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 11 of 237 Trips in Italy during September 2026 with 30,411 Reviews

Rome & La Dolce Vita Experience - September 2026
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Rome & La Dolce Vita Experience - September 2026

Experience a delectable journey through Rome's Trastevere district, guided by a culinary expert. Savor authentic Roman cuisine amidst historic surroundings. Explore the Vatican's treasures with a knowledgeable guide, enjoying VIP access to the Vatican Museums. Journey from Rome to Pompeii, encountering charming medieval villages along the route. Unearth the haunting ruins of Pompeii, frozen in time by Mt. Vesuvius's eruption. Conclude with a revitalizing coastal escape in Sorrento and Capri, immersing in the rejuvenating sea breeze and captivating vistas
City sightseeing
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Classic Amalfi Coast - 11 Days - September 2026
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Classic Amalfi Coast - 11 Days - September 2026

4.6
Very well organised trip. Logistics were excellent, accommodation was comfortable and central to all amenities of the towns. Hike maps and notes were extremely detailed. I would highly recommend them and am considering another trip in the near future.
Trekking and Hiking
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Discovering Palermo - September 2026
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Discovering Palermo - September 2026

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
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Discovering Taormina - September 2026
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Discovering Taormina - September 2026

Taormina is a synonym of sea and sun, ancient history, and atavistic cultures. It's one of the most evocative cities of Sicily, with its gaze turned to the Ionian Sea and its soul enraptured by Isola Bella. Climb the magnificent Mt Etna volcano and cruise along the Sicilian coast during this short four-day tour.
Art and architecture
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Amazing Amalfi Coast - Small-group Tour - September 2026
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Amazing Amalfi Coast - Small-Group Tour - September 2026

Journey southward to the Gulf of Naples, making a stop at the UNESCO-listed ruins of Pompeii, preserved since the catastrophic eruption of Mount Vesuvius in 79 A.D., over 2,000 years ago. Next, embark on a ferry ride to the captivating island of Capri, a jewel of the Amalfi Coast, for a day of unforgettable exploration. Revel in the charm of Positano, adorned with vibrant cliffside villas and breathtaking scenery. This itinerary prioritizes ample free time, providing the ideal approach to discovering the wonders of the Amalfi Coast
Countryside and village visits
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Charming Costiera (on Request) - September 2026
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Charming Costiera (on Request) - September 2026

Discover the Sorrento peninsula and the isle of Capri on this six-day tour beginning and ending in Rome. Along the way, stop to absorb the history of Naples and jump back in time by visiting the ghostly excavations of Pompeii. The Sorrento peninsula is easily one of the country's most lavish and beautiful regions, ideal for relaxing and sightseeing alike.
Art and architecture
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Rome & The Amalfi Coast: Winter In Sorrento - September 2026
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Rome & the Amalfi Coast: Winter in Sorrento - September 2026

4.8
Great group .. our leader Massimo made the trip! We were able to pack alot in a very short time. Italy and the Amalfi coast was amazing Pompeii made the trip!
BeachChill out
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Walking In Tuscany's Apuane Alps - September 2026
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Walking in Tuscany's Apuane Alps - September 2026

4
Escape the crowds with remote mountain walking exploring northern Tuscany. The Apuane Alps are a remote area of northern Tuscany - a world away from the towns and rolling hills of the south. There are few other walkers and the villagers make you feel truly welcome. This walk has many attractive ingredients, from wide mountain vistas, to remote hamlets surrounded by forest and mountain scenery. From the small unassuming town of Fornaci di Barga you'll enter the Apuane forests, climbing up through chestnut woods and dropping down through vineyards to the ancient village of Verni, home to an impressive series of limestone massifs rising up to 2000m. The Apuanes are famous for their scenery of white marble towers, abysses and the largest cave system in Italy. During the walk you'll explore remote chapels, climb Monte Forato (1223m) and visit the 'Grotta del Vento' with its subterranean lakes. You'll also have the option to ascend Pania della Croce (1860m) before visiting the hermitage at Calomini. NB : On this tour there is a maximum of 2 single rooms available.
Walking tours
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Combine Italy in September with Nearby Countries for an Unforgettable Trip

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Alternatively, explore tours that are exclusively just Italy and Spain, Germany and Italy or France and Italy.

Via Ferrata Guided Hike And Climb - September 2026
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Via Ferrata Guided Hike and Climb - September 2026

4.8
Outstanding Accommodation, guide and scenery. The climbing was challenging and our guide was superb.
Walking tours
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Discovering Syracuse - September 2026
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Discovering Syracuse - September 2026

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.
Art and architecture
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    Alessandra GalassiTravel Expert in Italy
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