10 Best Tuscany Multiday Tours in November 2026

10% OFF TODAY

Halloween Super Sales

Europe Escape - November 2026

4.8

(157 reviews )

No booking fees

Best price guaranteed

Overall, this was an amazing trip to be introduced to Europe and experience a little bit of everything there. If you are thinking about opting out of a tour service like this and figuring it all out on your own, I would advise against it. There are a lot of cultural and social differences between these countries that a cursory internet search will not make you aware of. The tour guide's guidance is really what allowed us to be safe and not clueless while exploring, and the tour also highlighted a lot of the activities and locations that were actually worth doing. I feel like I truly maximized my time in Europe and did not waste a moment. At this price point, I doubt you would be able to find anything as good. It was truly life-changing, and on the flight back I dreaded coming back home. Also, if you see Kevin Screene as an option for your tour guides, take him. Amazing person and an even better guide.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

10-99 yrs

Operated in

english

Destinations

Rome, Florence, Venice, Bavaria

Rome, Florence, Venice, Bavaria, Rhine, Amsterdam, Paris, Swiss Alps, the Swiss Alps, Tuscany

10% OFF TODAY

Duration12 days

From

USD 2,970

USD 2,685

Saving

USD 285

View Tour

Halloween Super Sales

Private Gourmet Wine Tour in Tuscany - November 2026

4.5

(2 reviews )

Trip customizable

Best price guaranteed

What a beautiful time spent in Tuscany on this trip. This was a wonderful tour. Great accommodations! Fabulous wines and meals. We had a wonderful driver, Brando, who was patient and knowledgeable. This is a trip well worth it. Villa Lecchi was elegant and made us feel very special! Spectacular location in the heart of Chianti hills

Food toursWine tasting tours

Tour Type

Private Tour

Accommodation

Hotel

Age Range

22-89 yrs

Operated in

english, german

Destinations

Tuscany, Chianti, Florence, Sien

Tuscany, Chianti, Florence, Siena, Pisa

Duration4 days

From

USD 2,813

View Tour

Halloween Super Sales

Rome, Florence & Tuscany Family Adventure - November 2026

(3 reviews )

Trip customizable

Best price guaranteed

Hi Stefania! Sorry to take so long to write back. It has been crazy trying to get back into the swing of things at work after that trip. Italy was amazing!! We absolutely loved it! As for feedback on the trip, we really don't have anything that was negative. We loved everything that was planned! We especially loved how you planned the sites that we went and how the pattern flowed (not sure if you did it on purpose but we think so). Also, thank you for being very accessible to us during the whole planning of the trip. You helped put us at ease and it was very reassuring that we chose the right company. That is all that I can given you that might be considered constructive. The rest I could say would just be compliments on everything else. If I can think of anything else that I think is useful I will definitely email you. Hope all is well, Jane P.S. - Does your company only provide trips for Italy or other countries as well, just wondering for the future :)

Food tours

Tour Type

Private Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english

Destinations

Rome, Florence, Tuscany, San Gim

Rome, Florence, Tuscany, San Gimignano, Chianti, The Vatican

Duration8 days

From

USD 7,631

View Tour

Italy's Treasures Art, Food & Wine Of Italy - November 2026

10% OFF TODAY

Halloween Super Sales

Italy's Treasures Art, Food & Wine of Italy - November 2026

4.9

(56 reviews )

No booking fees

Best price guaranteed

It was A great experience. The tour manager was exceptional.

