Discover 500+ Italy trips in September 2026 with 6950+ verified reviews. Crafted by vetted tour operators, these Italy September 2026 tours showcase the country at its seasonal best.
Explore a surreal region of Italy that looks straight out of a postcard (only better) with this eight-day multi-active trip. The houses are painted in multi-coloured shades, the sea is brighter than the sky, and the sun beams down brightly – welcome to the Cinque Terre. This jewel of Europe changes with the light of the day and is best explored on foot, on a bike or on a kayak. On this trip, you’ll witness natural beauty on all three! Cycle past olive groves, hike to medieval monuments, kayak to sandy beaches and refuel your energy every afternoon with cocktails and carbs. This is living!
Trekking and Hiking
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
Cinque Terre and Liguria, Levant
Cinque Terre and Liguria, Levanto, Santa Margherita
22% OFF TODAY
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Fall in love with Italy and rediscover the rewards of family travel on this carefully crafted itinerary designed with both you and your kids in mind. Dip your toes in the ocean by the beautiful Cinque Terre coastline, make and taste authentic Italian pesto, savour delicious Tuscan cuisine and get the perfect snap of the Leaning Tower of Pisa. Journey from the ruins of Rome to the shadow of Mt Vesuvius and watch the kids light up as your local guide brings history back to life. Sit back and relax with some Sangiovese while the kids explore the farmlands of an agriturismo, take a pizza class in Sorrento, then go on a relaxing daytrip to Capri. With all the logistics taken care of, it’s easy to treat yourself to some family time full of sunny days, sparkling coasts and local food.
Tour Type
Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
Accommodation
Hotel, Resort
Age Range
5-99 yrs
Operated in
english
Destinations
Venice, Sorrento, Minori, Cinque
Venice, Sorrento, Minori, Cinque Terre, Pisa, Rome, Pompeii
18% OFF TODAY
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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.
Jump headfirst into the wonders of Sicily on this eight-day Solo-ish adventure from Catania to Palermo. They say the best way to understand a culture — and bond with your new travel besties — is through food, so get ready to dive in with a market tour and hands-on cooking class. Wander through vibrant market stalls, breathe in the aroma of local delicacies, and savour every bite of Sicily’s famous cuisine. Then, stand in awe beneath the towering Mt. Etna, exploring its volcanic landscapes and lush flora. From one breathtaking coast to the other, you’ll leave with a full camera roll, a happy stomach, and a group of lifelong friends!
Explorer
Tour Type
Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
Accommodation
Hotel
Age Range
18-100 yrs
Operated in
english
Destinations
Palermo, Catania, Agrigento
Palermo, Catania, Agrigento
18% OFF TODAY
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Visit Italy’s major highlights as you travel by rail on one of our exclusive Italy tours and packages. Your tour starts in Italy’s capital: Rome where you will get to see the incredible monumental heritage of the city and its ancient Roman architecture. Embrace the remarkable topography of the country while on a high-speed rail. In Florence you will get to see intact medieval walls at Monteriggioni and famous medieval towers at walled town San Gimignano. In Cinque Terre, you will have the opportunity to discover the area freely, as you will have a pass that give you access all over the village of Cinque Terre. Next stop would be Milan the city of Fashion and Arts, where you will discover the Last Supper of Leonardo Da Vinci, the famous Gothic Cathedral, La Scala Opera House or the other hidden treasures of Milan. From here you will be visiting Venice which would be your last stop on this wonderful trip. You will get to see Piazza San Marco with the Basilica and the Clock Tower, the Rialto Bridge, Campo Santa Maria Formosa and the Grand Canal or escape to the more tranquil side streets and small canals that criss–cross the city.
Train tours
Tour Type
Independent TourTypically a private tour undertaken by one or two travelers
Head on the ultimate trip to discover one of the most beautiful regions in Italy with this 10-day self-drive tour of Tuscany! Your journey will begin in Catania, from where you will grab your car and set off to explore the Etna Area. Taste some local wines in a beautiful vineyard before you drive to Mount Etna, the highest active volcano in Europe. From there you will explore Taormina, a gorgeous city known for its natural landscapes of the sea, city, and rocks. Your next stop will be in Syracuse, the largest and most powerful Greek colony in Sicily. Discover the ancient Greek ruins dating 2,700 years back in time, such as the Teatro Greco and the Temple of Apollo, as you bask in the beauty of the deep blue Ionian Sea. Travel to Noto, known for its beautiful churches, extravagant palaces, and iron-wrought balconies. Unwind on the beautiful beaches of Marzamemi, a mesmerizing Italian village known for its bright blue waters. Visit Ragusa, famous for its late-baroque Sicilian style architecture, and explore Agrigento, one of the oldest cities in Sicily home to the Valley of the Temples, an area that preserves 11 Doric temples from the 5th century BC. From there you will drive to Alcamo, an area where many fine Italian wines are produced.Travel down the Western Coast through Marsala, a famous destination known for its stunning beaches and wide range of wines, before you explore Palermo, the capital of Sicily and a city that magnificently blends Norman-Arab, baroque medieval, and gothic architectural styles. See the Arab-Norman Cathedral among many other famous monuments and get a taste of the local cuisine with an astronomic walk-through Palermo before your tour of Sicily comes to an end! This journey captures the essence of Exclusive Italy tours, where culture, cuisine, and history are seamlessly woven into a luxurious travel experience.
Food tours
Tour Type
Independent TourTypically a private tour undertaken by one or two travelers
Accommodation
Hotel, Resort
Age Range
8-99 yrs
Operated in
English
Destinations
Palermo, Catania, Syracuse, Sici
Palermo, Catania, Syracuse, Sicily, Mount Etna, Agrigento, Alcamo
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.
Soak up la dolce vita on this week-long holiday showcasing the cultural highlights of the Amalfi Coast. Blending ancient history, vibrant villages, stunning coastal walks and authentic cuisine, our itinerary ticks off Pompeii, Herculaneum, Capri, Sorrento, Amalfi, and Ravello - an unforgettable Italian experience.
Traditional Amalfi villages - Beaches, alleyways, lemon groves and cliff-top views, each village reveals its own charm and story.
Italian hospitality - Stay in a welcoming family-run hotel with home-style cooking and warm hospitality.
Culture & history - Discover Pompeii, Herculaneum, medieval churches, and elegant villas for a journey through Italy's rich past.
Tour Type
Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
Lace up your hiking boots and set your sights towards the spectacular Mediterranean horizon. This seven-day Premium walking and hiking trip on the Amalfi Coast features the best of the short hikes in the area, and is a nature-lover’s dream! Walk the crater rim of the Mount Vesuvius volcano, say Buongiorno to local farmers along the Pathway of the Gods, take in sweeping panoramic views from the Path of the Lemons, and catch a ferry to the glamorous island of Capri. Then, visit Pompeii to explore the preserved ruins and learn about the history of the area. Spend two nights in in a clifftop hotel, soak up sunsets, eat your weight in delicious Italian food (carbs, anyone?) and get active in one of the most beautiful parts of Italy, if not the world.
Trekking and Hiking
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
Naples, Capri, Sentiero Degli De
Naples, Capri, Sentiero Degli Dei, Amalfi
18% OFF TODAY
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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
Elena KyrimiTravel Expert in Greece & Italy
Alessandra GalassiTravel Expert in Italy
Danilo CataniaTravel Expert in Italy
