10 Best Italy Multiday Tours in October 2025

Journeys: Northern Italy, Venice To Florence - October 2025

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Journeys: Northern Italy, Venice to Florence - October 2025

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Best price guaranteed

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

27% OFF TODAY

Duration7 days

From

USD 3,149

USD 2,290

Saving

USD 859

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Journeys: Southern Italy, Naples to Rome - October 2025

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Best price guaranteed

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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Flavours of Tuscany & Cinque Terre - October 2025

Trip customizable

Best price guaranteed

Experience the best of Italy with this 8-day tour, staying in Rome, Florence, and the charming Monterosso al Mare. Explore Rome’s rich history with a 24-hour Hop-On Hop-Off ticket. Enjoy a scenic half-day tour from Florence to the Chianti region, complete with wine and olive oil tastings. Discover the stunning beauty of Cinque Terre with a 48-hour Train Card. Your journey includes a private airport transfer in Rome and high-speed train travel between cities, offering the perfect balance of guided tours and independent exploration

Explorer

Tour Type

Private Tour

Accommodation

Hotel

Age Range

7-99 yrs

Operated in

english

Destinations

Rome, Florence, Tuscany, Montero

Rome, Florence, Tuscany, Monterosso, Cinque Terre

Duration8 days

From

USD 1,379

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Irresistible Italy: Rome to Venice - October 2025

Trip customizable

Best price guaranteed

Unveil Italy’s splendor with a 12-day journey through Rome, Florence, La Spezia, Milan, and Venice. Indulge in a wine tasting in Chianti, a private transfer from Rome’s airport, and captivating guided tours of the Colosseum, Roman Forum, and Pompeii. Discover Tuscany’s charm on a coach tour, revel in the scenic Cinque Terre with a 48-hour Train Card and embrace the elegance of Lake Como with unlimited boat trips. Savor a gondola ride in Venice and glide through high-speed train adventures across Italy’s iconic landscapes

Explorer

Tour Type

Private Tour

Accommodation

Hotel

Age Range

7-99 yrs

Operated in

english

Destinations

Rome, Florence, Venice, Colosseu

Rome, Florence, Venice, Colosseum, La Spezia, Cinque Terre, Milan, Lake Como

Duration12 days

From

USD 3,164

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Essence of Italy: Rome, Sorrento, and Venice - October 2025

Trip customizable

Best price guaranteed

Begin your journey with a private transfer from Rome's airport to your hotel, followed by a half-day guided small group tour of the Colosseum and Roman Forum. Travel by high-speed train to Naples, where you'll enjoy a private transfer to Sorrento with a 2-hour stop to explore Pompeii. In Sorrento, take an excursion to the enchanting Capri Island, including a visit to the Blue Grotto. Continue to Florence via high-speed train, and immerse yourself in the city's rich history. Conclude your Italian adventure in Venice, with a gondola ride through its picturesque canals

Explorer

Tour Type

Private Tour

Accommodation

Hotel

Age Range

7-99 yrs

Operated in

english

Destinations

Rome, Florence, Venice, Sorrento

Rome, Florence, Venice, Sorrento, Capri

Duration9 days

From

USD 2,605

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Unforgettable Gems of Italy - October 2025

Trip customizable

Best price guaranteed

Embark on a timeless journey through Italy, where history, art, and natural beauty converge. From the ancient grandeur of Rome, with its iconic Colosseum and the Vatican's awe-inspiring masterpieces, to the romantic allure of the Amalfi Coast, where sun-kissed beaches and charming villages line the coastline. Immerse yourself in the heart of Tuscany, renowned for its world-class wines, picturesque landscapes, and historic cities like Florence and Siena. Discover the Cinque Terre, a collection of five colorful villages perched on cliffs overlooking the Ligurian Sea, offering breathtaking views and quaint charm. This extraordinary tour offers a perfect blend of history, culture, and natural beauty, promising unforgettable memories.

