Discover 470+ Italy trips in October 2026 with 6490+ verified reviews. Crafted by vetted tour operators, these Italy October 2026 tours showcase the country at its seasonal best.
Simple stays with essential amenities. Typically guesthouses, hostels or hotels rated below 3 stars — clean, no-frills, and great for value-conscious travelers.
Comfortable and reliable 3-star stays. Expect private rooms, en-suite bathrooms, and solid amenities — a great balance between comfort and cost.
Upscale 4-5 star hotels and lodges. Enjoy high-end service, refined comfort, and premium locations — ideal for travelers seeking extra indulgence.
Duration
1 day24 days
Guide Types
Activities
Destinations
Price
USD 30USD 10,525
Start & End Location
Showing 1 - 10 of 462 results
Combine Italy in October with Nearby Countries for an Unforgettable Trip
See tours with itineraries going through multiple countries, including Italy
Discover the beauties of Sicily during this five days self-drive tour. Drive through several UNESCO Heritage Sites and unique towns, and admire splendid views and art masterpieces.
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
A full immersion tour through the beauty of the Amalfi coast towns known as places where pastel buildings tumble down hillsides, and little beaches rim a stunning aquamarine sea. On this four-day tour that takes you through Sorrento, Pompei Amalfi Coast and Capri, you will visit the Italian most iconic locations. You will experience the food and the authenticity of the country.
Art and architecture
Tour Type
Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
Experience the heart of Tuscany with a gastronomic escape at a historic Tuscan villa. This deliciously curated package includes hands-on cooking and pizza-making classes with the warm and welcoming chef, plus a scenic wine tasting at a local farm near San Gimignano. Enjoy time to relax or explore the nearby medieval gems of Siena and Florence, all while staying in a villa once home to popes and princes. With unforgettable meals, charming towns, and authentic Tuscan hospitality, this is the perfect getaway for food and wine lovers seeking a true taste of Italy
A tour of Siracusa, located on the southeastern coast of Sicily, offers a rich blend of ancient history, stunning architecture, and vibrant local culture. Climb the magnificent Mt Etna volcano, taste some local culinary delights and discover the historic center of Syracuse and Taormina during this short four-day tour.
This tour will take you on a memorable train ride across the major touristic cities of Italy. You’ll begin by exploring Rome, with stunning feats of civilization, modern and age-old alike. Colosseum, Navona Square, Pantheon, Spain Square, and Trevi Fountain are a few places that you can visit. The next place where you’ll take a train would be Florence. History, art, countryside, and delicious food are the gist of what this capital city of Tuscany has in store for you. Accademia and Uffizi Galleries are a must-visit. After Florence, The City of Water, Venice, awaits your arrival. Though the journey to Venice via rail is gorgeous, the city itself has its charm. Riding into a gondola through the Grand Canal and being mesmerized by the city’s beauty should be on your list. In addition, take a walking tour covering St Mark’s Square, Doge's Palace, Bell Tower, etc. Finally, we are at the last city of this train tour—Milan. An epitome of great fashion and design, Milan is a heart stealer. Apart from the latest cultural trends, you can even get a slice of history by visiting the Milan Cathedral. Also, ensure not to miss Leonardo Da Vinci’s stupefying Cenacolo, the Last Supper, which is one of the most famous artworks in the world. This train journey is one of the most popular Italy travel packages, offering a comprehensive tour of Italy's iconic cities.
Explorer
Tour Type
Independent TourTypically a private tour undertaken by one or two travelers
From Rome to Palermo, the Beautiful of Puglia, Campania and Sicily tour offers seniors an 8-day journey through southern Italy’s most captivating regions. This group sightseeing trip covers Palermo, Salerno, and four additional locales, balancing cultural discovery with comfort and ease. Accommodations, meals, and transport are all included, letting you sit back and savor each destination’s unique flavor. The USP is the thoughtfully curated route, which showcases both Puglia’s rustic charm and Sicily’s storied landscapes in one convenient tour package.
Explore Sicily's largest city during this short four-day trip. Enjoy this lively and thriving city with an amazing blend of cultures and glorious food. You'll discover the charm of Palermo, a layered metropolis with centuries of Arab, Norman, Byzantine and Mediterranean influences. With a local expert, learn about the city's history, art, and architecture.
Art and architecture
Tour Type
Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
Milan, the bustling metropolis of northern Italy, is renowned worldwide as a fashion and design capital, boasting historic fashion houses and cutting-edge contemporary designers. The city's architectural treasures include the magnificent Gothic cathedral, Duomo di Milano, and the grandiose opera house, Teatro alla Scala. Milan is also a hub of cultural richness, with world-class art galleries like the Pinacoteca di Brera and Leonardo da Vinci's iconic mural, "The Last Supper," housed in the Convent of Santa Maria delle Grazie.
Art and architecture
Tour Type
Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
Bari is an elegant white town on the Adriatic Sea, it combines both the sophisticated atmosphere of South Italy and the simplicity of a small provincial area. Explore the beautiful white town of Bari, visit the Basilica Pontificia di San Nicola, Museo Nicolaiano, and other areas while learning about the history and culture of the city.
Art and architecture
Tour Type
Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
Elena KyrimiTravel Expert in Greece & Italy
Alessandra GalassiTravel Expert in Italy
Danilo CataniaTravel Expert in Italy