Food toursWine tasting tours

Tour Type

Group Tour

Accommodation

Villa, Hotel

Age Range

1-99 yrs

Operated in

english

Destinations

Venice, Lombardy & the Lakes, St

Venice, Lombardy & the Lakes, Stresa, Italian Riviera, Tuscany

10% OFF TODAY

Duration12 days

From

USD 5,149

USD 4,649

Saving

USD 500

View Tour

Halloween Super Sales

Via Francigena: Walk from Lucca to Siena - November 2026

(1 review )

Trip customizable

Best price guaranteed

Discover the Tuscan countryside and culture on this 8-day self-guided walking tour. Through the extensive footpath network of the area, roughly following the traces of the Via Francigena, one of Europe’s most important ‘highways’ in medieval times, you walk from village to village and experience a full immersion in the world-famous Tuscan landscape. The tour is perfect as an introduction to the region and a great choice for people who love museums, galleries and Gothic and Romanesque architecture. You have plenty of time to visit attractions on most of the days. You will also have time to visit all the beautiful medieval villages and historic towns along the Via Francigena: starting from beautiful Lucca, you’ll pass through Fucecchio, San Miniato, Gambassi Terme, the stunning San Gimignano with its medieval skyscrapers and Monteriggioni, admired by Dante in his Divine Comedy. An optional detour can bring you to beautiful Colle Val d’Elsa and the tour ends in Siena, arguably the most perfectly preserved medieval town in Tuscany. This tour threads together some of the most attractive towns and villages in Tuscany in an eloquent procession. However, the emphasis of the tour is to enjoy the countryside, the rolling vineyards, the poppies in spring and the wild cyclamen in autumn. The area north of Siena is an amazing landscape of rolling hills, alternating vineyards and forests, while cypresses line the way leading to the distant farmhouses. Walking here is an unforgettable experience and many of the views have barely changed for hundreds of years. Accommodation and some meals are included. You spend a night in one of the best agriturismos in Tuscany, and the final night in the heart of Siena, in one of the most characteristic little hotels. This is a moderately easy tour which is suitable for those who have some experience of walking and a good general physical condition.

Trekking and Hiking

Tour Type

Private Tour

Accommodation

Hotel, Hostel

Age Range

18-99 yrs

Operated in

English

Destinations

Siena, Tuscany, Lucca, Altopasci

Siena, Tuscany, Lucca, Altopascio, San Miniato Alto, Gambassi Terme, San Gimignano, Monteriggioni

Duration8 days

From

USD 684

View Tour

Halloween Super Sales

Europe Highlights - November 2026

4.8

(118 reviews )

No booking fees

Best price guaranteed

This was our first time to Europe and it did not disappoint! Right from day 1 the fun started! Jared was our tour leader, if you ever get the chance to tour with him, you are lucky. He was fantastic!!! His knowledge of the places we stopped was expansive and he made it interesting to learn the history! Florentin our driver was a rock for us! He got us safely to our destinations and always had a smile on his face! We forged friendships on this tour that made this the most memorable trip! We laughed a lot !!! I am so glad my daughter and I were lucky enough to have such an amazing tour leader, driver and fellow travellers that only made all the amazing places we saw, better! Thank you

MountainsCity sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

10-99 yrs

Operated in

english

Destinations

Rome, Venice, Amsterdam, Tuscany

Rome, Venice, Amsterdam, Tuscany, Munich, Pisa, Swiss Alps, Rhine, Paris, Lauterbrunnen, Montecatini Terme

Duration10 days

From

USD 2,435

USD 2,395

Saving

USD 40

View Tour

Halloween Super Sales

The Tuscan Dream Self-Drive - November 2026

(2 reviews )

Trip customizable

Best price guaranteed

GO!!! Our first time in Italy and this package was absolutely amazing. The price, sights, hotels and people couldn’t be beat. Really, just go!

City sightseeing

Tour Type

Independent Tour

Accommodation

Hotel

Age Range

8-99 yrs

Operated in

English

Destinations

Rome, Siena, Tuscany, Chianti, Pistoia

Duration7 days

From

USD 629

View Tour

Halloween Super Sales

Tuscan & Umbrian Countryside featuring Italy's Charming Hill Towns - November 2026

4.9

(28 reviews )

No booking fees

Best price guaranteed

The comprehensive immersion into the culture and family life during the truffle hunt was the absolute best! Seeing the beauty, walking in the hills with the dogs, and seeing how the community truly lives off the land was very inspiring. The hosts were so open and patient with our many questions. The food was incredible and the overall experience will forever be a special memory for us.

