10 Best Italy Multiday Tours in October 2026

10% OFF TODAY

Veloce Italia - October 2026

4.6

(9 reviews )

No booking fees

Best price guaranteed

This tour covered all the best spots in Italy, from Rome to Venice. The guide was super helpful, and everything was well planned. I loved every moment!

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

6-80 yrs

Operated in

english

Destinations

Rome, Florence, Venice

10% OFF TODAY

Duration5 days

From

USD 1,425

USD 1,283

Saving

USD 143

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15% OFF TODAY

Amalfi, Pompeii & Vesuvius - 3 days - October 2026

No booking fees

Best price guaranteed

SMALL GROUP TOUR: Embark on a 3-day journey through history at Pompeii, where the bustling life of Ancient Romans is preserved in time. Marvel at the pastel-coloured houses and steep cliffs along the Amalfi Coast, immersing yourself in the glamour of La Dolce Vita. While Mount Vesuvius may seem calm today, its infamous eruption once reshaped the ancient world. Discover the Montecasino Abbey, majestically perched atop a mountain, serving as a haven for art, culture, and learning in this serene pilgrimage site.

Cultural, religious and historic sites

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

18-80 yrs

Operated in

english

Destinations

Rome, Salerno

15% OFF TODAY

Duration3 days

From

USD 1,865

USD 1,585

Saving

USD 280

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9% OFF TODAY

Tuscany and the Italian Riviera - October 2026

No booking fees

Best price guaranteed

From the rolling hills of Tuscany to the sun-soaked coast of the Italian Riviera, a romantic rendezvous with Italia awaits. Discover regal Turin, surrounded by alpine peaks. Spend a day exploring Cinque Terre’s rugged coastline. Relax with a 3-night stay in a Tuscan village and savor the sprawling vineyards and charming medieval hill towns of the region. Enjoy an interactive pasta-making demonstration. Visit Lucca, encircled by a stunning set of 16th century walls. Explore the iconic sites of Florence and the medieval charm of Greve in Chianti. Throughout your journey, discover a land rich in history, culture, and cuisine.

City sightseeing

Tour Type

Group Tour

Accommodation

Villa, Hotel

Age Range

1-99 yrs

Operated in

english

Destinations

Tuscany, Turin, La Spezia, Figline

9% OFF TODAY

Duration9 days

From

USD 2,649

USD 2,399

Saving

USD 250

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25% OFF TODAY

La Dolce Vita - 11 days - October 2026

No booking fees

Best price guaranteed

COACH TOUR: Take in the best of Italy on this 11-day journey from Rome, looping through Florence, Venice, and the sun-drenched south. Explore ancient ruins in Pompeii, cruise the canals of Venice, and marvel at the Vatican’s artistic treasures. Sip Tuscan wine in Montepulciano, discover Renaissance Florence, and see Pisa’s famous Leaning Tower. In the south, enjoy a formal dinner in Sorrento and a day trip to the glamorous island of Capri. With guided tours, scenic drives and plenty of local flavours, this trip blends history, culture and coastlines—perfect for anyone wanting a deep dive into Italy’s many highlights.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-80 yrs

Operated in

english

Destinations

Rome, Sorrento, Florence, Bologn

Rome, Sorrento, Florence, Bologna, Venice, Tuscany, Naples, Capri

25% OFF TODAY

Duration11 days

From

USD 3,465

USD 2,599

Saving

USD 866

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Super Sales

Italy: Tuscany and Umbria Vineyard Walks - October 2026

(8 reviews )

No booking fees

Best price guaranteed

An amazing holiday, an exceptional CEO and a lovely group of people in a truly beautiful part of Italy. I wish I could do it all over again!!

