Italy Tours in September 2026
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10 best Italy trips in September 2026
Compiled by

MelissaItaly travel expert at TourRadar
- 5-day Best of Italy: Rome, Florence & Venice
- The Italian Dream
- Mamma Mia! Best of Italy
- 8-day Best of Italy: Rome, Florence & Venice
- Sicilian Secrets - Tour of Sicily 6 days
- Sicilian Secrets - Mini Tour of Sicily 5 days
- Sicilian Secrets – Tour of Sicily & Aeolian Islands
- Sicilian Secrets - Tour of Sicily 10 days from Catania
- Italy : Cities and Lakes W/top sightseeing & train rides 4 Star
- Southern Italy
- 5-day Best of Italy: Rome, Florence & Venice25 Reviews by TourRadar travelers- “It was a fantastsic tour! The tour was so knowledgeable and always so helpful.” - San, traveled in July 
 No departure dates available- Duration - 5 days - Destinations - Rome, Assisi, Siena, Florence, Bologna, Venice, Montepulciano - Age Range - All Ages Welcome - Operator - Carrani Tours 
- The Italian Dream184 Reviews by TourRadar travelers- “We had a great trip. My adult Grandchildren and I found it to be everything we hoped.” - Mary, traveled in June - Duration - 8 days - Destinations - Rome, Assisi, Siena, Florence, Bologna, Venice, Montepulciano - Age Range - All Ages Welcome - Operator - Wingbuddy - September departure dates 
 See All Departure Dates- 4 Sep, 2026 - 10+ spaces left - 6 Sep, 2026 - 10+ spaces left - From 
- NZ$2,748
 
- Mamma Mia! Best of Italy52 Reviews by TourRadar travelers- “The city is just stunning, with its winding canals and gorgeous landmarks. We even took a gondola ride, which was a truly magical experience.” - Reed, traveled in November - Duration - 10 days - Destinations - Rome, Pompei, Sorrento, Capri, Assisi, Siena, Florence, Bologna, Venice - Age Range - Ages 6+ - Operator - Eskapas - September departure dates 
 See All Departure Dates- 2 Sep, 2026 - 10+ spaces left - 7 Sep, 2026 - 10+ spaces left - From $5,918 10% Off
- NZ$5,326You save $592
 
- 8-day Best of Italy: Rome, Florence & Venice37 Reviews by TourRadar travelers- “The tour was very well organized. The hotels were better than most and located in great areas.” - Theodore, traveled in February - Duration - 8 days - Destinations - Rome, Assisi, Siena, Florence, Bologna, Venice, Montepulciano - Age Range - Ages 18+ - Operator - Carrani Tours - September departure dates 
 See All Departure Dates- 4 Sep, 2026 - 10+ spaces left - 6 Sep, 2026 - 10+ spaces left - From 10% Off
- NZ$2,671
 
- Sicilian Secrets - Tour of Sicily 6 days31 Reviews by TourRadar travelers- “The staff were your backbone in keeping the tour going & making it memorable.” - Garry, traveled in September - Duration - 6 days - Destinations - Catania, Syracuse, Noto, Ragusa, Modica, Piazza Armerina, Agrigento, Marsala, Monreale, Palermo - Age Range - All Ages Welcome - Operated in - English, Italian, Spanish - Operator - Dimensione Sicilia - Dimsi Incoming Operator Srl - September departure dates 
 See All Departure Dates- 5 Sep, 2026 - 10 spaces left - 12 Sep, 2026 - 10 spaces left - From 10% Off
- NZ$2,536
 
- Sicilian Secrets - Mini Tour of Sicily 5 days23 Reviews by TourRadar travelers- “Accommodation was very good Palermo Mercure was very central, Catania hotel was older and TV hairdryer never worked.” - Colin, traveled in May - Duration - 5 days - Destinations - Palermo, Monreale, Cefalu, Catania, Mount Etna, Taormina - Age Range - All Ages Welcome - Operated in - English, Italian, Spanish - Operator - Dimensione Sicilia - Dimsi Incoming Operator Srl - September departure dates 
 See All Departure Dates- 1 Sep, 2026 - 10 spaces left - 8 Sep, 2026 - 10 spaces left - From 10% Off
- NZ$2,113
 
- Sicilian Secrets – Tour of Sicily & Aeolian Islands6 Reviews by TourRadar travelers- “This is my second Holiday with Dimensione Sicilia and won't be the last!” - Leonardo, traveled in April - Duration - 9 days - Destinations - Palermo, Monreale, Cefalu, Catania, Mount Etna, Taormina, Lipari, Salina, Panarea Island, Stromboli - Age Range - All Ages Welcome - Operator - Dimensione Sicilia - Dimsi Incoming Operator Srl - September departure dates 
 See All Departure Dates- 1 Sep, 2026 - 10 spaces left - 8 Sep, 2026 - 10 spaces left - From 10% Off
- NZ$4,034
 
- Sicilian Secrets - Tour of Sicily 10 days from Catania7 Reviews by TourRadar travelers- “We had the opportunity to enjoy the best of Sicily in 10 days. Hotels and meals were good and Taormina is not to be missed.” - Rivadavia, traveled in June - Duration - 10 days - Destinations - Catania, Syracuse, Noto, Ragusa, Modica, Piazza Armerina, Agrigento, Marsala, Monreale, PalermoSee all destinations - Age Range - All Ages Welcome - Operated in - English, Italian, Spanish - Operator - Dimensione Sicilia - Dimsi Incoming Operator Srl - September departure dates 
 See All Departure Dates- 5 Sep, 2026 - 10 spaces left - 12 Sep, 2026 - 10 spaces left - From 10% Off
- NZ$4,931
 
