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Italy Winter Tours

Explore the best winter tours & trips to Italy. Choose from 32 unique tour itineraries with 16 past traveler reviews from 10 leading tour operators. March is the most popular month to join a winter tours & trip to Italy with 672 departures starting between June 2025 and March 2027.
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32 Tours (672 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
Sign Up SavingsToday's Deal
Save (per person) 566
From (per person) 3,638
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
Sign Up Savings
Save (per person) 253
From (per person) 4,258
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
Last Minute DealSign Up Savings
Save (per person) 580
From (per person) 2,095
View Trip
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 SavingsNational Tourism Week Flash Sale
From (per person) 2,099
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
Sign Up Savings
Save (per person) 244
From (per person) 2,325
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
View Trip
11 Day Wonders of Italy (Winter) with Trafalgar
Tour
 (1)

11 Days Rome to Rome
Operated By: Trafalgar
Departures: Jun 2025 to Mar 2027
Trip Styles: Coach, Winter, Scenic
Countries Visited: Italy
Mutiple Deals Available
Save (per person) 676
From (per person) 2,712
View Trip
7 Day Jewels of Italy (Winter) with Costsaver
Tour

7 Days Rome to Venice
Operated By: Costsaver
Departures: Nov 2025 to Oct 2026
Trip Styles: Coach, Winter, Scenic
Countries Visited: Italy
Mutiple Deals Available
Save (per person) 170
From (per person) 1,282
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
Sign Up Savings
Save (per person) 212
From (per person) 2,621
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
Last Minute DealSign Up Savings
Save (per person) 584
From (per person) 1,988
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
Exclusive Savings
Save (per person) 282
From (per person) 6,414
View Trip
7 Day Italian Holiday (Winter) with Trafalgar
Tour

7 Days Rome to Rome
Operated By: Trafalgar
Departures: Jun 2025 to Mar 2027
Trip Styles: Coach, Winter, Scenic
Countries Visited: Italy
Mutiple Deals Available
Save (per person) 316
From (per person) 1,887
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 SavingsNational Tourism Week Flash Sale
From (per person) 1,769
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
9 Day Christmas in Italy: Rome to Venice with G Adventures
New ReleaseTour

9 Days Rome to Venice
Operated By: G Adventures
Departures: Dec 2025 to Dec 2026
Trip Styles: Adventure, Small Group, Festive, Winter
Countries Visited: Italy
From (per person) 2,399
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 SavingsNational Tourism Week Flash Sale
From (per person) 2,299
View Trip
9 Day Rome & the Amalfi Coast: Winter in Sorrento with Collette
Tour

9 Days Rome to Sorrento
Operated By: Collette
Departures: Dec 2025 to Dec 2025
Trip Styles: Coach, Winter, Scenic
Countries Visited: Italy
Exclusive Savings
Save (per person) 108
From (per person) 3,491
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 2026
Trip Styles: Adventure, Small Group, Walking & Hiking, Winter
Countries Visited: Italy
Sign Up Savings
Save (per person) 207
From (per person) 1,656
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
From (per person) 1,999
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
Exclusive Savings
Save (per person) 115
From (per person) 3,540
View Trip
10 Day Real Italy (Winter) with Trafalgar
Tour

10 Days Rome to Rome
Operated By: Trafalgar
Departures: Nov 2025 to Mar 2027
Trip Styles: Coach, Winter, Scenic
Countries Visited: Italy
Sign Up Savings
Save (per person) 257
From (per person) 2,813
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
Sign Up Savings
Save (per person) 125
From (per person) 1,925
View Trip
10 Day Easy Pace Italy (Winter) with Insight Vacations
Tour

10 Days Rome to Venice
Operated By: Insight Vacations
Departures: Dec 2025 to Mar 2027
Trip Styles: Coach, Winter, Scenic
Countries Visited: Italy
Sign Up Savings
Save (per person) 236
From (per person) 3,180
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
Sign Up Savings
Save (per person) 248
From (per person) 4,512
View Trip
9 Day Colours of Sicily (Winter) with Trafalgar
Tour

9 Days Palermo to Catania
Operated By: Trafalgar
Departures: Nov 2025 to Oct 2026
Trip Styles: Coach, Winter, Scenic
Countries Visited: Sicily
Sign Up SavingsEarly Booking Deal
Save (per person) 365
From (per person) 2,125
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
Sign Up Savings
Save (per person) 198
From (per person) 1,745
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
Exclusive Savings
Save (per person) 234
From (per person) 3,822
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 SavingsNational Tourism Week Flash Sale
From (per person) 1,399
View Trip
10 Day Great Italian Cities (Winter) with Trafalgar
Tour

10 Days Rome to Venice
Operated By: Trafalgar
Departures: Jun 2025 to Mar 2027
Trip Styles: Coach, Winter, Scenic
Countries Visited: Italy
Mutiple Deals Available
Save (per person) 519
From (per person) 2,536
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
Exclusive Deal
Save (per person) 659
From (per person) 2,219
View Trip
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