10 Best Italy Multiday Tours in October 2027

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Italian Holiday - October 2027

4.8

(154 reviews )

No booking fees

Best price guaranteed

Very well organized from beginning to end

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, The Vatican, Venice, Veron

Rome, The Vatican, Venice, Verona, Florence

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Duration7 days

From

USD 2,125

USD 1,811

Saving

USD 314

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Private Tour of Sicily from Palermo - October 2027

4.8

(4 reviews )

Trip customizable

Best price guaranteed

This is our first private tour and I must say it met all our expectations. Our driver/guide Carlo took very good care of us, told us informative and amusing stories along the way and took us to wonderful restaurants. He made sure all our needs our taken cared of. In Sicily especially I think the private tour is a big advantage as there are many places where only small vehicles can go through. We made the right decision in choosing this tour.

City sightseeing

Tour Type

Private Tour

Accommodation

Hotel, Villa

Age Range

20-99 yrs

Operated in

english

Destinations

Palermo, Catania, Taormina, Sici

Palermo, Catania, Taormina, Sicily, Agrigento, Marsala, Monreale

Duration8 days

From

USD 3,151

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Treasures of Italy - October 2027

4.8

(88 reviews )

No booking fees

Best price guaranteed

It was a fast paced trip. It is a bit difficult staying only one night in a few places, just the logistics of packing up several nights and having everything ready for the next day is challenging. But, that being said I thoroughly enjoyed seeing so many things through out Italy. That inconvenience was minor in comparison to the amount of ground we covered.

Museum and gallery visits

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Venice

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Duration11 days

From

USD 5,125

USD 4,894

Saving

USD 231

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Private Gourmet Wine Tour in Tuscany - October 2027

4.5

(2 reviews )

Trip customizable

Best price guaranteed

What a beautiful time spent in Tuscany on this trip. This was a wonderful tour. Great accommodations! Fabulous wines and meals. We had a wonderful driver, Brando, who was patient and knowledgeable. This is a trip well worth it. Villa Lecchi was elegant and made us feel very special! Spectacular location in the heart of Chianti hills

Food toursWine tasting tours

Tour Type

Private Tour

Accommodation

Hotel

Age Range

22-89 yrs

Operated in

english, german

Destinations

Tuscany, Chianti, Florence, Sien

Tuscany, Chianti, Florence, Siena, Pisa

Duration4 days

From

USD 2,846

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Ultimate Italy - October 2027

(30 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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Italy Bellissimo - October 2027

4.7

(224 reviews )

No booking fees

Best price guaranteed

Amazing variety of experiences, excellent tour guide and local specialists. I also loved that Trafalgar supports local artists and family run farms. A highlight for me was the Make Travel Matter experience with the weavers.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Capri, Assisi, Venice, Montecatini Terme

Duration11 days

From

USD 3,305

USD 3,206

Saving

USD 99

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The Heart of the Cilento National Park - October 2027

(2 reviews )

Trip customizable

Best price guaranteed

Thank you so much for making this a GREAT vacation.

Trekking and Hiking

Tour Type

Private Tour

Age Range

18-99 yrs

Operated in

English

Destinations

Amalfi Coast & Campania, Paestum

Amalfi Coast & Campania, Paestum, Valle Dell'Angelo, Roscigno, Sant'Angelo A Fasanella

Duration9 days

From

USD 810

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Northern Italian Lakes & Countryside - October 2027

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Northern Italian Lakes & Countryside - October 2027

3.9

(48 reviews )

No booking fees

Best price guaranteed

This tour took us to some amazing destinations. Our tour director, and our bus operator were absolutely exceptional.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

5-99 yrs

Operated in

english

Destinations

Milan, Baveno, Bergamo, Verona

Milan, Baveno, Bergamo, Verona, Mantua, Garda, Modena

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Duration9 days

From

USD 2,725

USD 2,239

Saving

USD 486

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13% OFF TODAY

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Splendours of Italy - October 2027

(27 reviews )

No booking fees

Best price guaranteed

Very organized with a professional tour director and Driver!

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Florence, Bay Of Naples, A

Rome, Florence, Bay Of Naples, Assisi, Venice, Milan

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Duration13 days

From

USD 2,725

USD 2,361

Saving

USD 364

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Discover Castel del Monte (UNESCO) - 2 Hour Guided Tour - October 2027

Trip customizable

Best price guaranteed

In the heart of Puglia is hidden the most important monument of the Middle Ages in Italy, a treasure of beauty and mystery to explore. Castel del Monte was built on top of a hill where you can see a good part of the Puglia Region and the cities of the coast with a beautiful landscape. Castel del Monte is certainly the most important building that has left the Emperor Frederick II Hohenstaufen of Swabia, full of mysteries not fully revealed. At the base of its construction there is always the number 8. After many years of neglect, during which the castle was stripped of furniture and decorations of marble, has become a refuge for shepherds, brigands and political refugees. In 1876 the castle was bought and restored by the Italian state. In 1996 it was declared a UNESCO World Heritage for the perfection of its shape and the harmonious union of cultural elements from northern Europe, the Islamic world and classical antiquity and because it represented the personality of its creator Frederick II Hohenstaufen. The tour you will discover the exteriors and interiors of the 'castle' and describe the secrets of the historical context in which it was built.

Cultural, religious and historic sites

Tour Type

Group Tour

Age Range

5-79 yrs

Operated in

english, german, italian

Destinations

Andria

Duration2 hours

From

USD 129

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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 2027

10 Trips in Italy during October 2027 with 575 Reviews

See Italy tours by duration

10 Trips in Italy during October 2027 with 575 Reviews

Italian Holiday - October 2027

Private Tour of Sicily from Palermo - October 2027

Treasures of Italy - October 2027

Private Gourmet Wine Tour in Tuscany - October 2027

Ultimate Italy - October 2027

Italy Bellissimo - October 2027

The Heart of the Cilento National Park - October 2027

Northern Italian Lakes & Countryside - October 2027

Splendours of Italy - October 2027

Discover Castel del Monte (UNESCO) - 2 Hour Guided Tour - October 2027

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 2027

10 Trips in Italy during October 2027 with 575 Reviews

See Italy tours by duration

10 Trips in Italy during October 2027 with 575 Reviews