- Italy : Cities and Lakes W/top sightseeing & train rides 4 Star4 Reviews by TourRadar travelers- “Everything was organized and we got reminders and updates via WhatsApp which was also beneficial.” - Andres, traveled in September - Duration - 9 days - Destinations - Milan, Lake Como, Venice, Florence, Rome - Age Range - All Ages Welcome - Operator - Wanderful Holidays LLC - September departure dates 
 See All Departure Dates- 4 Sep, 2026 - 10 spaces left - 5 Sep, 2026 - 10 spaces left - From 10% Off
- NZ$3,653
 
- Southern Italy50 Reviews by TourRadar travelers- “Italy is a fantastic place to travel because there are so many historically significant locations and attractions to see.” - Patricia, traveled in February - Duration - 11 days - Destinations - Rome, Sorrento, Capri, Pompeii, Palermo, Erice, Agrigento, Ragusa, Noto, SyracuseSee all destinations - Age Range - Ages 6+ - Operator - Eskapas - September departure dates 
 See All Departure Dates- 6 Sep, 2026 - 10+ spaces left - 13 Sep, 2026 - 10+ spaces left - From $7,745 3% Off
- NZ$7,513You save $232
 
What people love about Italy Tours in September
- 5-day Best of Italy: Rome, Florence & VeniceWas a great tour of so many cities. Would have liked a more detail itinerary at the beginning of the tour. 
- 8-day Best of Italy: Rome, Florence & VeniceWe had the 8-day UNESCO Jewels Best of Italy tour, and it was fantastic! Airport transport for both arrival and departure went smoothly. The tour agency was always quick to respond to emails. The tours had a nice balance of free time and included activities, and the optional tours were reasonably priced and of good quality. The bus was comfortable, though the bus Wifi unreliable. The bus driver was friendly. Hotels were comfortable, better than I expected actually. Locations were all convenient, and included breakfasts were simple but superior to complimentary continental breakfasts found in the United States. Included meals were okay; two were average and two were excellent. In general, even for meals not included, I found food in Italy to be on the saltier side. The highlight of the tour was definitely our phenomenal tour director Clara Leone. She was crazy but so much fun, and really cared about all of us. She took the time to get to know us all and frequently gave personal recommendations for each city in our tour. I had a fantastic trip and it was nice that everything was taken care of for me. 
- The Italian DreamEnjoyable interesting good variety 
What our customers ask about Italy Tours in September 2026
- What are the weather conditions like in Italy during September?- Italy's September weather provides excellent conditions for exploring with temperatures between 18-25°C (65-77°F). Venice sees comfortable days around 23°C while Rome and Florence stay warm at 25°C. The Amalfi Coast maintains temperatures around 24°C perfect for swimming and outdoor activities. Recent travel data shows September has the lowest rainfall of the autumn months making it practical for outdoor sightseeing and photography. 
- What special events or festivals happen in Italy during September?- Italy's September calendar fills with notable cultural celebrations. The Venice Film Festival draws international crowds while the city's Historic Regatta brings color to the Grand Canal. Tuscany comes alive with grape harvest festivals and Florence lights up during the Festa della Rificolona on September 7th. Cinque Terre's Sagra dell'Uva showcases local wines and traditional music providing visitors direct access to regional traditions. 
- Which Italian destinations are best to visit in September?- The moderate temperatures make Lake Como's waterfront particularly appealing with stays available at Hotel Barchetta Excelsior. Venice's canals are less crowded and the Amalfi Coast maintains its charm without the summer crowds. Florence and Tuscany's vineyards offer prime conditions for wine tours and outdoor dining. Mountain regions like the Dolomites provide clear hiking conditions before the autumn rains begin. 
- How crowded are major Italian tourist destinations in September?- Tourist numbers noticeably decrease after the first week of September when European holiday seasons end. Popular attractions like the Vatican Museums and Uffizi Gallery report 30-40% shorter wait times compared to August. However key accommodations such as Hotel Ariston in Taormina and Hotel Continental in Venice still require advance booking as September remains a sought-after travel month. 
- What are the best coastal areas to visit in Italy during September?- The Amalfi Coast and Sicilian shores maintain summer-like conditions without peak season crowds. Water temperatures average 24°C (75°F) making swimming pleasant through month's end. Positano Taormina and the Cinque Terre offer ideal conditions for both beach time and coastal walks. The Hotel Europa Palace in Sorrento provides excellent sea views and reports 90% occupancy rates during September. 
- What special culinary experiences are available in Italy during September?- September marks harvest season across Italy bringing unique food opportunities. Sicilian wineries near Mount Etna offer special tastings of new vintages. Tuscany's truffle hunting excursions begin while Puglia's olive farms start their seasonal pressing. Local specialties like Catania's "granita & brioche" and Marsala's Florio Cellars welcome visitors with harvest-specific programs. 
- What are the best day trips to take in Italy during September?- The pleasant weather creates perfect conditions for regional exploration. Florence serves as a base for Tuscan wine country tours while Taormina offers easy access to Mount Etna excursions. Sorrento provides quick connections to Pompeii's archaeological sites. The "Path of the Gods" hike along the Amalfi Coast sees optimal hiking conditions with clear skies and temperatures around 22°C (72°F). 




