Countryside and village visits

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

1-99 yrs

Operated in

english

Destinations

Rome, Tuscany, Chianti, Umbria

Rome, Tuscany, Chianti, Umbria, Pienza

Duration11 days

From

USD 3,749

View Tour

Halloween Super Sales

Mediterranean Coastal Journey Spain, France & Italy - November 2026

4.5

(24 reviews )

No booking fees

Best price guaranteed

The Mediterranean Tour was wonderful and will be fondly remembered for the rest of my lifetime. A favorite experience is difficult to choose as so many were great. I was awed by the visit to the Basilica of the Holy Family in Barcelona.

Sightseeing Tours

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

1-99 yrs

Operated in

english

Destinations

Barcelona, Tuscany, Nice, Genoa

Barcelona, Tuscany, Nice, Genoa, San Gimignano, Costa Brava, Figueres, Marseille

Duration16 days

From

USD 5,499

View Tour

Halloween Super Sales

Rome & Live Like a Local in a Tuscan Villa - November 2026

Trip customizable

Best price guaranteed

Experience Italy like never before with a stay at the historic Villa Casagrande, where rolling vineyards, timeless villages, and authentic Italian living await. This immersive journey blends comfort and culture—enjoy guided tours of Florence and San Gimignano, hands-on cooking classes, wine tastings, and free time to unwind in the villa’s gardens or by the pool. More than a tour, it’s your chance to live like a local in the heart of Tuscany from Rome

Explorer

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

7-99 yrs

Operated in

english

Destinations

Rome, Tuscany, Lucca, San Gimignano

Duration9 days

From

USD 2,326

View Tour

Halloween Super Sales

Tuscany and the Italian Riviera - November 2026

4.8

(22 reviews )

No booking fees

Best price guaranteed

Thursday -10/17-Day 6 BEST DAY EVER!!!! Remember my story about the wine and food pairing for Chefs class that Stu bought me for my 50th birthday in Napa Valley? Well, this day trumped that experience! Today’s Private cooking class from Casa Grande’s Chef Guila was life-changing! I learned so much straight from the expert, hands on, in a real Italian kitchen dating back to the early 1300s, oh my God, the pictures and videos that Stu captured are amazing and will be cherished for the rest of my life. I am ready to bring this new knowledge and skills back, and teach it to others because the quality of ingredients, the freshness, textures, and flavor profiles, are indescribable and so much fun to learn. It was exactly what I needed to regenerate my passion for cooking and teaching. So grateful to Stu for making this possible and encouraging me to do it, even though I really was not feeling it last night. He knows me better than I know myself. And in only two hours, we made four types of focaccia bread, personal pizzas, calzone, white table bread and potato gnocchi with pesto! I even got a proper pronunciation lesson to boot. I had to promise her I would pass that lesson along to anyone I taught these dishes to. When everything was cooked and ready, we got to sit down in a very intimate dining setting in the family dining room just off the kitchen and enjoy all that we had made. Stu had plans to go to the gym and for a swim while I was taking the class, but it was so interesting for him that he stayed and took pictures and videos and even joined in and made his own pizza, it was such a good time. One of those things that just happen that you can’t really plan but he just knew that if I showed up, it would be an experience of a lifetime and he was right! Guila opened a 2019 bottle of Sangiovese Rosso for our meal and we dined like the King and Queen of the casa. After the Rosso we had more of the dessert wine with biscotti, said our goodbyes with much appreciation to Julia and stumbled back to our room through many hallways and staircases, trying not to get lost, again. About to take a big fat nap so much for the rest of the day! We are done! Buona notte!!

City sightseeing

Tour Type

Group Tour

Accommodation

Villa, Hotel

Age Range

1-99 yrs

Operated in

english

Destinations

Tuscany, Turin, La Spezia, Figline

Duration9 days

From

USD 2,749

View Tour

Italian Indulgence - November 2026

4.7

(269 reviews )

No booking fees

Best price guaranteed

A nice way to see Italy with unique experiences, plenty of free time and great accommodation.

