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Italy Winter Tours

Explore the best winter tours & trips to Italy. Choose from 32 unique tour itineraries with 17 past traveler reviews from 10 leading tour operators. November is the most popular month to join a winter tours & trip to Italy with 680 departures starting between April 2025 and March 2027.
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32 Tours (680 Tour Departures)
13 Day Best of Italy (Winter) with Trafalgar
Tour
 (9)

13 Days Rome to Rome
Operated By: Trafalgar
Departures: Nov 2025 to Mar 2027
Trip Styles: Coach, Winter, Scenic
Countries Visited: Italy
Exclusive Savings
Save (per person) 98
From (per person) 4,042
View Trip
11 Day Best of Italy (Winter) with Insight Vacations
Tour
 (1)

11 Days Rome to Rome
Operated By: Insight Vacations
Departures: Nov 2025 to Mar 2026
Trip Styles: Coach, Winter, Scenic
Countries Visited: Italy
From (per person) 4,495
View Trip
8 Day Italian Dolomites Cross-country Skiing with Exodus Adventure Travels
Tour
 (1)

8 Days Dobbiaco to Dobbiaco
Departures: Dec 2025 to Mar 2026
Trip Styles: Adventure, Small Group, Skiing, Winter
Countries Visited: Italy
From (per person) 2,550
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7 Day Italian Escape with Globus
Tour
 (1)

7 Days Rome to Venice
Operated By: Globus
Departures: Oct 2025 to Mar 2026
Trip Styles: Coach, Winter, Scenic
Countries Visited: Italy
Worldwide Savings
From (per person) 1,799
View Trip
8 Day Italian Intermezzo (Winter) with Insight Vacations
Tour
 (1)

8 Days Milan to Rome
Operated By: Insight Vacations
Departures: Nov 2025 to Mar 2027
Trip Styles: Coach, Winter, Scenic
Countries Visited: Italy
From (per person) 2,875
View Trip
10 Day Sicilian Escape with Malta with Globus
Tour
 (1)

10 Days Palermo to St. Julian's
Operated By: Globus
Departures: Oct 2025 to Mar 2026
Trip Styles: Coach, Winter, Scenic
Countries Visited: Sicily, Malta
Worldwide Savings
From (per person) 2,129
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11 Day Wonders of Italy (Winter) with Trafalgar
Tour
 (1)

11 Days Rome to Rome
Operated By: Trafalgar
Departures: Nov 2025 to Oct 2026
Trip Styles: Coach, Winter, Scenic
Countries Visited: Italy
Exclusive Savings
Save (per person) 80
From (per person) 3,013
View Trip
10 Day Italian Scene (Winter) with Costsaver
Tour

10 Days Rome to Rome
Operated By: Costsaver
Departures: Nov 2025 to Mar 2026
Trip Styles: Coach, Winter, Scenic
Countries Visited: Italy
From (per person) 2,050
View Trip
14 Day Sicily in Depth with 6-Day Malta Option (Winter) with Insight Vacations
Tour

14 Days Palermo to Malta
Operated By: Insight Vacations
Departures: Nov 2025 to Mar 2027
Trip Styles: Coach, Winter, Scenic
Countries Visited: Sicily, Malta
From (per person) 4,650
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10 Day Real Italy (Winter) with Trafalgar
Tour

10 Days Rome to Rome
Operated By: Trafalgar
Departures: Nov 2025 to Mar 2026
Trip Styles: Coach, Winter, Scenic
Countries Visited: Italy
Exclusive Savings
Save (per person) 72
From (per person) 3,131
View Trip
8 Day Amalfi Coast Walking - Coastal Hotel with Explore!
Tour

8 Days Naples to Naples
Operated By: Explore!
Departures: Nov 2025 to Nov 2025
Trip Styles: Adventure, Small Group, Walking & Hiking, Winter
Countries Visited: Italy
From (per person) 1,940
View Trip
9 Day Colours of Sicily (Winter) with Trafalgar
Tour

9 Days Palermo to Catania
Operated By: Trafalgar
Departures: Nov 2025 to Mar 2027
Trip Styles: Coach, Winter, Scenic
Countries Visited: Sicily
Exclusive Savings
Save (per person) 63
From (per person) 2,229
View Trip
10 Day Great Italian Cities (Winter) with Trafalgar
Tour

10 Days Rome to Venice
Operated By: Trafalgar
Departures: Apr 2025 to Oct 2026
Trip Styles: Coach, Winter, Scenic
Countries Visited: Italy
Mutiple Deals Available
Save (per person) 502
From (per person) 2,817
View Trip
10 Day Easy Pace Italy (Winter) (Small Group) with Insight Vacations
Tour

10 Days Rome to Venice
Operated By: Insight Vacations
Departures: Nov 2025 to Mar 2027
Trip Styles: Coach, Small Group, Winter, Scenic
Countries Visited: Italy
From (per person) 4,175
View Trip
10 Day Easy Pace Italy (Winter) with Insight Vacations
Tour

