10 Best Tuscany Multiday Tours in Fall

Halloween Super Sales

Tuscany Walks & Chianti Wines - Fall tours

4.8

(90 reviews )

No booking fees

Best price guaranteed

The trip had a really good balance of activities, with plently to do while still leaving you time to relax and chill out. Tuscany is so beautiful and Fattoria Voltrona was a great place to stay. I would definitely recommend this trip to my friends.

Trekking and HikingFood tours

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Siena, Tuscany, Chianti, Pancole

Siena, Tuscany, Chianti, Pancole, Florence, San Gimignano

Duration8 days

From

USD 3,000

USD 2,910

Saving

USD 90

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Halloween Super Sales

Walking in Tuscany - Fall tours

4.9

(226 reviews )

No booking fees

Best price guaranteed

This part of Tuscany was a complete surprise and a total delight. Not only did we have the typical walking through rolling pastureland covered with wildflowers, we also had many walks through shady forests decorated with sun streaming through the new green leaves and over a floor of last years copper leaves before we emerged onto high ridges to enjoy stunning views over still snow clad peaks. A total delight.

Trekking and Hiking

Tour Type

Small Group Tour

Accommodation

Hotel, Hut, Resort

Age Range

16-99 yrs

Operated in

english

Destinations

Tuscany, Pisa, Lucca, Braccicort

Tuscany, Pisa, Lucca, Braccicorti, Corfino, Casone

Duration8 days

From

USD 3,000

USD 2,910

Saving

USD 90

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32% OFF TODAY

Halloween Super Sales

Italy City Break - 5 Days - Fall tours

4.5

(4 reviews )

Trip customizable

Best price guaranteed

Exploring Italy through this trip was an unforgettable experience! It allowed us to see all the iconic landmarks in each city we visited, offering a remarkable variety of activities that left no room for boredom. What made the journey even more exceptional were the guides - their passion for the country, combined with their extensive knowledge, made the trip truly unforgettable. They made it a priority to connect with each and every traveler, ensuring that everyone was fully immersed in the tour. With everything taken care of, this trip exceeded our expectations and more. I highly recommend it to anyone who wants to discover Italy in the best possible way!

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel

Age Range

1-99 yrs

Operated in

english

Destinations

Rome, Florence, Venice, Assisi

Rome, Florence, Venice, Assisi, Montepulciano, Siena, Tuscany, Bologna, Padua

32% OFF TODAY

Duration5 days

From

USD 1,780

USD 1,209

Saving

USD 571

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Halloween Super Sales

Grand Journey of Italy - 11 Days - Fall tours

(2 reviews )

Trip customizable

Best price guaranteed

Awesome tour, Many fantastic sights throughout the tour, great experience I'll never forget. Well organised and good value for money. Thanks for all you do. We really appreciated it.

Art and architecture

Tour Type

Group Tour

Accommodation

Hotel

Age Range

1-99 yrs

Operated in

english

Destinations

Pompeii, Rome, Florence, Venice

Pompeii, Rome, Florence, Venice, The Vatican, Assisi, Montepulciano, Siena, Naples, Sorrento, Tuscany, Bologna, Padua

Duration11 days

From

USD 5,695

USD 5,524

Saving

USD 171

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Halloween Super Sales

Private Gourmet Wine Tour in Tuscany - Fall tours

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 2,806

USD 2,722

Saving

USD 84

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Halloween Super Sales

Tuscany and the Italian Riviera - Fall tours

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

USD 2,667

Saving

USD 82

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14% OFF TODAY

Halloween Super Sales

Italy Explorer - Fall tours

4.5

(27 reviews )

No booking fees

Best price guaranteed

Amazing tour. Full credit to Roma on sharing her recommendations and experience with us. An awesome woman who goes out of her way to ensure an enjoyable tour is had by all. So many places to see & new foods to try. Memories for a lifetime

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Hut, Villa

Age Range

10-99 yrs

Operated in

english

Destinations

Rome, Cinque Terre and Liguria

Rome, Cinque Terre and Liguria, Palermo, Alberobello, Taormina, Agrigento, Venice, Tuscany, Amalfi Coast

14% OFF TODAY

Duration16 days

From

USD 3,370

USD 2,915

Saving

USD 455

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Italy's Treasures Art, Food & Wine Of Italy - Fall Tours

12% OFF TODAY

Halloween Super Sales

Italy's Treasures Art, Food & Wine of Italy - Fall tours

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

12% OFF TODAY

Duration12 days

From

USD 5,149

USD 4,510

Saving

USD 639

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Halloween Super Sales

Discovery of Italy: 8 Days - Fall tours

(1 review )

Trip customizable

Best price guaranteed

I have had the wonderful pleasure of touring with you, the tour was well executed. The experiences are amazing and very unique. So much fun and I will tour again. I will recommend.

