10 Best Italy Multiday Tours in October 2025

Via Degli Dei: Bologna to Florence - October 2025

4.8

(8 reviews )

No booking fees

Best price guaranteed

Beautiful, varied walk through Emilia Romagna and Tuscany.

Walking tours

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Florence, Bologna, Sasso Marconi

Florence, Bologna, Sasso Marconi, Monzuno, Bruscoli, San Piero A Sieve, Olmo, Fiesole

Duration8 days

From

USD 1,190

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Piedmont: Land of Barolo and Barbera - October 2025

4.8

(12 reviews )

No booking fees

Best price guaranteed

We loved our walking trip the land of Barolo and Barbera. We learnt an enormous amount about the Piedmont and experienced firsthand the vineyards and wineries of the area. The scenery was amazing. The walk was easy to intermediate but we had some extremely hot weather which was unexpected, making the walk more challenging, but without the heat it would’ve been a very pleasant and manageable walk. Accommodation along the way was terrific. The transfers and other administrative aspects of the walk went incredibly smoothly. The last hotel was amazing with Carlo the owner of the restaurant and hotel being an amazing chef and host. But many others were wonderful as well. The accomodation and restaurant in Cissone was also worthy of special comment. The trip notes said it may be possible to buy lunch along the way but it is generally best to be prepared with your own food. Sometimes there is nothing available or open. We would highly recommend the trip. We went back over the route by car two weeks later which expanded our knowledge and understanding and love of the area.

Walking tours

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Piedmont & Valle d’Aosta, Cortem

Piedmont & Valle d’Aosta, Cortemilia, Alba, Roddi, Monforte D'Alba, Cissone, Cravanzana

Duration8 days

From

USD 1,120

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15% OFF TODAY

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Grand Italy & Sicily - October 2025

4.7

(71 reviews )

No booking fees

Best price guaranteed

It covers so many areas in Italy We got exposed to so much history and culture

Wine tasting tours

Tour Type

Group Tour

Accommodation

Hotel, Resort, Villa

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Palermo, Sorrento, Capri

Rome, Palermo, Sorrento, Capri, Alberobello, Giardini Naxos, Santa Margherita, Portofino, Lake Maggiore, Venice, Florence

15% OFF TODAY

Duration17 days

From

USD 8,250

USD 6,993

Saving

USD 1,257

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Southern Italy - October 2025

4.8

(40 reviews )

No booking fees

Best price guaranteed

This trip is for you if you're searching for delicious food, helpful guidance, and entertaining company! Excellent use of ten days! As a solo traveler, I really appreciated having my own room because at some other companies, you have to share a room with a stranger. Alessandro was an excellent guide who added much enjoyment to the trip.

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel

Age Range

6-80 yrs

Operated in

english, spanish, portuguese

Destinations

Rome, Taormina, Sorrento, Palerm

Rome, Taormina, Sorrento, Palermo, Agrigento, Ragusa

Duration11 days

From

USD 4,450

USD 4,317

Saving

USD 134

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15% OFF TODAY

Italian Expresso - 5 days - October 2025

No booking fees

Best price guaranteed

COACH TOUR: Explore the best of central Italy on this five-day journey from Rome to Venice, with scenic stops in Florence, Bologna and the Tuscan countryside. Visit Assisi and Siena en route to Florence, where Renaissance treasures and Tuscan cuisine await. Wander Bologna’s historic streets and enjoy a street food tasting before heading to Venice for gondolas, cicchetti and grand architecture. Wrap up with wine and views in hilltop Montepulciano before returning to Rome. With guided sightseeing, regional flavours and iconic landmarks throughout, this compact adventure is perfect for travellers keen to experience Italy’s cultural heart in style.