Walking tours

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

18-100 yrs

Operated in

english

Destinations

Rome, Florence, Tuscany, Umbria

Duration8 days

From

USD 3,999

USD 3,879

Saving

USD 120

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Super Sales

Highlights of Sicily - October 2026

(8 reviews )

No booking fees

Best price guaranteed

This was our first group travel experience ever and we were delighted by how easy and fun it was. We are definitely sold on GAdventures as a company and plan on using them in the future and telling our friends and family about them. We chose GAdventures because we liked that their trips were not jam-packed, had free time and flexibility. This trip exceeded all of our expectations!

City sightseeing

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

12-100 yrs

Operated in

english

Destinations

Palermo, Agrigento, Trapani, Cef

Palermo, Agrigento, Trapani, Cefalu, Lipari, Catania, Syracuse

Duration14 days

From

USD 3,949

USD 3,831

Saving

USD 118

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9% OFF TODAY

Shrines of Italy - October 2026

No booking fees

Best price guaranteed

From the hallowed Basilica of St. Francis to the glorious Sistine Chapel, discover why Italy is a bastion of Catholicism. Spend time at the Basilica of St. Francis in Assisi, the beloved saint’s hometown. Stay two nights in San Giovanni Rotondo. Reflect at the Grotto of Michael the Archangel. Discover the cathedral of Salerno and the abbey of Montecassino. Explore the burial sites of the Catacombs where the early Christians hid and venerated their dead. Attend the weekly Papal audience and receive the blessing given by the Holy Father. Discover Michelangelo’s Last Judgment mural and explore St. Peter’s Basilica. See the world’s most inspirational sites and relics on a journey through the rolling hills and lively cities of Italy.

Art and architecture

Tour Type

Group Tour

Accommodation

Hotel

Age Range

1-99 yrs

Operated in

english

Destinations

Rome, Assisi, San Giovanni Roton

Rome, Assisi, San Giovanni Rotondo, Amalfi Coast & Campania

9% OFF TODAY

Duration11 days

From

USD 2,849

USD 2,599

Saving

USD 250

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Reflections of Italy - October 2026

No booking fees

Best price guaranteed

Embark on a captivating journey that takes you from the piazzas of Rome to the canals of Venice. Discover the rolling hills of the scenic Tuscan and Umbrian countryside. Explore medieval hill towns and visit Assisi, the birthplace of St. Francis. Spend time at a historic winery in the heart of the Chianti region and enjoy a chef-led cooking class with lunch. Discover the masterpieces of the Renaissance in Florence. See glass transformed into exquisite art on Murano Island. Linger in iconic Venice for 2 nights. Journey to the shores of glamorous Lake Como. Encounter a land rich in history, culture, art, and romance.

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel

Age Range

1-99 yrs

Operated in

english

Destinations

Milan, Rome, Lake Como, Perugia

Milan, Rome, Lake Como, Perugia, Florence, Venice

Duration10 days

From

USD 2,949

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All'italiana - October 2026

No booking fees

Best price guaranteed

Short on time, but keen on Italy? This 8-day tour is everything you need; see Rome and Florence on foot with passionate local guides, explore Venice at your own pace on a free day, and marvel at the rolling hills of the Italian countryside and Tuscany’s beautiful Renaissance architecture. Experience Bologna, Siena and FlorenceTerre. From the Colosseum to the Venetian canals, we tick all those must-have boxes. In between, sip Italian wines, dine like the locals and live la bella vita. Bellissima!You can combine this itinerary with a tour of southern Italy.

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel

Age Range

6-80 yrs

Operated in

english, spanish

Destinations

Rome, Florence, Venice

Duration8 days

From

USD 1,880

USD 1,824

Saving

USD 56

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Northern Italian Lakes & Countryside - October 2026

18% OFF TODAY

Super Sales

Northern Italian Lakes & Countryside - October 2026

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, Lodge

Age Range

5-99 yrs

Operated in

english

Destinations

Milan, Baveno, Bergamo, Verona

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

18% OFF TODAY

Duration9 days

From

USD 2,725

USD 2,239

Saving

USD 486

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Super Sales

Cycle Tuscany - October 2026

No booking fees

Best price guaranteed

Explore the rolling hills and olive groves of Tuscany on this eight-day cycling adventure from Florence to Pisa. Cycle through small, traditional villages backdropped by mountain views in Barga, then ride the pulsing streets of Pisa to the famed lopsided tower. Visit one of the oldest bakeries in Italy, operating since 1885, for a taste of their delicious biscotti (and maybe an espresso, too) and soak up some of the stunning views of Garfagnana – Tuscany's mountainous escape – with a bike ride through the town. With stops in Vinci and Lucca, too, you’re bound to fall in love with provincial Italy (even more than you were before).

