10 Best Italy Multiday Tours in October 2026

Accommodations

BudgetSimple stays with essential amenities. Typically guesthouses, hostels or hotels rated below 3 stars — clean, no-frills, and great for value-conscious travelers.
Mid-rangeComfortable and reliable 3-star stays. Expect private rooms, en-suite bathrooms, and solid amenities — a great balance between comfort and cost.
PremiumUpscale 4-5 star hotels and lodges. Enjoy high-end service, refined comfort, and premium locations — ideal for travelers seeking extra indulgence.

Italy’s Lakes & Bernina Express: Small Group Tour - October 2026

Trip customizable

Best price guaranteed

Experience the best of Northern Italy and the Swiss Alps on this unforgettable 8-day small group tour. Explore the romantic canals of Venice, sip wine in Franciacorta, cruise across Lakes Garda and Como, and ride the iconic Bernina Express through breathtaking alpine landscapes. With guided city tours, scenic boat rides, and wine tastings, this journey blends culture, charm, and natural beauty—perfect for travelers seeking a relaxed yet enriching Italian escape

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel, Luxury Hotel, Resort

Age Range

7-99 yrs

Operated in

english

Destinations

Milan, Venice, Bergamo

Duration8 days

From

USD 2,652

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Classic Italy & the Dolomites - October 2026

Trip customizable

Best price guaranteed

From the historic wonders of Rome, Florence, and Venice to the chic elegance of Milan, discover Italy’s rich culture, art, and cuisine. Travel by train and coach through Bologna, Verona, and Lake Garda, then board the scenic Bernina Express into the Swiss Alps. Explore the enchanting Dolomites, picturesque lakes, and hidden gems like Bolzano, Cortina, and Bassano del Grappa. With guided tours, local tastings, and unforgettable scenery, this immersive itinerary offers the perfect blend of Italy’s classics and natural treasures

Explorer

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

12-99 yrs

Operated in

english

Destinations

Milan, Rome, Florence, Dolomites

Milan, Rome, Florence, Dolomites, Venice, Bolzano, Merano

Duration13 days

From

USD 4,947

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Italy’s Grand Tour - October 2026

Trip customizable

Best price guaranteed

Discover world-famous landmarks, medieval towns, and stunning natural landscapes while indulging in Italy’s rich culinary traditions. Explore ancient ruins in Rome, the masterpieces in Florence, and romantic canals in Venice. Journey through the lakes of Como and Garda, ride the scenic Bernina Express through the Swiss Alps, and wander the cultural treasures of Milan, Bolzano, and Cortina d’Ampezzo. With guided tours, regional delicacies, and unforgettable scenic drives, this grand tour offers the very best of Italy—perfectly crafted for travelers seeking a once-in-a-lifetime Italian experience

Explorer

Tour Type

Group Tour

Accommodation

Hotel, Luxury Hotel, Resort

Age Range

12-99 yrs

Operated in

english

Destinations

Milan, Rome, Bolzano, Merano, Do

Milan, Rome, Bolzano, Merano, Dolomites, Florence, Venice, Bergamo

Duration17 days

From

USD 6,022

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Rome & Puglia Discovery: Small Group Experience - October 2026

Trip customizable

Best price guaranteed

Explore Rome at your own pace before heading south by high-speed train to discover charming whitewashed villages, UNESCO-listed wonders like Alberobello and Matera, dramatic coastal towns, and rich Baroque architecture. With guided tours, authentic regional cuisine, local wine tastings, and stays in handpicked accommodations, this itinerary offers a perfect blend of culture, history, and culinary delights—all wrapped in warm southern hospitality

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

12-99 yrs

Operated in

english

Destinations

Rome, Puglia, Bari, Alberobello

Rome, Puglia, Bari, Alberobello, Matera, Lecce

Duration11 days

From

USD 3,921

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Timeless Southern Italy: Rome, Sorrento & Puglia - October 2026

Trip customizable

Best price guaranteed

From the Eternal City of Rome to the sun-kissed shores of Sorrento and the enchanting island of Capri, the adventure continues across Puglia’s most iconic treasures—Alberobello’s Trulli, Matera’s ancient cave dwellings, Lecce’s baroque elegance, and the coastal charm of Otranto and Monopoli. With a mix of guided sightseeing, cultural experiences, and culinary delights, this 12-day tour offers the perfect balance of discovery and leisure through Italy’s most captivating southern landscapes

