Italy Tours in October 2026
Discover 470+ Italy trips in October 2026 with 6430+ verified reviews. Crafted by vetted tour operators, these Italy October 2026 tours showcase the country at its seasonal best.
Page 16 of 206 Trips in Italy during October 2026 with 3,634 Reviews
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Sorrento, Amalfi & Capri (4 Star) - 8 days - October 2026
Spend eight sun-soaked days based in charming Sorrento, exploring the highlights of southern Italy at a relaxed pace. Step back in time at the ruins of Pompeii, wander Sorrento’s historic streets, and sail to the glamorous island of Capri with its sweeping views and famous Blue Grotto. Cruise along the spectacular Amalfi Coast to postcard-perfect Positano and Amalfi, with time to shop, dine, and simply soak up the views. With several leisure days built in, you can savour gelato on the piazza, sip limoncello by the sea, or take in the Bay of Naples at your own pace.
Sightseeing Tours
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Discovering Garda Lake - October 2026
Discover Lake Garda, Italy's largest lake, which offers breathtaking scenery with its crystal-clear waters surrounded by charming towns and rolling hills. The area offers a variety of activities, from boating and swimming to exploring charming villages like Sirmione. Lake Garda offers a perfect blend of natural beauty, historical intrigue and cultural experiences.
Art and architecture
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Discovering Amalfi Coast - October 2026
An exciting tour to discover the Amalfi Coast through its history and flavors. Immerse yourself into an archaeological journey through the ancient cities of Pompeii and Ercolano. Sail to the rocky island of Capri, and wander around its tiny pedestrian alleys.
Art and architecture
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Discovering Florence - October 2026
Discover Florence, the capital of Italy’s Tuscany region on this short break. A captivating Italy destination that Mark Twain once described as a “city of dreams.” With its abundance of timeless art, rustic Tuscan cuisine, incredible boutique shopping, and mesmerizing views at every turn, the city of Florence is nothing short of spectacular. Visit the Accademia Gallery, the Uffizi Gallery and the iconic Duomo Cathedral. End the trip in the Tuscany countryside and enjoy a glass of wine in this idyllic landscape.
Art and architecture
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Sorrento, Amalfi & Capri (3 Star) - 8 days - October 2026
On this 8-day group tour, visit the fascinating Pompeii ruins, the historic centre of Sorrento, the stunning Amalfi Coast, the picturesque towns of Positano and Amalfi, and the beautiful island of Capri with its famous Augustus Gardens and Blue Grotto. Also enjoy scenic views of the Bay of Naples and the Sorrento Peninsula, and enjoy plenty of free time to explore this picturesque corner of Italy at your own pace.
Explorer
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Lake Como, Saint Moritz & Milan (4 Star) - 8 days - October 2026
Discover the stunning beauty of Lake Como on this 8-day tour of Italy, featuring a half-day boat trip to Bellagio, scenic lakeside walks, and leisure time by the lake. Explore St. Moritz in the Swiss Alps with a ride on the Bernina Express and a visit to the elegant town. Enjoy a full-day excursion to Milan, taking in highlights like Piazza del Duomo, the Cathedral, and Galleria Vittorio Emanuele II.
Explorer
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Local Living Italy - Tuscany San Gimignano - October 2026
If Tuscany has ever called your name, this is your chance to answer. For seven days, you’ll settle into a charming farmhouse in San Gimignano — your home for the week and your base for exploring the heart of central Italy. Wake up to vineyard views, stroll medieval streets, and soak up sunsets over rolling hills, all at a pace that feels truly local. With free days to embrace the countryside or head out on day trips to Florence, Siena, and Volterra, this isn’t just a visit — it’s living Tuscany, one unforgettable day at a time.
Local culture
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Discovering Matera - October 2026
Matera is a small jewel carved out of the mountains. Time seems to have stood still in the city of Basilicata, where the surrounding landscape is not unlike a painting. Matera, which in past years has captivated photographers and filmmakers, including Henri Cartier-Bresson, Pier Paolo Pasolini and Mel Gibson, has a unique charm. A complex beauty that can only be understood when walking around the narrow alleys of the historic center and the houses carved out of the tuff. The layers of history and the delicate relationship with the surrounding nature make it an amazing open-air museum.
Art and architecture
Combine Italy in October with Nearby Countries for an Unforgettable Trip
See tours with itineraries going through multiple countries, including Italy
Alternatively, explore tours that are exclusively just Italy and Spain, Germany and Italy or France and Italy.
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Discovering Naples - October 2026
From its charming waterfront under the shadow of Vesuvius to its beautiful and bustling historic center: Naples is a stunning city. Its position as a meeting place for various people since ancient times has had a profound impact on Naples, making it a cultural hub. This is evident when walking through its streets, full of artistic and architectural treasures. It is a city with unique magic, blossoming with natural attractions. From amazing food to all kinds of entertainment, you will never be bored.
Art and architecture
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Naples City Break - October 2026
From its charming waterfront under the shadow of Vesuvius to its beautiful and bustling historic center: Naples is a stunning city. Its position as a meeting place for various people since ancient times has had a profound impact on Naples, making it a cultural hub. This is evident when walking through its streets, full of artistic and architectural treasures. It is a city with unique magic, blossoming with natural attractions. From amazing food to all kinds of entertainment, you will never be bored.
Art and architecture
Get a customized trip to Italy in October 2026
Plan a multi-country or regional adventure across Italy in October 2026, with help from a local expert.
Alessandra GalassiTravel Expert in Italy
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