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

18-80 yrs

Operated in

english

Destinations

Rome, Venice, Lake Maggiore, Son

Rome, Venice, Lake Maggiore, Sondrio, Trento, Perugia, Tuscany, Lucca, Portofino, Langhe

Duration13 days

From

USD 5,119

USD 4,919

Saving

USD 200

View Tour

Halloween Super Sales

Timeless Tuscany: A Tuscan Villa Experience - November 2026

Trip customizable

Best price guaranteed

Experience the heart of Tuscany with a gastronomic escape at a historic Tuscan villa. This deliciously curated package includes hands-on cooking and pizza-making classes with the warm and welcoming chef, plus a scenic wine tasting at a local farm near San Gimignano. Enjoy time to relax or explore the nearby medieval gems of Siena and Florence, all while staying in a villa once home to popes and princes. With unforgettable meals, charming towns, and authentic Tuscan hospitality, this is the perfect getaway for food and wine lovers seeking a true taste of Italy

Explorer

Tour Type

Private Tour

Accommodation

Hotel, Villa

Age Range

7-99 yrs

Operated in

english

Destinations

Tuscany, San Gimignano

Duration6 days

Halloween Super Sales

Tuscany Cycle for Families - November 2026

(1 review )

No booking fees

Best price guaranteed

Explore Tuscan gems on a specially crafted cycle trip for all ages. There are no steep Tuscan hills on this beautifully designed self guided cycle taking in some of Tuscany's most famous towns. Pedal effortlessly along the meandering Arno river cycle paths that take you from one classic Tuscan city to the next. From the leaning tower of Pisa to the elegant Piazza Anfiteatro in Lucca and the famous Duomo of Florence, there are no shortage of sites to engage the whole family. Delve further into the countryside to visit lesser known corners such as Calci, where a famous Natural History Museum is housed and Vinci, where Leonardo da Vinci was born. Cycle through a quintessential Tuscan landscape, taste the many local specialties and stay in three comfortable family run hotels generally with swimming pools and gardens, perfect for relaxing after the cycling day is over.

Bicycle tours

Tour Type

Private Tour

Accommodation

Hotel, Villa

Age Range

18-99 yrs

Operated in

english

Destinations

Tuscany, Pisa, Empoli, San Giuli

Tuscany, Pisa, Empoli, San Giuliano Terme, Lucca, Vinci, Florence

Duration8 days

From

USD 1,560

View Tour

All Tuscany Tours in November 2026

14 Trips in Tuscany during November 2026 with 683 Reviews

Get a customized trip to Tuscany in November 2026

14 Trips in Tuscany during November 2026 with 683 Reviews

Europe Escape - November 2026

Private Gourmet Wine Tour in Tuscany - November 2026

Rome, Florence & Tuscany Family Adventure - November 2026

Italy's Treasures Art, Food & Wine of Italy - November 2026

Via Francigena: Walk from Lucca to Siena - November 2026

Europe Highlights - November 2026

The Tuscan Dream Self-Drive - November 2026

Tuscan & Umbrian Countryside featuring Italy's Charming Hill Towns - November 2026

Mediterranean Coastal Journey Spain, France & Italy - November 2026

Rome & Live Like a Local in a Tuscan Villa - November 2026

Tuscany and the Italian Riviera - November 2026

Italian Indulgence - November 2026

Timeless Tuscany: A Tuscan Villa Experience - November 2026

Tuscany Cycle for Families - November 2026

Europe

Asia

South America

Africa

North America

Oceania

Polar

Food, wine, events and nightlife

Adventure and sport

Wildlife, landscapes and nature

Boat tours, water sports and marine wildlife

Sightseeing, attractions, culture and history

Air tours, road trips and transfers

Beach, romance, getaways and relaxation

Special interests and hobbies

All Tuscany Tours in November 2026

14 Trips in Tuscany during November 2026 with 683 Reviews

Get a customized trip to Tuscany in November 2026

14 Trips in Tuscany during November 2026 with 683 Reviews