Explorer

Tour Type

Group Tour

Accommodation

Hotel

Age Range

12-99 yrs

Operated in

english

Destinations

Bari, Rome, Lecce, Sorrento, Cap

Bari, Rome, Lecce, Sorrento, Capri, Alberobello, Matera

Duration12 days

From

USD 4,287

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Italy’s Southern Charm: Rome to Puglia - October 2026

Trip customizable

Best price guaranteed

Discover Italy’s timeless charm on this 7-day journey from the Eternal City to the Adriatic coast. Begin in Rome, where ancient history and vibrant street life converge, then head south to explore the ruins of Pompeii and the coastal beauty of Sorrento and Capri. Dive into the flavors and energy of Naples before crossing the country by high-speed train to the charming city of Bari, where Romanesque architecture and seaside strolls await. A perfect blend of culture, history, and local life—crafted for the curious traveler

Explorer

Tour Type

Private Tour

Accommodation

Hotel

Age Range

7-99 yrs

Operated in

english

Destinations

Bari, Rome, Colosseum, Pompeii

Bari, Rome, Colosseum, Pompeii, Capri, Naples

Duration7 days

From

USD 2,272

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Italy Unveiled: Discover Italy from North to South - October 2026

Trip customizable

Best price guaranteed

Begin in Venice, where romantic canals, grand palaces, and lagoon islands set the stage. Continue to Florence, the cradle of the Renaissance, where masterpieces and architecture await around every corner. In Rome, step into the heart of ancient empire with skip-the-line access to the Colosseum. Head south through the ruins of Pompeii to reach Sorrento, your base for discovering Capri and enjoying the best of the Amalfi Coast lifestyle. Conclude your adventure in Naples and Bari, where vibrant street life, historic treasures, and authentic southern cuisine complete your Italian escape

Explorer

Tour Type

Private Tour

Accommodation

Hotel

Age Range

7-99 yrs

Operated in

english

Destinations

Bari, Venice, Florence, Rome, Co

Bari, Venice, Florence, Rome, Colosseum, Sorrento, Capri, Naples

Duration11 days

From

USD 3,369

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Rome & Live Like a Local in a Tuscan Villa - October 2026

Trip customizable

Best price guaranteed

Experience Italy like never before with a stay at the historic Villa Casagrande, where rolling vineyards, timeless villages, and authentic Italian living await. This immersive journey blends comfort and culture—enjoy guided tours of Florence and San Gimignano, hands-on cooking classes, wine tastings, and free time to unwind in the villa’s gardens or by the pool. More than a tour, it’s your chance to live like a local in the heart of Tuscany from Rome

Explorer

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

7-99 yrs

Operated in

english

Destinations

Rome, Tuscany, Lucca, San Gimignano

Duration9 days

From

USD 2,344

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Best of Puglia: Small Group Tour - October 2026

Trip customizable

Best price guaranteed

Discover the heart of Puglia on a perfectly paced tour that blends history, charm, and culture. From the lively streets of Bari to the fairytale Trulli of Alberobello, the cave city of Matera, the elegant baroque towns of Lecce and Martina Franca, and the coastal gems of Otranto and Monopoli — this immersive experience showcases the best of Italy’s hidden south. With UNESCO sites, whitewashed hilltowns, and panoramic Adriatic views, this is Southern Italy at its finest

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

12-99 yrs

Operated in

english

Destinations

Bari, Alberobello, Lecce

Duration8 days

From

USD 2,989

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Rome Revealed: A Classic City Break - October 2026

Trip customizable

Best price guaranteed

Discover the timeless charm of Rome with this 3-night city break, featuring 4-star accommodation and daily breakfast. Enjoy seamless private transfers to and from the airport or train station, and immerse yourself in the city’s rich history with guided tours of the Vatican Museums and the Sistine Chapel, as well as the Roman Forum, Palatine Hill, and Colosseum. With entrance tickets, professional guides, and headsets included, this package offers an unforgettable journey through the Eternal City

Explorer

Tour Type

Private Tour

Accommodation

Hotel

Age Range

12-99 yrs

Operated in

english

Destinations

Milan, Rome

Duration4 days

From

USD 802

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Puglia Express: 5 Days of Southern Charm - October 2026

Trip customizable

Best price guaranteed

Begin in Bari and transfer to the Itria Valley for a warm welcome and dinner. Explore the Grotte di Castellana, the trulli houses of Alberobello, and the “white city” of Ostuni. Visit Lecce, the “Florence of the South,” and the historic treasures of Otranto. Experience the unique Sassi neighborhoods of Matera before concluding your adventure in the Bari area. Enjoy a perfect blend of history, culture, and stunning landscapes throughout this unforgettable tour

