10 Best Italy Multiday Tours in September 2026

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Rome, Naples & Sicily Highlights - 11 days - September 2026

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COACH TOUR: Enjoy a hop-on hop-off bus tour in Rome, take in sweeping views of Naples and relax in Sorrento on this 11-day coach tour. Discover the ruins of Pompeii, enjoy a day trip to the island of Capri and take an overnight ferry to the Mediterranean island of Sicily. Here, highlights include sightseeing in the capital of Palermo, wine tasting in Marsala, and a visit to Mount Etna, one of the most active volcanoes in Europe.

Walking tours

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

18-80 yrs

Operated in

english

Destinations

Rome, Taormina, Naples, Capri, S

Rome, Taormina, Naples, Capri, Sorrento, Palermo, Agrigento, Ragusa

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Duration11 days

From

USD 4,935

USD 3,701

Saving

USD 1,234

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Ancient Rome Segway Tour - September 2026

(2 reviews )

No booking fees

Best price guaranteed

Writing reviews is just not for me, but I'm glad to be writing my first review about this amazing experience. It was such a pleasant, fun, and thrilling tour. My husband and I have a lot of appreciation for historical architecture and our guide Eugene did a fantastic job with showing us some of thee best spots to take in the beauty of Rome. He was very informative and has a great amount of interesting knowledge about the history. Very friendly and professional and overall a delightful tour guide. I was skeptical about riding a Segway, but it was actually an enjoyable way to get around for siteseeing. Eugene was patient and helped alot with being able to maneuver around the city safely.

Segway tours

Tour Type

Group Tour

Age Range

5-79 yrs

Operated in

english, french, german, dutch, italian, spanish

Destinations

Rome

Duration3 hours

From

USD 93

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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 914

USD 777

Saving

USD 137

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Best of Northern Italy: Florence to Venice - September 2026

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Best price guaranteed

Immerse yourself in the ancient grandeur of Rome and Florence's Renaissance masterpieces on this seven-day Italian adventure. Your CEO (Chief Experience Officer) will lead you through cobblestone streets while you sample local delicacies, sip wine in Montepulciano, and walk in ancient footsteps through the medieval city of Siena. Your heart and your tastebuds will both be equally grateful.

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

Duration8 days

From

USD 1,999

USD 1,939

Saving

USD 60

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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 695

USD 591

Saving

USD 104

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Slice of Italy - Rome to Sorrento - September 2026

(4 reviews )

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Best price guaranteed

I had an amazing time on this 9-day Italy trip! The itinerary was very well organized, covering so many highlights — from Rome’s Colosseum to Pompeii, Herculaneum, Positano, Sorrento, and Capri. It’s definitely an active trip with lots of walking, but such a great way to see and experience so much in a short time. The hotels were functional and well located, with the last one in Sorrento being especially beautiful with its sea views. The absolute highlight, though, was our tour guide, Alessia. She went above and beyond every single day — knowledgeable, organized, enthusiastic, and always available if anyone needed something. You could tell she truly cared about making sure everyone had the best experience. The group itself was great, and thanks to Alessia, everything felt seamless and fun. Highly recommend this trip if you want to see the highlights of Italy with a fantastic guide leading the way!

Adventure

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-40 yrs

Operated in

english

Destinations

Rome, Sorrento, Naples

Duration8 days

From

USD 2,295

USD 2,226

Saving

USD 69

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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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Premium Puglia - September 2026

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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

Duration8 days

From

USD 4,795

USD 4,651

Saving

USD 144

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Rome by electric bicycle private tour - September 2026

(1 review )

No booking fees

Best price guaranteed

We had a E bike tour with Jiulio in Rome yesterday, it was fun, interesting, Julio had a lot of knowledge , patience, we enjoyed every second of the tour!

Scooter and electric bike tours

Tour Type

Group Tour

Age Range

5-79 yrs

Operated in

english, german, dutch, italian, spanish

Destinations

Rome

Duration3 hours

From

USD 70

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Small Group Tour of Assisi - September 2026

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Best price guaranteed

Come to Assisi and explore with a guide the history, art and local traditions of one of the most famous hill towns of Italy. Meet the guide and from there the tour will take you to the old Roman ruins of the local amphitheater, which was reused in the Middle Ages as a quarry for stones to build local houses. You will see how the amphitheatre was turned into a private neighbourhood. From here the view towards the Rocca Maggiore Medieval castle is one of the best in the city. Walk through narrow alleys and medieval squares until you reach Saint Rufino’s Cathedral, Saint Claire's Basilica and the main city square, Piazza del Comune. At the square you will see of the best preserved Roman temple of Italy – Minerva Temple – which is surrounded by imposing medieval government buildings. The tour will then head down to Saint Francis Basilica, which is famous worldwide for its 13th–14th-century frescoes by the best painters of Italy at that time. Among those, the most famous is Giotto.

