Best of · WINE TASTING DAY TRIPS

The 15 Best Wine Day Trips Around the World

63 day trips  ·  from $17 a seat

Chianti, Montepulciano, the Douro, the Loire. The 15 below are compared on how many estates you visit, how much of it is lunch, and whether somebody else is driving home.

Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery - Meeting the coach at Santa Maria Novella
Day Trips, Day Trips from Florence, Day Trips from Italy, Day Trips with Lunch, Tour Reviews, Wine Tasting Day Trips, Wine Tasting Day Trips in Florence, Wine Tasting Day Trips in Italy

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

Leave Florence by coach for Siena, San Gimignano, Pisa, and the Chianti countryside. You will tour Siena Cathedral and Piazza del Campo, eat at Fattoria Poggio Alloro, taste four wines, and explore the other towns independently. Guides such as Alex, Sara, Davide, and Manolo lead the day, which runs about 11 to 12 hours.

“Fun day but a lot to cover so be prepared to move fast. We saw all the highlights of Siena but had only about 30 minutes free time there to explore and shop. We had a little more than an hour free time in San Gimignano and in Pisa. This tour is alot of walking. I did over 18,000 steps. Tour guide, Sara, was very good. Super nice and easy to understand.”

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Pisa, Siena and San Gimignano Day Trip with Lunch & Wine Pairing - Siena and the drama of Piazza del Campo
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Pisa, Siena and San Gimignano Day Trip with Lunch & Wine Pairing

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

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

Travel from Florence to Siena, San Gimignano, and Pisa with an English-speaking escort. Choose the guided Siena option and add a Tuscan winery lunch with wine pairing. Expect a 12-hour day, a large group, timed stops, plenty of walking, and a memorable look at Tuscany’s hill towns and famous monuments.

“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 - San Biagio below the town walls
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Rome: Tuscany & Montepulciano Day Trip with Lunch & Wine Tasting

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

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

Travel from Rome to Montepulciano and Pienza in a small group of up to 25 people. You’ll tour Montepulciano, visit San Biagio, eat a three-course farm lunch, taste Tuscan wines including Brunello di Montalcino, and enjoy free time in Pienza. Guides such as Flavio, Barbara, Anna, and Antonino have led past departures.

“Great day trip. The views in Montepulicano were beautiful and got my photography fix. The lunch was delicious and enjoyed learning about the family history. Icing on the cake was the last town on Pirenze (spelling?) with more fabulous views. Would happily do it again. Our guide was great!”

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From Florence: Siena, San Gimignano, Pisa & Lunch at Winery - Meeting the coach near Santa Maria Novella
Day Trips, Day Trips from Florence, Day Trips from Italy, Day Trips with Lunch, Tour Reviews, Wine Tasting Day Trips, Wine Tasting Day Trips in Florence, Wine Tasting Day Trips in Italy

From Florence: Siena, San Gimignano, Pisa & Lunch at Winery

4.Siena, San Gimignano, Pisa & Lunch at Winery

★★★★★★★★★★4.8 · 4,538 reviews · 12 hours · from $112

Spend 12 hours exploring Tuscany by coach, with a guided walk in Siena, free time in San Gimignano and Pisa, and an optional organic winery lunch. Guides such as Sara, Alessandro, Giancarlo, and Manolo bring the history to life. Choose the lunch option for Chianti views, four regional wines, and a generous Tuscan meal.

“Sara was great! She was entertaining and knowledgeable. Our guide in Sienna was also incredible. She grew up there and lives there and knew all about local history and culture. 10/10!!!!”

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San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting - Monteriggioni: a small fortress with a short visit
Day Trips, Day Trips from Florence, Day Trips from Italy, Day Trips with Lunch, Food and Cooking Day Trips, Food Day Trips in Florence, Tour Reviews, Wine Tasting Day Trips, Wine Tasting Day Trips in Florence, Wine Tasting Day Trips in Italy

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

5.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 exploring medieval Tuscany by coach, with free time in San Gimignano and Monteriggioni, a three-wine tasting and Tuscan lunch at a Chianti winery, and guided Siena options including the striped cathedral and Piccolomini Library. Guides such as Sandro, Marta, Ricardo, and Ilaria have earned warm praise.

“Other reviews are correct- this is not a guided tour. However, I liked how we are on our own in each city rather than having to keep up with a guide and large group. Hilary was very sweet and gave us information about each city before exiting the bus. The winery was just a tasting experience (4 wines) with lunch. I thought they gave us a lot of food: bruschetta, meats, cheese, a full portion of pasta with ragu, and biscotti. Personally I was full after it. The employees there were very energetic and fun. Be prepared for a lot of walking. Uneven streets and hills. This tour is not…”

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Florence: Pisa, Siena, S. Gimignano, Chianti Wine & Lunch - Pisa and the Field of Miracles in 80 minutes
Day Trips from Florence, Day Trips from Italy, Day Trips with Lunch, Tour Reviews, Wine Tasting Day Trips, Wine Tasting Day Trips in Florence, Wine Tasting Day Trips in Italy

Florence: Pisa, Siena, S. Gimignano, Chianti Wine & Lunch

6.Pisa, Siena, S. Gimignano, Chianti Wine & Lunch

★★★★★★★★★★4.6 · 4,354 reviews · 12 hours · from $77

Travel from Florence to Pisa, San Gimignano, Chianti, and Siena by air-conditioned coach. You will see Pisa’s cathedral complex, medieval towers, Siena’s Piazza del Campo, and the cathedral. Add a three-course Tuscan lunch with three wines and Vin Santo, plus guided Siena visits. Guides such as Marta, Aaron, Sandro, and Federico are regularly praised for clear explanations and good organization.

