10 Best Italy Multiday Tours in October 2025

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Discovering Venice - October 2025

(1 review )

Trip customizable

Best price guaranteed

Hi, Venice is beautiful. Emanuela was helpful and professional, would definitely travel again with Tui Italy

Art and architecture

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english

Destinations

Venice

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Duration4 days

From

USD 630

USD 536

Saving

USD 95

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All About Italy - October 2025

4.4

(19 reviews )

No booking fees

Best price guaranteed

The entire experience was well worth it Our guide Philip was awesome and very great. He was exceptionally knowledgeable and kind and we all had an amazing time touring through Italy The buses were very comfortable as well and the bus driver was nice too. The hotels were nice and the breakfast was good. I loved the whole experience.

Sightseeing ToursWalking tours

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Milan, Rome, Verona, Venice, Per

Milan, Rome, Verona, Venice, Perugia, Naples, Salerno

Duration8 days

From

USD 1,326

USD 1,286

Saving

USD 40

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Classic Europe - October 2025

4.8

(70 reviews )

No booking fees

Best price guaranteed

This tour was an amazing experience and a great way to see A LOT of Europe in a short amount of time. The trip was fast paced but very well planned out with the itinerary and mix of activities that you see and do. Jemma, our tour guide was absolutely amazing! We couldn't have asked for better! She was charismatic, funny, knowledgeable, organized, and guided us in a positive way where we got the very most out of the travel experience learning the local history, foods, culture and best site seeing spots. She went above and beyond to make sure we were getting the most out of our tour experience. Gabriel, our driver was also phenomenal. We always felt very safe and he was always perfectly punctual and helped us load/ unload and kept us very comfortable on the coach.

Active and outdoor

Tour Type

Group Tour

Accommodation

Hotel

Age Range

10-99 yrs

Operated in

english

Destinations

Paris, Rome, London, Amsterdam

Paris, Rome, London, Amsterdam, Nuremberg, Beaune, Montecatini Terme, Venice

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Duration14 days

From

USD 3,810

USD 3,038

Saving

USD 772

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22% OFF TODAY

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Explore Southern Italy - October 2025

No booking fees

Best price guaranteed

Take off on an unforgettable journey down Italy’s rarely visited heel, getting to know another side of this beautiful country. See the beauty of Amalfi, unwind in style among the sophisticates of Trani and tour the Roman ruins, baroque churches and whitewashed alleyways of Lecce. Wander among the peculiarly shaped houses of Alberobello, wander the hillside dwellings of Matera and discover the Old Town’s life surrounding Bari's Basilica di San Nicola. Head down and say ciao to Italy’s southernmost slice of the Adriatic.

Cultural, religious and historic sites

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Bari, Amalfi Coast & Campania, A

Bari, Amalfi Coast & Campania, Amalfi, Trani, Lecce, Alberobello, Matera

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Duration10 days

From

USD 2,825

USD 2,192

Saving

USD 633

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Discovering Milan - October 2025

(1 review )

Trip customizable

Best price guaranteed

Join this four-day short break in Milan and discover Sforza Castle the most impressive urban castle in Europe, and Duomo Cathedral, a striking example of Gothic art and the largest church in Italy. Admire the famous Last Supper of Leonardo Da Vinci, enjoy the Navigli district and take a trip to Lake Como and Lugano. Don’t miss the shopping opportunity as Milan is one of the most important cities in the world of fashion.

Art and architecture

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

6-99 yrs

Operated in

english

Destinations

Milan

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Duration4 days

From

USD 817

USD 695

Saving

USD 123

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Discovery of Italy: 8 Days - October 2025

4.5

(2 reviews )

Trip customizable

Best price guaranteed

I have had the wonderful pleasure of touring with you, the tour was well executed. The experiences are amazing and very unique. So much fun and I will tour again. I will recommend.

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel

Age Range

1-99 yrs

Operated in

english

Destinations

Rome, Florence, Venice, The Vati

Rome, Florence, Venice, The Vatican, Assisi, Montepulciano, Siena, Tuscany, Bologna, Padua

Duration8 days

From

USD 2,750

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Local Living Italy—Tuscany San Gimignano - October 2025

(3 reviews )

No booking fees

Best price guaranteed

It was a great way to see and learn about the Tuscany and area. We received great tips for when we ventured out on our own. These were very helpful. The activities were timely but yet gave us the opportunity to be on mood own.

