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    • Home
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    • September 2027 tours
    • Search result

    Italy Tours in September 2027

    Discover 140+ Italy trips in September 2027 with 3470+ verified reviews. Crafted by vetted tour operators, these Italy September 2027 tours showcase the country at its seasonal best.

  • Age
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    • See Italy tours by duration

  • Duration
    1 day23 days
  • Tour Types
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  • Accommodations
    • 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.
  • Destinations
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    Get a customized trip to Italy in September 2027

    Plan a multi-country or regional adventure across Italy in September 2027, with help from a local expert.

    • Elena Kyrimi - Italy in September 2027 Tours Expert
      Elena KyrimiTravel Expert in Greece & Italy
    • Alessandra Galassi - Italy in September 2027 Tours Expert
      Alessandra GalassiTravel Expert in Italy
    • Danilo Catania - Italy in September 2027 Tours Expert
      Danilo CataniaTravel Expert in Italy
    Start planning your Trip
    Recommended by
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  • Price
    USD 30USD 10,525
    • Showing 1 - 10 of 76 results

    Combine Italy in September with Nearby Countries for an Unforgettable Trip

    See tours with itineraries going through multiple countries, including Italy

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

    Best Of Italy - September 2027
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    Best of Italy - September 2027

    The enduring phrase ‘la dolce vita’ (the good life) truly captures the essence of Italy. On this trip, you’ll spend 14 days discovering the heart of all things Italian on a culturally rich adventure from the piazzas of Rome to the canals of Venice. Discover the Tuscan countryside on a leisurely cycle along Lucca’s Serchio River, peer into Pisa, take to the trails of the Cinque Terre for some stunning coastal views and walk the Portofino Peninsula with its glamourous residents. With time spent wine tasting in rural villages, cruising along Lake Como and relaxing along canals in Venice, you’ll soon understand why Italy remains in the hearts of all who visit.
    City sightseeing
    Tour Type
    Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
    Accommodation
    Hotel, Villa
    Age Range
    15-99 yrs
    Operated in
    english
    Destinations
    Rome, Venice, Cadenabbia, Floren
    Rome, Venice, Cadenabbia, Florence, Lucca, Liguria, Asti
    22% OFF TODAY
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    Highlights Of Calabria, Mount Etna & Sicily - September 2027
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    Highlights of Calabria, Mount Etna & Sicily - September 2027

    See a lesser-known part of Italy on this 16-day adventure, all with a handy local leader by your side. From the fresh waters and fortifications of Tropea, all the way to the volcanoes of the Aeolian Islands, you’ll stray off Italy’s beaten path. Discover this less-visited part of the country before delving into the spectacular sights of bustling Sicily, the volcanic valleys of Mt. Etna, timeworn streets of Syracuse, the Baroque wonders of Ragusa and the rich anti-Mafia history of Palermo. Starring dramatic cliffside villages, clear waters and delicious seafood, this is a chance to experience the highlights of this European gem.
    National parks
    Tour Type
    Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
    Accommodation
    Guest House, Hotel
    Age Range
    15-99 yrs
    Operated in
    english
    Destinations
    Amalfi Coast & Campania, Palermo
    Amalfi Coast & Campania, Palermo, Minori, Amalfi, Catania, Syracuse, Agrigento, Marsala, Civita, Tropea, Reggio Calabria, Naples
    22% OFF TODAY
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    Premium Italy In Depth - September 2027
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    Premium Italy in Depth - September 2027

    This is your ticket to explore the best of Italy in just 15 days. From the ancient sites of Rome and visiting one of the Seven Wonders of the World – the Colosseum – to staying in the rolling vineyards of Tuscany to visiting the site of Pompeii with a local guide, this trip encompasses some of Italy's must-do experiences. You’ll visit ancient monuments, lively cities and sprawling vineyards, indulging in delicious traditional cuisine. Kick back on sparkling coastal beaches, get to know the locals and visit lesser-known spots with your knowledgeable local leader – what more could you ask for?
    Walking tours
    Tour Type
    Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
    Accommodation
    Hotel
    Age Range
    15-99 yrs
    Operated in
    english
    Destinations
    Venice, Polignano A Mare, Bari
    Venice, Polignano A Mare, Bari, San Gimignano, Florence, Nardò, Matera, Naples, Rome
    22% OFF TODAY
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    Premium Sicily - September 2027
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    Premium Sicily - September 2027

    Explore Sicily and see how much this island in the heart of the Mediterranean has to offer. Join an expert local leader on a fully immersive 10-day Premium journey – with a sprinkling of Arab, Norman, Greek and Roman influence, this region is a hive of history and culture. See intricate mosaics, towering palaces, crumbling ruins and marble-lined laneways. Head out of the main hubs to discover Mount Etna – Europe’s largest active volcano. Taste Genovesi, arancini, local dishes like caponata and cannoli, and take a traditional cooking class to get the most out of Sicily’s celebrated cuisine. With Exclusive Experiences and a gorgeous Feature Stay in the countryside, what are you waiting for?
    City sightseeingAdventure
    Tour Type
    Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
    Accommodation
    Hotel, Resort
    Age Range
    15-99 yrs
    Operated in
    english
    Destinations
    Palermo, Catania, Marsala, Agrig
    Palermo, Catania, Marsala, Agrigento, Siracusa
    18% OFF TODAY
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    Page 6 of 76 Trips in Italy during September 2027 with 1,735 Reviews

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    Premium Sicily And Puglia - September 2027
    18% OFF TODAYThis deal is valid for limited time. Book now to reserve your seats.
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    Premium Sicily and Puglia - September 2027