“Great day out visiting some beautiful Tuscan locations. The lunch and wine tasting was really good. Our guide Martha gave good insights into the different locations and good tips on things to do and see. Thanks to our driver Silvio.”

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Loire Valley Castles Day Trip from Paris with Complementary Wine - Blois gives you lunch, not a third castle tour
Castle and Palace Day Trips, Castle Day Trips in France, Castle Day Trips in Paris, Day Trips, Day Trips from France, Day Trips from Paris, Tour Reviews, Valley and Gorge Day Trips, Valley Day Trips in Paris, Wine Tasting Day Trips, Wine Tasting Day Trips in France, Wine Tasting Day Trips in Paris

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

Leave Paris at 7:30 a.m. for Chambord and Chenonceau, with a lunch stop in Blois and three Loire Valley wine pours in Chenonceau’s cellar. English-speaking guides such as Daniel, Emma, Goran, and Thelma have led departures, though the guide varies. Expect a full day, self-guided castle visits, and several hours on the road.

“Beautiful tour with beautiful sites. we very much enjoyed the tour. Our tour guide was nice and accommodating brought us to beautiful sites to take pictures.”

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Boston to Martha's Vineyard Day Trip with Optional Island Tour - Crossing the Cape Cod Canal and Nantucket Sound
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Boston to Martha’s Vineyard Day Trip with Optional Island Tour

8.Boston to Martha’s Vineyard Day Trip with Optional Island Tour

★★★★★★★★★★4.5 · 3,162 reviews · 12 hours (approx.) · from $129

Take an early minibus from Boston to Falmouth, then ride the Island Queen ferry to Martha’s Vineyard. Explore independently or add a narrated island tour with stops in Edgartown and Aquinnah. Guides such as Johnny Boston, Elaine, Tom, and Jonathan are praised for making the long road journey lively and useful.

“This was a very fun, informative, and interesting trip. Our driver, Jonathan, was very knowledgeable about the history of Massachusetts and was very accommodating to everyone. Would highly recommend this trip to anyone wanting to go from Boston to Martha’s Vineyard and back.”

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Day Trip to Kakheti Wine Region Including 9 Wine Tastings - Badiauri Begins the Day With Shoti Bread
Day Trips, Day Trips from Tbilisi, Tour Reviews, Wine Tasting Day Trips

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 in Kakheti with guides such as Gigi, Nina, David, or Ilia. Visit a traditional bakery, Bodbe Monastery, Sighnaghi, a family qvevri cellar, and KTW Winery. Expect Georgian bread, optional lunch, nine tastings, chacha, music, and a lively group atmosphere.

“Great trip, awesome guide. Im small 15 passenger mini vans. The bread and cheese was first stop so a good breakfast. Decent amount of walking so wear comfortable shoes. The history or Georgia and wine history was amazing.”

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Santorini: Top Sights Day Trip, Wine Tasting, & Oia Sunset - Profitis Ilias and the view from Santorini’s highest point
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Santorini: Top Sights Day Trip, Wine Tasting, & Oia Sunset

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

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

Spend nine hours crossing Santorini by coach with a live English-speaking guide. Visit Profitis Ilias, Pyrgos, Emporio, and Perissa Beach, taste three local wines, then watch the sunset in Oia. Guides vary, with Mary, Yanis, Kim, and Yannis among the praised names. Hotel pickup and drop-off are included.

“What a perfect way to spend the day. Beautiful views, our guide Mary and driver George were wonderful. If I were to take this tour again I would choose both of them to go with. Thank you guys!! Highly recommended!”

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From Paris: Loire Valley Castles Day Trip With Wine Tasting - The long ride to Château de Chambord
Castle and Palace Day Trips, Castle Day Trips in France, Castle Day Trips in Paris, Day Trips, Day Trips from France, Day Trips from Paris, Food and Cooking Day Trips, Food Day Trips in France, Tour Reviews, Valley and Gorge Day Trips, Valley Day Trips in Paris, Wine Tasting Day Trips, Wine Tasting Day Trips in France, Wine Tasting Day Trips in Paris

From Paris: Loire Valley Castles Day Trip With Wine Tasting

11.Loire Valley Castles Day Trip With Wine Tasting

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

Travel by air-conditioned coach from Paris to Chambord and Chenonceau, with free time for lunch in Blois between them. Your English-speaking guide, such as Dee, Jasmina, Riti, or John, explains the castles and countryside during the drive. Entry is self-guided, and the wine tasting is complimentary.

