Italy Tours in September 2025
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10 best Italy trips in September 2025
Compiled by
MelissaItaly travel expert at TourRadar
- Explore Italy - 4 Days
- Best of Sicily - 8 Days (Small Group Tour)
- Sicilian Secrets – Tour of Sicily & Aeolian Islands
- Sicilian Secrets - Tour of Sicily 10 days from Palermo
- Sicilian Secrets - Mini Tour of Sicily 5 days
- Icons of Italy: Venice, Florence, Tuscany and Rome Cruise by Rail
- Seductive Southern Italy
- 5-day Best of Italy: Rome, Florence & Venice
- 8-day Best of Italy: Rome, Florence & Venice
- Amalfi Coast Walking - Agriturismo
Explore Italy - 4 Days
6 Reviews by TourRadar travelers“Excellent communication with the Operator who were quick to respond and were able to organize a night in our departure hotel.”
Adam, traveled in March 2023
Duration 4 days Destinations Rome, Assisi, Siena, Florence, Bologna, Venice Age Range 1 to 99 year olds Operated in English Operator Click Tours September departure dates
See All Departure Dates1 Sep, 2025 10+ spaces left 6 Sep, 2025 10+ spaces left From $1,320
32% Off- US$898You save $422
Best of Sicily - 8 Days (Small Group Tour)
23 Reviews by TourRadar travelers“The pace, the guides, the food & wines, the accommodations, sights & attractions we visited were all top notch!”
Marcia, traveled in October 2023
Duration 8 days Destinations Catania, Taormina, Savoca, Forza d'Agro, Mount Etna, Noto, Marzamemi, Syracuse, Island of Ortigia, AgrigentoSee all destinations Age Range 9 to 99 year olds Operated in English Operator Click Tours September departure dates
See All Departure Dates3 Sep, 2025 8 spaces left 5 Sep, 2025 8 spaces left From $4,160
32% Off- US$2,829You save $1,331
Sicilian Secrets – Tour of Sicily & Aeolian Islands
4 Reviews by TourRadar travelers“Excellent hotels and trip. Times kept to by everyone. Bit of confusion over one tour on Lipari but it was all cleared up quickly.”
Laura, traveled in September 2023
Duration 9 days Destinations Palermo, Monreale, Cefalu, Catania, Mount Etna, Taormina, Lipari, Salina, Panarea Island, Stromboli Age Range 2 to 90 year olds Operated in English, Italian, Spanish Operator Dimensione Sicilia - Dimsi Incoming Operator Srl September departure dates
See All Departure Dates2 Sep, 2025 10 spaces left 9 Sep, 2025 10 spaces left From
32% Off- US$2,236
Sicilian Secrets - Tour of Sicily 10 days from Palermo
27 Reviews by TourRadar travelers“The tour was excellent.”
Tino, traveled in June 2019
Duration 10 days Destinations Palermo, Monreale, Cefalu, Catania, Mount Etna, Taormina, Syracuse, Noto, Ragusa, ModicaSee all destinations Age Range 2 to 90 year olds Operated in English, Italian, Spanish Operator Dimensione Sicilia - Dimsi Incoming Operator Srl September departure dates
See All Departure Dates2 Sep, 2025 10 spaces left 9 Sep, 2025 10 spaces left From
32% Off- US$2,134
Sicilian Secrets - Mini Tour of Sicily 5 days
14 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 2023
Duration 5 days Destinations Palermo, Monreale, Cefalu, Catania, Mount Etna, Taormina Age Range 2 to 90 year olds Operated in English, Italian, Spanish Operator Dimensione Sicilia - Dimsi Incoming Operator Srl September departure dates
See All Departure Dates2 Sep, 2025 10+ spaces left 9 Sep, 2025 10+ spaces left From
32% Off- US$865
Icons of Italy: Venice, Florence, Tuscany and Rome Cruise by Rail
41 Reviews by TourRadar travelers“We had a fantastic experience with Riccardo and I want to compliment him on a job very well done!”
Danie, traveled in September 2022
Duration 9 days Destinations Venice, Florence, Siena, Rome Age Range 4 to 85 year olds Operated in English, French Operator Meet and Greet Italy September departure dates
See All Departure Dates14 Sep, 2025 4 spaces left 28 Sep, 2025 4 spaces left From $2,936
10% Off- US$2,643You save $293
Seductive Southern Italy
10 Reviews by TourRadar travelers“Good experience, great tour leader! Transportation went well, great drivers.”
Kimberly, traveled in January 2023
Duration 10 days Destinations Naples, Amalfi, Salerno, Altamura, Matera, Ruvo di Puglia, Polignano a Mare, Lecce, Ostuni, OtrantoSee all destinations Age Range 25 to 99 year olds Operated in English Operator Culture Trip September departure dates
27 Sep, 2025 4 spaces left From $3,239
20% Off- US$2,591You save $647
5-day Best of Italy: Rome, Florence & Venice
16 Reviews by TourRadar travelers“It was a fantastsic tour! The tour was so knowledgeable and always so helpful.”
San, traveled in July 2022
Duration 5 days Destinations Rome, Assisi, Siena, Florence, Bologna, Padua, Venice, Montepulciano Age Range up to 85 year olds Operated in English Operator Carrani Tours September departure dates
See All Departure Dates1 Sep, 2025 10+ spaces left 6 Sep, 2025 10+ spaces left From $1,045
15% Off- US$889You save $156
8-day Best of Italy: Rome, Florence & Venice
28 Reviews by TourRadar travelers“Hotels were incredible, food was excellent and the travel itinerary was perfect for us.”
Debbie, traveled in September 2024
Duration 8 days Destinations Rome, Assisi, Siena, Florence, Bologna, Padua, Venice, Montepulciano Age Range 18 to 80 year olds Operated in English Operator Carrani Tours September departure dates
See All Departure Dates5 Sep, 2025 10+ spaces left 7 Sep, 2025 10+ spaces left From $1,773
15% Off- US$1,508You save $266
Amalfi Coast Walking - Agriturismo
147 Reviews by TourRadar travelers“The views of the Amalfi Coast were exceptional. The people at the Agriturismo couldn't have been nicer.”
Whitney, traveled in October 2023
Duration 8 days Destinations Naples, Agerola, Bomerano, San Lazzaro, Ravello, Capri, Riserva Statale Valle delle Ferriere, Pompeii, Positano Age Range 16 to 85 year olds Operated in English Operator Explore! September departure dates
See All Departure Dates6 Sep, 2025 10+ spaces left 13 Sep, 2025 10+ spaces left From $1,990
20% Off- US$1,590You save $400
