10 Best Italy Multiday Tours in October 2025

Classical Sicily - October 2025

4.4

(33 reviews )

No booking fees

Best price guaranteed

Excellent tour made very special by the local knowledge of our guide. Saw enough of Sicily to know I should like to go back and see the rest.

Cultural, religious and historic sites

Tour Type

Small Group Tour

Accommodation

Hotel, Villa, Resort

Age Range

16-99 yrs

Operated in

english

Destinations

Syracuse, Sicily, Syracusa, Trap

Syracuse, Sicily, Syracusa, Trapani, Palermo, Giardini Naxos, Taormina

Duration8 days

From

USD 2,830

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A Taste of Italy: 11 Days - Classic - October 2025

Trip customizable

Best price guaranteed

Traveling from eternal Rome and up through the hazy hills of Tuscany, you’ll spend eleven days sampling the best of Assisi, Siena, Florence, Bologna, Venice, the Tuscan wine region, and Capri! Catch the spirit of la vita bella as you explore elegant Florentine piazzas, rummage through handcrafted artisanal treasures, sip world-class wines, and float down intimate Venetian canals. You will then discover the treasures along Italy’s Amalfi Coast, to sun-bleached Capri before returning to Rome!

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel

Age Range

7-99 yrs

Operated in

english

Destinations

Rome, Florence, Venice, Lazio, Sorrento

Duration11 days

From

USD 2,361

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Campania Region Highlights, Private Tour - October 2025

15% OFF TODAY

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Campania Region Highlights, Private Tour - October 2025

(1 review )

Trip customizable

Best price guaranteed

The Amalfi Coast is stunning and the people of Italy were very welcoming and helpful. A shout out to Dario, my Pompeii guide - excellent!

Art and architectureFood tours

Tour Type

Private Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english, spanish, french, german, italian

Destinations

Sorrento, Minori, Naples

15% OFF TODAY

Duration9 days

From

USD 3,065

USD 2,605

Saving

USD 460

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Amalfi Coast: Hike & Kayak - October 2025

(2 reviews )

No booking fees

Best price guaranteed

This was a really great tour of the Amalfi coast. Our tour guide Enrico was amazing and knew so much about the area, restaurants and more! He made sure everyone was ok and had what they needed. Every day we walked to a different town. Be prepared... Hundreds of stone steps.... But all so beautiful!

Trekking and Hiking

Tour Type

Small Group Tour

Accommodation

Hotel, Villa, Hut

Age Range

15-99 yrs

Operated in

english

Destinations

Amalfi Coast & Campania, Naples

Amalfi Coast & Campania, Naples, Agerola, Amalfi

Duration8 days

From

USD 2,425

USD 2,352

Saving

USD 73

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8% OFF TODAY

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Simply Italy - October 2025

No booking fees

Best price guaranteed

Welcome to 15 days of pure Italian travel immersion. Covering Rome, Florence, Milan, Venice and beyond, this one brings you the blissful best of this soul-stirring country. Explore Rome's historical highlights, travel through the streets of Michelangelo's Florence, indulge in some authentic pasta on the Amalfi Coast. Stop by to see the stooping slopes of Sorrento or the picture perfect Positano for your summery soul. And that's just an aperitivo. Beauty, romance and all the pasta you can fit in; the good life just got even better. That's amore!

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

18-35 yrs

Operated in

english

Destinations

Rome, Naples, Amalfi Coast, Flor

Rome, Naples, Amalfi Coast, Florence, Cinque Terre, Milan, Venice

8% OFF TODAY

Duration15 days

From

USD 2,745

USD 2,530

Saving

USD 215

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Ultimate Italy - October 2025

(21 reviews )

No booking fees

Best price guaranteed

It was a great experience with many highlights throughout our tour. We particularly enjoyed the many immersive stops (i.e. wine tasting, weaving, truffle hunting, pasta making, etc.) in addition to our guided tours. Our tour guide, was very well versed, knowledgeable, and helpful and provided good insights and tips throughout our trip. I can't imagine someone else doing a better job than she did! The local experts were also on top of their games.

