Italy Tours in September 2026
Discover 500+ Italy trips in September 2026 with 6960+ verified reviews. Crafted by vetted tour operators, these Italy September 2026 tours showcase the country at its seasonal best.
Page 17 of 194 Trips in Italy during September 2026 with 20,801 Reviews
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European Escapade - September 2026
4.9
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
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Rome & Puglia Discovery: Small Group Experience - September 2026
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
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7-day Puglia Essence: Alberobello, Otranto And Lecce, Private Tour - September 2026
This seven-day private journey takes you across the most captivating corners of Puglia, Italy’s southern gem. Begin in Alberobello, a UNESCO World Heritage site known for its iconic trulli dwellings, before traveling along the coast to Otranto, a charming seaside town where medieval history meets crystal-clear waters. Continue to Lecce, the “Florence of the South,” celebrated for its stunning baroque architecture and vibrant atmosphere. With seamless private transfers, hand-picked hotels, and guided tours in each destination, this itinerary offers the perfect balance of cultural discovery and laid-back Mediterranean charm.HIGHLIGHTSAlberobello: universally-known as the capital of the ‘Trulli’, famous worldwide for their beauty and unique characteristics, and represent one of the most extraordinary examples of Italian folk architecture.Otranto: one of the most picturesque towns in Puglia, renowned for its imposing cathedral whose mosaics date from the 12th century. Still intact, represents a tree of life that embraces all the religions and beliefs known in Europe in the middle ages.Lecce: the most beautiful city in Puglia, the Baroque masterpiece of southern Italy. Described also as the 'Rome of the South' with a long history and rich of architecture and art.
Art and architecture
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Italian Espresso 35 to 45 - September 2026
10 days of la dolce vita, pronto. This one is pure Italian travel, covering all the big bucket-list destinations of Venice, Florence & Rome, plus the smaller charms of Pisa, Verona, and Siena. We'll ooh and aah over antipasto & chianti, dine on regional specialities in local trattorias, boat through the canals and islands of Venice, and explore the architecturally magnificent city of Florence. Expect comfy hotels and plenty of world-famous espresso & pizza on the way. The best part is? You can live the Contiki dream with a fellow group of 35 to 45s.
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Classic Italy & the Italian Riviera - September 2026
From the timeless beauty of Rome, Florence, and Venice to the coastal charm of Portofino and the colorful villages of Cinque Terre, discover Italy’s rich cultural heritage, breathtaking landscapes, and culinary delights. Travel in comfort by deluxe coach and high-speed train, enjoy guided visits to iconic sites, sample regional specialties, and ride the legendary Bernina Express through the Swiss Alps. This itinerary blends classic cities, coastal gems, and alpine wonder into one unforgettable Italian adventure
Explorer
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Italian Escape 35 to 45 - September 2026
This all-Italian adventure swings you from this historic beauty of Rome through the home of pizza, Naples (where you can stop off in the perfectly preserved Roman town of Pompeii). Then, it's all about living the good life on the Amalfi coast, sipping limoncello, and stopping off at picture perfect Positano (if you're here in the summer) and Sorrento during those breezy winter months. Back in Rome you'll get a chance to check out the Colosseum, before this unforgettable 6-day trip comes to an end. The best part is? You can live the Contiki dream with a fellow group of 35 to 45s.
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Italy Highlights By Train: Venice, Florence, Rome & Sorrento Semi-private Tour - September 2026
Experience the best of Italy on this unforgettable 9-day tour through Venice, Florence, Rome, and the Amalfi Coast. Begin in Venice, the magical city of canals, with its Gothic palaces and glittering St. Mark’s Basilica. Travel by high-speed train to Florence, the cradle of the Renaissance and home to Michelangelo’s masterpieces. Continue by train to the Eternal City, Rome, where ancient history and Renaissance art come to life. Then journey south to Naples and conclude your adventure on the sun-kissed Amalfi Coast, where Sorrento’s coastal charm, the ruins of Pompeii, and the island paradise of Capri offer a spectacular finale. This tour combines guided explorations with leisure time, blending art, history, and Mediterranean allure at your own pace.HIGHLIGHTSVenice: Discover St. Mark’s Square and its iconic monuments, then step inside St. Mark’s Basilica, the “Golden Church,” and the Doge’s Palace, a Gothic masterpiece filled with history and art.Florence: Explore the historic center, admiring the Duomo, Giotto’s Bell Tower, and the Baptistery’s Gates of Paradise. Visit the Accademia Gallery to see Michelangelo’s David, and enjoy an exclusive Uffizi Masterclass featuring works by Botticelli, Leonardo da Vinci, and Raphael.Rome: Experience Ancient Rome visiting the Colosseum, Roman Forum, and Palatine Hill. Wander through the Vatican Museums, Sistine Chapel, and St. Peter’s Basilica and marvel at Michelangelo’s Pietà and Bernini’s Baldacchino.Sorrento: Journey to Pompeii to explore its remarkably preserved ruins. Savor the charm of Sorrento and sail across the Bay of Naples to the enchanting island of Capri, where dramatic cliffs, chic boutiques and piazzas complete your Italian odyssey.
Art and architecture
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Treasures of Sicily - September 2026
Begin your journey in Catania, exploring ancient temples and baroque architecture. Traverse the island to Monreale and Palermo, discovering cathedral treasures and indulging in Sicilian delights. Wander through the picturesque streets of Erice, Siracusa, and Noto. Immerse yourself in the rich history of Agrigento's Valley of the Temples and the Roman Villa in Piazza Armerina. Ascend the iconic Mount Etna, and explore the timeless beauty of Taormina. This curated itinerary blends cultural immersion, gastronomic delights, and natural wonders, ensuring an unforgettable Sicilian adventure
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Combine Italy in September with Nearby Countries for an Unforgettable Trip
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Italy’s Lakes & Bernina Express: Small Group Tour - September 2026
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
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Puglia Express: 5 Days of Southern Charm - September 2026
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
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Get a customized trip to Italy in September 2026
Plan a multi-country or regional adventure across Italy in September 2026, with help from a local expert.
Alessandra GalassiTravel Expert in Italy
Elena KyrimiTravel Expert in Greece & Italy
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