Bicycle tours

Tour Type

Small Group Tour

Accommodation

Hotel, Resort

Age Range

14-99 yrs

Operated in

english

Destinations

Florence, Pisa, Vinci, Barga, Ca

Florence, Pisa, Vinci, Barga, Castelnuovo Di Garfagnana, Lucca

Duration8 days

From

USD 3,145

USD 3,051

Saving

USD 94

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Country Roads Of Southern Italy And Sicily - October 2026

13% OFF TODAY

Super Sales

Country Roads of Southern Italy and Sicily - October 2026

4.6

(74 reviews )

No booking fees

Best price guaranteed

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

13% OFF TODAY

Duration14 days

From

USD 5,145

USD 4,492

Saving

USD 653

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7% OFF TODAY

Tuscan & Umbrian Countryside featuring Italy's Charming Hill Towns - October 2026

No booking fees

Best price guaranteed

On a journey through the less-traveled country roads of Umbria and Tuscany, discover another side to the Italy you love. Stroll Assisi’s old city, and explore the Umbrian hill town of Spoleto, where the gilded façade of the cathedral rivals with the silvery sheen of the olive trees. Visit Florence, the “Cradle of the Renaissance.” In Siena, stand inside one of Tuscany’s most ancient piazzas. Admire the famous towers of San Gimignano and hunt for truffles in the Umbrian countryside. Delight in regional specialties and Italian wine with every dinner. Feel like a local as you discover the marvels of wine, cuisine, culture, and history.

Countryside and village visits

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

1-99 yrs

Operated in

english

Destinations

Rome, Tuscany, Chianti, Umbria

Rome, Tuscany, Chianti, Umbria, Pienza

7% OFF TODAY

Duration11 days

From

USD 3,749

USD 3,499

Saving

USD 250

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Lake Como Walking - October 2026

4.9

(26 reviews )

No booking fees

Best price guaranteed

This was a great holiday. The hotel was in a perfect location at the quieter northern end of Lake Como with beautiful views of the lake and the Alps. Walks were varied. Tour leader Kristians was excellent and the group all got on well.

Active and outdoor

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

16-79 yrs

Operated in

english

Destinations

Milan, Gravedona, Livo, Sorico

Milan, Gravedona, Livo, Sorico, Bellagio, Como, Dongo

Duration8 days

From

USD 2,490

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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 2026

Page 10 of 298 Trips in Italy during October 2026 with 5,983 Reviews

See Italy tours by duration

Page 10 of 298 Trips in Italy during October 2026 with 5,983 Reviews

Veloce Italia - October 2026

Amalfi, Pompeii & Vesuvius - 3 days - October 2026

Tuscany and the Italian Riviera - October 2026

La Dolce Vita - 11 days - October 2026

Italy: Tuscany and Umbria Vineyard Walks - October 2026

Highlights of Sicily - October 2026

Shrines of Italy - October 2026

Reflections of Italy - October 2026

All'italiana - October 2026

Northern Italian Lakes & Countryside - October 2026

Cycle Tuscany - October 2026

Country Roads of Southern Italy and Sicily - October 2026

Tuscan & Umbrian Countryside featuring Italy's Charming Hill Towns - October 2026

Lake Como Walking - October 2026

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 2026

Page 10 of 298 Trips in Italy during October 2026 with 5,983 Reviews

See Italy tours by duration

Page 10 of 298 Trips in Italy during October 2026 with 5,983 Reviews