Explorer

Tour Type

Group Tour

Accommodation

Hotel

Age Range

7-99 yrs

Operated in

english

Destinations

Bari, Itria Valley

Duration5 days

From

USD 1,362

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Food And Walking On The Amalfi Coast, Small Group Tour - October 2026

15% OFF TODAY

Super Sales

Food And Walking On The Amalfi Coast, Small Group Tour - October 2026

Trip customizable

Best price guaranteed

Embark on an unforgettable journey along the Amalfi Coast, where tradition, adventure, and technology converge in a single tour. Experience the flavours of Southern Italy as you dine on traditional Neapolitan pizza, enjoy creamy limoncello gelato, and feast on the freshest seafood from the Tyrrhenian Sea. Explore local markets, discover the art of pasta making, and indulge in wine tastings at scenic vineyards. Lace up your hiking boots for breathtaking adventures along rugged coastal paths, guided by experts through lemon groves, wildflower meadows, and nature reserves. Capture stunning vistas of the Gulf of Naples, Mount Vesuvius, and the Amalfi Coast, ensuring unforgettable memories. This tour offers a fusion of culinary delights and outdoor exploration, providing a well-rounded and captivating experience on the breathtaking Sorrento Coast. Join our eight-day small group tour of up to 16 people for an unforgettable experience.

Active and outdoorAdventure

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

20-99 yrs

Operated in

english

Destinations

Naples, Agerola, Positano, Pompe

Naples, Agerola, Positano, Pompeii, Sorrento, Capri

15% OFF TODAY

Duration8 days

From

USD 2,076

USD 1,765

Saving

USD 311

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A Taste of Italy: 8 Days - Classic - October 2026

Trip customizable

Best price guaranteed

Like a creamy gelato or hot espresso, one taste of Italy can linger for a lifetime. Travelling from the Eternal City of Rome and up through the hazy hills of Tuscany, you’ll spend eight days sampling the best of Assisi, Siena, Florence, Bologna, Venice, and Montepulciano. 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

Explorer

Tour Type

Group Tour

Accommodation

Hotel

Age Range

7-99 yrs

Operated in

english

Destinations

Rome, Florence, Venice

Duration8 days

From

USD 1,526

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27% OFF TODAY

Super Sales

European Escapade - October 2026

4.9

(27 reviews )

No booking fees

Best price guaranteed

Loved the whole experience- visited all the best countries in Europe, tasted wines, spirits and other European alcohol In cheapest prices. It’s not suitable for asians with dark skin and if you’re over 34 yrs old unless you have a thick skin to not give any reaction to the comments some people make as a joke- only because they are white and still young. Not sure what they are so proud about in those moments. Other than that I enjoyed my time with rest of them. The price was on discount- I had to add on some extra adventures which worth it. Honestly 24 days is finished so quickly. Recommend to all the people who like explore Europe more in less time in cheaper price. Great work contiki, I am on my second one now- in Thailand, this group of approx 30 people is much better than European escapades (just my personal experience).

City sightseeing

Tour Type

Group Tour

Accommodation

Hostel, Hotel, Resort, Guest House

Age Range

18-35 yrs

Operated in

english

Destinations

London, Florence, Beaujolais, French Riviera

27% OFF TODAY

Duration24 days

From

USD 4,118

USD 2,996

Saving

USD 1,122

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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 143 Trips in Italy during October 2026 with 2,332 Reviews

See Italy tours by duration

Italy’s Lakes & Bernina Express: Small Group Tour - October 2026

Classic Italy & the Dolomites - October 2026

Italy’s Grand Tour - October 2026

Rome & Puglia Discovery: Small Group Experience - October 2026

Timeless Southern Italy: Rome, Sorrento & Puglia - October 2026

Italy’s Southern Charm: Rome to Puglia - October 2026

Italy Unveiled: Discover Italy from North to South - October 2026

Rome & Live Like a Local in a Tuscan Villa - October 2026

Best of Puglia: Small Group Tour - October 2026

Rome Revealed: A Classic City Break - October 2026

Puglia Express: 5 Days of Southern Charm - October 2026

Food And Walking On The Amalfi Coast, Small Group Tour - October 2026

A Taste of Italy: 8 Days - Classic - October 2026

European Escapade - October 2026

Page 10 of 143 Trips in Italy during October 2026 with 2,332 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 2026

Page 10 of 143 Trips in Italy during October 2026 with 2,332 Reviews

See Italy tours by duration

Page 10 of 143 Trips in Italy during October 2026 with 2,332 Reviews