10 Best Italy Multiday Tours in October 2027

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Country Roads of Southern Italy and Sicily - October 2027

4.6

(65 reviews )

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It’s a wonderful itinerary however going to Rome and not visiting the San Pedro Basilica makes the itinerary less attractive.

Adventure

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Palermo, Catania, Taormina

Rome, Palermo, Catania, Taormina, Capri, Alberobello, Matera

Duration14 days

From

USD 6,225

USD 6,038

Saving

USD 187

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13% OFF TODAY

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Splendours of Italy - October 2027

(27 reviews )

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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

13% OFF TODAY

Duration13 days

From

USD 2,725

USD 2,361

Saving

USD 364

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Country Roads Of Italy, A Women-only Tour - October 2027

15% OFF TODAY

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Country Roads of Italy, a Women-Only Tour - October 2027

4.7

(3 reviews )

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It was great traveling with other women. I felt some days were too busy, especially the miles we went one day for 45 minutes at a spare. Really enjoyed the meals.

Adventure

Tour Type

Group Tour

Accommodation

Hotel, Villa, Resort

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Venice, San Gimignano, Luc

Rome, Venice, San Gimignano, Lucca, Parma, Sorrento, Todi, Perugia, Florence

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Duration16 days

From

USD 7,475

USD 6,342

Saving

USD 1,133

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Rome by golf-cart private tour - October 2027

(4 reviews )

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We had a 7 hour private golf cart tour with Eduardo. He took us to see all the sites that we wanted to see. He brought us to unique places we would never of known about. Eduardo was so personable and knowledgeable . I highly recommend this tour!!

Sightseeing Tours

Tour Type

Private Tour

Age Range

1-99 yrs

Operated in

english, german, dutch, italian, spanish

Destinations

Rome

Duration3 hours

From

USD 117

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Rome, Venice & the Jewels of Veneto (2027) - October 2027

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Begin your journey in romantic Venice. Treat yourself to a private evening lighting ceremony at St. Mark’s Basilica, explore the colorful facades of Burano, and sail south to discover Chioggia—a charming southern port loved by fishermen, artists, and anyone looking for unique gifts or souvenirs. Complete your spectacular Italian adventure with a stay in Rome, where a local guide will whisk you away to the city’s most charming and historic sites.

River cruise

Tour Type

Cruise Tour

Accommodation

Ship Cabin, Hotel

Age Range

2-99 yrs

Operated in

English

Destinations

Rome, Venice, Burano, Chioggia

Duration11 days

From

USD 5,999

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Venice & the Jewels of Veneto (2027) - October 2027

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This ultimate Venetian vacation is perfected by one unique quality: your stay onboard our floating boutique hotel. Not only will you benefit from an enviable location in Venice, you’ll also find that your hotel transports you to hidden gem towns nearby. Explore the waterfront shops, colorful facades and peaceful canals unique to Burano, Mazzorbo and Torcello. Farther south, discover Chioggia—a charming southern port loved by fishermen. And savor the spectacular wine and cuisines of this region every step of the way.

River cruise

Tour Type

Cruise Tour

Accommodation

Hotel, Ship Cabin

Age Range

2-99 yrs

Operated in

English

Destinations

Venice, Burano, Chioggia

Duration8 days

From

USD 3,499

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Sardinia Adventure - October 2027

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Sardinia is a showcase of classic Mediterranean beauty with turquoise seas, pale-gold sands and dramatic rock formations. But with an adventurous spirit and the best tour leader around, you’ll experience its natural wonders from angles most never reach. Staying at a family-run hotel in the Dorgali area, we hike the mighty Gorropu Gorge, cycle through pinewoods to a golden beach (barbecue included), and kayak along the coast to discover sea coves and secret grottoes. Pack your sense of adventure, leave the rest to Sardinia and your tour leader.

Cultural, religious and historic sites

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

16-99 yrs

Operated in

english

Destinations

Dorgali, Gorropu Gorge, Cala Lun

Dorgali, Gorropu Gorge, Cala Luna, Tiscali

Duration7 days

From

USD 2,100

USD 2,037

Saving

USD 63

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Journeys: Northern Italy, Venice to Florence - October 2027

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Connect with stunning landscapes, rich Italian heritage and delicious food on this 7-day journey through northern Italy. Experience the iconic canals and historic architecture of Venice and soak in the picturesque beauty of the coastal villages of Cinque Terre on the Italian Riviera. Visit the birthplace of the Renaissance–Florence, a city steeped in art and art history.

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

12-100 yrs

Operated in

english

Destinations

Florence, Venice, Cinque Terre

Duration7 days

From

USD 2,999

USD 2,909

Saving

USD 90

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Journeys: Southern Italy, Naples to Rome - October 2027

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Bask in the natural beauty and in the incredible food of southern Italy on this 8-day explorative journey from Naples to Rome. Walk in ancient footsteps alongside an archaeologist through Pompeii, a city preserved for centuries by ash and volcanic debris. Follow trails with spectacular views along the Amalfi Coast. Take a foodie walk in Naples and visit a lemon farm in Sorrento before heading to Rome, Italy’s capital to soak in the culture, history and iconic monuments.

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

12-100 yrs

Operated in

english

Destinations

Rome, Naples, Sorrento, Amalfi Coast

Duration8 days

From

USD 3,399

USD 3,297

Saving

USD 102

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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

Page 2 of 23 Trips in Italy during October 2027 with 988 Reviews

See Italy tours by duration

Page 2 of 23 Trips in Italy during October 2027 with 988 Reviews

Country Roads of Southern Italy and Sicily - October 2027

Splendours of Italy - October 2027

Country Roads of Italy, a Women-Only Tour - October 2027

Rome by golf-cart private tour - October 2027

Rome, Venice & the Jewels of Veneto (2027) - October 2027

Venice & the Jewels of Veneto (2027) - October 2027

Sardinia Adventure - October 2027

Journeys: Northern Italy, Venice to Florence - October 2027

Journeys: Southern Italy, Naples to Rome - 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

Page 2 of 23 Trips in Italy during October 2027 with 988 Reviews

See Italy tours by duration

Page 2 of 23 Trips in Italy during October 2027 with 988 Reviews