10 Best Italy Multiday Tours in October 2025

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Highlights of Italy - October 2025

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How long does it take to fall in love? In a country where history spills from world-class museums and tiny osterias serve up life-changing pasta recipes, eight days might just be enough (but if you have more time, why not extend your adventure?). On this trip, you’ll begin winding your way through the canals of Venice, hiking through the scenic Cinque Terre, soaking up beauty and history of Florence and finishing up in the piazzas of Rome. With plenty of free time for independent exploration and the freedom to discover Italy's history and culture at your own pace, there's no better way to see this popular pocket of Europe.

City sightseeing

Tour Type

Small Group Tour

Accommodation

Hotel, Hostel

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Venice, Liguria, Cinque Te

Rome, Venice, Liguria, Cinque Terre and Liguria, Florence

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Duration8 days

Italian Express: The Best Of Italy - October 2025

4.8

(8 reviews )

Trip customizable

Best price guaranteed

This tour was a great hybrid between going it completely on our own and a completely regimented tour group experience. Alessandra and the team made all of the hotel, transportation, and tour reservations and we just had to be at the right place at the right time. The events they suggested were great and hit all of the highlights we were interested in and more. There was plenty to do, but also some free time to explore on our own and relax.

City sightseeing

Tour Type

Private Tour

Accommodation

Hotel

Age Range

4-99 yrs

Operated in

english, spanish

Destinations

Rome, Florence, Venice, Cinque Terre and Liguria

Duration9 days

Treasures of Italy - October 2025

4.3

(7 reviews )

No booking fees

Best price guaranteed

It is good that Miguel is also recommending restaurants to dine in, they have good price, good food and good service.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Venice, Perugia, Siena, Fl

Rome, Venice, Perugia, Siena, Florence, Genoa, Milan, Verona

Duration13 days

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Classical Italy - October 2025

4.6

(52 reviews )

No booking fees

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Arrangements , schedule,timing were managed well

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Florence, Venice

Duration5 days

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Ultimate Italy - October 2025

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 - October 2025

4.7

(426 reviews )

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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

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Duration8 days

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Italian Delights - October 2025

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

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Jewels of Italy - October 2025

4.4

(39 reviews )

No booking fees

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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

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Duration7 days

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Discover Puglia: Italy's Ancient Heel - October 2025

4.6

(48 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

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Europe Escape - October 2025

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

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Italy Experience - October 2025

5

(2 reviews )

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The comfort level trip allows for the traveller to fully experience Italy as a local with their off the beaten track options but with the convenience of travelling comfort, local guidance and added inclusions.

City sightseeing

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Venice, Liguria, Cinque Te

Rome, Venice, Liguria, Cinque Terre and Liguria, Florence, Perugia

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Duration10 days

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Best Seller

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Gems Of Rome & Florence - October 2025

4.3

(4 reviews )

Trip customizable

Best price guaranteed

The tours were set up with the perfect mix of tour/personal time. Stefan, Claudia and our bus driver were top notch navigating us through the narrow streets to make sure we saw all of the local highlights! Recommend to everyone.

Art and architectureFood tours

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

6-99 yrs

Operated in

english, spanish

Destinations

Rome, Florence

15% OFF TODAY

Duration6 days

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Walking in Puglia & Matera - October 2025

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

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Best of Italy - October 2025

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The enduring phrase ‘la dolce vita’ (the good life) truly captures the essence of Italy. On this trip, you’ll spend 14 days discovering the heart of all things Italian on a culturally rich adventure from the piazzas of Rome to the canals of Venice. Discover the Tuscan countryside on a leisurely cycle along Lucca’s Serchio River, peer into Pisa, take to the trails of the Cinque Terre for some stunning coastal views and walk the Portofino Peninsula with its glamourous residents. With time spent wine tasting in rural villages, cruising along Lake Como and relaxing along canals in Venice, you’ll soon understand why Italy remains in the hearts of all who visit.

City sightseeing

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Venice, Asti, Lake Como, F

Rome, Venice, Asti, Lake Como, Florence, Lucca, Liguria