Italy · TUSCANY TOURS

The 15 Best Tuscany Tours & Day Trips

151 tours  ·  from $7

Most of Tuscany is done as one long day out of Florence, and that day has a dozen versions. The 15 below sort Siena, San Gimignano and Pisa from the Chianti cellar days, on price, driving time and whether lunch is genuinely included.

Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery - Meeting the coach near Santa Maria Novella
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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

From Florence, spend a full day touring Siena, San Gimignano, Pisa, and the Chianti countryside by air-conditioned coach. Walk through Siena with a local guide, enter its striking cathedral, enjoy a farmhouse lunch and four-wine tasting at Fattoria Poggio Alloro, then explore two medieval towns and Pisa’s Square of Miracles. Tower tickets require an upgrade.

“Davide was amazing and so knowledgeable. We had a wonderful experience and laughed a lot! We would recommend to anyone”

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Reserved Entrance to Leaning Tower of Pisa & Cathedral - Arriving at Piazza del Duomo
Leaning Tower of Pisa, Tour Reviews, Tuscany Tours

Reserved Entrance to Leaning Tower of Pisa & Cathedral

2.Reserved Entrance to Leaning Tower of Pisa & Cathedral

★★★★★★★★★★4.5 · 10,391 reviews · from $28

Enter Pisa’s Leaning Tower at a reserved time, climb its 297 worn marble steps at your own pace, and visit the cathedral next door. Your ticket includes cathedral access, a digital audio guide in four languages, and free cloakroom storage. There is no guide or transport, and late arrivals are refused entry.

“would recommend doing Tower and cathedral which is outstanding breathtaking”

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Milan: Da Vinci's Last Supper Guided Tour - Meeting at Santa Maria delle Grazie
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Milan: Da Vinci’s Last Supper Guided Tour

3.Da Vinci’s Last Supper Guided Tour

★★★★★★★★★★4.7 · 10,143 reviews · 1 hour · from $75

Meet your English-speaking guide at Santa Maria delle Grazie and enter the former Dominican monastery’s refectory to see Leonardo’s Last Supper. Your guide explains the painting’s composition, perspective, technique, and troubled history. The visit lasts about an hour, with 15 minutes inside the room. Headsets, entry, and wheelchair access are included.

“Our guide Zenopizzo was very knowledgeable and able to communicate what he knew with humour and in a relatable manner.”

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Florence: Pisa, Siena and San Gimignano Day Trip with Lunch - Siena: a strong start to the day
1-Day Tours, Day Trips in Tuscany, Tour Reviews, Tuscany Tours

Florence: Pisa, Siena and San Gimignano Day Trip with Lunch

4.Pisa, Siena and San Gimignano Day Trip with Lunch

★★★★★★★★★★4.6 · 9,771 reviews · 12 - 12.5 hours · from $58

Spend 12 to 12.5 hours exploring Tuscany by coach, with stops in Pisa, Siena, San Gimignano, and a Chianti winery. You get free time at the Leaning Tower and medieval hill town, plus a Tuscan meal and wine tasting. Siena’s guided walk and cathedral entry are available only in English.

“It was a long day, but worth it. it was very well organised, nice lunch, enough time at each stop. The tour operators gave us a great history background of each destination. I would definitely recommend this tour.”

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Florence: Pisa, Siena, San Gimignano, and Chianti Experience - Pisa and the Leaning Tower
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Florence: Pisa, Siena, San Gimignano, and Chianti Experience

5.Pisa, Siena, San Gimignano, and Chianti Experience

★★★★★★★★★★4.5 · 8,393 reviews · 12 hours · from $52

Travel from Florence to Pisa, San Gimignano, Siena, and the Chianti Hills in a 12-hour coach tour. Choose the lunch and wine tasting package, add a Siena walking tour, and reserve Leaning Tower tickets. Guides such as Barbara, Anna, and Layla are praised for clear local stories, while comfortable transport gives you time to rest between stops.

“The trip was absolutely wonderful. Everything exceeded our expectations, the places we visited were beautiful, the atmosphere was amazing, and we truly enjoyed every moment. It was an experience we will remember fondly!!”