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel, Lodge, Villa

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Venice, Capri, Perugia, Sa

Rome, Venice, Capri, Perugia, San Gimignano, Florence, Rapallo

Duration12 days

From

USD 10,425

USD 10,112

Saving

USD 313

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8% OFF TODAY

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Italian Espresso - October 2025

No booking fees

Best price guaranteed

10 days of la dolce vita, pronto. This one is pure Italian travel, covering all the big bucket-list destinations of Venice, Florence & Rome, plus the smaller charms of Pisa, Verona, and Siena. We'll ooh and aah over antipasto & chianti, dine on regional specialities in local trattorias, boat through the canals and islands of Venice, and explore the architecturally magnificent city of Florence. Expect comfy hotels and plenty of world-famous espresso & pizza on the way.

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

18-35 yrs

Operated in

english

Destinations

Rome, Venice, Florence, Cinque T

Rome, Venice, Florence, Cinque Terre, Milan

8% OFF TODAY

Duration10 days

From

USD 2,005

USD 1,848

Saving

USD 157

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Cycle Puglia - October 2025

4.7

(31 reviews )

No booking fees

Best price guaranteed

Stress-Free tour with excellent accommodation, luggage transfers that was always waiting for us the end of the day. Scenery was unforgettable, people along the way were welcoming and most spoke English although we did try.

Bicycle tours

Tour Type

Private Tour

Accommodation

Hotel, Resort

Age Range

18-99 yrs

Operated in

english

Destinations

Matera, Lecce, Alberobello, Ostu

Matera, Lecce, Alberobello, Ostuni, Gallipoli, Santa Maria Di Leuca, Otranto

Duration8 days

From

USD 1,630

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Sicily Grand Tour - October 2025

4.4

(12 reviews )

No booking fees

Best price guaranteed

The 15 day tour of Sicily was absolutely fantastic. The best tour guide ever, her name is Milena. A wonderful driver Alessandro. I felt that it was a pretty comprehensive tour of Sicily seeing all the highlights plus more. Fabulous food in restaurants where we ere taken by Milena. Verdict EXCELLENT.

Local culture

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

16-99 yrs

Operated in

english

Destinations

Catania, Taormina, Palermo, Cefa

Catania, Taormina, Palermo, Cefalu, Mount Etna, Syracuse, Sicily, Modica, Piazza Armerina, Trapani

Duration15 days

From

USD 4,800

USD 4,656

Saving

USD 144

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10% OFF TODAY

Ultimate Europe - October 2025

4.7

(53 reviews )

No booking fees

Best price guaranteed

The tour was even better than I've ever hoped for. The memories I made with my fellow travellers will be cherished for a very long time. Our tour guide, Steve was very informant and charming. Our driver, Antonio was very funny and charming as well. This has been a roller coaster of a trip and I wouldn't ask for more.

Active and outdoor

Tour Type

Group Tour

Accommodation

Hotel

Age Range

10-99 yrs

Operated in

english

Destinations

Amsterdam, Ghent, Rome, Florence

Amsterdam, Ghent, Rome, Florence, Pisa, French Riviera, Barcelona, Avignon, Lauterbrunnen, Munich, Rhine, Paris, Berlin, Prague, Bratislava, Venice

10% OFF TODAY

Duration26 days

From

USD 5,310

USD 4,795

Saving

USD 515

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15% OFF TODAY

Rome, Florence & Venice - 8 days - October 2025

(1 review )

No booking fees

Best price guaranteed

COACH TOUR: Take in the best of central Italy on this 8-day group tour which starts and ends in Rome. Explore the capital, visit medieval Siena, and relax in the Tuscan town of Montepulciano. Marvel at the stunning Renaissance architecture of Florence, enjoy a stroll around Bologna and visit Padua. Discover the highlights of Venice on a walking tour and skip the line at the Vatican City to see St Peter's Basilica and the impressive Sistine Chapel.

