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.
Traveling from eternal Rome and up through the hazy hills of Tuscany, you’ll spend eleven days sampling the best of Assisi, Siena, Florence, Bologna, Venice, the Tuscan wine region, and Capri! 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. You will then discover the treasures along Italy’s Amalfi Coast, to sun-bleached Capri before returning to Rome!
As one of our Independent Tours, Sicily's Vino & Volcanoes encompasses the must-see sights and tastes of this spectacular Italian island. Explore at your own pace, taking time to savour the local delicacies and pausing to create those moments that last a lifetime. As the name suggests, this exclusive tour includes a tasting of local wine, a boat tour from Ortigia island, and a guided group walk on the flanks of mighty Mount Etna, the most active stratovolcano in the world.
Your island journey begins in the UNESCO World Heritage Site of Ragusa Ibla, an important city of the arts in Italy. The historic centre is brimming with architectural treasures dating back to the 17th century, with stunning churches and baroque style mansions perched on their own hilltop. Your next stop is Noto, another baroque beauty that's listed as a UNESCO World Heritage Site. Here, you'll enjoy wine tasting at a local enoteca and have two nights to discover Noto's famous buildings, some of the finest examples of Sicilian baroque style, not to mention the city's famous frozen granita - perfectly refreshing on a summer's day!
Continue onwards to Syracuse, an exquisite coastal city where you'll stay for two nights on its small island of Ortigia. Wander the labyrinth of charming medieval streets, packed with history and an incredible local market bursting with colour, scents, and authentic Sicilian flavours; the ideal opportunity to sample homegrown produce.
Your Italian adventure concludes on the northern tip of Eastern Sicily in the unmissable hilltop town of Taormina. Overlooking the beautiful bay below with Mount Etna commanding attention in the distance, Taormina is home to a remarkably well-preserved Greek Theatre from the 3rd century which we highly recommend visiting. Don't miss the small village of Castelmola, famous for its medieval castle, local almond wine, and panoramic views across Etna. From the coast, you can enjoy hidden coves and sandy beaches, rent kayaks, snorkels, or embark on a boat tour across the glistening Mediterranean.
No trip to Sicily would be complete without visiting Mount Etna; we have included a guided group tour to this iconic volcano (includes return transfers) where you'll benefit from insider knowledge as you explore Etna's craters and lava flows - the highlight of your Sicilian Tour.
Cultural, religious and historic sites
Tour Type
Group Tour
Accommodation
Hotel
Age Range
18-99 yrs
Operated in
english
Destinations
Catania, Noto, Island Of Ortigia
Catania, Noto, Island Of Ortigia, Taormina, Mount Etna
Experience the essence of Campania on a journey that unfolds the treasures of this mesmerizing Italian region. From the glamorous island of Capri to the ancient ruins of Pompeii, the lemon-scented streets of Sorrento, the bustling city of Naples, the cliffside charm of Positano, the historical allure of Amalfi, the archaeological marvels of Paestum, and the grandeur of the Palace of Caserta – each destination promises a unique blend of culture, history, and breathtaking landscapes. This adventure is a celebration of Campania's diverse beauty and rich heritage
Journey across the Mediterranean's largest island to sample local olive oils and citrus fruits from ancient royal towns, stand among the ruins of proud empires, and venture across Mount Etna’s otherworldly lava fields. Experience a land where medieval villages cling to mountainsides and twisting lanes invite you to stroll down unexpected paths. There’s nothing like your first taste of Sicily—just pair a local dessert wine with a fresh coastal breeze, and you’ll understand how life is truly meant to be savoured
Cultural, religious and historic sites
Tour Type
Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
Join us on this 8-day tour of Puglia in southern Italy. Spend seven nights in the beautiful hilltop town of Ostuni, explore the whitewashed streets of Locorotondo and enjoy an included wine tasting. See the UNESCO-listed Trulli of Alberobello, taste Puglia's renowned olive oil in Martina Franca and delve into the baroque elegance of Lecce, often called the "Florence of the South." Visit the vibrant capital of Bari and stroll through Trani, a town rich in Arab, Byzantine, and Norman influences.
