10 Best Italy Multiday Tours in September 2026

Sicily Grand Tour, Self-drive - September 2026

15% OFF TODAY

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Sicily Grand Tour, Self-drive - September 2026

Trip customizable

Best price guaranteed

Discover the beauties of Sicily during this eleven days self-drive tour. Immerse yourself in rich Greek and Roman history, culture and architecture. Drive through several UNESCO Heritage Sites and unique towns, and admire splendid views and art masterpieces. Climb the magnificent Mt Etna volcano and enjoy lunch with the stunning views.

Self-drive or vehicle rental

Tour Type

Private Tour

Accommodation

Hotel, Villa

Age Range

6-99 yrs

Operated in

english

Destinations

Palermo, Taormina, Syracuse, Not

Palermo, Taormina, Syracuse, Noto, Agrigento

15% OFF TODAY

Duration11 days

From

USD 1,857

USD 1,579

Saving

USD 279

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Discovering Bologna - September 2026

Trip customizable

Best price guaranteed

Embark on a delightful four-day tour of Bologna, where you'll immerse yourself in the city's rich culinary and cultural heritage. Start your adventure with a cooking class led by a local Cesarina, learning the secrets of traditional Bolognese cuisine. Explore the city's historic and picturesque streets on a guided bike tour, experiencing its vibrant atmosphere and architectural wonders. Discover the excitement of Italy's famous Motor Valley, home to legendary car brands like Ferrari and Lamborghini, with exclusive visits to museums and factories. This tour offers a perfect blend of gastronomic indulgence, cultural exploration, and automotive passion.

Art and architectureExplorer

Tour Type

Group Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english, italian

Destinations

Bologna

15% OFF TODAY

Duration4 days

From

USD 916

USD 779

Saving

USD 137

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South-oriental Sicily Beauty, Self-drive - September 2026

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South-oriental Sicily Beauty, Self-drive - September 2026

Trip customizable

Best price guaranteed

Embark on a captivating self-drive tour of Sicily, starting in Catania, where you can explore its baroque architecture and vibrant markets. Journey to Siracusa to delve into ancient history with its impressive archaeological sites. Continue to the picturesque fishing village of Marzamemi, known for its quaint streets and delightful seafood restaurants. Visit the Vendicari Nature Reserve, a stunning coastal area offering beautiful beaches, birdwatching, and ancient ruins. Conclude your tour in Ragusa, a city famed for its stunning baroque buildings, scenic views, and delicious cuisine. This self-drive tour allows you to experience the rich history, natural beauty, and cultural treasures of southeastern Sicily at your leisure.

Self-drive or vehicle rental

Tour Type

Private Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english

Destinations

Catania, Siracusa, Ragusa

15% OFF TODAY

Duration7 days

From

USD 783

USD 665

Saving

USD 117

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Discovering Garda Lake - September 2026

Trip customizable

Best price guaranteed

Discover Lake Garda, Italy's largest lake, which offers breathtaking scenery with its crystal-clear waters surrounded by charming towns and rolling hills. The area offers a variety of activities, from boating and swimming to exploring charming villages like Sirmione. Lake Garda offers a perfect blend of natural beauty, historical intrigue and cultural experiences.

Art and architecture

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

6-99 yrs

Operated in

english

Destinations

Lake Garda, Sirmione

15% OFF TODAY

Duration4 days

From

USD 697

USD 592

Saving

USD 105

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Campania Delights: Pompeii and the Amalfi Coast - September 2026

Trip customizable

Best price guaranteed

Experience the essence of Campania on a journey that unfolds the treasures of this mesmerizing Italian region. From the glamorous island of Capri to the ancient ruins of Pompeii, the lemon-scented streets of Sorrento, the bustling city of Naples, the cliffside charm of Positano, the historical allure of Amalfi, the archaeological marvels of Paestum, and the grandeur of the Palace of Caserta – each destination promises a unique blend of culture, history, and breathtaking landscapes. This adventure is a celebration of Campania's diverse beauty and rich heritage

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

7-99 yrs

Operated in

english

Destinations

Amalfi Coast & Campania, Naples

Amalfi Coast & Campania, Naples, Salerno

Duration8 days

From

USD 2,505

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Campania Sea And Islands, Private Tour - September 2026

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Campania Sea And Islands, Private Tour - September 2026

