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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Halloween Super Sales

Via Francigena: Best of Tuscany - Fall tours

4.7

(33 reviews )

No booking fees

Best price guaranteed

A wonderfully organized service with excellent communications. The phone app worked well and we so enjoyed every mile of our adventure!

Trekking and Hiking

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Tuscany, Buonconvento, San Minia

Tuscany, Buonconvento, San Miniato Alto, Gambassi Terme, San Gimignano, Gracciano, Monteriggioni, Siena, Lucignano D Arbia

Duration9 days

From

USD 1,390

USD 1,348

Saving

USD 42

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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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Halloween Super Sales

Rome, Florence & Tuscany Family Adventure - Fall tours

(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 7,613

USD 7,385

Saving

USD 228

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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

Via Francigena: Southern Tuscany from Siena - Fall tours

4.4

(10 reviews )

No booking fees

Best price guaranteed

Having worked with them on a trip in Northern Italy last year, I was confident they would deliver a great experience. They did. From the quality of the hotels, included meals, the navigation app used down to the distances covered each day, everything was well thought out and first rate. Along the way I met other walkers who’d used other companies. Every single one had a complaint about the company they used. I had no complaints and recommended them repeatedly along the route. I’m already making arrangements for an Italian walk next year with this company.

Trekking and Hiking

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Rome, Siena, Lazio, Lucignano D

Rome, Siena, Lazio, Lucignano D Arbia, Tuscany, San Quirico d'Orcia, Castiglione D Orcia, Radicofani

Duration8 days

From

USD 1,450

USD 1,407

Saving

USD 44

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Halloween Super Sales

Tuscany Cycle for Families - Fall tours

(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

USD 1,513

Saving

USD 47

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Halloween Super Sales

Walking in Tuscany's Apuane Alps - Fall tours

(1 review )

No booking fees

Best price guaranteed

Escape the crowds with remote mountain walking exploring northern Tuscany. The Apuane Alps are a remote area of northern Tuscany - a world away from the towns and rolling hills of the south. There are few other walkers and the villagers make you feel truly welcome. This walk has many attractive ingredients, from wide mountain vistas, to remote hamlets surrounded by forest and mountain scenery. From the small unassuming town of Fornaci di Barga you'll enter the Apuane forests, climbing up through chestnut woods and dropping down through vineyards to the ancient village of Verni, home to an impressive series of limestone massifs rising up to 2000m. The Apuanes are famous for their scenery of white marble towers, abysses and the largest cave system in Italy. During the walk you'll explore remote chapels, climb Monte Forato (1223m) and visit the 'Grotta del Vento' with its subterranean lakes. You'll also have the option to ascend Pania della Croce (1860m) before visiting the hermitage at Calomini. NB : On this tour there is a maximum of 2 single rooms available.

Walking tours

Tour Type

Private Tour

Accommodation

Hotel, Guest House

Age Range

18-99 yrs

Operated in

english

Destinations

Tuscany, Lucca, Fornaci Di Barga

Tuscany, Lucca, Fornaci Di Barga, Verni, Fornovolasco, Monte Forato, Eremo Di Calomini

Duration8 days

From

USD 1,660

USD 1,610

Saving

USD 50

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All Tuscany Tours in Fall

29 Trips in Tuscany with 817 Reviews

Get a customized trip to Tuscany in Fall

29 Trips in Tuscany with 817 Reviews

Tuscany Walks & Chianti Wines - Fall tours

Walking in Tuscany - Fall tours

Via Francigena: Best of 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

Rome, Florence & Tuscany Family Adventure - Fall tours

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

Discovery of Italy: 8 Days - Fall tours

Via Francigena: Southern Tuscany from Siena - Fall tours

Tuscany Cycle for Families - Fall tours

Walking in Tuscany's Apuane Alps - Fall tours

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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

29 Trips in Tuscany with 817 Reviews

Get a customized trip to Tuscany in Fall

29 Trips in Tuscany with 817 Reviews