10 Best Italy Multiday Tours in September 2026

Accommodations

BudgetSimple stays with essential amenities. Typically guesthouses, hostels or hotels rated below 3 stars — clean, no-frills, and great for value-conscious travelers.
Mid-rangeComfortable and reliable 3-star stays. Expect private rooms, en-suite bathrooms, and solid amenities — a great balance between comfort and cost.
PremiumUpscale 4-5 star hotels and lodges. Enjoy high-end service, refined comfort, and premium locations — ideal for travelers seeking extra indulgence.

Get a customized trip to Italy in September 2026

Plan a multi-country or regional adventure across Italy in September 2026, with help from a local expert.

Alessandra GalassiTravel Expert in Italy
Elena KyrimiTravel Expert in Greece & Italy
Danilo CataniaTravel Expert in Italy

Start planning your Trip

Recommended by

Combine Italy in September with Nearby Countries for an Unforgettable Trip

See tours with itineraries going through multiple countries, including Italy

View Tours

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

Cycle the Full Via Francigena - Aosta to Rome - September 2026

(1 review )

No booking fees

Best price guaranteed

An exhilarating cycle along the full length of the Via Francigena from the St Bernard Pass on the Swiss border to the Eternal City of Rome. The Via Francigena is far more than just a pilgrim trail. Those with more time can discover the full route, cycling this exhilarating and moderately graded bike ride from the Alps to the Eternal City of Rome. Starting from the Great St Bernard Pass on the Swiss-Italian border, you will discover a huge array of spectacular scenery and impressive towns. The route will take you through the vast and fertile Po River plain, across the fast flowing Dorea Baltea river, through stone walled country lanes as you exit the Aosta Valley, over the hills and vineyards of Tuscany, through beautiful Umbrian countryside, down to Lake Bolsena, and finally along ancient Etruscan roads to the impressive city of Rome and St. Peter’s Square. You will discover historic and culturally rich towns of Vercelli, Pavia, Parma, Lucca, San Gimignano, Siena, Viterbo and Sutri, just to name a few. On the way, take time out of your cycle day to visit imposing castles, churches, roman ruins, hilltop towns and vineyards. A trip to Italy would not be complete without delighting in the local food, and this trip does not disappoint. You will eat and drink your way through the best of northern Italian cuisine, visit the gastronomic heaven of Parma in Emilia Romagna, sample the wines and olive oils of Tuscany and indulge in cheese produced in the zones of the cacio di Pienza.

Bicycle toursExplorer

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Rome, Turin, Piedmont & Valle d’

Rome, Turin, Piedmont & Valle d’Aosta, Aosta Valley, Aosta, Berceto, Aulla, Massa, Lucca, San Miniato Alto, San Gimignano, Siena, San Quirico d'Orcia, Radicofani, Bolsena, Saint Bernardo Pass, Viterbo, Sutri, Formello, Verres, Viverone, Vercelli, Vigevano, Pavia, Piacenza, Parma

Duration24 days

View Tour

Fantasia Italiana - September 2026

Trip customizable

Best price guaranteed

Travelling from eternal Rome and up through the hazy hills of Tuscany, you’ll spend five 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. Experience a taste of Italy with us!

Explorer

Tour Type

Group Tour

Accommodation

Hotel

Age Range

8-99 yrs

Operated in

english

Destinations

Rome, Florence, Venice

Duration5 days

View Tour

Classic Amalfi Coast - 8 Days - September 2026

4.8

(9 reviews )

No booking fees

Best price guaranteed

It was very well organised. Everything worked smoothly, we had a great holiday.

Trekking and Hiking

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

18-99 yrs

Operated in

english

Destinations

Amalfi Coast & Campania, Amalfi

Amalfi Coast & Campania, Amalfi, Praiano, Positano

Duration8 days

View Tour

24% OFF TODAY

Central & Eastern Europe Explorer - September 2026

No booking fees

Best price guaranteed

Experience the very best of Central & Eastern Europe on this 15-day guided group tour! Uncover hidden gems, be captivated by vibrant capital cities, indulge in delicious cuisine and see famous historical sights up close. Natural beauty abounds from the Swiss Alps and the Bavarian countryside to the Italian Lake District. Wander the fairytale streets of Vienna, Budapest and Prague. Cruise along the Venice canals, admire Renaissance art in Florence and discover the many highlights of Munich. Explore Bratislava, Neuschwanstein Castle, Melk Abbey and much more on this unmissable journey!

Explorer

Tour Type

Group Tour

Accommodation

Hotel

Age Range

10-99 yrs

Operated in

english

Destinations

Munich, Vienna, Budapest, Prague

Munich, Vienna, Budapest, Prague, Innsbruck, Swiss Alps, Lake Como, Montecatini, Venice

24% OFF TODAY

Duration15 days

View Tour

Best Of Northern Italy: Florence To Venice - September 2026

18% OFF TODAY

Super Sales

Best of Northern Italy: Florence to Venice - September 2026

(4 reviews )

No booking fees

Best price guaranteed

The overall experience was a lot of fun. We were busy the entire time, and with the great organization managed to see a whole lot of Northern Italy within such a small amount of time. We were very nicely taken care of by our CEO. She was extremely responsive and helpful when any questions came her way, and she absolutely loved when people asked questions about Italy and it's storied history. Great trip!

