10 Best Italy Multiday Tours in October 2026

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Ultimate Italy - October 2026

(34 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 10,850

USD 10,525

Saving

USD 326

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8% OFF TODAY

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Italian Espresso - October 2026

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 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 2,035

USD 1,875

Saving

USD 160

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Sicily Grand Tour - October 2026

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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25% OFF TODAY

Rome, Florence & Venice - 8 days - October 2026

(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

25% OFF TODAY

Duration8 days

From

USD 2,235

USD 1,676

Saving

USD 559

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8% OFF TODAY

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Italian Escape - October 2026

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Best price guaranteed

This all-Italian adventure kicks off in the historic heart of Rome, then heads to Naples—the birthplace of pizza. You'll explore the perfectly preserved ruins of Pompeii before soaking up the sun and sipping limoncello along the stunning Amalfi Coast (with a stop in postcard-perfect Sorrento, of course). By the end of this unforgettable 6-day Italian escape, you'll have a belly full of pizza, a camera full of memories, and a serious craving to come back for more.

Food tours

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-35 yrs

Operated in

english

Destinations

Rome, Pisa

8% OFF TODAY

Duration6 days

From

USD 1,331

USD 1,227

Saving

USD 104

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Super Sales

Journeys: Iconic Italy - October 2026

(8 reviews )

No booking fees

Best price guaranteed

G Adventures and Cinzia our CEO made traveling through Italy, easy, fun, with unforgettable memories. I highly recommend, and I plan to book another trip with G Adventures. Thank you Cinzia for making this trip AMAZING!

Cultural, religious and historic sites

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

12-100 yrs

Operated in

english

Destinations

Rome, Venice, Amalfi, Cinque Ter

Rome, Venice, Amalfi, Cinque Terre, Florence, Naples, Sorrento

Duration14 days

From

USD 6,499

USD 6,304

Saving

USD 195

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Ancient Sicily - October 2026

4.7

(18 reviews )

No booking fees

Best price guaranteed

Antonio has been leading tours around Sicily for 30 years and knows his way around. In his hands, we were fast tracked to all the sites, avoiding the long queues that were very apparent at popular destinations. Something I think that we all took for granted. Over the years, he has determined the pace that will best suit. A considerable art. We were never rushed. He was always good humoured and incredibly knowledgeable. The trip gives a very good overview of the entire island. For me, perhaps too much of an emphasis on the Greek and Roman. Free time made it possible to catch up on the Norman and Baroque. Not to mention the Puppets. I had a good time with a very congenial group of like minded travellers. Hotels weren't great but were adequate. Some could have been better located.

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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Local Living Italy—Amalfi Coast - October 2026

(8 reviews )

No booking fees

Best price guaranteed

I thoroughly enjoyed my local experience tour. I was able to complete all the hikes offered. A good number of my fellow travelers were not able to do the hikes. It seemed their understanding of the physical requirements was not good. Perhaps more or clearer information on physical fitness requirements would help(?…).

Trekking and Hiking

Tour Type

Small Group Tour

Accommodation

Hotel, Guest House

Age Range

12-100 yrs

Operated in

english

Destinations

Amalfi Coast & Campania, Naples

Amalfi Coast & Campania, Naples, Furore

Duration8 days

From

USD 2,399

USD 2,327

Saving

USD 72

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15% OFF TODAY

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

15% OFF TODAY

Duration10 days

From

USD 2,675

USD 2,275

Saving

USD 400

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17% OFF TODAY

Super Sales

Wonders of Italy - October 2026

4.8

(108 reviews )

No booking fees

Best price guaranteed

Very laid back and easy with two days in most places and a good quantity of free time. Fantastic tour director who kept her flock in control. Driver was phenomenal and a pleasure to talk to. As always there is too much to see and remember so picture taking is essential.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Lucca, Florence, Venice, Assisi

17% OFF TODAY

Duration11 days

From

USD 3,075

USD 2,548

Saving

USD 527

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6% OFF TODAY

Super Sales

Italian Escapade - October 2026

4.8

(76 reviews )

No booking fees

Best price guaranteed

It was a very busy itinerary but in knew it would be in order to see so many wonderful sites in Italy! Fantastic trip!

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Resort, Villa

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Sorrento, Capri, Florence

Rome, Sorrento, Capri, Florence, Lake Maggiore, Venice, Assisi

6% OFF TODAY

Duration13 days

From

USD 6,795

USD 6,407

Saving

USD 388

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Best of Italy - October 2026

(1 review )

Trip customizable

Best price guaranteed

Christina organized a fantastic first class itinerary for a 28 day tour of Italy by my wife and me. She was very personable and generous with her time and very knowledgeable of the areas we visited. The trip included incredible private tours with top notch guides and smooth transfers all the way. Any minor glitches were handled promptly and professionally. It was a wonderful experience and we look forward to working with her again in the future.

Culture shows and excursions

Tour Type

Group Tour

Accommodation

Hotel

Age Range

7-99 yrs

Operated in

english

Destinations

Rome, Florence, Venice, Palermo

Rome, Florence, Venice, Palermo, Agrigento, Sicily, Taormina, Sorrento

Duration17 days

From

USD 4,582

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10% OFF TODAY

Mamma Mia! Best Of Italy - October 2026

4.7

(19 reviews )

No booking fees

Best price guaranteed

My husband and I brought our entire family on this vacation to celebrate our 50th wedding anniversary. Great trip, the best way to see much of Italy in a short time - 8 days. The country, food and people are wonderful in Italy. Our tour guide was great! I highly recommend.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

6-80 yrs

Operated in

english

Destinations

Rome, Venice, Sorrento, Florence

10% OFF TODAY

Duration10 days

From

USD 3,400

USD 3,060

Saving

USD 340

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16% OFF TODAY

Best of Europe - October 2026

4.7

(27 reviews )

No booking fees

Best price guaranteed

The tour was excellent. Sonny was an incredible driver, prompt, friendly and kind. Our tour guide, Callum 'Blinky' Pyper, was full of historical and local knowledge, friendly, patient and kind. Both took very good care of us. We enjoyed all the excursions as they allowed for a bit more interaction with the local cultures.

City sightseeingAdventure

Tour Type

Group Tour

Accommodation

Hotel

Age Range

10-99 yrs

Operated in

english

Destinations

Budapest, Paris, Rome, London, V

Budapest, Paris, Rome, London, Venice, Berlin, Vienna, Amsterdam, Prague, Pisa, Zagreb, Lucerne, Innsbruck, Heidelberg, Siena

16% OFF TODAY

Duration22 days

From

USD 4,835

USD 4,085

Saving

USD 750

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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 2026

Page 5 of 297 Trips in Italy during October 2026 with 5,926 Reviews

See Italy tours by duration

Ultimate Italy - October 2026

Italian Espresso - October 2026

Sicily Grand Tour - October 2026

Rome, Florence & Venice - 8 days - October 2026

Italian Escape - October 2026

Journeys: Iconic Italy - October 2026

Ancient Sicily - October 2026

Local Living Italy—Amalfi Coast - October 2026

Europe Highlights - October 2026

Wonders of Italy - October 2026

Italian Escapade - October 2026

Best of Italy - October 2026

Mamma Mia! Best Of Italy - October 2026

Best of Europe - October 2026

Page 5 of 297 Trips in Italy during October 2026 with 5,926 Reviews

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 2026

Page 5 of 297 Trips in Italy during October 2026 with 5,926 Reviews

See Italy tours by duration

Page 5 of 297 Trips in Italy during October 2026 with 5,926 Reviews