. Sara was knowledgeable, engaging, and passionate, sharing interesting facts and stories that really brought the place to life. Sara also very friendly, patient, and happy to answer all my questions. The pacing was perfect, and I never felt rushed, while still getting to see and learn so much. Overall, it was a truly memorable experience, and I am so glad I chose this operator. Highly recommended for anyone looking for a professional, informative, and enjoyable tour!”

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Montserrat Half-Day Tour with Tapas and Gourmet Wines - Starting at Barcelona Nord Bus Station
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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

This 6 to 7 hour trip takes you by air-conditioned bus from Barcelona Nord to Montserrat, then to a family-run winery, often Oller del Mas. Guides such as Thais, Vince, Yerai, and Mayi lead the day in English. Check your booking option carefully: wine, tapas, and the winery visit may cost extra.

“Given the cold and intermittent rain, Carlos did a remarkable job of keeping the tour upbeat and organized, despite several persistent stragglers. He knows his job and his voice is clear and articulate. What could have been a disappointing day was quite enjoyable.”

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Pisa, Siena and San Gimignano Day Trip with Lunch & Wine Pairing - A Tuscan winery turns lunch into an attraction
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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

Leave Florence at 7:30 a.m. for Siena, San Gimignano, and Pisa with an English-speaking tour escort. Choose guided Siena access and a winery lunch with Tuscan wine, then enjoy free time in the medieval towns. Expect a full 12 hours, a group of up to 63, and plenty of walking.

“Great tour, saw so much and the scenery just breathtaking. The bus was comfortable and the stops one better than the next. Highly recommend the tour.”

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Rome: Tuscany & Montepulciano Day Trip with Lunch & Wine Tasting - Montepulciano: wine town with a serious uphill walk
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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

Spend about 12 hours touring Tuscany from Rome by air-conditioned coach. Walk through Montepulciano, visit San Biagio, eat a three-course farm lunch with wine, then browse Pienza. English-speaking guides such as Flavio, Barbara, Anna, and Antonino lead the day, with small-group upgrades adding extra tastings and a Montalcino castle visit.

“This was the best experience ever!! Beautiful countryside tour. Outstanding authentic food. Erica and Barbara were great guides. Could not have asked for a better experience”

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Napa and Sonoma Wine Country Full-Day Tour from San Francisco - Crossing the Golden Gate Bridge
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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

Spend 8 to 9 hours crossing the Golden Gate Bridge and visiting three Napa and Sonoma wineries, with tastings included. Roche, Artesa, Madonna Estate, Jacuzzi, BR Cohn, or Robledo may be on the schedule. Guides such as Don, Thomas, Debbie, and George have led past departures. Lunch is on your own.

“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 - Chianti wine and the midday meal
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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

Spend about 11 hours touring Tuscany by coach, with free time in San Gimignano and Monteriggioni, guided sights in Siena, and a winery lunch with three wines plus vin santo. Choose the Siena walking tour and cathedral option for added art and history. Guides may include Sandro, Marta, Alessandra, or Ilaria.

“Great experience with an opportunity to see a lot! My only recommendation would be that if you have the cathedral guided tour, have it start when you arrive in Sienna so you have a little bit more free time.”

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Loire Valley Castles Day Trip from Paris with Complementary Wine - Blois: lunch with a glimpse of royal France
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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

Spend about 13 hours visiting Chambord and Chenonceau from Paris, with entrance fees, an English-speaking guide, free time in Blois, and three Loire Valley wine pours in Chenonceau’s cellar. Guides such as Daniel, Emma, Goran, Thelma, and Riti have led recent departures, though the experience depends on the day’s guide and coach.

“It was lovely with lots of valuable information shared by our guide, Riti. The wines were young but enjoyable.”

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Rome: Tuscany & Montepulciano Day Trip with Lunch & Wines - The early ride through central Italy
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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

Spend 11 to 12 hours traveling from Rome to Tuscany with an English-speaking guide, visiting Montepulciano, San Biagio, and Pienza. You’ll walk medieval streets, eat a three-course vineyard lunch, and taste local wines, including Brunello di Montalcino. Guides such as Antonino, Anna, Eduardo, and Barbara are known for lively stories and practical help throughout the day.

