10 Best Tuscany Multiday Tours in September 2026

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Italian Delights - September 2026

4.7

(56 reviews )

No booking fees

Best price guaranteed

The tour was amazing! We got to see different parts of Italy, and there were guided tours and optional excursions that were enjoyable. Everything was well organized and our tour leader Vinni was brilliant! Highly recommend this for active people who want to explore the most out if Italy!

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

10-99 yrs

Operated in

english

Destinations

Pompeii, Rome, Venice, Sorrento

Pompeii, Rome, Venice, Sorrento, Tuscany, Assisi

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Duration12 days

From

USD 2,420

USD 2,175

Saving

USD 245

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Scenic Europe - September 2026

4.8

(30 reviews )

No booking fees

Best price guaranteed

The tour was such a great time!

Natural landmarks sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

10-99 yrs

Operated in

english

Destinations

Berlin, Munich, Innsbruck, Swiss

Berlin, Munich, Innsbruck, Swiss Alps, Como, Tuscany, Venice

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Duration9 days

From

USD 1,905

USD 1,611

Saving

USD 294

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Europe Escape - September 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

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Duration12 days

From

USD 2,970

USD 2,685

Saving

USD 285

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Via Francigena: Best of Tuscany - September 2026

4.6

(28 reviews )

No booking fees

Best price guaranteed

Great trip, all happened as planned.

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 1,290

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Tuscany and the Italian Riviera - September 2026

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Best price guaranteed

From the rolling hills of Tuscany to the sun-soaked coast of the Italian Riviera, a romantic rendezvous with Italia awaits. Discover regal Turin, surrounded by alpine peaks. Spend a day exploring Cinque Terre’s rugged coastline. Relax with a 3-night stay in a Tuscan village and savor the sprawling vineyards and charming medieval hill towns of the region. Enjoy an interactive pasta-making demonstration. Visit Lucca, encircled by a stunning set of 16th century walls. Explore the iconic sites of Florence and the medieval charm of Greve in Chianti. Throughout your journey, discover a land rich in history, culture, and cuisine.

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 2,649

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Italy Explorer - September 2026

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

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Duration16 days

From

USD 3,370

USD 2,885

Saving

USD 485

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Europe Jewel - September 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

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Duration14 days

From

USD 3,155

USD 2,785

Saving

USD 370

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

(1 review )

No booking fees

Best price guaranteed

The tour was great from beginning to the end. The tour guide was awesome , very professional and courteous.The itinerary was filled with great experiences which were memorable. I would highly recommend this tour.

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

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Duration12 days

From

USD 5,149

USD 4,649

Saving

USD 500

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Via Francigena: Southern Tuscany from Siena - September 2026

4.5

(8 reviews )

No booking fees

Best price guaranteed

An amazing walk through the Tuscan countryside. Exceptional organisation and attention to detail meant we could concentrate on having a great time and not have to worry about accommodation, meals and transfers. Thanks!

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 1,260

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Walking in Tuscany's Apuane Alps - September 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

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Via Francigena: Pontremoli to Lucca - September 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 1,190

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Europe Highlights - September 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

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Europe Explorer - September 2026

4.8

(42 reviews )

No booking fees

Best price guaranteed

This was my first trip to Europe and I could not imagine experiencing it any better than on the 18 day EX tour. Although we only scratched the surface of many places it gave a wonderful perspective for places I want to come back to for further exploration. We covered a lot of ground in 18 days and made unforgettable memories. I was expecting to see beautiful things and have great experience but the relationships that formed within our group were an unexpected, and delightful, surprise. I'm so thankful I choose to do this tour and have recommended to all of my friends. I will definitely do another Expat tour when I'm able. Disclaimer; This is not a trip for those who want to kick back and relax. It was very active with many early mornings, late night and non-stop adventure days.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

10-99 yrs

Operated in

english

Destinations

Paris, Amsterdam, Rome, Venice

Paris, Amsterdam, Rome, Venice, Lauterbrunnen, Black Forest, Toulouse, Barcelona, Avignon, Nice, Tuscany

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Duration18 days

From

USD 4,100

USD 3,475

Saving

USD 625

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

No booking fees

Best price guaranteed

On a journey through the less-traveled country roads of Umbria and Tuscany, discover another side to the Italy you love. Stroll Assisi’s old city, and explore the Umbrian hill town of Spoleto, where the gilded façade of the cathedral rivals with the silvery sheen of the olive trees. Visit Florence, the “Cradle of the Renaissance.” In Siena, stand inside one of Tuscany’s most ancient piazzas. Admire the famous towers of San Gimignano and hunt for truffles in the Umbrian countryside. Delight in regional specialties and Italian wine with every dinner. Feel like a local as you discover the marvels of wine, cuisine, culture, and history.

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

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All Tuscany Tours in September 2026

21 Trips in Tuscany during September 2026 with 1,016 Reviews

Get a customized trip to Tuscany in September 2026

21 Trips in Tuscany during September 2026 with 1,016 Reviews

Italian Delights - September 2026

Scenic Europe - September 2026

Europe Escape - September 2026

Via Francigena: Best of Tuscany - September 2026

Tuscany and the Italian Riviera - September 2026

Italy Explorer - September 2026

Europe Jewel - September 2026

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

Via Francigena: Southern Tuscany from Siena - September 2026

Walking in Tuscany's Apuane Alps - September 2026

Via Francigena: Pontremoli to Lucca - September 2026

Europe Highlights - September 2026

Europe Explorer - September 2026

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

21 Trips in Tuscany during September 2026 with 1,016 Reviews

Get a customized trip to Tuscany in September 2026

21 Trips in Tuscany during September 2026 with 1,016 Reviews