Sightseeing Tours

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-80 yrs

Operated in

english

Destinations

Rome, Florence, Venice

15% OFF TODAY

Duration8 days

From

USD 2,235

USD 1,900

Saving

USD 335

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8% OFF TODAY

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Italian Escape - October 2025

No booking fees

Best price guaranteed

This all-Italian adventure swings you from this historic beauty of Rome through the home of pizza, Naples (where you can stop off in the perfectly preserved Roman town of Pompeii). Then, it's all about living the good life on the Amalfi coast, sipping limoncello, and stopping off at picture perfect Positano (if you're here in the summer) and Sorrento during those breezy winter months. Back in Rome you'll get a chance to check out the Colosseum, before this unforgettable 6-day trip comes to an end.

Food tours

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-35 yrs

Operated in

english

Destinations

Rome, Pisa, Naples, Amalfi Coast

8% OFF TODAY

Duration6 days

From

USD 1,331

USD 1,227

Saving

USD 104

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Splendor of Sicily 8 Days Tour - from Catania - October 2025

(1 review )

Trip customizable

Best price guaranteed

Discover the beauties of Sicily in this eight days and seven nights tour from Catania, through several Unesco Heritage Sites, ancient Greek and Roman heritages. Soak in the picturesque baroque towns, panoramic views and art masterpieces as our expert guide will take you through the tour of the largest Mediterranean island. The tour starts in Catania and continues with a visit to eastern Sicily, the baroque cities of Noto and Ragusa, the splendid Taormina and the Etna Volcano, before moving west, where we will visit Palermo, Monreale, Marsala and Selinunte. The last stops before returning to Catania will be two Unesco World Heritage Sites such as the Valley of the Temples in Agrigento and Piazza Armerina. This tour will be enriched by different culinary experiences, wine and local products tastings. The group size is variable while all departures are guaranteed without a minimum number of participants.

City sightseeingBus tours

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

16-99 yrs

Operated in

english, italian, spanish

Destinations

Palermo, Catania, Taormina, Sici

Palermo, Catania, Taormina, Sicily, Noto, Piazza Armerina

Duration8 days

From

USD 1,627

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Ancient Sicily - October 2025

4.7

(18 reviews )

No booking fees

Best price guaranteed

Antonio, our guide, was extremely knowledgeable about Sicily. He also gave special talks on various topics which were very informative. He was very organized, helpful and patient.

Cultural, religious and historic sites

Tour Type

Small Group Tour

Accommodation

Hotel, Villa, Resort

Age Range

16-99 yrs

Operated in

english

Destinations

Syracuse, Sicily, Syracusa, Pale

Syracuse, Sicily, Syracusa, Palermo, Giardini Naxos, Mount Etna, Taormina, Piazza Amerina, Villa Romana Del Casale, Agrigento, Marsala, Mozia Island

Duration15 days

From

USD 4,780

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Combine Italy in October with Nearby Countries for an Unforgettable Trip

See tours with itineraries going through multiple countries, including Italy

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Alternatively, explore tours that are exclusively just Italy and Spain, Germany and Italy or France and Italy.

All Italy Tours in October 2025

Page 6 of 434 Trips in Italy during October 2025 with 5,451 Reviews

See Italy tours by duration

Page 6 of 434 Trips in Italy during October 2025 with 5,451 Reviews

Classical Sicily - October 2025

A Taste of Italy: 11 Days - Classic - October 2025

Campania Region Highlights, Private Tour - October 2025

Amalfi Coast: Hike & Kayak - October 2025

Simply Italy - October 2025

Ultimate Italy - October 2025

Italian Espresso - October 2025

Cycle Puglia - October 2025

Sicily Grand Tour - October 2025

Ultimate Europe - October 2025

Rome, Florence & Venice - 8 days - October 2025

Italian Escape - October 2025

Splendor of Sicily 8 Days Tour - from Catania - October 2025

Ancient Sicily - October 2025

Combine Italy in October with Nearby Countries for an Unforgettable Trip

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 Italy Tours in October 2025

Page 6 of 434 Trips in Italy during October 2025 with 5,451 Reviews

See Italy tours by duration

Page 6 of 434 Trips in Italy during October 2025 with 5,451 Reviews