Sightseeing Tours

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-80 yrs

Operated in

english

Destinations

Rome, Tuscany, Florence, Bologna

Rome, Tuscany, Florence, Bologna, Venice

15% OFF TODAY

Duration5 days

From

USD 1,475

USD 1,254

Saving

USD 221

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Beautiful Europe - October 2025

No booking fees

Best price guaranteed

Six countries, sixteen days, and a wealth of memories await on the "Beautiful Europe" tour. Perfect for seniors, this city sightseeing trip starts and ends in Prague, weaving through Budapest, Vienna, Innsbruck, and more. With all accommodations, meals, and transport provided, you can relax and savor the ever-changing scenery. The tour’s USP lies in its extensive itinerary—offering a panoramic sweep of Europe’s finest cities without sacrificing comfort or leisure.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

15-99 yrs

Operated in

english

Destinations

Budapest, Rome, Vienna, Prague

Budapest, Rome, Vienna, Prague, Munich, Zurich, Venice, Salzburg, Innsbruck, Milan, Florence

Duration16 days

From

USD 2,548

USD 2,472

Saving

USD 76

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Southern Pearls (on Request) - October 2025

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Southern Pearls (on Request) - October 2025

Trip customizable

Best price guaranteed

Drive through some of Italy's most iconic locations on this five-day tour that takes you through Naples, Pompeii, Sorrento and Capri. Spend the second half of the tour explore the wonderful coastal town of Positano at leisure. Relax at the hotel, discover the breath-taking surroundings, or even plunge into the warm waters of the Mediterranean.

Art and architecture

Tour Type

Group Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english, spanish

Destinations

Rome, Sorrento, Positano

15% OFF TODAY

Duration5 days

From

USD 3,355

USD 2,852

Saving

USD 503

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Lake Como Rambling - October 2025

(2 reviews )

No booking fees

Best price guaranteed

A stunning walk around Lake Como. Lake Como is a gorgeous blue watery ribbon carved between the adjacent mountains - for a length of 46km - during the last ice age by powerful glaciers. It has an average depth of 154m but at its deepest dives to 410m. It branches into two legs at a junction between the attractive villages of Bellagio, Varenna and Menaggio on opposing lakeshores. At the end of the western limb of the lake is the attractive city of Como, which is the starting point of this walking tour. The area was no secret to the Romans who once built villas along its length, and many of the wealthy came to retire by the lake. Many of these villas have admirable gardens which benefit from the mild climate induced by the stabilising presence of 22.5km³ of lake water and are able to include tropical as well as temperate plants. With the advent of resort-type tourism from Victorian times, hotels were built for wealthy European and American tourists who promenaded around the lakeshore and into the surrounding hills. You too can discover the attractions and beauty of the area with a unique selection of walks, ferry crossings and variety of hotel locations.

Walking tours

Tour Type

Private Tour

Accommodation

Hotel, Villa, Hut, Resort

Age Range

18-99 yrs

Operated in

english

Destinations

Lake Como, Como, Breglia

Duration8 days

From

USD 2,090

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Country Roads Of Northern Italy - October 2025

14% OFF TODAY

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Country Roads of Northern Italy - October 2025

4.5

(48 reviews )

No booking fees

Best price guaranteed

Keep the flexibility of the add on activities.

AdventureCity sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

5-99 yrs

Operated in

english

Destinations

Milan, Trento, Lake Maggiore

14% OFF TODAY

Duration10 days

From

USD 4,450

USD 3,841

Saving

USD 609

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Italian Treasures - October 2025

4.3

(20 reviews )

No booking fees

Best price guaranteed

The best part of the tour was the tour guide from Berlin- Encarnie

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Florence, Genoa, Milan, Ve

Rome, Florence, Genoa, Milan, Verona, Venice, Perugia

Duration11 days

From

USD 1,599

USD 1,551

Saving

USD 48

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Highlights of Matera and Apulia Private Tour - October 2025

(1 review )

Trip customizable

Best price guaranteed

Private Tour around Apulia and Matera beyond our expectations .Very good the Hotel in Matera, Dimora di Metello..but also Tenuta Monacelle near Alberobello. Great local guide and meals. I only think you should had add an extra day in Apulia, 5 days are not enough. Anyway excellent tour and service. Very good value for money