10 Days Rome to Venice
Operated By: Insight Vacations
Departures: Nov 2025 to Mar 2027
Trip Styles: Coach, Winter, Scenic
Countries Visited: Italy
From (per person) 3,395
View Trip
6 Day Easy Pace Malta (Winter) with Insight Vacations
Tour

6 Days Malta to Malta
Operated By: Insight Vacations
Departures: Nov 2025 to Oct 2026
Trip Styles: Coach, Short Break, Winter, Scenic
Countries Visited: Malta
From (per person) 1,895
View Trip
8 Day Italian Intermezzo (Winter) (Small Group) with Insight Vacations
Tour

8 Days Milan to Rome
Operated By: Insight Vacations
Departures: Mar 2027 to Mar 2027
Trip Styles: Coach, Small Group, Winter, Scenic
Countries Visited: Italy
From (per person) 3,650
View Trip
10 Day Italian Espresso (Winter) with Contiki
Tour

10 Days Rome to Rome
Operated By: Contiki
Departures: Oct 2025 to Mar 2026
Trip Styles: Coach, 18-30's, Winter, Scenic
Countries Visited: Italy
From (per person) 2,269
View Trip
7 Day Jewels of Italy (Winter) with Costsaver
Tour

7 Days Rome to Venice
Operated By: Costsaver
Departures: Apr 2025 to Oct 2026
Trip Styles: Coach, Winter, Scenic
Countries Visited: Italy
Mutiple Deals Available
Save (per person) 254
From (per person) 1,339
View Trip
8 Day Snowshoeing in the Dolomites - Premium Adventure with Exodus Adventure Travels
Tour

8 Days Villabassa to Villabassa
Departures: Dec 2025 to Mar 2026
Trip Styles: Adventure, Small Group, Snowshoeing, Walking & Hiking, Winter
Countries Visited: Italy
From (per person) 2,700
View Trip
9 Day Southern Italy Escape with Globus
Tour

9 Days Naples to Alberobello
Operated By: Globus
Departures: Oct 2025 to Mar 2026
Trip Styles: Coach, Winter, Scenic
Countries Visited: Italy
Worldwide Savings
From (per person) 1,769
View Trip
6 Day Italian Escape (Winter) with Contiki
Tour

6 Days Rome to Rome
Operated By: Contiki
Departures: Oct 2025 to Mar 2026
Trip Styles: Coach, 18-30's, Short Break, Winter, Scenic
Countries Visited: Italy
From (per person) 1,535
View Trip
7 Day Italian Holiday (Winter) with Trafalgar
Tour

7 Days Rome to Rome
Operated By: Trafalgar
Departures: May 2025 to Mar 2027
Trip Styles: Coach, Winter, Scenic
Countries Visited: Italy
Mutiple Deals Available
Save (per person) 292
From (per person) 1,893
View Trip
7 Day Sicilian Escape with Globus
Tour

7 Days Palermo to Taormina
Operated By: Globus
Departures: Oct 2025 to Mar 2026
Trip Styles: Coach, Winter, Scenic
Countries Visited: Sicily
Worldwide Savings
Save (per person) 22
From (per person) 1,399
View Trip
8 Day Highlights of Italy in Winter with Intrepid Travel
Tour

8 Days Rome to Venice
Operated By: Intrepid Travel
Departures: Nov 2025 to Dec 2025
Trip Styles: Adventure, Small Group, Rail, Winter
Countries Visited: Italy
From (per person) 2,830
View Trip
7 Day Local Living Italy - Amalfi Coast Winter with G Adventures
Tour

7 Days Naples to Naples
Operated By: G Adventures
Departures: Oct 2025 to Mar 2027
Trip Styles: Adventure, Small Group, Winter
Countries Visited: Italy
Exclusive Savings
Save (per person) 42
From (per person) 1,959
View Trip
11 Day Best of Italy (Winter) (Small Group) with Insight Vacations
Tour

11 Days Rome to Rome
Operated By: Insight Vacations
Departures: Nov 2025 to Mar 2026
Trip Styles: Coach, Small Group, Winter, Scenic
Countries Visited: Italy
From (per person) 6,695
View Trip
9 Day Rome & the Amalfi Coast: Winter in Sorrento with Collette
Tour

9 Days Rome to Sorrento
Operated By: Collette
Departures: Nov 2025 to Dec 2025
Trip Styles: Coach, Winter, Scenic
Countries Visited: Italy
Europe On Sale
Save (per person) 570
From (per person) 3,029
View Trip
9 Day Sicily in Depth (Winter) with Insight Vacations
Tour

9 Days Palermo to Catania
Operated By: Insight Vacations
Departures: Nov 2025 to Mar 2027
Trip Styles: Coach, Winter, Scenic
Countries Visited: Sicily
From (per person) 2,775
View Trip
9 Day Bella Italia Escape with Globus
Tour

9 Days Venice to Sorrento
Operated By: Globus
Departures: Oct 2025 to Mar 2026
Trip Styles: Coach, Winter, Scenic
Countries Visited: Italy
Worldwide Savings
From (per person) 2,299
View Trip
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