Winter vacations in Italy
Go cross-country or downhill skiing in our Italy winter vacations in the majestic Dolomites and Alps. Bag a villa voted among Europe's top 100 in a year-round sunny valley near St Moritz. Enjoy Michelin-garlanded food and brilliant snow-shoe walks in the Dolomites – or snow-shoe on Mt Etna's volcanic slopes. Away from the snow, go winter walking in Italian Riviera woods filled with herbs, wild fruit – and wild boar.
6 Winter vacations in Italy found
Snowshoeing vaction in the Dolomites
Michelin recommended cuisine & inspiring walks
From US $3,300 to US $4,198US $3,975 8 days ex flights
Small group travel:
2026: 12 Dec, 19 Dec
2027: 2 Jan, 16 Jan, 23 Jan, 30 Jan, 6 Feb, 20 Feb, 27 Feb, 6 Mar, 13 Mar
2027: 2 Jan, 16 Jan, 23 Jan, 30 Jan, 6 Feb, 20 Feb, 27 Feb, 6 Mar, 13 Mar
Up to US $490 off selected dates.
Late availability on upcoming trips - enquire now!
Late availability on upcoming trips - enquire now!
Cross country skiing vacation in the Dolomites, Italy
A famously beautiful range of jagged peaks
From US $3,000 to US $3,375 8 days ex flights
Small group travel:
2026: 19 Dec
2027: 9 Jan, 23 Jan, 30 Jan, 6 Feb, 20 Feb, 27 Feb, 6 Mar
2027: 9 Jan, 23 Jan, 30 Jan, 6 Feb, 20 Feb, 27 Feb, 6 Mar
Italian Alps self catering accommodation
Lovely Mountain hideaway in the Italian Alps
From €600 to €1,500 per week (sleeps 6)
Accommodation
French & Italian High Alps ski touring vacation
French & Italian High Alps Ski/Touring Adventure
From £5,999 10 days ex flights
Small group travel:
2026: 30 Dec
2027: 27 Feb
2027: 27 Feb
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St Zyprian winter hiking vacation in the Dolomites
Pink mountains, tranquil villages and virgin snow
From £1,949 8 days inc UK flights
Small group travel
Highlights of Italy vacation in winter
See a less crowded side of Italy on this winter adventure
From US $3,430 to US $4,130US $4,090 8 days ex flights
Small group travel:
2026: 12 Sep, 26 Sep, 10 Oct, 28 Nov, 12 Dec
2027: 9 Jan, 13 Feb, 17 Apr, 1 May, 22 May, 5 Jun, 19 Jun, 17 Jul, 7 Aug, 21 Aug, 4 Sep, 11 Sep, 25 Sep, 9 Oct, 30 Oct, 13 Nov, 27 Nov, 11 Dec
2028: 8 Jan, 12 Feb, 18 Mar, 15 Apr, 29 Apr, 20 May, 3 Jun, 17 Jun, 15 Jul, 5 Aug, 19 Aug, 2 Sep, 9 Sep, 23 Sep, 7 Oct, 28 Oct, 11 Nov, 25 Nov, 9 Dec
2027: 9 Jan, 13 Feb, 17 Apr, 1 May, 22 May, 5 Jun, 19 Jun, 17 Jul, 7 Aug, 21 Aug, 4 Sep, 11 Sep, 25 Sep, 9 Oct, 30 Oct, 13 Nov, 27 Nov, 11 Dec
2028: 8 Jan, 12 Feb, 18 Mar, 15 Apr, 29 Apr, 20 May, 3 Jun, 17 Jun, 15 Jul, 5 Aug, 19 Aug, 2 Sep, 9 Sep, 23 Sep, 7 Oct, 28 Oct, 11 Nov, 25 Nov, 9 Dec
Up to US $410 off selected dates.
Late availability on these dates: 12 Sep, 26 Sep, 10 Oct
Late availability on these dates: 12 Sep, 26 Sep, 10 Oct