Wildlife

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

12-100 yrs

Operated in

english

Destinations

Rome, San Gimignano, Florence, Siena

Duration7 days

From

USD 1,749

USD 1,697

Saving

USD 52

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21% OFF TODAY

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Italian Intermezzo - October 2025

4.6

(51 reviews )

No booking fees

Best price guaranteed

This tour is the BEST way to see all the infamous spots in Italy, plus local hidden gems, at a reasonable cost and if you are short on time (we had a school break time limitation). It covered everything! We budgeted for the add-ons, especially those with meals, but you could choose to have more free time if you wanted. The food was extraordinary, the bus was roomy and immaculately clean, our driver Antonello was superb, and our Travel Director Anneleis was amazing! She was so talented at integrating the tour highlights, guests, keeping it fun even in the rainy weather, knowledgeable, and able to troubleshoot anything to ensure we had the best experience of a lifetime!! I would love to go back and explore Southern Italy next. The hotels were elegant (only one was just "OK" only because it was in need of some renovations) and the service with our luggage, tipping, etc. was seamless. I highly recommend the Italian Intermezzo tour and Insight Vacations. Favoloso!

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

5-99 yrs

Operated in

english

Destinations

Milan, Rome, Venice, Florence

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Duration8 days

From

USD 3,395

USD 2,667

Saving

USD 728

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La Dolce Vita Experience - October 2025

Trip customizable

Best price guaranteed

As you journey from Rome to Sorrento, you’ll pass through a captivating landscape dotted with medieval villages seemingly frozen in time. This tranquil scene contrasts with the haunting allure of the ancient ruins of nearby Pompeii. Sorrento offers a serene coastal retreat with breathtaking views of the Bay of Naples. Be sure to take the opportunity to visit Capri, where the enchanting Blue Grotto, with its crystalline waters, invites you to experience its shimmering beauty

Cultural, religious and historic sites

Tour Type

Private Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english

Destinations

Rome, Lazio, Sorrento

Duration3 days

From

USD 916

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Splendid Amalfi Coast - Small-Group Tour - October 2025

Trip customizable

Best price guaranteed

Begin by immersing yourself in the ancient ruins of Pompeii, a once-thriving ancient city frozen in time by the catastrophic eruption of Mount Vesuvius. Afterward, retreat to the idyllic town of Sorrento, where your charming hotel promises a comfortable respite. Venture out to the renowned island of Capri, nestled in the Bay of Naples, and be entranced by its natural beauty and cultural allure. Marvel at the picturesque hillside town of Positano, etched into the rugged coastline, before making your way back to the eternal city of Rome, enriched by the memories of this coastal sojourn

Art and architecture

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

13-99 yrs

Operated in

english

Destinations

Amalfi Coast & Campania, Sorrent

Amalfi Coast & Campania, Sorrento, Campania, Amalfi, Rome

Duration5 days

From

USD 2,000

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Grand Italian Experience - October 2025

4.8

(64 reviews )

No booking fees

Best price guaranteed

So much to do! Don't muss out on the additional dinners. Some are spectacular.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Dolomites, Lake Maggiore

Rome, Dolomites, Lake Maggiore, Viareggio, Florence, Puglia, Amalfi Coast & Campania, Naples, Assisi, Venice

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Duration17 days

From

USD 5,750

USD 4,723

Saving

USD 1,027

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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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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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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 3 of 154 Trips in Italy during October 2025 with 2,324 Reviews

See Italy tours by duration

Page 3 of 154 Trips in Italy during October 2025 with 2,324 Reviews

Discovering Venice - October 2025

All About Italy - October 2025

Classic Europe - October 2025

Explore Southern Italy - October 2025

Discovering Milan - October 2025

Discovery of Italy: 8 Days - October 2025

Local Living Italy—Tuscany San Gimignano - October 2025

Italian Intermezzo - October 2025

La Dolce Vita Experience - October 2025

Splendid Amalfi Coast - Small-Group Tour - October 2025

Grand Italian Experience - October 2025

Classical Sicily - October 2025

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

Amalfi Coast: Hike & Kayak - 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 3 of 154 Trips in Italy during October 2025 with 2,324 Reviews

See Italy tours by duration

Page 3 of 154 Trips in Italy during October 2025 with 2,324 Reviews