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

12-100 yrs

Operated in

english

Destinations

Florence, Venice, Cinque Terre

Florence, Venice, Cinque Terre, Lake Como

18% OFF TODAY

Duration8 days

View Tour

35% OFF TODAY

Amalfi, Apulia & Tuscany - 13 days - September 2026

No booking fees

Best price guaranteed

Set off on a 13-day journey from Rome through Italy’s most captivating regions. Begin at Montecassino and moving WWII sites, then continue into Apulia with stops in Trani, Polignano a Mare, and the UNESCO-listed trulli of Alberobello. Discover Baroque Lecce, coastal Otranto, and Gallipoli before exploring Matera’s cave dwellings and Castelmezzano’s dramatic peaks. From Salerno, sail the Amalfi Coast to Sorrento, Positano, and Amalfi. Hike Mount Vesuvius, uncover Pompeii, and pause for a day in Rome. Continue to medieval Orvieto, discover Florence's history, and see the thermal baths of Bagno Vignoni. Discover the towns of Sovana and Capodimonte before ending back in Rome.

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

18-80 yrs

Operated in

english

Destinations

Rome, Benevento, Pisa, Montepulc

Rome, Benevento, Pisa, Montepulciano, Lecce, Salerno, Florence

35% OFF TODAY

Duration13 days

View Tour

30% OFF TODAY

Perfect Puglia - 8 days - September 2026

No booking fees

Best price guaranteed

Take in the highlights of picturesque Puglia on this 8-day journey through southern Italy. Begin with a guided walking tour of Bari and marvel at the UNESCO-listed Castel del Monte. Wander through the charming port town of Trani, known as the 'Pearl of Puglia', and explore the fascinating cave dwellings of Matera. Admire the iconic conical Trulli houses in Alberobello and enjoy time at leisure in the whitewashed hill towns of Locorotondo and Ostuni. Explore Lecce, often called the 'Florence of the South', and visit the elegant village of Martina Franca. On your return to Bari, stop at the coastal citadel of Monopoli to round off this unforgettable Italian adventure.

Explorer

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-80 yrs

Operated in

english

Destinations

Bari, Alberobello, Matera, Lecce

Bari, Alberobello, Matera, Lecce, Otranto, Monopoli

30% OFF TODAY

Duration8 days

View Tour

Tuscan Adventure: Rome To Florence - September 2026

18% OFF TODAY

Super Sales

Tuscan Adventure: Rome to Florence - September 2026

(4 reviews )

No booking fees

Best price guaranteed

It was great and I am really glad I did it through a travel company, because planning it on my own would have taken so much time that i probably wouldn't be able to go.

Explorer

Tour Type

Small Group Tour

Accommodation

Villa, Hotel

Age Range

12-100 yrs

Operated in

english

Destinations

Rome, Florence, Montepulciano

18% OFF TODAY

Duration7 days

View Tour

18% OFF TODAY

Super Sales

Premium Puglia - September 2026

No booking fees

Best price guaranteed

Dreamy beaches, inspiring architecture and ancient wonders come together on an eight-day Premium adventure through Italy’s Puglia region. Understated and unbelievably beautiful, this lesser-visited corner of Italy delivers in historical, cultural and natural sights. Begin in the coastal town of Bari, admire unusual trulli buildings in Alberobello, stay in a former palace in Nardo, explore ancient sassi homes in Matera and discover the well-preserved ruins of Pompeii. With a local leader by your side and expert guides joining you along the way, you’ll really get a kick out of this adventure.

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Bari, Naples, Polignano A Mare

Bari, Naples, Polignano A Mare, Nardò, Matera

18% OFF TODAY

Duration8 days

View Tour

22% OFF TODAY

Super Sales

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

22% OFF TODAY

Duration4 days

View Tour

Italy Tours in September 2026

See Italy tours by duration

Get a customized trip to Italy in September 2026

502 Trips in Italy during September 2026 with 6,840 Reviews

502 Trips in Italy during September 2026 with 6,840 Reviews

Combine Italy in September with Nearby Countries for an Unforgettable Trip

Cycle the Full Via Francigena - Aosta to Rome - September 2026

Fantasia Italiana - September 2026

Classic Amalfi Coast - 8 Days - September 2026

Central & Eastern Europe Explorer - September 2026

Best of Northern Italy: Florence to Venice - September 2026

Amalfi, Apulia & Tuscany - 13 days - September 2026

Perfect Puglia - 8 days - September 2026

Tuscan Adventure: Rome to Florence - September 2026

Premium Puglia - September 2026

Discovering Bologna - 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

Italy Tours in September 2026

See Italy tours by duration

Get a customized trip to Italy in September 2026

502 Trips in Italy during September 2026 with 6,840 Reviews

502 Trips in Italy during September 2026 with 6,840 Reviews