10 Best Tuscany Multiday Tours in October 2026

12% OFF TODAY

Halloween Super Sales

Europe Escape - October 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

12% OFF TODAY

Duration12 days

From

USD 2,970

USD 2,604

Saving

USD 366

View Tour

Halloween Super Sales

Via Francigena: Best of Tuscany - October 2026

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

View Tour

Halloween Super Sales

Tuscany and the Italian Riviera - October 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

USD 2,667

Saving

USD 82

View Tour

10% OFF TODAY

Halloween Super Sales

Europe Jewel - October 2026

4.9

(145 reviews )

No booking fees

Best price guaranteed

This is a fast pace tour so we've seen many points of interests in 11 counties in 14 days. It was well organized and learned some of the countries history, which was very nice. Pascal is such a caring person and excellent driver. He always have that beautiful smile and warm hello whenever he sees you even though he worked for many long hours. Would give him 7 stars out of 5. He goes above and beyond expectations. What an asset forExpat! Matt is very well versed in European history and it is great learning from him. He also kept us well informed so that the tour runs smoothly, which we appreciate very much. Though a couple of the hotels are not up to par, it won't prevent us from touring through Expat in the future. Overall, it was a great experience for us .

Art and architecture

Tour Type

Group Tour

Accommodation

Hotel

Age Range

10-99 yrs

Operated in

english

Destinations

Amsterdam, Ghent, Swiss Alps, Pa

Amsterdam, Ghent, Swiss Alps, Paris, Rhine, Prague, Vienna, Budapest, Ljubljana, Venice, Tuscany

10% OFF TODAY

Duration14 days

From

USD 3,155

USD 2,837

Saving

USD 318

View Tour

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

12% OFF TODAY

Halloween Super Sales

Italy's Treasures Art, Food & Wine of Italy - October 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

12% OFF TODAY

Duration12 days

From

USD 5,149

USD 4,510

Saving

USD 639

View Tour

Halloween Super Sales

Via Francigena: Southern Tuscany from Siena - October 2026

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

View Tour

Halloween Super Sales

Via Francigena: Pontremoli to Lucca - October 2026

(1 review )

No booking fees

Best price guaranteed

Journey by foot through the little-known region of Tuscany between Pontremoli and the walled town of Lucca along the Via Francigena, the Italian Camino. The Via Francigena has experienced a recent revival and is now one of the most exciting pilgrimage trails in Europe. This section of the trail takes you through a little-known region of Tuscany. Starting in Pontremoli, in the heart of the Lunigiana region where the green hills are dotted with fine castles, you will descend to the sea in Versilia. Enjoy the coastal scenery as you walk along the sandy beaches and during the warmer months you can happily stop for a swim en route. Leaving the coast behind, you will head back toward the Tuscan hills. You can visit the fascinating artists' workshops in Pietrasanta, known as the Italian Athens, which rests at the foot of the Apuan Alps. The highlights continue as you reach the walled town of Lucca, one of the most captivating old town centres of Tuscany.

Trekking and Hiking

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Tuscany, Lucca, Pontremoli, File

Tuscany, Lucca, Pontremoli, Filetto, Aulla, Sarzana, Massa, Camaiore

Duration8 days

From

USD 1,390

USD 1,348

Saving

USD 42

View Tour

5% OFF TODAY

Halloween Super Sales

Europe Highlights - October 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

5% OFF TODAY

Duration10 days

From

USD 2,435

USD 2,323

Saving

USD 112

View Tour

Halloween Super Sales

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

4.8

(30 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

View Tour

Halloween Super Sales

Italy: Tuscany and Umbria Vineyard Walks - October 2026

(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

Halloween Super Sales

Mediterranean Coastal Journey Spain, France & Italy - October 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

USD 5,334

Saving

USD 165

View Tour

7% OFF TODAY

Halloween Super Sales

Italian Indulgence - October 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

7% OFF TODAY

Duration13 days

From

USD 5,119

USD 4,771

Saving

USD 348

View Tour

Halloween Super Sales

Walking in Tuscany's Apuane Alps - October 2026

(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

View Tour

Halloween Super Sales

Italy: Florence to Rome, Walking the Vineyards of Tuscany and Umbria - October 2026

(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

View Tour

All Tuscany Tours in October 2026

15 Trips in Tuscany during October 2026 with 484 Reviews

Get a customized trip to Tuscany in October 2026

15 Trips in Tuscany during October 2026 with 484 Reviews

Europe Escape - October 2026

Via Francigena: Best of Tuscany - October 2026

Tuscany and the Italian Riviera - October 2026

Europe Jewel - October 2026

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

Via Francigena: Southern Tuscany from Siena - October 2026

Via Francigena: Pontremoli to Lucca - October 2026

Europe Highlights - October 2026

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

Italy: Tuscany and Umbria Vineyard Walks - October 2026

Mediterranean Coastal Journey Spain, France & Italy - October 2026

Italian Indulgence - October 2026

Walking in Tuscany's Apuane Alps - October 2026

Italy: Florence to Rome, Walking the Vineyards of Tuscany and Umbria - October 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 October 2026

15 Trips in Tuscany during October 2026 with 484 Reviews

Get a customized trip to Tuscany in October 2026

15 Trips in Tuscany during October 2026 with 484 Reviews