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Italy Tours in October 2026
10 best Italy trips in October 2026
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 $5,496
- US$5,057per person
Price based on Private Double RoomSign up and save2 Oct, 202610 spaces left3 Oct, 202610 spaces left
Sicilian Secrets - Tour of Sicily 10 days Catania/Taormina
4.8 (12 traveler reviews)"The tour was excellent and the tour guide Placido is very knowledgeable."
- 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
15% Off- From $2,874
- US$2,443per person
Price based on Private Double RoomSign up and save3 Oct, 202610 spaces left10 Oct, 202610 spaces left
Sicilian Secrets - Tour of Sicily 10 days from Palermo
4.2 (37 traveler reviews)"The tours were fabulous and the hotels were very good. I recommend this tour highly."
- Duration
- 10 days
- Destinations
- Palermo, Monreale, Cefalu, Catania, Mount Etna, Taormina,Syracuse,Noto,Ragusa,Modica,Piazza Armerina,Agrigento,Marsala,Segesta,Erice+9 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 $2,231
- US$1,896per person
Price based on Private Double RoomSign up and save6 Oct, 202610 spaces left13 Oct, 202610 spaces left
Small Group Sicilian Secrets Premium Collection - Unique Tour of Sicily (maximum 14 pax, mono English)
4.4 (8 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
15% Off- From
- US$4,938per person
Price based on Private Double RoomSign up and save11 Oct, 202610 spaces left
Luxury Private Tour of Sicily: Highlights
4.9 (21 traveler reviews)"Sicily is a wonderful place blessed with natural beauty, a rich culture and history."
- Duration
- 8 days
- Destinations
- Catania, Taormina, Savoca, Forza d'Agro, Mount Etna, Noto,Syracuse,Agrigento,Palermo+3 more
- Age Range
- All Ages Welcome
- Regions
- SicilySouth Italy
- Operated in
- English
- Operator
- Sicily Activities
15% Off- From
- US$2,655per person
Price based on Private Double RoomSign up and save1 Oct, 20268 spaces left4 Oct, 20268 spaces left- Booking needs min. 2 travelers
Soul of Tuscany & Cinque Terre | Premium Independent Tour including small-group excursions | 8days/7nights
5.0 (2 traveler reviews)"The beauty of Tuscany is unmatched, and Montecatini Terme is truly alive."
- Duration
- 8 days
- Destinations
- Florence, Montecatini, Cinque Terre, Montecarlo
- Age Range
- All Ages Welcome
- Operated in
- English
- Operator
- RANIERI TOUR OPERATOR
15% Off- From
- US$1,226per person
Price based on Private Double RoomSign up and save1 Oct, 20264 spaces left4 Oct, 20264 spaces left
Sicilian Secrets - Mini Tour of Sicily 5 days
4.6 (28 traveler reviews)"The tour is very well organized, from the hotel accommodation to the beautiful excursions."
- 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
15% Off- From $1,215
- US$1,033per person
Price based on Private Double RoomSign up and save6 Oct, 202610 spaces left13 Oct, 202610 spaces left
Florence: Amazing Tuscany & Cinque Terre | Independent tour including small-group daily tours | 8days/7nights
5.0 (2 traveler reviews)"I was warmly welcomed at the airport, and the transfer to the hotel was easy, even though I was exhausted after all those hours of flying!"
- Duration
- 8 days
- Destinations
- Florence, Siena, San Gimignano, Pisa, Cinque Terre
- Age Range
- All Ages Welcome
- Country Region
- Central ItalyTuscany+1 more
- Operated in
- English
- Operator
- RANIERI TOUR OPERATOR
15% Off- From
- US$2,188per person
Price based on Private Double RoomSign up and save13 Oct, 20264 spaces left15 Oct, 20264 spaces left
Gems of Tuscany & Cinque Terre | Premium Independent Tour including small-group excursions | 8days/7nights
- Duration
- 8 days
- Destinations
- Florence, Montecatini, Montecarlo, Cinque Terre, Vinci,Siena,San Gimignano,Monteriggioni+3 more
- Age Range
- All Ages Welcome
- Country Region
- Central ItalyTuscany+1 more
- Operated in
- English, Italian,French+1 more
- Operator
- RANIERI TOUR OPERATOR
15% Off- From
- US$1,464per person
Price based on Private Double RoomSign up and save1 Oct, 20264 spaces left4 Oct, 20264 spaces left
Classical Sicily - 8 Days
4.0 (1 traveler review)- Duration
- 8 days
- Destinations
- Catania, Syracuse, Noto, Ragusa, Modica, Piazza Armerina,Agrigento,Marsala,Palermo,Monreale,Cefalu,Taormina+6 more
- Age Range
- All Ages Welcome
- Regions
- SicilySouth Italy
- Operated in
- English, Italian,Spanish+1 more
- Operator
- Click Tours
36% Off- From $2,760
- US$1,766per person
Price based on Private Double RoomSign up and save3 Oct, 202610+ spaces left10 Oct, 202610+ spaces left
Sicilian Secrets - Tour of Sicily 8 days
4.4 (94 traveler reviews)"Sicily is a beautiful place and they did a wonderful job sharing their beautiful island with me."
- 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
15% Off- From $1,745
- US$1,483per person
Price based on Private Double RoomSign up and save3 Oct, 20268 spaces left10 Oct, 20264 spaces left
Italy City Break - 5 Days
4.3 (79 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 RoomSign up and save3 Oct, 202610+ spaces left5 Oct, 202610+ spaces left
5-day Best of Italy: Rome, Florence & Venice
4.4 (30 traveler reviews)"Tour was great and good time."
- 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
36% Off- From
- US$1,061per person
Price based on Private Double RoomSign up and save3 Oct, 202610+ spaces left5 Oct, 202610+ spaces left
Amalfi Coast Walking - Agriturismo
4.6 (201 traveler reviews) award winner"The itinerary was well planned and the lodging was great."
- Duration
- 8 days
- Destinations
- San Lazzaro, Bomerano, Ravello, Amalfi, Capri, Herculaneum,Pompeii,Positano,Naples+3 more
- Age Range
- Ages 16+
- Country Region
- Amalfi CoastSouth ItalyCampania+2 more
- Operated in
- English
- Operator
- Explore!
10% Off- From $2,070
- US$1,860per person
Price based on Private Double RoomSign up and save3 Oct, 20267 spaces left10 Oct, 202610 spaces left
8 Days Small Group Sicily Highlights (Max 8 Guests)
4.7 (191 traveler reviews) award winner"Beautiful sights to visit, excellent guides each day, clean, comfortable, well-appointed hotels."
- 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
10% Off- From
- US$2,308per person
Price based on Private Double RoomSign up and save2 Oct, 20261 space left19 Oct, 20261 space left
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