Art and architecture

Tour Type

Private Tour

Age Range

1-99 yrs

Operated in

English

Destinations

Rome, Amalfi Coast & Campania, F

Rome, Amalfi Coast & Campania, Florence, Venice, The Vatican, Montepulciano, Naples, Tuscany, Lucca, Cinque Terre, Milan, Lake Como, Tivoli, Vatican City, Pompeii, Amalfi Coast, Capri

Duration22 days

From

USD 9,249

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35% OFF TODAY

Journey of Charming Sicily - 10 Days - October 2025

Trip customizable

Best price guaranteed

Ready to venture into the core of Sicily's storied past and vibrant culture? You can do just that with our expertly crafted tour! Discover the enchanting island of Sicily on a journey that starts in Palermo, showcasing its majestic Norman Cathedral and vibrant cultural sites. Traverse scenic towns like Cefalù and Catania, savoring local Sicilian treats. Marvel at Mount Etna’s rugged landscape, the medieval charm of Taormina, and the UNESCO World Heritage treasures of Syracuse and Noto. Experience Ragusa Ibla’s Baroque beauty, taste Modica’s renowned chocolate, and explore Agrigento’s Valley of the Temples. Delight in the vineyards and salt flats of Marsala and uncover ancient wonders in Erice and Segesta. Return to Palermo to end your adventure, leaving with cherished memories of Sicily’s captivating allure.

Cultural, religious and historic sites

Tour Type

Group Tour

Age Range

3-99 yrs

Operated in

english, italian, spanish

Destinations

Sicily, Palermo, Catania, Noto

Sicily, Palermo, Catania, Noto, Agrigento, Segesta

35% OFF TODAY

Duration10 days

From

USD 3,060

USD 1,989

Saving

USD 1,071

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35% OFF TODAY

Classical Sicily - 8 Days - October 2025

Trip customizable

Best price guaranteed

Embark on an unforgettable adventure through Sicily, where ancient history, stunning landscapes, and exquisite cuisine await you. Start in Catania, a city with a UNESCO-listed historical center featuring original Baroque architecture. Discover the archaeological marvels of Syracuse and the charming Baroque treasures of Noto before delving into the captivating Ragusa Ibla and Modica. Admire the Valley of the Temples in Agrigento, taste the renowned Marsala wines, and walk along the historic Salt Road. Explore the impressive Norman Cathedral in Monreale and the diverse attractions of Palermo. Experience the allure of Cefalù and conclude your journey with a visit to Europe’s highest volcano, Mount Etna, and the picturesque town of Taormina. Immerse yourself in Sicily’s rich heritage, from the Greek theater with views over Giardini Naxos bay to the UNESCO-listed sites and delectable local dishes. End your exploration back in Catania, cherishing the memories of a remarkable journey through Sicily’s cultural and natural wonders.

Art and architecture

Tour Type

Group Tour

Age Range

4-99 yrs

Operated in

english, italian, spanish

Destinations

Sicily, Catania, Noto, Piazza Am

Sicily, Catania, Noto, Piazza Amerina, Marsala, Palermo

35% OFF TODAY

Duration8 days

From

USD 2,400

USD 1,560

Saving

USD 840

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A Taste of Italy: 8 Days - Classic - October 2025

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 1,546

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Treasures Of Sicily - October 2025

Trip customizable

Best price guaranteed

This tour of Sicily begins in the Taormina area, where the imposing Mt. Etna, Europe's most active volcano, awaits exploration within the vast Park of Etna. Delve into Syracuse's captivating archaeological sites, from the Roman Amphitheatre to the Greek Theatre, and wander through Ortigia's ancient nucleus with its remarkable cathedral. Sign up for a trip to The Temples' Valley in Agrigento to see iconic ancient structures like the Temple of Concorde, the Temple of Hercules, among others. Next up is a coastal boat tour offering breathtaking views of Taormina and opportunities for optional snorkeling at renowned spots like the "Grotta Azzurra." Opt for a captivating excursion to the UNESCO-listed Aeolian Islands of Lipari and Vulcano, soaking in their historical and natural splendor. Dive into the cinematic legacy of The Godfather with visits to Forza D'Agrò and Savoca, revealing iconic filming locations.

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel

Age Range

8-99 yrs

Operated in

english

Destinations

Catania, Taormina

Duration8 days

From

USD 1,049

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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 14 of 192 Trips in Italy during October 2025 with 4,473 Reviews

See Italy tours by duration

Journeys: Northern Italy, Venice to Florence - October 2025

Journeys: Southern Italy, Naples to Rome - October 2025

Flavours of Tuscany & Cinque Terre - October 2025

Irresistible Italy: Rome to Venice - October 2025

Essence of Italy: Rome, Sorrento, and Venice - October 2025

Unforgettable Gems of Italy - October 2025

Journey of Charming Sicily - 10 Days - October 2025

Classical Sicily - 8 Days - October 2025

A Taste of Italy: 8 Days - Classic - October 2025

Treasures Of Sicily - October 2025

Page 14 of 192 Trips in Italy during October 2025 with 4,473 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 14 of 192 Trips in Italy during October 2025 with 4,473 Reviews

See Italy tours by duration

Page 14 of 192 Trips in Italy during October 2025 with 4,473 Reviews