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.
Experience the best of Italy with this 8-day tour, staying in Rome, Florence, and the charming Monterosso al Mare. Explore Rome’s rich history with a 24-hour Hop-On Hop-Off ticket. Enjoy a scenic half-day tour from Florence to the Chianti region, complete with wine and olive oil tastings. Discover the stunning beauty of Cinque Terre with a 48-hour Train Card. Your journey includes a private airport transfer in Rome and high-speed train travel between cities, offering the perfect balance of guided tours and independent exploration
Like a creamy gelato or hot espresso, one taste of Italy can linger for a lifetime. Travelling from the Eternal City of Rome and up through the hazy hills of Tuscany, you’ll spend eight days sampling the best of Assisi, Siena, Florence, Bologna, Venice, and Montepulciano. 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
Embark on an unforgettable eight-day self-drive adventure through the stunning Puglia region, where you can explore at your own pace and immerse yourself in Italy’s rich culture, fascinating history, and mouthwatering cuisine. Indulge in authentic local flavors, visit UNESCO World Heritage sites, and experience the warm hospitality that makes Puglia a truly special destination.
Self-drive or vehicle rental
Tour Type
Private Tour
Accommodation
Hotel, Resort
Age Range
6-99 yrs
Operated in
english
Destinations
Bari, Martina Franca, Otranto
Bari, Martina Franca, Otranto, Lecce
22% 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
Join this eight-day comprehensive tour to discover Puglia and Lecce: an unforgettable experience through Italian culture. Wander through the alleys of Martina Franca; visit Alberobello, and discover why this stunning architecture was so popular in the past and how the Trulli were built. Marvel at the one of a kind ancient town of Matera. Visit Lecce, the pearl of the Apulian baroque; Otranto, with its beautiful Cathedral and explore the old city of Bari.
Self-drive or vehicle rental
Tour Type
Private Tour
Accommodation
Hotel
Age Range
6-99 yrs
Operated in
english
Destinations
Alberobello, Otranto, Lecce
Alberobello, Otranto, Lecce
22% OFF TODAY
This deal is valid for limited time. Book now to reserve your seats.
Choose this self-drive tour in the Lombardy region and spend 8 memorable days exploring the beautiful landscapes and culture of Italy. Visit mesmerising lakes of Maggiore, Como and Garda, take a boat to Bellagio and admire the beauty and tranquillity of the scenery that surrounds you. Walk through the medieval streets of Bergamo and visit Verona, a city full of history. This trip will fill all your senses and will leave great memories for a lifetime.
Self-drive or vehicle rental
Tour Type
Private Tour
Accommodation
Hotel, Villa
Age Range
6-99 yrs
Operated in
english
Destinations
Milan, Lake Maggiore, Lake Garda
Milan, Lake Maggiore, Lake Garda
22% OFF TODAY
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A consistently mild climate, lush nature framing breath-taking landscapes, unspoilt villages and fairy-tale coastlines: this is Campania, a region that sums up centuries of cultures, between West and East, in a single Mediterranean jewel known for its unparalleled hospitality. A destination for the soul, the eyes and the palate. During this tour you will visit the islands of Capri and Ischia discovering the beauty of nature and enjoy the culinary aspects through a street food tour in the most famous capital of Italian food Naples.
BeachFood tours
Tour Type
Private Tour
Accommodation
Hotel, Villa
Age Range
6-99 yrs
Operated in
english, spanish, french, german, italian
Destinations
Naples, Ischia, Capri
Naples, Ischia, Capri
22% OFF TODAY
This deal is valid for limited time. Book now to reserve your seats.
Begin your journey in romantic Venice. Treat yourself to a private evening lighting ceremony at St. Mark’s Basilica, explore the colorful facades of Burano, and sail south to discover Chioggia—a charming southern port loved by fishermen, artists, and anyone looking for unique gifts or souvenirs. Complete your spectacular Italian adventure with a stay in Rome, where a local guide will whisk you away to the city’s most charming and historic sites.
Embark on a captivating journey through the picturesque landscapes and rich cultural tapestry of Calabria. This tour invites you to explore charming coastal towns, ancient ruins, and the stunning Sila Mountains to the stunning coastal town of Tropea. Indulge in authentic Calabrian cuisine, savoring the region's unique flavors. Whether strolling through charming coastal towns, discovering ancient ruins, or indulging in the region's renowned culinary delights, our Calabria tour promises an enriching adventure that showcases the diverse beauty and heritage of this Southern Italian gem
Explorer
Tour Type
Group Tour
Accommodation
Hotel
Age Range
12-99 yrs
Operated in
english
Destinations
Calabria, Cosenza, Costa Degli D
Calabria, Cosenza, Costa Degli Dei , Reggio Calabria
An exciting eight-day tour to discover the beautiful paths of the Amalfi Coast and Capri. Get deep into the nature of this stunning area and appreciate the breathtaking views of the Gulf of Salerno, Sorrento and Capri. Follow the routes of the coastline isolated from civilization and admire pristine waterfalls, springs and unique plants on the most beautiful trails in Italy.
Active and outdoorAdventure
Tour Type
Private Tour
Accommodation
Hotel, Villa
Age Range
6-99 yrs
Operated in
english, spanish, french, german, italian
Destinations
Amalfi Coast & Campania, Naples
Amalfi Coast & Campania, Naples, Valle Delle Ferriere, Sorrento
22% OFF TODAY
This deal is valid for limited time. Book now to reserve your seats.