“Jasmina was a great guide and knew so much about the history of France and how it tied into the castles. it's a long day but well worth it. Going in January you might miss the blooming gardens but there was no crowd and our small group basically had both castles to ourselves.”

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From Paris: Day Trip to Champagne with 8 Tastings & Lunch - Inside a major Champagne house
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From Paris: Day Trip to Champagne with 8 Tastings & Lunch

12.Day Trip to Champagne with 8 Tastings & Lunch

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

Travel from central Paris to Champagne in a small air-conditioned minivan, with croissants, vineyard views, two guided producer visits, eight tastings, and lunch paired with Champagne. Guides such as Huw, Cédric, Joel, Nicholas, and Aurélien bring strong wine knowledge and an easy sense of humor. Private and small-group options are available.

“Had an amazing time on our Champagne tour. Luc was great, informative, kind and he absolutely loves what he does. He brought us croissants, which was so wonderful because we didnt have time to eat breakfast in the morning. The Champagne houses we visited was a mix of large and small so it really gave us a variety and an understanding of how it all works. Favorite part of our Paris trip! A must do!!”

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Saint Emilion Day Trip with Sightseeing Tour & Wine Tastings from Bordeaux - Saint-Émilion village, medieval lanes and free time
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Saint Emilion Day Trip with Sightseeing Tour & Wine Tastings from Bordeaux

13.Saint Emilion Day Trip with Sightseeing Tour & Wine Tastings from Bordeaux

★★★★★★★★★★5.0 · 1,120 reviews · 8 hours (approx.) · from $250

Travel from Bordeaux in a comfortable minivan with an English-speaking guide such as Hugo, Rudolph, Maud, or Lea. Visit three châteaux around Saint-Émilion and Pomerol, taste Bordeaux wines, tour cellars, and enjoy free time in the UNESCO-listed village. The group is limited to eight adults, making the day personal and easygoing.

“This far exceeded our expectations! Our driver and guide, Mathis, was friendly and knowledgeable. We love wine, but are not experts. There were wine aficionado in our group of 7 and I think they also benefitted from the experience. The Chateaus we visited were gorgeous! Saint Emilion is incredibly beautiful ! We were happy to get a brief explanation from Mathis and have 2 hours to explore on our own. Great day!”

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Saint Emilion Half-Day Trip with Wine Tasting & Winery Visit from Bordeaux - Walking through Saint-Émilion
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Saint Emilion Half-Day Trip with Wine Tasting & Winery Visit from Bordeaux

14.Saint Emilion Half-Day Trip with Wine Tasting & Winery Visit from Bordeaux

★★★★★★★★★★4.5 · 1,034 reviews · 4 hours (approx.) · from $133

Travel from Bordeaux in an air-conditioned eight-seat minivan with an English-speaking guide such as Guy, Luigi, Mathis, or Dulce. Visit a Saint-Émilion grand cru château, taste local red wines, hear how Bordeaux’s classification works, and walk through the UNESCO-listed village before returning to Bordeaux.

“This is a good tour for people with a basic understanding of wine. If you already know a reasonable amount then it might be too basic for you. Of the 4 hours, 2 are spent driving to St Emilion and back. We only had 45 minutes to explore the town so that felt quite rushed. A full day tour would be better if you want to see the town properly. The Chateau we visited was very nice. Our tour guide was quite the character and told some funny tales.”

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Split/Trogir: Krka National Park Day Trip with Wine Tasting - Two hours around Skradinski Buk
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Split/Trogir: Krka National Park Day Trip with Wine Tasting

15.Split/Trogir: Krka National Park Day Trip with Wine Tasting

★★★★★★★★★★4.7 · 925 reviews · 8 hours - 510 minutes · from $49

Travel from Split or Trogir to Krka National Park with an English-speaking guide, see Skradinski Buk, ride by boat through the Krka canyon, swim in Skradin, and finish with local wine and optional homemade food. Guides such as Dario and Ernest are known for clear timing, Croatian stories, and plenty of free time.

“The tour was fantastic and very well planned. Ernest was very friendly and gave some really good insights about Croatia during the tour. Highly recommend it!”

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Loire Valley Wine and Castles Small-Group Day Trip from Paris - Chambord: grand scale and a staircase that steals the show
Castle and Palace Day Trips, Castle Day Trips in France, Castle Day Trips in Paris, Day Trips, Day Trips from France, Day Trips from Paris, Small-Group Day Trips, Small-Group Day Trips in France, Small-Group Day Trips in Paris, Tour Reviews, Valley and Gorge Day Trips, Valley Day Trips in Paris, Wine Tasting Day Trips, Wine Tasting Day Trips in France, Wine Tasting Day Trips in Paris

Loire Valley Wine and Castles Small-Group Day Trip from Paris

18★ 5.0Loire Valley Wine and Castles Small-Group Day Trip from ParisFrom $296613 reviews

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