Trip customizable

Best price guaranteed

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

15% OFF TODAY

Duration8 days

From

USD 2,580

USD 2,193

Saving

USD 387

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Highlights of Northern Italy: Small Group Tour - September 2026

Trip customizable

Best price guaranteed

Embark on an unforgettable 8-day small group journey through Northern Italy, from Milan to romantic Venice, with breathtaking experiences along the way. Ride the world-famous Bernina Express through the Swiss Alps, wander the colorful coastal villages of the Cinque Terre, and explore the elegance of Portofino. Indulge in local food and wine tastings in Liguria and Modena, and dive into Italian automotive excellence at the Ferrari Museum. With hand-picked hotels, expert local guides, and unique culinary moments, this tour blends culture, scenery, and flavour for the perfect Northern Italian trip

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel, Resort

Age Range

7-99 yrs

Operated in

english

Destinations

Milan, Venice, Liguria, Cinque Terre

Duration8 days

From

USD 3,006

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Northern Lakes, Milan & Cinque Terre with Bernina - September 2026

Trip customizable

Best price guaranteed

Begin in enchanting Venice, soaking in its canals and signature Venetian flavors, then journey through the romantic streets of Verona and the rolling vineyards of Franciacorta. Take in the beauty of Lake Garda, Lake Como, and Bellagio, where charming lakeside villages meet breathtaking Alpine views. From Milan, board the legendary Bernina Express for a scenic rail journey through the Swiss Alps. Continue to the Ligurian coast to explore glamorous Portofino and the iconic Cinque Terre, before indulging in Modena’s rich motor and culinary traditions

Explorer

Tour Type

Group Tour

Accommodation

Hotel, Luxury Hotel, Resort

Age Range

12-99 yrs

Operated in

english

Destinations

Venice, Bergamo, Milan, La Spezia

Duration11 days

From

USD 3,930

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Classic Italy & the Italian Riviera - September 2026

Trip customizable

Best price guaranteed

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

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

12-99 yrs

Operated in

english

Destinations

Rome, Venice, Florence, Milan, L

Rome, Venice, Florence, Milan, Liguria, Cinque Terre

Duration11 days

From

USD 4,367

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Signature Italy - September 2026

Trip customizable

Best price guaranteed

Experience the best of Italy on this unforgettable 15-day journey. Walk in the footsteps of emperors at the Colosseum, explore Renaissance treasures in Florence, and glide along Venice’s canals. Savor Tuscan flavors, sip Franciacorta wines, and enjoy authentic culinary experiences from Bologna to Modena. Cruise the pristine waters of Lake Garda and Lake Como, ride the legendary Bernina Express through the Swiss Alps, and wander the colorful villages of Cinque Terre and Portofino. With expert guides, handpicked hotels, this is Italy at its most enchanting

Explorer

Tour Type

Group Tour

Accommodation

Hotel, Luxury Hotel, Resort

Age Range

12-99 yrs

Operated in

english

Destinations

Rome, Venice, Milan, La Spezia

Rome, Venice, Milan, La Spezia, Florence, Bergamo

Duration15 days

From

USD 5,369

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Simply Italy Reunion 35 to 45 - September 2026

No booking fees

Best price guaranteed

Welcome to 15 days of pure Italian travel immersion with your squad of awesome 35-45 year old travellers. Covering Rome, Florence, Milan, Venice and beyond, this one brings you the blissful best of this soul-stirring country. Explore Rome's historical highlights, travel through the streets of Michelangelo's Florence, indulge in some authentic pasta on the Amalfi Coast. Stop by to see the stooping slopes of Sorrento in the breezy winter or the picture perfect Positano for your summery soul. And that's just an aperitivo. Beauty, romance and all the pasta you can fit in; the good life just got even better. That's amore!

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

18-35 yrs

Operated in

english

Destinations

Rome, Naples, Amalfi Coast, Flor

Rome, Naples, Amalfi Coast, Florence, Cinque Terre, Milan, Venice

Duration15 days

From

USD 3,035

USD 2,944

Saving

USD 91

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Sicily Art, Food & Wine Tour - September 2026

15% OFF TODAY

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Sicily Art, Food & Wine Tour - September 2026

Trip customizable

Best price guaranteed

This 8-day tour of Sicily starts in the vibrant city of Catania and takes you on a journey through the island’s most stunning destinations. Begin by exploring the charming town of Tindari and the picturesque coastal village of Cefalu before heading to Palermo and Erice where you’ll enjoy a visit to a traditional winery for a delightful wine tasting. Continue your adventure with a visit to the ancient archaeological site of Selinunte, followed by a stop in Agrigento to marvel at the Valley of the Temples. The tour also includes stops in the baroque city of Noto, the historical treasures of Siracusa and Ortigia, and ends with a visit to Taormina, where you’ll indulge in a tasting experience while soaking in the scenic beauty of this iconic hilltop town.