    Explore Sicily and unearth the natural and historical wonders of this scenic island, placed perfectly in the heart of the Mediterranean. Then, cross over to the heel of Italy's boot to find dreamy beaches, inspiring architecture and ancient wonders. This Premium adventure will take you on a deep dive through southern Italy with one of the most experienced locally based leaders to help uncover all the best sights and bites.
    Sightseeing Tours
    Tour Type
    Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
    Accommodation
    Hotel, Resort
    Age Range
    15-99 yrs
    Operated in
    english
    Destinations
    Palermo, Polignano A Mare, Nardò
    Palermo, Polignano A Mare, Nardò, Matera, Naples, Marsala, Agrigento, Siracusa, Catania
    18% OFF TODAY
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    Calabria: Naples To Catania - September 2027
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    Calabria: Naples to Catania - September 2027

    Embark on a journey through southern Italy, from Naples (the birthplace of pizza) to Sicily’s Catania, exploring the best spots along the way. For those seeking to venture off Italy’s beaten path, Calabria offers clear waters and the stalwart fortifications of Tropea, as well as active volcanoes on the Aeolian Islands. With plenty of opportunities to relax and soak up the Mediterranean sun by the seaside, you’ll also take a boat ride to the coves of Toarmina, indulge in local granita and maybe even take a dip in Sulphur springs. This trip promises a blend of culture, nature, history and cuisine – truly embodying the essence of Italy!
    Sightseeing ToursVolcanoes
    Tour Type
    Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
    Accommodation
    Guest House, Hotel
    Age Range
    15-99 yrs
    Operated in
    english
    Destinations
    Amalfi Coast & Campania, Catania
    Amalfi Coast & Campania, Catania, Minori, Naples, Civita, Tropea, Reggio Calabria
    22% OFF TODAY
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    Essential Italy - September 2027
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    Essential Italy - September 2027

    Eat your weight in pasta, spend afternoons lazing in the sun, explore the best local hotspots and see one of the Seven Wonders of the World on this 10-day adventure through Italy’s essentials. From Venice to Rome, you’ll be ticking off bucket list sites, forging friendships and making memories. Beach hop around lakes and the sea, sample Tuscan wine, eat your favourite foods in the cities they were born in and soak in more art, history and culture than you can handle. When your bellies, brains and bags are full at the end of this whirlwind Italian experience, say arrivederci to your new travel besties and the trip of a lifetime.
    Adventure
    Tour Type
    Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
    Accommodation
    Hostel, Guest House, Hotel
    Age Range
    18-35 yrs
    Operated in
    english
    Destinations
    Rome, Venice, Lake Garda, Parma
    Rome, Venice, Lake Garda, Parma, La Spezia, Florence
    18% OFF TODAY
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    Cycle Tuscany - September 2027
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    Cycle Tuscany - September 2027

    Explore the rolling hills and olive groves of Tuscany on this eight-day cycling adventure from Florence to Pisa. Cycle through small, traditional villages backdropped by mountain views in Barga, then ride the pulsing streets of Pisa to the famed lopsided tower. Visit one of the oldest bakeries in Italy, operating since 1885, for a taste of their delicious biscotti (and maybe an espresso, too) and soak up some of the stunning views of Garfagnana – Tuscany's mountainous escape – with a bike ride through the town. With stops in Vinci and Lucca, too, you’re bound to fall in love with provincial Italy (even more than you were before).
    Bicycle tours
    Tour Type
    Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
    Accommodation
    Hotel, Resort
    Age Range
    14-99 yrs
    Operated in
    english
    Destinations
    Florence, Pisa, Vinci, Barga, Ca
    Florence, Pisa, Vinci, Barga, Castelnuovo Di Garfagnana, Lucca
    18% OFF TODAY
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    Rome To Southern Italy: Amalfi & Puglia - September 2027
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    Rome to Southern Italy: Amalfi & Puglia - September 2027

    This 17-day adventure around Italy takes in some of the most ancient sites in European history and shows you the lesser-known countryside, too. With a local by your side, you’ll explore the bustling streets of Rome, then travel through beautiful countryside past villas, vineyards and rolling hills as you visit historical sites like Pompeii, Lecce and the Sassi dwellings in Matera. There’s plenty of free time available to explore the area and take in the sites at your own pace, whether you want to indulge in food and wine or enjoy local experiences.
    Cultural, religious and historic sites
    Tour Type
    Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
    Accommodation
    Hotel, Resort, Villa, Hut
    Age Range
    15-99 yrs
    Operated in
    english
    Destinations
    Bari, Rome, Trani, Lecce, Albero
    Bari, Rome, Trani, Lecce, Alberobello, Matera, Pompeii, Sorrento, Amalfi Coast & Campania
    18% OFF TODAY
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    Highlights Of Italy - September 2027
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    Highlights of Italy - September 2027

    Check off every bucket list dream on this highlight-packed adventure through the heart of Italy. Stand in awe of Rome’s ancient history as you explore landmarks that have shaped the world, then lose yourself in Florence’s Renaissance art and architecture that redefined creativity. Walk along Venice’s iconic canals, where every turn feels like a scene from a romantic postcard. And just when you think it can’t get better, indulge in Montepulciano’s rich culinary traditions and savor its world-renowned wines. From timeless history to indulgent flavors, this life-changing journey will leave you longing for just one more taste of Italy’s magic.
    Explorer
    Tour Type
    Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
    Accommodation
    Hotel, Villa
    Age Range
    12-100 yrs
    Operated in
    english
    Destinations
    Rome, Venice, Montepulciano, Florence
    Rome, Venice, Montepulciano, Florence
    18% OFF TODAY
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