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Florence: Chianti Wineries Tour with Wine Tasting - Finding the bus at Piazzale Montelungo
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Florence: Chianti Wineries Tour with Wine Tasting

6.Chianti Wineries Tour with Wine Tasting

★★★★★★★★★★4.5 · 8,301 reviews · from $56

Meet your English-speaking guide near Florence’s Santa Maria Novella station, then ride a comfortable coach into the Chianti Hills. Visit two wineries, walk through vineyards, taste up to seven wines with cheese, salami, olive oil, and bread, and hear how weather, barrels, and local rules shape Chianti Classico.

“Such an incredible time! Cecilia was our guide and did a wonderful job. The host at the first winery was also incredibly knowledgeable and exciting when telling us about the wine and history. Highly recommend!”

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Small-Group Wine Tasting Experience in the Tuscan Countryside - First winery: vineyards, barrels, and three wines
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Small-Group Wine Tasting Experience in the Tuscan Countryside

7.Small-Group Wine Tasting Experience in the Tuscan Countryside

★★★★★★★★★★5.0 · 7,392 reviews · 4 hours 45 minutes (approx.) · from $107

Leave Florence from Santa Maria Novella for a 4-hour-45-minute small-group tour through Chianti. Visit two wineries, taste six regional wines with olive oil, cheese, salami, ham, and bruschetta, and hear local stories from guides such as Leo, Matteo, and Jonathan. Groups can reach 25 people, though some departures are much smaller.

“Leo was amazing. He was informative and told us all about the history of the vineyards and Chianti wine. We went to 2 vineyards which also had EVOO and Balsamic Vinegar. Delicious. I would do this again,”

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Milan: Science and Technology Leonardo da Vinci Museum Entry - Entering the former monastery on Via San Vittore
Museum Tours in Tuscany, Museums, Tour Reviews, Tuscany Tours

Milan: Science and Technology Leonardo da Vinci Museum Entry

8.Science and Technology Leonardo da Vinci Museum Entry

★★★★★★★★★★4.5 · 7,169 reviews · 1 day · from $15

Spend a full day exploring Milan’s Science and Technology Museum, housed in a Renaissance monastery. See the world’s largest permanent Leonardo da Vinci display, steam trains, aircraft, ships, a submarine, the Luna Rossa catamaran, and Italy’s only visible moon fragment. This self-guided entry ticket includes a museum shop discount, but no guide.

“The museum was so nice and was valuable to go! Kids can really enjoy.”

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Florence Pizza or Pasta Class with Gelato Making at a Tuscan Farm - Pick pizza for the wood oven and garden toppings
Cooking Classes, Cooking Classes in Tuscany, Farms, Gelato & Tiramisu Classes, Pasta, Tour Reviews, Tuscany Tours

Florence Pizza or Pasta Class with Gelato Making at a Tuscan Farm

9.Florence Pizza or Pasta Class with Gelato Making at a Tuscan Farm

★★★★★★★★★★5.0 · 6,801 reviews · 6 hours (approx.) · from $145

Spend about six hours at a private estate above Florence with chefs such as Chris, Carmela, Davide, and Tiziano. Choose pizza or pasta, make gelato, sample focaccia, and eat a three-course meal with wine or beer. The setting is beautiful, the class is hands-on, and recipes go home with you.

“This was a great experience. All of the leaders Chris Tiriano and Lodovik (? On his name) were friendly, helpful and informative. Thy were all focused on making sure everyone was happy. Couldn’t recommend them or the tour more. We actually have been critiquing all of the other pizza and gelato we have been eating again what we msde and we all think what we made was better.”

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Pisa, Siena and San Gimignano Day Trip with Lunch & Wine Pairing - Siena Cathedral deserves a careful choice
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Pisa, Siena and San Gimignano Day Trip with Lunch & Wine Pairing

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

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

Spend about 12 hours touring Tuscany from Florence, with guided Siena, free time in San Gimignano and Pisa, and an optional winery lunch with wine pairing. Guides such as Constantino, Sara, Jacopo, and Sebastiano have earned praise for keeping the large group informed and on schedule. Expect plenty of walking and limited time at each stop.

“You get a great overview of many places in a single day. There is not a lot of time for in depth sightseeing but you get to many places. They pull it off flawlessly.”