Sightseeing ToursFood tours

Tour Type

Private Tour

Accommodation

Hotel

Age Range

20-99 yrs

Operated in

english

Destinations

Matera, Puglia, Polignano A Mare

Matera, Puglia, Polignano A Mare, Alberobello, Monopoli, Bari

Duration5 days

From

USD 2,310

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6% OFF TODAY

Italian Vistas - October 2025

No booking fees

Best price guaranteed

From the ancient ruins of Pompeii to the chic charm of the Sorrento Coast, embark on a spectacular Italian getaway. Enjoy multiple-night stays in Rome, the charming coastal town of Sorrento, Florence, Venice, and Stresa in the Lake District. Discover the treasures of Classical Rome, including the Colosseum. Walk in the footsteps of the ancient Romans in Pompeii. Take a boat to the enchanting Isle of Capri. See the gems of the Renaissance in Florence, a veritable open-air museum. Marvel at the Leaning Tower of Pisa and stroll the streets of Verona. Stop at a Tuscan winery and farm for a lunch of regional specialties and wines. Tour Venice and walk the Castello district. Cruise to Isola dei Pescatori, one of the scenic Borromean Islands. Delve deeper into its history and culture as you visit some of the world’s most beautiful locales.

Natural landmarks sightseeing

Tour Type

Group Tour

Accommodation

Resort, Hotel

Age Range

1-99 yrs

Operated in

english

Destinations

Rome, Lombardy & the Lakes, Lake Maggiore

6% OFF TODAY

Duration13 days

From

USD 4,499

USD 4,249

Saving

USD 250

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Walking the Highlights of Western Sicily Walk - October 2025

(1 review )

No booking fees

Best price guaranteed

This was a wonderful break. You stay at a number of very beautiful places: Scapello, Marettimo and San Vito La Capo. The walking is enjoyable but not too challenging. There are many opportunities to enjoy the food and culture of this part of Sicily; for example the town of Erice and the ancient site of Segasta. We also had a chance to spend an evening in Trapani and i would really recommend this too. I hadnt done self-guided walking before but really enjoyed it. We went in April and the weather was super. Not too hot so perfect for walking and little rain.

Trekking and Hiking

Tour Type

Private Tour

Accommodation

Hotel

Age Range

13-99 yrs

Operated in

english

Destinations

Sicily, Marettimo, Punta Libeccio

Duration8 days

From

USD 1,895

USD 1,838

Saving

USD 57

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The Essential of Italy end Milan - October 2025

4.6

(5 reviews )

No booking fees

Best price guaranteed

Europamundo was such an amazing tour company to book Everything was so fabulous and the tour itself was amazing. Our guide Paula was so informative, splendid, lovely I am so impressed she always did her informational in multiple languages to ensure no one missed anything. I learned so much more than I would have seeing Italy on my own.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Milan, Rome, Siena, Florence, Genoa

Duration9 days

From

USD 1,248

USD 1,211

Saving

USD 37

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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 10 of 426 Trips in Italy during October 2025 with 5,305 Reviews

See Italy tours by duration

Via Degli Dei: Bologna to Florence - October 2025

Piedmont: Land of Barolo and Barbera - October 2025

Grand Italy & Sicily - October 2025

Southern Italy - October 2025

Italian Expresso - 5 days - October 2025

Beautiful Europe - October 2025

Southern Pearls (on Request) - October 2025

Lake Como Rambling - October 2025

Country Roads of Northern Italy - October 2025

Italian Treasures - October 2025

Highlights of Matera and Apulia Private Tour - October 2025

Italian Vistas - October 2025

Walking the Highlights of Western Sicily Walk - October 2025

The Essential of Italy end Milan - October 2025

Page 10 of 426 Trips in Italy during October 2025 with 5,305 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 2025

Page 10 of 426 Trips in Italy during October 2025 with 5,305 Reviews

See Italy tours by duration

Page 10 of 426 Trips in Italy during October 2025 with 5,305 Reviews