“Fanatic tour guide was very well clued up. Every stop was magnificent and the food was amazing”

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Day Trip to Kakheti Wine Region Including 9 Wine Tastings - Badiauri: bread, cheese, and a glass of wine
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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

Spend about 10 hours exploring Kakheti with an English-speaking guide such as Gigi, Nina, David, or Luka. Visit a village bakery, Bodbe Monastery, Sighnaghi, a family qvevri cellar, and KTW Winery. The $29 price covers transport, guiding, entrances, and nine tastings. Lunch and bakery food cost extra.

“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 - Starting at Piazzale Montelungo in Florence
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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

Travel by air-conditioned coach from Florence to Monteriggioni, Siena, San Gimignano, and a Chianti estate. You’ll get guided time in Siena, free time in the hill towns, and a tasting of two or three wines with local snacks. Guides such as Alex, Jacopo, Gabrielle, and Constantino have earned strong praise for clear organization and good humor.

“Everything was organized perfectly. Jacob and Camilla were great and were very knowledgeable of the sites we saw. The wine tasting was awesome and we enjoyed all of the wine that was served. Would highly recommend to anyone visiting Florence to go on this day trip”

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Santorini: Top Sights Day Trip, Wine Tasting, & Oia Sunset - Profitis Ilias and Santorini’s volcanic setting
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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

Spend nine hours touring Santorini by coach with an English-speaking guide such as Mary, Yannis, or Kim. Visit Profitis Ilias, Pyrgos, Emporio, and Perissa Beach, taste three local wines, then watch the sunset in Oia. Hotel pickup and drop-off are included, but lunch and drinks are extra.

“A very interesting and informative day Yannis was knowledgeable witty and helpful. Reteraunt reccomended at beach was great. Overall we would we would definitely recommend this trip Thanks Manuel and Jan Lima”

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Niagara Falls Day Tour Includes Boat Cruise, Winery Stop & Lunch - The drive from Toronto sets the tone
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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

Travel from Toronto by air-conditioned coach with an English-speaking guide, stopping at Niagara College for wine tasting, Niagara Falls for a three-course lunch and seasonal boat ride, and Niagara-on-the-Lake for free time. Guides such as Wayne, Nikki, David, and Jason are praised for lively commentary and careful timing. Downtown pickup is available at selected hotels.

“David was such a great tour guide and was such a great way to see all of what the Niagara region has to offer. The winery tour was a great addition!!”

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From Paris: Loire Valley Castles Day Trip With Wine Tasting - Meeting at Denfert-Rochereau
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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

Spend a long day in the Loire Valley with an English-speaking guide, visiting Chambord and Chenonceau, tasting local wine, and stopping for lunch in Blois. You explore both castles independently after guide commentary. Recent guides including Dee, Jasmina, Riti, John, and Thelma have been praised for clear storytelling, while the air-conditioned coach makes the long ride manageable.

“Such an amazing experience! Loved the castles and the ride, and the guide John really knows his history! Learned quite a bit! Totally worth it!”

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From Paris: Day Trip to Champagne with 8 Tastings & Lunch - A major Champagne house shows the industrial side
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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

Leave central Paris by air-conditioned minivan for a full day in Champagne. Visit a major house such as Mumm, taste with smaller producers, enjoy lunch at a winemaker’s home or local restaurant, and sample eight Champagnes. Guides including Huw, Cédric, Joel, Nicholas, and Aurélien add wine know-how and regional stories.

“Our trip with Luc was so much fun! We really enjoyed the tour and learned a lot about champagne. The hotel pickup was also a really nice touch.”

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Cape Town: Full-Day Winelands Tour with Wine Tastings & Food - Leaving Cape Town for Paarl
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Cape Town: Full-Day Winelands Tour with Wine Tastings & Food

15.Full-Day Winelands Tour with Wine Tastings & Food

★★★★★★★★★★4.9 · 1,288 reviews · 9 hours · from $121

Join African Story Wine Tours for a nine-hour, small-group trip from Cape Town to four varied winelands estates. With guides such as Basil, Bruce, Donovan, Jose, and Nick, you’ll taste Cap Classique, whites, reds, ports, and dessert wines, with cheese, chocolate, cellar visits, and an à la carte lunch.

“We had the best day, Nick our guide went above and beyond for us; he was very helpful and attentive. Great value for money!”

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New in Wine Country Day Trips

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