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel

Age Range

1-99 yrs

Operated in

english

Destinations

Rome, Florence, Venice, The Vati

Rome, Florence, Venice, The Vatican, Assisi, Montepulciano, Siena, Tuscany, Bologna, Padua

Duration8 days

From

USD 2,750

USD 2,668

Saving

USD 83

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Halloween Super Sales

Tuscan & Umbrian Countryside featuring Italy's Charming Hill Towns - Fall tours

4.8

(29 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

USD 3,637

Saving

USD 112

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Halloween Super Sales

Italy: Florence to Rome, Walking the Vineyards of Tuscany and Umbria - Fall tours

(4 reviews )

No booking fees

Best price guaranteed

I loved my trip with G Adventures to Italy! The hiking, visits to wineries and delicious food made it a memorable trip. I would love to return to Italy with G Adventures again!

Walking tours

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

18-100 yrs

Operated in

english

Destinations

Rome, Florence, Tuscany, Umbria

Duration10 days

From

USD 4,999

USD 4,849

Saving

USD 150

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Halloween Super Sales

Italy: Tuscany and Umbria Vineyard Walks - Fall tours

(8 reviews )

No booking fees

Best price guaranteed

An amazing holiday, an exceptional CEO and a lovely group of people in a truly beautiful part of Italy. I wish I could do it all over again!!

Walking tours

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

18-100 yrs

Operated in

english

Destinations

Rome, Florence, Tuscany, Umbria

Duration8 days

From

USD 3,999

USD 3,879

Saving

USD 120

View Tour

18% OFF TODAY

Halloween Super Sales

La Dolce Vita - 11 days - Fall tours

No booking fees

Best price guaranteed

COACH TOUR: Take in the best of Italy on this 11-day journey from Rome, looping through Florence, Venice, and the sun-drenched south. Explore ancient ruins in Pompeii, cruise the canals of Venice, and marvel at the Vatican’s artistic treasures. Sip Tuscan wine in Montepulciano, discover Renaissance Florence, and see Pisa’s famous Leaning Tower. In the south, enjoy a formal dinner in Sorrento and a day trip to the glamorous island of Capri. With guided tours, scenic drives and plenty of local flavours, this trip blends history, culture and coastlines—perfect for anyone wanting a deep dive into Italy’s many highlights.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-80 yrs

Operated in

english

Destinations

Rome, Sorrento, Florence, Bologn

Rome, Sorrento, Florence, Bologna, Venice, Tuscany, Naples, Capri

18% OFF TODAY

Duration11 days

From

USD 3,435

USD 2,832

Saving

USD 603

View Tour

18% OFF TODAY

Halloween Super Sales

Italian Expresso - 5 days - Fall tours

No booking fees

Best price guaranteed

COACH TOUR: Explore the best of central Italy on this five-day journey from Rome to Venice, with scenic stops in Florence, Bologna and the Tuscan countryside. Visit Assisi and Siena en route to Florence, where Renaissance treasures and Tuscan cuisine await. Wander Bologna’s historic streets and enjoy a street food tasting before heading to Venice for gondolas, cicchetti and grand architecture. Wrap up with wine and views in hilltop Montepulciano before returning to Rome. With guided sightseeing, regional flavours and iconic landmarks throughout, this compact adventure is perfect for travellers keen to experience Italy’s cultural heart in style.

Sightseeing Tours

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-80 yrs

Operated in

english

Destinations

Rome, Tuscany, Florence, Bologna

Rome, Tuscany, Florence, Bologna, Venice

18% OFF TODAY

Duration5 days

From

USD 1,465

USD 1,208

Saving

USD 257

View Tour

All Tuscany Tours in Fall

19 Trips in Tuscany with 764 Reviews

Get a customized trip to Tuscany in Fall

19 Trips in Tuscany with 764 Reviews

Tuscany Walks & Chianti Wines - Fall tours

Walking in Tuscany - Fall tours

Italy City Break - 5 Days - Fall tours

Grand Journey of Italy - 11 Days - Fall tours

Private Gourmet Wine Tour in Tuscany - Fall tours

Tuscany and the Italian Riviera - Fall tours

Italy Explorer - Fall tours

Italy's Treasures Art, Food & Wine of Italy - Fall tours

Discovery of Italy: 8 Days - Fall tours

Tuscan & Umbrian Countryside featuring Italy's Charming Hill Towns - Fall tours

Italy: Florence to Rome, Walking the Vineyards of Tuscany and Umbria - Fall tours

Italy: Tuscany and Umbria Vineyard Walks - Fall tours

La Dolce Vita - 11 days - Fall tours

Italian Expresso - 5 days - Fall tours

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 Fall

19 Trips in Tuscany with 764 Reviews

Get a customized trip to Tuscany in Fall

19 Trips in Tuscany with 764 Reviews