City sightseeing
Tour Type
Group Tour
Accommodation
Hotel
Age Range
18-80 yrs
Operated in
english
Destinations
Puglia, Ostuni
Puglia, Ostuni
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Get ready to see some of the most famous landmarks, fascinating attractions, and architectural sites in Southern Europe with this 12-day tour of Italy! Your journey will begin in Rome, home to the world-famous Colosseum and the Trevi Fountain. Take a trip to Vatican City, where you will visit St. Peter’s Basilica, the largest church in the world. From there, you will travel to Florence, the Birthplace of the Renaissance. Head over to the hilltop Piazzale Michelangelo, situated by the banks of the River Arno, to uncover the best views of Florence in the city. Make your way west to see the Leaning Tower of Pisa and drive through Cinque Terre, a World Heritage Site consisting of five Italian villages, known for its scenic trails stretching along the coast of the Italian Riviera. Take the train to Levanto to explore the Genoa Old Port and visit Santa Margherita Ligure. Lay back in the Riviera Region in Portofino before you travel to Milan, the fashion capital of Italy. From there, you will explore the Italian Lakes Region with breathtaking trips to Lake Orta, Lake Maggiore, and the Borromean Islands. Your next destination will be Verona, the home of Romeo and Juliet. Head on a boat ride to St. Mark’s Square in Venice, the City of Canals. Stop in Padova before you travel to the Adriatic coast to see San Marino, an independent country sitting atop a fortified mountain. Pass by Gubbio, home to the Palace of Consuls, and travel to Perugia, surrounded by the valleys and mountains of Umbria. Explore Assisi and see the Basilica of St. Francis before you make your way back to Rome, where your tour of Italy will come to an end. This well-rounded itinerary is perfect for those seeking immersive and unforgettable Italy vacations.
For seniors seeking a comfortable yet immersive Italian experience, the 18-day Italian Roundabout Complete End Venice tour is an excellent choice. Starting in Rome and concluding in the romantic city of Venice, this easy-paced sightseeing trip covers Genoa, Siena, Taormina, and ten other must-see locations. With all accommodations, transport, and meals expertly organized, you can relax as you soak up Italy’s art, history, and cuisine. The USP of this tour is its thoughtfully balanced itinerary, allowing guests to savor the country’s highlights at a gentle, enjoyable rhythm.
Embark from Rome to Naples, uncovering the ancient city's treasures. Visit the legendary site of Pompeii, frozen in time by the cataclysmic eruption of Mount Vesuvius over 2,000 years ago. Continue your journey with a full-day tour to the idyllic Italian island of Capri, and later, unwind in the enchanting town of Sorrento on your Amalfi Coast getaway, with ample free time for independent exploration
Sightseeing Tours
Tour Type
Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
Experience an enchanting blend of Italy’s celebrated cities and southern gems on the Tutta Italia With Beautiful Campania and Sicily tour. Over 17 leisurely days, seniors will traverse from Rome to Palermo, visiting Venice, Siena, and Palermo plus nine other scenic stops. This easy-paced city sightseeing tour includes all the essentials—accommodation, transport, and meals—so you can focus on enjoying Italy’s art, cuisine, and culture. The unique selling point is its inclusion of both Campania’s coastal beauty and Sicily’s distinct heritage, creating a truly well-rounded Italian adventure.
Travel from Rome to Palermo on the Tutta Italia To Sicily by Plane And Aeolian Islands trip, an 18-day sightseeing adventure tailored for seniors. This easy-paced group tour explores Taormina, Verona, and several other Italian treasures, blending city strolls, cultural sites, and scenic landscapes. With all logistics—including comfortable accommodations, transfers, and meals—handled for you, the journey prioritizes relaxation and discovery. The tour’s standout feature is its inclusion of the enchanting Aeolian Islands, offering a tranquil Mediterranean escape alongside Italy’s classic cities.
Alessandra GalassiTravel Expert in Italy
Elena KyrimiTravel Expert in Greece & Italy
Danilo CataniaTravel Expert in Italy
