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 2,369

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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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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 2,729

USD 2,515

Saving

USD 214

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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

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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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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 1,195

USD 1,102

Saving

USD 93

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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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Italian Holidays - October 2025

4.6

(9 reviews )

No booking fees

Best price guaranteed

The Italy tour was a dream come true for us. A friendly, small group. A knowledgeable and personable guide. A great itinerary with amazing flexibility to start and concurs it suited us. Affordable and worth every penny

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Milan, Rome, Verona, Venice, Perugia

Duration7 days

From

USD 1,020

USD 989

Saving

USD 31

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15% OFF TODAY

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Wonders of Italy - October 2025

4.7

(76 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

15% OFF TODAY

Duration11 days

From

USD 3,075

USD 2,606

Saving

USD 469

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Best of Italy - October 2025

(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 4,638

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10% OFF TODAY

Mamma Mia! Best Of Italy - October 2025

4.8

(9 reviews )

No booking fees

Best price guaranteed

I took this tour with my family, including my two teenagers, and we all had a blast! The tour was well-paced with a mix of guided activities and free time, which was great for us. My kids loved the visit to Pompeii—they’ve been fascinated by it since learning about it in school. The gondola ride in Venice was another highlight that we all enjoyed. The hotels were family-friendly, and our guide, Sergio, was wonderful with the kids, keeping them engaged throughout. I’d highly recommend this tour for families wanting to explore Italy together.

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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15% OFF TODAY

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Discovering Rome - October 2025

Trip customizable

Best price guaranteed

Rome is a fabulous mix of history, archaeology, art, religion, and delicious food; and it certainly is the most popular place to visit in Italy. Truth is, Rome is a city that hardly leaves you indifferent. It's the kind of place you either love or hate – and most inevitably love it.

Art and architecture

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

6-99 yrs

Operated in

english

Destinations

Rome

15% OFF TODAY

Duration4 days

From

USD 1,346

USD 1,144

Saving

USD 202

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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 148 Trips in Italy during October 2025 with 1,739 Reviews

See Italy tours by duration

Page 3 of 148 Trips in Italy during October 2025 with 1,739 Reviews

Classical Sicily - October 2025

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

Campania Region Highlights, Private Tour - October 2025

Simply Italy - October 2025

Ultimate Italy - October 2025

Italian Espresso - October 2025

Rome, Florence & Venice - 8 days - October 2025

Italian Escape - October 2025

Ancient Sicily - October 2025

Italian Holidays - October 2025

Wonders of Italy - October 2025

Best of Italy - October 2025

Mamma Mia! Best Of Italy - October 2025

Discovering Rome - 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 148 Trips in Italy during October 2025 with 1,739 Reviews

See Italy tours by duration

Page 3 of 148 Trips in Italy during October 2025 with 1,739 Reviews