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Italy Tours in September 2026
10 best Italy trips in September 2026
5-day Best of Italy: Rome, Florence & Venice
4.5 (25 traveler reviews)"we truly enjoyed the whole trip!!!"
- Duration
- 5 days
- Destinations
- Rome, Assisi, Siena, Florence, Bologna, Venice,Montepulciano+1 more
- Age Range
- All Ages Welcome
- Operated in
- English
- Operator
- Carrani Tours
10% Off- From $1,027
- US$924per person
Price based on Private Double Room5 Sep, 202610+ spaces left7 Sep, 202610+ spaces left
The Italian Dream
4.0 (184 traveler reviews)"Good overall experience as expected."
- Duration
- 8 days
- Destinations
- Rome, Assisi, Siena, Florence, Bologna, Venice,Montepulciano+1 more
- Age Range
- All Ages Welcome
- Operated in
- English
- Operator
- Wingbuddy
10% Off- From
- US$1,579per person
Price based on Private Double Room4 Sep, 202610+ spaces left6 Sep, 202610+ spaces left
8-day Best of Italy: Rome, Florence & Venice
4.4 (39 traveler reviews)"Amazing whirlwind tour!"
- Duration
- 8 days
- Destinations
- Rome, Assisi, Siena, Florence, Bologna, Venice,Montepulciano+1 more
- Age Range
- Ages 18+
- Operated in
- English
- Operator
- Carrani Tours
10% Off- From
- US$1,557per person
Price based on Private Double Room4 Sep, 202610+ spaces left6 Sep, 202610+ spaces left
Mamma Mia! Best of Italy
4.7 (53 traveler reviews)"The city is just stunning, with its winding canals and gorgeous landmarks. We even took a gondola ride, which was a truly magical experience."
- Duration
- 10 days
- Destinations
- Rome, Pompei, Sorrento, Capri, Assisi, Siena, Florence,Bologna,Venice+2 more
- Age Range
- Ages 6+
- Operated in
- English
- Operator
- Eskapas
10% Off- From $3,690
- US$3,321per person
Price based on Private Double Room2 Sep, 202610+ spaces left7 Sep, 202610+ spaces left
Sicilian Secrets - Tour of Sicily 6 days
4.4 (35 traveler reviews)"This was by far the best way to visit Sicily. 1000/10 recommend for those wanting an experience of a lifetime."
- Duration
- 6 days
- Destinations
- Catania, Syracuse, Noto, Ragusa, Modica, Piazza Armerina,Agrigento,Marsala,Monreale,Palermo+4 more
- Age Range
- All Ages Welcome
- Regions
- SicilySouth Italy
- Operated in
- English
- Operator
- Dimensione Sicilia - Dimsi Incoming Operator Srl
10% Off- From
- US$1,490per person
Price based on Private Double Room5 Sep, 202610 spaces left12 Sep, 202610 spaces left
Sicilian Secrets - Mini Tour of Sicily 5 days
4.6 (28 traveler reviews)"It's the perfect itinerary to discover the beauties of Western Sicily. All the facilities were great."
- Duration
- 5 days
- Destinations
- Palermo, Monreale, Cefalu, Catania, Mount Etna, Taormina
- Age Range
- All Ages Welcome
- Regions
- SicilySouth Italy
- Operated in
- English
- Operator
- Dimensione Sicilia - Dimsi Incoming Operator Srl
10% Off- From
- US$1,232per person
Price based on Private Double Room1 Sep, 202610 spaces left8 Sep, 202610 spaces left
Sicilian Secrets - Tour of Sicily 10 days Catania/Taormina
4.9 (8 traveler reviews)"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."
- Duration
- 10 days
- Destinations
- Catania, Syracuse, Noto, Ragusa, Modica, Piazza Armerina,Agrigento,Marsala,Monreale,Palermo,Cefalu,Mount Etna,Taormina,Castelmola,Savoca+9 more
- Age Range
- All Ages Welcome
- Regions
- SicilySouth Italy
- Operated in
- English
- Operator
- Dimensione Sicilia - Dimsi Incoming Operator Srl
10% Off- From
- US$2,915per person
Price based on Private Double Room5 Sep, 202610 spaces left12 Sep, 202610 spaces left
Sicilian Secrets – Tour of Sicily & Aeolian Islands
4.5 (8 traveler reviews)"The architecture & history was amazing! For the cost, I think the tour was good value for money."
