10 Best Italy Multiday Tours in October 2025

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Tutta Italia and Sicily with Aeolian Islands - October 2025

No booking fees

Best price guaranteed

Let the charm of Italy sweep you away on the 16-day Tutta Italia and Sicily with Aeolian Islands tour, crafted for those who appreciate a relaxed, insightful journey. Starting in Rome and ending in Palermo, this group tour weaves through Siena, Florence, and seven other captivating destinations. Senior travelers will appreciate the easy pace, comfortable accommodations, and seamless transport. The highlight is the opportunity to explore the picturesque Aeolian Islands—providing an idyllic contrast to Italy’s bustling cities and rich history.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Palermo, Venice, Milazzo

Rome, Palermo, Venice, Milazzo, Taormina, Siena, Florence, Genoa, Milan, Verona

Duration16 days

From

USD 3,033

USD 2,942

Saving

USD 91

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22% OFF TODAY

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Premium Sicily - October 2025

No booking fees

Best price guaranteed

Explore Sicily and see how much this island in the heart of the Mediterranean has to offer. Join an expert local leader on a fully immersive 10-day Premium journey – with a sprinkling of Arab, Norman, Greek and Roman influence, this region is a hive of history and culture. See intricate mosaics, towering palaces, crumbling ruins and marble-lined laneways. Head out of the main hubs to discover Mount Etna – Europe’s largest active volcano. Taste Genovesi, arancini, local dishes like caponata and cannoli, and take a traditional cooking class to get the most out of Sicily’s celebrated cuisine. With Exclusive Experiences and a gorgeous Feature Stay in the countryside, what are you waiting for?

City sightseeingAdventure

Tour Type

Small Group Tour

Accommodation

Hotel, Resort, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Palermo, Catania, Marsala, Agrig

Palermo, Catania, Marsala, Agrigento, Siracusa

22% OFF TODAY

Duration10 days

From

USD 5,975

USD 4,637

Saving

USD 1,338

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Tutta Italia To Sicily by Plane And Aeolian Islands - October 2025

No booking fees

Best price guaranteed

Travel from Rome to Palermo on the Tutta Italia To Sicily by Plane And Aeolian Islands trip, an 18-day sightseeing adventure tailored for seniors. This easy-paced group tour explores Taormina, Verona, and several other Italian treasures, blending city strolls, cultural sites, and scenic landscapes. With all logistics—including comfortable accommodations, transfers, and meals—handled for you, the journey prioritizes relaxation and discovery. The tour’s standout feature is its inclusion of the enchanting Aeolian Islands, offering a tranquil Mediterranean escape alongside Italy’s classic cities.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Palermo, Venice, Milazzo

Rome, Palermo, Venice, Milazzo, Taormina, Agrigento, Siena, Florence, Genoa, Milan, Verona

Duration18 days

From

USD 3,386

USD 3,284

Saving

USD 102

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10% OFF TODAY

Play & Pause: Central Europe Highlights - October 2025

No booking fees

Best price guaranteed

The perfect mix of group activities and all-important YOU time. Got three weeks and want a mixed bag of must-see cities, famous icons and fresh AF landscapes? We got you. With two nights in every destination , you’ve got more time to check out the sights and discover the lesser-known gems worth bragging about. Towers, tandem paragliding and tasting – of the beer, pizza, schnitzel and stroopwafel kind, this Topdeck adventure seriously delivers.

City sightseeingWalking tours

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-39 yrs

Operated in

english

Destinations

Lisbon, London, Barcelona, Venic

Lisbon, London, Barcelona, Venice, Austrian Alps, Prague, Berlin, Amsterdam, Paris, Swiss Alps, Florence, Rome

10% OFF TODAY

Duration19 days

From

USD 4,959

USD 4,463

Saving

USD 496

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15% OFF TODAY

Best of Italy's North & South - 13 days - October 2025

No booking fees

Best price guaranteed

SMALL GROUP TOUR: Embark on a 13-day small group tour from Rome that takes yoHotel Sheraton Rome Parco de' Medici, Viale Salvatore Rebecchiniu around the heel of Italy to the north and the home of the renaissance. Discover the ancient city of Pompeii, frozen in time by the eruption of Mount Vesuvius. Traverse rural Puglia and experience the allure of Trani, Lecce and Alberobello. Then head north to the beauty of Venice's canals and architecture, explore the picturesque scenery of Lake Garda before ending the tour in Milan.

