10 Best Italy Multiday Tours in September 2026

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.

Sicily Art, Food & Wine Tour - September 2026

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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 3,239

USD 2,753

Saving

USD 486

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Journeys: Southern Italy, Naples to Rome - September 2026

(3 reviews )

No booking fees

Best price guaranteed

The trip was awesome and a once in a lifetime experience. We hope to book future trips like this, but it will be hard to live up to the quality of this trip, especially our CEO Elisabetta and our fellow ducklings.

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

12-100 yrs

Operated in

english

Destinations

Rome, Naples, Sorrento, Amalfi Coast

Duration8 days

From

USD 3,399

USD 3,297

Saving

USD 102

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Irresistible Italy: Rome to Venice - September 2026

Trip customizable

Best price guaranteed

Unveil Italy’s splendor with a 12-day journey through Rome, Florence, La Spezia, Milan, and Venice. Indulge in a wine tasting in Chianti, a private transfer from Rome’s airport, and captivating guided tours of the Colosseum, Roman Forum, and Pompeii. Discover Tuscany’s charm on a coach tour, revel in the scenic Cinque Terre with a 48-hour Train Card and embrace the elegance of Lake Como with unlimited boat trips. Savor a gondola ride in Venice and glide through high-speed train adventures across Italy’s iconic landscapes

Explorer

Tour Type

Private Tour

Accommodation

Hotel

Age Range

7-99 yrs

Operated in

english

Destinations

Rome, Florence, Venice, Colosseu

Rome, Florence, Venice, Colosseum, La Spezia, Cinque Terre, Milan, Lake Como

Duration12 days

From

USD 3,109

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Essence of Italy: Rome, Sorrento, and Venice - September 2026

Trip customizable

Best price guaranteed

Begin your journey with a private transfer from Rome's airport to your hotel, followed by a half-day guided small group tour of the Colosseum and Roman Forum. Travel by high-speed train to Naples, where you'll enjoy a private transfer to Sorrento with a 2-hour stop to explore Pompeii. In Sorrento, take an excursion to the enchanting Capri Island, including a visit to the Blue Grotto. Continue to Florence via high-speed train, and immerse yourself in the city's rich history. Conclude your Italian adventure in Venice, with a gondola ride through its picturesque canals

Explorer

Tour Type

Private Tour

Accommodation

Hotel

Age Range

7-99 yrs

Operated in

english

Destinations

Rome, Florence, Venice, Sorrento

Rome, Florence, Venice, Sorrento, Capri

Duration9 days

From

USD 2,560

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A Taste of Italy: 8 Days - Classic - September 2026

Trip customizable

Best price guaranteed

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

Explorer

Tour Type

Group Tour

Accommodation

Hotel

Age Range

7-99 yrs

Operated in

english

Destinations

Rome, Florence, Venice

Duration8 days

From

USD 1,519

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Treasures Of Sicily - September 2026

Trip customizable

Best price guaranteed

This tour of Sicily begins in the Taormina area, where the imposing Mt. Etna, Europe's most active volcano, awaits exploration within the vast Park of Etna. Delve into Syracuse's captivating archaeological sites, from the Roman Amphitheatre to the Greek Theatre, and wander through Ortigia's ancient nucleus with its remarkable cathedral. Sign up for a trip to The Temples' Valley in Agrigento to see iconic ancient structures like the Temple of Concorde, the Temple of Hercules, among others. Next up is a coastal boat tour offering breathtaking views of Taormina and opportunities for optional snorkeling at renowned spots like the "Grotta Azzurra." Opt for a captivating excursion to the UNESCO-listed Aeolian Islands of Lipari and Vulcano, soaking in their historical and natural splendor. Dive into the cinematic legacy of The Godfather with visits to Forza D'Agrò and Savoca, revealing iconic filming locations.

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel

Age Range

8-99 yrs

Operated in

english

Destinations

Catania, Taormina

Duration8 days

From

USD 1,049

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25% OFF TODAY

Best of Sardinia - 7 days - September 2026

No booking fees

Best price guaranteed

SMALL GROUP TOUR: Discover the picturesque coastline, historic cities and mouth-watering food of the Mediterranean island of Sardinia on this 7-day escorted group tour. Enjoy three included gastronomic experiences to sample some of the island's delicious flavours and discover Cagliari and Alghero with included guided touring. See the historic cathedral of Oristano, explore the archaeological site of Palmavera and Tharros, relax with free time in Palau and stroll along the windswept trails of Capo Caccia Natural Reserve.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Hut

Age Range

18-80 yrs

Operated in

english

Destinations

Sardinia, Cagliari, Bosa, Algher

Sardinia, Cagliari, Bosa, Alghero, Palau

25% OFF TODAY

Duration7 days

From

USD 3,355

USD 2,516

Saving

USD 839

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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, Florence, Beaujolais, French Riviera

27% OFF TODAY

Duration24 days

From

USD 3,635

USD 2,644

Saving

USD 991

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Country Roads Of Southern Italy - September 2026