- Duration
- 9 days
- Destinations
- Palermo, Monreale, Cefalu, Catania, Mount Etna, Taormina,Lipari,Salina,Panarea Island,Stromboli+4 more
- Age Range
- All Ages Welcome
- Regions
- SicilySouth Italy
- Operated in
- English
- Operator
- Dimensione Sicilia - Dimsi Incoming Operator Srl
10% Off- From
- US$2,351per person
Price based on Private Double Room1 Sep, 202610 spaces left8 Sep, 202610 spaces left
Journey of Charming Sicily - 10 Days
2.5 (2 traveler reviews)- Duration
- 10 days
- Destinations
- Palermo, Monreale, Cefalu, Catania, Mount Etna, Taormina,Syracuse,Island of Ortigia,Noto,Ragusa,Modica,Piazza Armerina,Agrigento,Marsala,Erice,Segesta+10 more
- Age Range
- All Ages Welcome
- Regions
- SicilySouth Italy
- Operated in
- English, Italian,Spanish+1 more
- Operator
- Click Tours
36% Off- From $3,540
- US$2,266per person
Price based on Private Double Room1 Sep, 202610 spaces left8 Sep, 202610 spaces left
Charming Sicily Food & Wine Small Group Tour - 8 days
4.1 (7 traveler reviews)"Amazing trip and beyond my expectations! The cooking class, food tours and vineyard visits were all highlights."
- Duration
- 8 days
- Destinations
- Catania, Taormina, Mount Etna, Noto, Marzamemi, Syracuse,Island of Ortigia,Palermo+2 more
- Age Range
- Ages 11+
- Regions
- SicilySouth Italy
- Operated in
- English
- Operator
- Click Tours
36% Off- From $4,680
- US$2,995per person
Price based on Private Double Room7 Sep, 20268 spaces left14 Sep, 20267 spaces left
Sicilian Secrets - Tour of Sicily 8 days
4.4 (96 traveler reviews)"Lots of amazing places to visit and lots of good food. You stay relatively busy throughout the day."
- Duration
- 8 days
- Destinations
- Catania, Syracuse, Noto, Ragusa, Modica, Piazza Armerina,Agrigento,Marsala,Monreale,Palermo,Cefalu,Mount Etna,Taormina+7 more
- Age Range
- All Ages Welcome
- Regions
- SicilySouth Italy
- Operated in
- English, Italian,Spanish+1 more
- Operator
- Dimensione Sicilia - Dimsi Incoming Operator Srl
15% Off- From $1,887
- US$1,604per person
Price based on Private Double Room5 Sep, 202610 spaces left12 Sep, 202610 spaces left
Italy City Break - 5 Days
4.4 (73 traveler reviews)"The places we visited were spectacular and full of historic importance to the each region and Italy as a whole."
- Duration
- 5 days
- Destinations
- Rome, Assisi, Siena, Florence, Bologna, Venice, Tuscany,Montepulciano+1 more
- Age Range
- All Ages Welcome
- Operated in
- English
- Operator
- Click Tours
36% Off- From $1,775
- US$1,136per person
Price based on Private Double Room5 Sep, 202610+ spaces left7 Sep, 202610+ spaces left
Small Group Sicily Highlights (Maximum 8 Guests)
4.7 (180 traveler reviews) award winner"It was a fabulous trip and we were very lucky that our family got on so well."
- Duration
- 8 days
- Destinations
- Catania, Taormina, Savoca, Forza d'Agro, Mount Etna, Noto,Marzamemi,Syracuse,Agrigento,Palermo+4 more
- Age Range
- Ages 12+
- Regions
- SicilySouth Italy
- Operated in
- English
- Operator
- Sicily Activities
15% Off- From $2,693
- US$2,289per person
Price based on Private Double Room2 Sep, 20268 spaces left4 Sep, 20264 spaces left
Italian Discovery
4.6 (128 traveler reviews)"Had a great time, because I saw so much I now know where I would like to go to again."
- Duration
- 11 days
- Destinations
- Rome, Assisi, Siena, Florence, Bologna, Venice,Montepulciano,Pompeii,Sorrento,Capri+4 more
- Age Range
- Ages 6+
- Operated in
- English, Spanish
- Operator
- Eskapas
7% Off- From $3,365
- US$3,129per person
Price based on Private Double Room4 Sep, 202610+ spaces left6 Sep, 202610+ spaces left
Amalfi Coast Walking - Agriturismo
4.6 (195 traveler reviews)"The farm we stayed at was such an authentic experience. The 3 hosts were welcoming and very helpful."
- Duration
- 8 days
- Destinations
- Naples, Agerola, Bomerano, San Lazzaro, Ravello, Capri,Riserva Statale Valle delle Ferriere,Pompeii,Positano+3 more
- Age Range
- Ages 16+
- Country Region
- Amalfi CoastSouth ItalyCampania+2 more
- Operated in
- English
- Operator
- Explore!
7% Off- From
- US$2,070per person
Price based on Shared Room5 Sep, 20268 spaces left12 Sep, 202610 spaces left
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