Walking toursCity sightseeing

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

18-80 yrs

Operated in

english

Destinations

Rome, Verona, Ariano Irpino, Pad

Rome, Verona, Ariano Irpino, Padua, Milan, Lecce, Salerno, Bologna

15% OFF TODAY

Duration13 days

From

USD 7,645

USD 6,498

Saving

USD 1,147

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Tutta Italia With Beautiful Campania and Sicily - October 2025

No booking fees

Best price guaranteed

Experience an enchanting blend of Italy’s celebrated cities and southern gems on the Tutta Italia With Beautiful Campania and Sicily tour. Over 17 leisurely days, seniors will traverse from Rome to Palermo, visiting Venice, Siena, and Palermo plus nine other scenic stops. This easy-paced city sightseeing tour includes all the essentials—accommodation, transport, and meals—so you can focus on enjoying Italy’s art, cuisine, and culture. The unique selling point is its inclusion of both Campania’s coastal beauty and Sicily’s distinct heritage, creating a truly well-rounded Italian adventure.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Palermo, Venice, Perugia

Rome, Palermo, Venice, Perugia, Naples, Salerno, Taormina, Siena, Florence, Genoa, Milan, Verona

Duration17 days

From

USD 3,030

USD 2,939

Saving

USD 91

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Beautiful of Puglia, Campania and Sicily - October 2025

No booking fees

Best price guaranteed

From Rome to Palermo, the Beautiful of Puglia, Campania and Sicily tour offers seniors an 8-day journey through southern Italy’s most captivating regions. This group sightseeing trip covers Palermo, Salerno, and four additional locales, balancing cultural discovery with comfort and ease. Accommodations, meals, and transport are all included, letting you sit back and savor each destination’s unique flavor. The USP is the thoughtfully curated route, which showcases both Puglia’s rustic charm and Sicily’s storied landscapes in one convenient tour package.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Palermo, Bari, Brindisi, N

Rome, Palermo, Bari, Brindisi, Naples, Salerno, Taormina

Duration8 days

From

USD 1,372

USD 1,331

Saving

USD 41

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Chauffeured Rome, Florence & Venice - 8 days - October 2025

No booking fees

Best price guaranteed

PRIVATE TOUR: Uncover the main highlights of central Italy on this private tour, travelling between Rome, Florence and Venice by chauffeured car. Enjoy guided sightseeing in all three cities, visiting highlights such as the Vatican City, Colosseum, Galleria dell'Accademia and St Mark's Basilica. Enjoy an included gondola ride in Venice, taste regional wine in the Chianti region and enjoy lots of free time too, in which to explore at leisure. During your private car journeys, choose from personalised stops in Orvieto, Bologna, Montepulciano, Padova and more.

City sightseeing

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-80 yrs

Operated in

english

Destinations

Rome, Venice, Florence

Duration8 days

From

USD 6,525

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40% OFF TODAY

Magical Sicily (7 Days) - October 2025

Trip customizable

Best price guaranteed

Experience the ultimate adventure in Sicily with our 7-day tour. Your journey starts in Palermo, the cultural, economic and tourism capital of Italy, and ends in the town of Taormina on the east coast of Sicily. In between, you will also explore other popular destinations, such as Agrigento, Ragusa, and Noto. In Palermo, explore the rich cultural heritage of the city, marvel at the intricate Norman architecture of Monreale Cathedral, savor local delicacies and wines on a historic winery tour, and enjoy a sensorial experience like no other. Continue your journey to Agrigento, where you will be transported back in time as you explore the ancient Greek monuments and ruins at the Valley of Temples. Next discover the stunning Baroque palaces and churches of Ragusa Ibla and Noto, before visiting the largest active volcano in Europe, Mount Etna. Finally, relax and unwind in the romantic town of Taormina. Don't miss out on the adventure of a lifetime!

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel

Age Range

1-99 yrs

Operated in

english

Destinations

Palermo, Taormina, Sicily, Agrig

Palermo, Taormina, Sicily, Agrigento, Ragusa, Mount Etna

40% OFF TODAY

Duration7 days

From

USD 3,345

USD 2,007

Saving

USD 1,338

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15% OFF TODAY

Dolomites Explorer From Venice - 7 days - October 2025

No booking fees

Best price guaranteed

SMALL GROUP TOUR: Take in the sights of Venice on an included walking tour and enjoy an included 'Cicchetti' lunch before embarking on a 5-day exploration of the Dolomites. See shimmering lakes and rugged mountains, plus explore the captivating German-speaking towns of Brenico and Bressanone. Enjoy included wine tasting on the Prosecco Road, explore beautiful Bolzano, stay in the famous Cortina d'Ampezzo ski resort and visit Trento on your way to Milan.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

18-80 yrs

Operated in

english

Destinations

Venice, Trento, Cortina d'Ampezz

Venice, Trento, Cortina d'Ampezzo, Bolzano

15% OFF TODAY

Duration7 days

From

USD 3,745

USD 3,183

Saving

USD 562

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Florence Discovery & Wine Tasting - 4 days - October 2025

No booking fees

Best price guaranteed

PRIVATE TOUR: Uncover the best of Florence on this 4-day private tour, with an included 4-hour walking tour and 'skip the line' tickets to the Galleria dell'Accademia. Enjoy further free time to explore at your own pace and take a day trip into the Chianti region for included wine tasting and a lunch of regional specialties.