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Rome: Tuscany & Montepulciano Day Trip with Lunch & Wine Tasting - San Biagio and Renaissance Geometry
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Rome: Tuscany & Montepulciano Day Trip with Lunch & Wine Tasting

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

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

Spend about 12 hours traveling from Rome to Tuscany by air-conditioned coach. Walk through Montepulciano, visit San Biagio, eat a three-course farm lunch with regional wines, and enjoy free time in UNESCO-listed Pienza. Guides such as Anna, Barbara, Antonino, and Flavio are known for adding useful history and Rome tips along the way.

“Our tour guide Barbara was very entertaining and informative. We enjoyed the views. Our favorite stop was Montepulciano. It is a long day but we are glad we did it.”

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SMALL-GROUP Wine Safaris: Tuscan Wine Tasting Tours from Florence - What happens at the wineries
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SMALL-GROUP Wine Safaris: Tuscan Wine Tasting Tours from Florence

12.SMALL-GROUP Wine Safaris: Tuscan Wine Tasting Tours from Florence

★★★★★★★★★★5.0 · 5,088 reviews · 7 to 9 hours (approx.) · from $157

Choose a 7 to 10-hour wine safari from Florence with an English-speaking sommelier, air-conditioned 4x4 transport, private estates, cellar visits, tastings, and a Tuscan meal. Options range from Chianti to Val d’Orcia, Brunello, and Montepulciano. Guides may include Ginevra, Sara, Alex, or Fabio.

“Fabio was an excellent guide! I always recommend Walkabout Tours for anyone visiting Florence/Tuscany.”

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Cooking Class and Lunch at a Tuscan Farmhouse with Local Market Tour from Florence - The 20-minute ride into the Tuscan hills
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Cooking Class and Lunch at a Tuscan Farmhouse with Local Market Tour from Florence

13.Cooking Class and Lunch at a Tuscan Farmhouse with Local Market Tour from Florence

★★★★★★★★★★5.0 · 4,831 reviews · 7 hours (approx.) · from $145

Meet Luca or another Walkabout Florence Tours guide in central Florence for a market visit, tastings, and a 20-minute minibus ride to a Tuscan farmhouse. With chefs such as Erika, prepare pasta, bruschetta, roast pork, potatoes, and tiramisu, then eat your meal with local wine before returning to Florence.

“Without a doubt, book the tour! We did the Tuscan lunch + market tour with pasta making class. You begin by visiting the Centro Mercado which is a large market selling all fresh ingredients, meats, cheeses, etc. The guide; Lucca, is such an incredibly unique and fun persona! He thoroughly explained ingredients, showcased food options, and we were even able to taste multiple food products in the market. There is a bus that takes you on a 15 minute ride to the Tuscan farmhouse which is gorgeous!! The cooking class is interactive; everyone participates in something! There are so many photos opportunities. You get to prepare: bruschetta, drink endless wine,…”

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From Florence: Siena, San Gimignano, Pisa & Lunch at Winery - The Chianti winery lunch is the day’s big payoff
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From Florence: Siena, San Gimignano, Pisa & Lunch at Winery

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

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

Spend a full day with an English-speaking guide such as Sara, Alessandro, or Manolo, visiting Siena, San Gimignano, Pisa, and the Chianti hills. You’ll get a Siena walking tour, free time in three towns, and an optional farmhouse lunch with four regional wines at an organic winery.

“What a day! Thank you Manolo for a wonderful day full of laughs and learning about the history of the Tuscany region. This was a great way to see so much of the beautiful Tuscan landscape and hospitality, topped off with a climb up the Leaning Tower of Pisa at sunset. Such great value for money, a must do!”

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San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting - San Gimignano and the town of towers
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San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting

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

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

Leave Florence by coach for San Gimignano’s towers, Monteriggioni’s fortress walls, and Siena’s Gothic center. At a Chianti winery, taste three Tuscan wines with a three-course lunch. Choose the Siena walking tour and cathedral entry if you want more guided history. Expect hills, uneven streets, and a long day.

“Sandro was great as our guide for all our destinations today! Highly recommend and lucky to get him!”

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