Walking tours

Tour Type

Small Group Tour

Age Range

5-79 yrs

Operated in

english

Destinations

Assisi

Duration3 hours

From

USD 53

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Discover naples: 2-hour guided walking tour - September 2026

Trip customizable

Best price guaranteed

Enjoy an exciting and informative 2-hour walking tour of the remarkable city of Naples, and discover why it is considered one of the most beautiful in the Mediterranean. See the very best of this ancient and mystical city with an official tour guide who will explain its hidden gems, legends, and action-packed history. Visit the Cathedral of San Gennaro, walk past the Royal Palace of Naples, where the great Bourbon Kings once resided, the spectacular Real Teatro di San Carlo, Naples' beautiful opera house. Continue on to San Francesco di Paola, a beautiful church located at the Piazza del Plebiscito, Naples' main city square, and stroll through the beautiful Gallery of Umberto I, a public shopping gallery opposite the San Carlo opera house. Visit some of Naples' ancient castles, built thousands of years ago, and stroll through the city's main historic center to the famous Spacca Napoli street, the area where Naple was founded, to visit some of the most important churches in the city.

Walking tours

Tour Type

Group Tour

Age Range

5-79 yrs

Operated in

english, italian

Destinations

Amalfi Coast & Campania, Naples

Duration2 hours

From

USD 160

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Hannibal's victory over the Romans - September 2026

Trip customizable

Best price guaranteed

Explore the archaeological ruins of the ancient Roman town of Canne della Battaglia, famous for the biggest battle of the Second Punic War fought between the Roman and Carthaginian army near the river Ofanto, between about 86,000 Romans and about 50,000 Carthaginians. The battle was won by the Carthaginians led by Hannibal, one of the greatest leaders in history. Discover the tactics of war that allowed the Carthaginians to win the battle and which killed more than 55,000 soldiers. Beyond the Roman ruins, we will visit the necropolis and museum "Antiquarium" with a rich collection of clay pots painted with geometric designs from pre-Roman populations (dauno-peucezi) dating back to the IV-III century BC, from the tombs and necropolis of Cannae.

Walking tours

Tour Type

Group Tour

Age Range

5-79 yrs

Operated in

english, german, italian

Destinations

Barletta

Duration2 hours

From

USD 151

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Venice and Croatian Islands Cruise - September 2026

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Best price guaranteed

Explore the Slovenian coastline, admire Croatia’s trendiest islands along the northern Adriatic Sea from a privately chartered ship and discover magical Venice. Sail around Kornati National Park – known as Croatia’s “nautical paradise” – and disembark on the largest island, Krk and then the colorful island of Cres. Get ready for more than just beautiful scenery as you experience traditional Dalmatian delicacies, savor the sweet flavor of Rab cake, and an afternoon lunch at a family-owned winery in the Collio region. Uncover the hidden beauty and wondrous history of this Mediterranean gem.

National parksCruise

Tour Type

Group Tour

Accommodation

Resort, Ship Cabin, Hotel

Age Range

1-99 yrs

Operated in

english

Destinations

Sibenik, Venice, Zagreb, Split

Sibenik, Venice, Zagreb, Split, Portoroz, Murano Island, Telascica, Zadar, Rab, Krk, Cres, Opatija

5% OFF TODAY

Duration13 days

From

USD 4,999

USD 4,749

Saving

USD 250

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Orvieto Private Walking Tour - September 2026

No booking fees

Best price guaranteed

Discover more than 2,500 years of Italian history on a private, 2-hour walking tour of Orvieto. Admire views over the beautiful Paglia Valley, then head beneath the volcanic rock to explore the city’s underground network of wine cellars and ancient Etruscan cisterns. No tour would be complete without a visit to the magnificent and famous Orvieto Cathedral, considered to be one of the most important in Europe and home to a fascinating collection of artifacts. Orvieto is an old town located on a tufa outcrop 300 feet above the gorgeous Paglia valley below. The city is mostly known for its Duomo (Orvieto Cathedral) and is considered one of the most architecturally important in Europe, for its Etruscan roots, and for the museums where one finds collections and displays that range over 2,500 years of history. During this tour you will walk through Orvieto’s charming, narrow alleys, and small squares. Your tour will be a very memorable experience, perfect for reflecting on while you enjoy an Umbrian meal and a glass (or two) of Orvieto Classico wine!

Walking tours

Tour Type

Private Tour

Age Range

5-79 yrs

Operated in

english, german, italian, spanish

Destinations

Orvieto

Duration2 hours

From

USD 188

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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 16 of 327 Trips in Italy during September 2026 with 6,378 Reviews

See Italy tours by duration

Rome, Naples & Sicily Highlights - 11 days - September 2026

Ancient Rome Segway Tour - September 2026

Discovering Bologna - September 2026

Best of Northern Italy: Florence to Venice - September 2026

Discovering Garda Lake - September 2026

Slice of Italy - Rome to Sorrento - September 2026

Campania Delights: Pompeii and the Amalfi Coast - September 2026

Premium Puglia - September 2026

Rome by electric bicycle private tour - September 2026

Small Group Tour of Assisi - September 2026

Discover naples: 2-hour guided walking tour - September 2026

Hannibal's victory over the Romans - September 2026

Venice and Croatian Islands Cruise - September 2026

Orvieto Private Walking Tour - September 2026

Page 16 of 327 Trips in Italy during September 2026 with 6,378 Reviews

Combine Italy in September with Nearby Countries for an Unforgettable Trip

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All Italy Tours in September 2026

Page 16 of 327 Trips in Italy during September 2026 with 6,378 Reviews

See Italy tours by duration

Page 16 of 327 Trips in Italy during September 2026 with 6,378 Reviews