City sightseeing

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-80 yrs

Operated in

english

Destinations

Florence

Duration4 days

From

USD 2,255

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15% OFF TODAY

Milan to Rome, Puglia & Amalfi - 13 days - October 2025

No booking fees

Best price guaranteed

SMALL GROUP TOUR: Journey from Milan on this 13-day group tour, taking in the dazzling villages of Cinque Terre, the Leaning Tower of Pisa and the Renaissance capital of Florence. Explore Siena and Tuscany, enjoy free time in Rome to visit the Colosseum and Forum, and discover the highlights of Puglia in Italy's south. Delve into the caves of Matera, visit the gorgeous Amalfi Coast and see the ruins of Pompeii. Hike to the crater of Mount Vesuvius before returning to Rome.

Walking toursCity sightseeing

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

18-80 yrs

Operated in

english

Destinations

Milan, Rome, La Spezia, Lecce, S

Milan, Rome, La Spezia, Lecce, Salerno, Florence, Montepulciano, Ariano Irpino

15% OFF TODAY

Duration13 days

From

USD 7,695

USD 6,541

Saving

USD 1,154

View Tour

15% OFF TODAY

Best of Sardinia - 7 days - October 2025

No booking fees

Best price guaranteed

SMALL GROUP TOUR: Discover the picturesque coastline, historic cities and mouth-watering food of the Mediterranean island of Sardinia on this 7-day escorted group tour. Enjoy three included gastronomic experiences to sample some of the island's delicious flavours and discover Cagliari and Alghero with included guided touring. See the historic cathedral of Oristano, explore the archaeological site of Palmavera and Tharros, relax with free time in Palau and stroll along the windswept trails of Capo Caccia Natural Reserve.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Hut

Age Range

18-80 yrs

Operated in

english

Destinations

Sardinia, Cagliari, Bosa, Algher

Sardinia, Cagliari, Bosa, Alghero, Palau

15% OFF TODAY

Duration7 days

From

USD 3,355

USD 2,852

Saving

USD 503

View Tour

8% OFF TODAY

Super Sales

European Escapade - October 2025

4.9

(27 reviews )

No booking fees

Best price guaranteed

Loved the whole experience- visited all the best countries in Europe, tasted wines, spirits and other European alcohol In cheapest prices. It’s not suitable for asians with dark skin and if you’re over 34 yrs old unless you have a thick skin to not give any reaction to the comments some people make as a joke- only because they are white and still young. Not sure what they are so proud about in those moments. Other than that I enjoyed my time with rest of them. The price was on discount- I had to add on some extra adventures which worth it. Honestly 24 days is finished so quickly. Recommend to all the people who like explore Europe more in less time in cheaper price. Great work contiki, I am on my second one now- in Thailand, this group of approx 30 people is much better than European escapades (just my personal experience).

City sightseeing

Tour Type

Group Tour

Accommodation

Hostel, Hotel, Resort, Guest House

Age Range

18-35 yrs

Operated in

english

Destinations

London, Florence, Beaujolais, French Riviera

8% OFF TODAY

Duration24 days

From

USD 3,759

USD 3,464

Saving

USD 295

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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 9 of 134 Trips in Italy during October 2025 with 1,775 Reviews

See Italy tours by duration

Tutta Italia and Sicily with Aeolian Islands - October 2025

Premium Sicily - October 2025

Tutta Italia To Sicily by Plane And Aeolian Islands - October 2025

Play & Pause: Central Europe Highlights - October 2025

Best of Italy's North & South - 13 days - October 2025

Tutta Italia With Beautiful Campania and Sicily - October 2025

Beautiful of Puglia, Campania and Sicily - October 2025

Chauffeured Rome, Florence & Venice - 8 days - October 2025

Magical Sicily (7 Days) - October 2025

Dolomites Explorer From Venice - 7 days - October 2025

Florence Discovery & Wine Tasting - 4 days - October 2025

Milan to Rome, Puglia & Amalfi - 13 days - October 2025

Best of Sardinia - 7 days - October 2025

European Escapade - October 2025

Combine Italy in October with Nearby Countries for an Unforgettable Trip

Page 9 of 134 Trips in Italy during October 2025 with 1,775 Reviews

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All Italy Tours in October 2025

Page 9 of 134 Trips in Italy during October 2025 with 1,775 Reviews

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Page 9 of 134 Trips in Italy during October 2025 with 1,775 Reviews