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Italy Tours in October 2026
10 best Italy trips in October 2026
8-day Best of Italy: Rome, Florence & Venice
4.4 (41 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
- From
- US$1,649per person
Price based on Private Double Room2 Oct, 202610+ spaces left4 Oct, 202610+ spaces left
Enchanting Italy With Luxury Stay & Business Class Train Rides
5.0 (1 traveler review)"We thoroughly enjoyed our Italy tour through wonderfulholidays. They are also great at taking suggestions improving the experience."
- Duration
- 9 days
- Destinations
- Milan, Como, Lake Como, Bellagio, Brunate, Venice, Florence,Pisa,Lucca,Rome+3 more
- Age Range
- All Ages Welcome
- Operated in
- English
- Operator
- Wonderful Holidays UK
8% Off- From $5,375
- US$4,945per person
Price based on Private Double Room2 Oct, 202610 spaces left3 Oct, 202610 spaces left
Sicilian Secrets - Tour of Sicily 10 days Catania/Taormina
4.9 (11 traveler reviews)"Everything was perfectly organized, and we never had to worry about a thing. Dimensione Sicilia delivered a fantastic experience."
- Duration
- 10 days
- Destinations
- Catania, Syracuse, Noto, Ragusa, Modica, Piazza Armerina,Agrigento,Marsala,Monreale,Palermo,Cefalu,Taormina,Mount Etna,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 $2,882
- US$2,594per person
Price based on Private Double Room3 Oct, 202610 spaces left10 Oct, 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 $1,218
- US$1,097per person
Price based on Private Double Room6 Oct, 202610 spaces left13 Oct, 202610 spaces left
Sicilian Adventure: Catania to Palermo - 6 Days
4.0 (2 traveler reviews)- Duration
- 6 days
- Destinations
- Catania, Aci Trezza, Syracuse, Island of Ortigia, Noto,Ragusa,Modica,Piazza Armerina,Agrigento,Marsala,Palermo,Monreale+7 more
- Age Range
- All Ages Welcome
- Regions
- SicilySouth Italy
- Operated in
- English, Italian,Spanish+1 more
- Operator
- Click Tours
36% Off- From $2,215
- US$1,418per person
Price based on Private Double Room3 Oct, 202610+ spaces left10 Oct, 202610+ spaces left
Small Group Sicilian Secrets Premium Collection - Unique Tour of Sicily (maximum 14 pax, mono English)
5.0 (5 traveler reviews)- Duration
- 9 days
- Destinations
- Taormina, Mount Etna, Savoca, Forza d'Agro,Island of Ortigia,Noto,Marzamemi,Agrigento,Palermo,Monreale,Cefalu+7 more
- Age Range
- Ages 40+
- Regions
- SicilySouth Italy
- Operated in
- English
- Operator
- Dimensione Sicilia - Dimsi Incoming Operator Srl
36% Off- From
- US$4,953per person
Price based on Private Double Room4 Oct, 202610 spaces left11 Oct, 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,Noto,Ragusa,Modica,Piazza Armerina,Agrigento,Marsala,Erice,Segesta+9 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 Room6 Oct, 202610 spaces left13 Oct, 202610 spaces left
Southern Italy
4.7 (50 traveler reviews)"Enjoyable tour, everything went as scheduled."
- Duration
- 11 days
- Destinations
- Rome, Sorrento, Capri, Pompeii, Palermo, Erice, Agrigento,Ragusa,Noto,Syracuse,Taormina,Catania+5 more
- Age Range
- Ages 6+
- Country Region
- South Italy
- Operated in
- English, Portuguese,Spanish+1 more
- Operator
- Eskapas
3% Off- From $4,450
- US$4,317per person
Price based on Private Double Room4 Oct, 202610+ spaces left18 Oct, 202610+ spaces left
Charming Sicily Food & Wine Small Group Tour - 8 days
4.1 (7 traveler reviews)"I really enjoyed the tour!"
- Duration
- 8 days
- Destinations
- Catania, Taormina, Mount Etna, Noto, Marzamemi, Syracuse,Palermo+1 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 Room5 Oct, 20268 spaces left12 Oct, 20262 spaces left
Italy Must-See: Amalfi Coast, Tuscany, Florence, Cinque Terre & more!
4.6 (17 traveler reviews)"All tour leaders matched their tours very well. Antonio managed all the group and changes over the several days well."
- Duration
- 7 days
- Destinations
- Naples, Pompei, Sorrento, Capri, Amalfi, Positano, Florence,San Gimignano,Pisa,Riomaggiore,Vernazza,Manarola+5 more
- Age Range
- Ages 18-41
- Operated in
- English
- Operator
- Italy on a Budget Tours
36% Off- From
- US$2,147per person
Price based on Shared Room1 Oct, 20268 spaces left15 Oct, 20268 spaces left
Sicilian Secrets - Tour of Sicily 8 days
4.4 (93 traveler reviews)"The itinerary was very good."
- Duration
- 8 days
- Destinations
- Catania, Syracuse, Noto, Ragusa, Modica, Piazza Armerina,Agrigento,Marsala,Palermo,Monreale,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
10% Off- From $1,634
- US$1,470per person
Price based on Private Double Room3 Oct, 20269 spaces left10 Oct, 20264 spaces left
Italy City Break - 5 Days
4.3 (77 traveler reviews)"It's one of the good experiences l ever had in my life."
- Duration
- 5 days
- Destinations
- Rome, Assisi, Siena, Florence, Pisa, Bologna, Venice,Montepulciano+1 more
- Age Range
- All Ages Welcome
- Country Region
- Central Italy
- Operated in
- English
- Operator
- Click Tours
36% Off- From $1,905
- US$1,219per person
Price based on Private Double Room3 Oct, 202610+ spaces left5 Oct, 202610+ spaces left
8 Days Small Group Sicily Highlights (Max 8 Guests)
4.7 (187 traveler reviews) award winner"Great itinerary and great guides. Hotels in very good position."
- 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
36% Off- From
- US$2,315per person
Price based on Private Double Room2 Oct, 20261 space left7 Oct, 20262 spaces left
Best of Sicily - 8 Days (Small Group Tour)
4.5 (28 traveler reviews)"We really enjoyed it: the itinerary, the guides, the small size of the tour."
- Duration
- 8 days
- Destinations
- Taormina, Savoca, Forza d'Agro, Mount Etna, Noto, Marzamemi,Syracuse,Island of Ortigia,Agrigento,Palermo+4 more
- Age Range
- Ages 9+
- Regions
- SicilySouth Italy
- Operated in
- English
- Operator
- Click Tours
36% Off- From $4,680
- US$2,995per person
Price based on Private Double Room2 Oct, 20261 space left7 Oct, 20262 spaces left
5-day Best of Italy: Rome, Florence & Venice
4.5 (28 traveler reviews)"Good overall tour."
- Duration
- 5 days
- Destinations
- Rome, Assisi, Siena, Florence, Pisa, Bologna, Venice,Montepulciano+1 more
- Age Range
- All Ages Welcome
- Country Region
- Central Italy
- Operated in
- English
- Operator
- Carrani Tours
20% Off- From $1,239
- US$991per person
Price based on Private Double Room3 Oct, 202610+ spaces left5 Oct, 202610+ spaces left
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