Italy Tours in September 2025
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10 best Italy trips in September 2025
Compiled by
MelissaItaly travel expert at TourRadar
- Sicilian Secrets - Tour of Sicily 6 days
- Italian Discovery
- 5-day Best of Italy: Rome, Florence & Venice
- 8-day Best of Italy: Rome, Florence & Venice
- Mamma Mia! Best of Italy
- Sicilian Secrets - Mini Tour of Sicily 5 days
- Sicilian Secrets – Tour of Sicily & Aeolian Islands
- Northern Sicily: Islands & Volcanoes
- Iconic Italian Cities
- Charming Sicily Food & Wine Small Group Tour - 8 days
Sicilian Secrets - Tour of Sicily 6 days
19 Reviews by TourRadar travelers“The wine tour was fun. The sights we were taken to were nice to see.”
Sammy, traveled in April 2024
Duration 6 days Destinations Catania, Syracuse, Noto, Ragusa, Modica, Piazza Armerina, Agrigento, Marsala, Monreale, Palermo 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 Dates6 Sep, 2025 10 spaces left 13 Sep, 2025 10 spaces left From $1,299
10% Off- US$1,169You save $129
Italian Discovery
115 Reviews by TourRadar travelers“Other travelers were very kind and we had a lots of fun together! As a solo traveler I nefer felt alone.”
Angie, traveled in July 2023
Duration 10 days Destinations Rome, Assisi, Siena, Florence, Bologna, Padua, Venice, Montepulciano, Naples, PompeiiSee all destinations Age Range 6 to 80 year olds Operated in English, Spanish Operator Eskapas September departure dates
See All Departure Dates5 Sep, 2025 10+ spaces left 7 Sep, 2025 10+ spaces left From $2,460
6% Off- US$2,312You save $147
5-day Best of Italy: Rome, Florence & Venice
17 Reviews by TourRadar travelers“The five-day UNESCO Jewels tour was great! We saw a lot at a fast pace, and the free time was just the right amount.”
Ron, traveled in November 2019
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
6% Off- US$832
8-day Best of Italy: Rome, Florence & Venice
28 Reviews by TourRadar travelers“Great tour guides and very professional. Was very knowledgeable and made Pompei come to life!”
Heather, traveled in June 2023
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
6% Off- US$1,267
Mamma Mia! Best of Italy
50 Reviews by TourRadar travelers“I enjoyed the tour. It hit all major cities and the tour guides were amazing.”
Kahli, traveled in September 2022
Duration 9 days Destinations Rome, Naples, Pompei, Sorrento, Capri, Assisi, Siena, Florence, Bologna, PaduaSee all destinations Age Range 6 to 80 year olds Operated in English, Spanish Operator Eskapas September departure dates
See All Departure Dates2 Sep, 2025 10+ spaces left 4 Sep, 2025 10+ spaces left From $2,825
5% Off- US$2,684You save $141
Sicilian Secrets - Mini Tour of Sicily 5 days
14 Reviews by TourRadar travelers“The overall tour in Sicilia is so impressive. Overall the agenda every day was well managed and we really enjoy the whole trip.”
LING, traveled in July 2019
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 $1,085
10% Off- US$977You save $108
Sicilian Secrets – Tour of Sicily & Aeolian Islands
4 Reviews by TourRadar travelers“The architecture & history was amazing! For the cost, I think the tour was good value for money.”
Shiree, traveled in October 2019
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
10% Off- US$2,198
Northern Sicily: Islands & Volcanoes
15 Reviews by TourRadar travelers“Excellent way to experience the best of the north of Sicily and the Aeolian islands.”
Anita, traveled in August 2022
Duration 7 days Destinations Palermo, Cefalu, Lipari, Catania Age Range up to 90 year olds Operated in English Operator G Adventures September departure dates
See All Departure Dates3 Sep, 2025 10+ spaces left 7 Sep, 2025 10+ spaces left From $1,799
10% Off- US$1,619You save $179
Iconic Italian Cities
1 Review by TourRadar travelers“The tour was good with some good selections of places to visit.”
Patrick, traveled in May 2024
Duration 9 days Destinations Milan, Lake Como, Venice, Florence, Rome Age Range 2 to 90 year olds Operated in English Operator Wonderful Holidays UK September departure dates
See All Departure Dates3 Sep, 2025 10 spaces left 7 Sep, 2025 10 spaces left From $2,359
4% Off- US$2,265You save $94
Charming Sicily Food & Wine Small Group Tour - 8 days
5 Reviews by TourRadar travelers“Amazing trip and beyond my expectations! The cooking class, food tours and vineyard visits were all highlights.”
Nancy, traveled in May 2024
Duration 8 days Destinations Catania, Taormina, Mount Etna, Noto, Marzamemi, Syracuse, Island of Ortigia, Palermo Age Range 11 to 99 year olds Operated in English Operator Click Tours September departure dates
See All Departure Dates1 Sep, 2025 8 spaces left 8 Sep, 2025 8 spaces left From $4,160
32% Off- US$2,829You save $1,331