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Country Roads of Southern Italy - September 2026

4.7

(19 reviews )

No booking fees

Best price guaranteed

Nice tour and excellent tour leader-

Adventure

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Alberobello, Matera, Sorrento

15% OFF TODAY

Duration9 days

From

USD 3,150

USD 2,689

Saving

USD 461

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Rome Florence Venice and Milan by Rail - September 2026

Trip customizable

Best price guaranteed

This tour will take you on a memorable train ride across the major touristic cities of Italy. You’ll begin by exploring Rome, with stunning feats of civilization, modern and age-old alike. Colosseum, Navona Square, Pantheon, Spain Square, and Trevi Fountain are a few places that you can visit. The next place where you’ll take a train would be Florence. History, art, countryside, and delicious food are the gist of what this capital city of Tuscany has in store for you. Accademia and Uffizi Galleries are a must-visit. After Florence, The City of Water, Venice, awaits your arrival. Though the journey to Venice via rail is gorgeous, the city itself has its charm. Riding into a gondola through the Grand Canal and being mesmerized by the city’s beauty should be on your list. In addition, take a walking tour covering St Mark’s Square, Doge's Palace, Bell Tower, etc. Finally, we are at the last city of this train tour—Milan. An epitome of great fashion and design, Milan is a heart stealer. Apart from the latest cultural trends, you can even get a slice of history by visiting the Milan Cathedral. Also, ensure not to miss Leonardo Da Vinci’s stupefying Cenacolo, the Last Supper, which is one of the most famous artworks in the world. This train journey is one of the most popular Italy travel packages, offering a comprehensive tour of Italy's iconic cities.

Explorer

Tour Type

Independent Tour

Accommodation

Hotel

Age Range

8-99 yrs

Operated in

English

Destinations

Milan, Rome, Florence, Venice

Duration9 days

From

USD 1,102

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Hike the Tour du Mont Blanc - September 2026

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Best price guaranteed

Uncover the Alps in all their glory as you spend eight days hiking the iconic Tour du Mont Blanc. Following a circuit route from Chamonix in France, come face to face with dizzying peaks, glittering lakes and rolling pastures, passing through Switzerland and Italy on the way. Each day ends in charming accommodation, and your luggage will be transported for you to lighten the load. With a highly qualified International Mountain Leader as your guide who will not only ensure your safety, but also show you what makes this part of the world so special, you can focus on the gorgeous natural scenery!

Trekking and Hiking

Tour Type

Small Group Tour

Accommodation

Hotel, Lodge

Age Range

15-99 yrs

Operated in

english

Destinations

Chamonix, Argentiere, Champex, C

Chamonix, Argentiere, Champex, Courmayeur, Les Chapieux, Les Contamines-Montjoie

Duration8 days

From

USD 4,485

USD 4,350

Saving

USD 135

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Journeys: Northern Italy, Venice to Florence - September 2026

(4 reviews )

No booking fees

Best price guaranteed

Amazing. Tour guide made the trip worth while!

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

12-100 yrs

Operated in

english

Destinations

Florence, Venice, Cinque Terre

Duration7 days

From

USD 2,999

USD 2,909

Saving

USD 90

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Flavours of Tuscany & Cinque Terre - September 2026

Trip customizable

Best price guaranteed

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

Explorer

Tour Type

Private Tour

Accommodation

Hotel

Age Range

7-99 yrs

Operated in

english

Destinations

Rome, Florence, Tuscany, Montero

Rome, Florence, Tuscany, Monterosso, Cinque Terre

Duration8 days

From

USD 1,355

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

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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 2,065

USD 1,755

Saving

USD 310

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All Italy Tours in September 2026

Page 32 of 463 Trips in Italy during September 2026 with 6,786 Reviews

Get a customized trip to Italy in September 2026

See Italy tours by duration

Page 32 of 463 Trips in Italy during September 2026 with 6,786 Reviews

Combine Italy in September with Nearby Countries for an Unforgettable Trip

Sicily Art, Food & Wine Tour - September 2026

Journeys: Southern Italy, Naples to Rome - September 2026

Irresistible Italy: Rome to Venice - September 2026

Essence of Italy: Rome, Sorrento, and Venice - September 2026

A Taste of Italy: 8 Days - Classic - September 2026

Treasures Of Sicily - September 2026

Best of Sardinia - 7 days - September 2026

European Escapade - September 2026

Country Roads of Southern Italy - September 2026

Rome Florence Venice and Milan by Rail - September 2026

Hike the Tour du Mont Blanc - September 2026

Journeys: Northern Italy, Venice to Florence - September 2026

Flavours of Tuscany & Cinque Terre - September 2026

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

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 32 of 463 Trips in Italy during September 2026 with 6,786 Reviews

Get a customized trip to Italy in September 2026

See Italy tours by duration

Page 32 of 463 Trips in Italy during September 2026 with 6,786 Reviews