Art and architectureFood tours

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

18-99 yrs

Operated in

english

Destinations

Catania, Palermo, Agrigento, Cal

Catania, Palermo, Agrigento, Caltagirone, Taormina

15% OFF TODAY

Duration8 days

From

USD 3,288

USD 2,795

Saving

USD 493

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Food And Walking On The Amalfi Coast, Small Group Tour - September 2026

15% OFF TODAY

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Food And Walking On The Amalfi Coast, Small Group Tour - September 2026

Trip customizable

Best price guaranteed

Embark on an unforgettable journey along the Amalfi Coast, where tradition, adventure, and technology converge in a single tour. Experience the flavours of Southern Italy as you dine on traditional Neapolitan pizza, enjoy creamy limoncello gelato, and feast on the freshest seafood from the Tyrrhenian Sea. Explore local markets, discover the art of pasta making, and indulge in wine tastings at scenic vineyards. Lace up your hiking boots for breathtaking adventures along rugged coastal paths, guided by experts through lemon groves, wildflower meadows, and nature reserves. Capture stunning vistas of the Gulf of Naples, Mount Vesuvius, and the Amalfi Coast, ensuring unforgettable memories. This tour offers a fusion of culinary delights and outdoor exploration, providing a well-rounded and captivating experience on the breathtaking Sorrento Coast. Join our eight-day small group tour of up to 16 people for an unforgettable experience.

Active and outdoorAdventure

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

20-99 yrs

Operated in

english

Destinations

Naples, Agerola, Positano, Pompe

Naples, Agerola, Positano, Pompeii, Sorrento, Capri

15% OFF TODAY

Duration8 days

From

USD 2,096

USD 1,782

Saving

USD 314

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27% OFF TODAY

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European Escapade - September 2026

4.9

(27 reviews )

No booking fees

Best price guaranteed

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

Tour Type

Group Tour

Accommodation

Hostel, Hotel, Resort, Guest House

Age Range

18-35 yrs

Operated in

english

Destinations

London, Paris, Lucerne, Lyon, Ba

London, Paris, Lucerne, Lyon, Barcelona, French Riviera, Florence, Rome, Venice, Vienna, Munich, Prague, Berlin, Amsterdam, Beaujolais

27% OFF TODAY

Duration24 days

From

USD 4,232

USD 3,079

Saving

USD 1,153

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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.

All Italy Tours in September 2026

Page 9 of 152 Trips in Italy during September 2026 with 2,573 Reviews

See Italy tours by duration

Sicily Grand Tour, Self-drive - September 2026

Discovering Bologna - September 2026

South-oriental Sicily Beauty, Self-drive - September 2026

Discovering Garda Lake - September 2026

Campania Delights: Pompeii and the Amalfi Coast - September 2026

Campania Sea And Islands, Private Tour - September 2026

Highlights of Northern Italy: Small Group Tour - September 2026

Northern Lakes, Milan & Cinque Terre with Bernina - September 2026

Classic Italy & the Italian Riviera - September 2026

Signature Italy - September 2026

Simply Italy Reunion 35 to 45 - September 2026

Sicily Art, Food & Wine Tour - September 2026

Food And Walking On The Amalfi Coast, Small Group Tour - September 2026

European Escapade - September 2026

Page 9 of 152 Trips in Italy during September 2026 with 2,573 Reviews

Combine Italy in September with Nearby Countries for an Unforgettable Trip

Europe

Asia

South America

Africa

North America

Oceania

Polar

Food, wine, events and nightlife

Adventure and sport

Wildlife, landscapes and nature

Boat tours, water sports and marine wildlife

Sightseeing, attractions, culture and history

Air tours, road trips and transfers

Beach, romance, getaways and relaxation

Special interests and hobbies

All Italy Tours in September 2026

Page 9 of 152 Trips in Italy during September 2026 with 2,573 Reviews

See Italy tours by duration

Page 9 of 152 Trips in Italy during September 2026 with 2,573 Reviews