10 Best Italy Multiday Tours in September 2026

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Ultimate Italy - September 2026

5

(5 reviews )

No booking fees

Best price guaranteed

It was awesome.

Cultural, religious and historic sites

Tour Type

Small Group Tour

Accommodation

Villa, Hotel

Age Range

12-100 yrs

Operated in

english

Destinations

Rome, Venice, Lake Como, Montepu

Rome, Venice, Lake Como, Montepulciano, Florence, Cinque Terre

Duration14 days

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Walking the Amalfi Coast - September 2026

4.7

(426 reviews )

No booking fees

Best price guaranteed

Basically a perfect week in a beautiful part of the world, good food, great companions, great walks, excellent guide, great weather and fantastic views and experiences...

Trekking and HikingBeach

Tour Type

Small Group Tour

Accommodation

Hotel, Hut, Villa

Age Range

16-99 yrs

Operated in

english

Destinations

Amalfi Coast & Campania, Bomeran

Amalfi Coast & Campania, Bomerano, Amalfi, Pompeii, Naples

Duration8 days

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Highlights of the Amalfi Coast - September 2026

4.7

(113 reviews )

No booking fees

Best price guaranteed

An absolutely brilliant trip with a lovely group of people. Wonderful food, scenery and great hotel. Everyday was a completely different experience - a tour with great variety and something for everyone.

Food tours

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

16-99 yrs

Operated in

english

Destinations

Amalfi Coast & Campania, Naples

Amalfi Coast & Campania, Naples, Bomerano, Amalfi, Path Of Gods, Capri, Ravello

Duration8 days

10% OFF TODAY

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

10% OFF TODAY

Duration12 days

15% OFF TODAY

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Jewels of Italy - September 2026

4.3

(49 reviews )

No booking fees

Best price guaranteed

This trip, while short, provides an in-depth discovery of much of central Italy: Rome and the Colosseum, Florence and the David, Pizza, Verona, and Venice featuring a glass blowing demonstration and optional tour to Burano for a truly unique dinner. The tour also provides an opportunity for time on your own to explore on one’s own pace or visit sites of personal interest. In my case, I could visit Peggy Guggenheim’s museum ( with instructions on how best to get there by our guide) in Venice and have dinner in Rome at a restaurant recommend by an Italian friend.

Adventure

Tour Type

Group Tour

Accommodation

Hotel

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Venice, Florence

15% OFF TODAY

Duration7 days

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Discover Puglia: Italy's Ancient Heel - September 2026

4.6

(49 reviews )

No booking fees

Best price guaranteed

An excellent trip. The pace of the trip is perfect. A week flew by and we felt we had been all over the Puglia region. So much to do and see in such a short space of time and yet we managed to relax and get some free time in too. The food was outstanding, the wine was delightful, the people were a pleasure to be around. Every stage of the trip was enjoyable and slightly different.

Food toursLocal culture

Tour Type

Small Group Tour

Accommodation

Hotel, Resort

Age Range

16-99 yrs

Operated in

english

Destinations

Matera, Lecce, Salento, Alberobe

Matera, Lecce, Salento, Alberobello, Grotte Di Castellana, Ostuni, Otranto

Duration8 days

16% OFF TODAY

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

16% OFF TODAY

Duration12 days

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Walking in Puglia & Matera - September 2026

4.7

(111 reviews )

No booking fees

Best price guaranteed

This holiday is a fantastic introduction to the Puglia and Basilicata area of Italy. I enjoyed all of the towns that we visited and would have happily spent more time in Alberobello and Ostuni.

Trekking and Hiking

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

16-99 yrs

Operated in

english

Destinations

Matera, Puglia, Alberobello, Ostuni

Duration8 days

23% OFF TODAY

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

23% OFF TODAY

Duration9 days

10% OFF TODAY

Italian Discovery - September 2026

4.8

(90 reviews )

No booking fees

Best price guaranteed

Italy was a fantastic trip for us. Wonderful fellow travelers and a first-rate guide. We were able to see and do things that would not have been easily accessible to a large group or individuals, and it was a fantastic balance between structure and free time. Strongly advised

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

6-80 yrs

Operated in

english, spanish

Destinations

Rome, Florence, Venice, Naples

Rome, Florence, Venice, Naples, Lazio, Sorrento

10% OFF TODAY

Duration11 days

14% OFF TODAY

Taste of Italy - September 2026

4.6

(57 reviews )

No booking fees

Best price guaranteed

I recently had the opportunity to embark on a wonderful tour of Italy, and it was an experience that will forever hold a special place in my heart. From the moment I set foot in this beautiful country, I was captivated by its rich history, stunning landscapes, and warm hospitality. Our journey began in Rome, where ancient ruins like the Colosseum and the Roman Forum transported us back in time. The grandeur of the Vatican City left me in awe, especially when I gazed upon Michelangelo's masterpiece, the Sistine Chapel ceiling. As we ventured north to Florence, I was enchanted by the art and culture of Tuscany. The Uffizi Gallery and Florence Cathedral were absolute highlights, and strolling along the Arno River at sunset was a truly romantic experience. Our tour continued to Venice, where the intricate canals and ornate architecture made me feel like I was in a fairytale. A gondola ride through the narrow waterways was a dream come true, and exploring the historic neighborhoods of San Marco and Dorsoduro was a delight.

Food toursCity sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

10-99 yrs

Operated in

english

Destinations

Rome, Florence, Venice, Cinque Terre

14% OFF TODAY

Duration7 days

Italy City Break - 5 Days - September 2026

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

Duration5 days

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Walking in Tuscany - September 2026

4.9

(226 reviews )

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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