90 Small group vacations in Italy found
Amalfi Coast walking vacation, Italy
Walk in lemon groves and hillside villages
From US $1,549 to US $2,179 8 days ex flights
Small group travel:
2021: 30 Oct, 6 Nov, 23 Dec, 30 Dec
2022: 12 Feb, 19 Feb, 26 Feb, 5 Mar, 12 Mar, 19 Mar, 26 Mar, 2 Apr, 9 Apr, 16 Apr, 23 Apr, 14 May, 21 May, 28 May, 4 Jun, 11 Jun, 18 Jun, 25 Jun, 2 Jul, 9 Jul, 16 Jul, 23 Jul, 30 Jul, 6 Aug, 13 Aug, 20 Aug, 27 Aug, 3 Sep, 10 Sep, 17 Sep, 24 Sep, 1 Oct, 8 Oct, 15 Oct, 22 Oct, 29 Oct, 5 Nov, 12 Nov, 19 Nov, 24 Dec, 31 Dec
2022: 12 Feb, 19 Feb, 26 Feb, 5 Mar, 12 Mar, 19 Mar, 26 Mar, 2 Apr, 9 Apr, 16 Apr, 23 Apr, 14 May, 21 May, 28 May, 4 Jun, 11 Jun, 18 Jun, 25 Jun, 2 Jul, 9 Jul, 16 Jul, 23 Jul, 30 Jul, 6 Aug, 13 Aug, 20 Aug, 27 Aug, 3 Sep, 10 Sep, 17 Sep, 24 Sep, 1 Oct, 8 Oct, 15 Oct, 22 Oct, 29 Oct, 5 Nov, 12 Nov, 19 Nov, 24 Dec, 31 Dec
Late availability on these dates: 30 Oct, 06 Nov, 23 Dec, 30 Dec
Amalfi Coast and Bay of Naples vacations
One of Europe's most dramatic stretches of coastline
From US $1,949 to US $2,349 8 days ex flights
Small group travel:
2021: 6 Nov, 23 Dec, 30 Dec
2022: 12 Mar, 26 Mar, 2 Apr, 9 Apr, 16 Apr, 23 Apr, 30 Apr, 7 May, 14 May, 21 May, 28 May, 4 Jun, 11 Jun, 18 Jun, 25 Jun, 2 Jul, 9 Jul, 16 Jul, 6 Aug, 27 Aug, 3 Sep, 10 Sep, 17 Sep, 24 Sep, 1 Oct, 8 Oct, 15 Oct, 22 Oct, 5 Nov, 24 Dec, 31 Dec
2022: 12 Mar, 26 Mar, 2 Apr, 9 Apr, 16 Apr, 23 Apr, 30 Apr, 7 May, 14 May, 21 May, 28 May, 4 Jun, 11 Jun, 18 Jun, 25 Jun, 2 Jul, 9 Jul, 16 Jul, 6 Aug, 27 Aug, 3 Sep, 10 Sep, 17 Sep, 24 Sep, 1 Oct, 8 Oct, 15 Oct, 22 Oct, 5 Nov, 24 Dec, 31 Dec
Late availability on these dates: 06 Nov, 23 Dec, 30 Dec
Umbria cooking vacation, Italy
Italian cooking in a farmhouse between Umbria and Tuscany
From €1,440 to €1,750 7 days ex flights
Small group travel:
2021: 14 Nov, 23 Dec
2022: 27 Mar, 7 Apr, 8 May, 18 May, 28 May, 6 Jun, 19 Jun, 26 Jun, 3 Jul, 17 Jul, 2 Aug, 26 Aug, 12 Sep, 23 Sep, 8 Oct, 23 Oct, 29 Dec
2022: 27 Mar, 7 Apr, 8 May, 18 May, 28 May, 6 Jun, 19 Jun, 26 Jun, 3 Jul, 17 Jul, 2 Aug, 26 Aug, 12 Sep, 23 Sep, 8 Oct, 23 Oct, 29 Dec
Short break pasta making & Italian food vacation, Tuscany
A Tuscan food adventure, learn to make pasta
From £750 4 days ex flights
Small group travel:
2022: 20 Apr, 12 May, 23 Jun, 25 Aug, 28 Sep, 20 Oct
Travel Team
If you would like some help or advice, or just want to discuss your ideas for your next trip, do give us a call.
Italian cooking vacation, small group
Immersive gastronomy & cooking trips in undiscovered Tuscany
From £1,450 7 days ex flights
Small group travel:
2022: 1 May, 29 May, 10 Jun, 3 Jul, 9 Sep, 9 Oct
Sicily history tour, Italy
One of the most fascinating islands in Europe
From US $2,399 to US $2,749 9 days ex flights
Small group travel:
2022: 19 Feb, 12 Mar, 26 Mar, 9 Apr, 16 Apr, 30 Apr, 7 May, 14 May, 21 May, 4 Jun, 11 Jun, 25 Jun, 27 Aug, 3 Sep, 10 Sep, 17 Sep, 24 Sep, 1 Oct, 8 Oct, 15 Oct, 22 Oct
Sicily walking vacation, Sicilian Volcanoes
Discover Mt Etna and the beautiful volcanic achipelago
From US $2,249 to US $2,349 8 days ex flights
Small group travel:
2022: 10 Apr, 24 Apr, 8 May, 15 May, 22 May, 5 Jun, 19 Jun, 10 Jul, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct
Tuscany small group tour
Explore the charms of laid-back Umbria
From US $4,710 to US $5,340 8 days ex flights
Small group travel:
2022: 5 May, 26 May, 2 Jun, 16 Jun, 30 Jun, 14 Jul, 11 Aug, 1 Sep, 8 Sep, 15 Sep, 22 Sep, 6 Oct
2023: 4 May, 25 May, 1 Jun, 15 Jun, 29 Jun, 13 Jul, 10 Aug, 31 Aug, 7 Sep, 14 Sep, 21 Sep, 5 Oct
2023: 4 May, 25 May, 1 Jun, 15 Jun, 29 Jun, 13 Jul, 10 Aug, 31 Aug, 7 Sep, 14 Sep, 21 Sep, 5 Oct
Amalfi coast family vacation in Italy
Pompeii, Mt Vesuvius and the dramatic Amalfi Coast
From US $2,179 to US $2,249 8 days ex flights
Small group travel:
2022: 26 Mar, 2 Apr, 9 Apr, 28 May, 16 Jul, 23 Jul, 6 Aug, 20 Aug, 22 Oct
Sicily tour, classical Sicily
Tour the main classical sights of Sicily
From US $1,870 to US $1,950 8 days ex flights
Small group travel:
2022: 26 Mar, 2 Apr, 23 Apr, 14 May, 21 May, 4 Jun, 11 Jun, 3 Sep, 10 Sep, 17 Sep, 24 Sep, 1 Oct, 8 Oct, 15 Oct
2023: 25 Mar, 5 Apr, 22 Apr, 13 May, 20 May, 3 Jun, 10 Jun, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct, 14 Oct
2023: 25 Mar, 5 Apr, 22 Apr, 13 May, 20 May, 3 Jun, 10 Jun, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct, 14 Oct
Puglia and Basilicata walking holiday in Italy
Unique regions between the Adriatic and Tyrrhenian seas
From US $2,179 8 days ex flights
Small group travel:
2022: 19 Mar, 9 Apr, 16 Apr, 23 Apr, 7 May, 14 May, 21 May, 28 May, 4 Jun, 11 Jun, 18 Jun, 9 Jul, 16 Jul, 10 Sep, 24 Sep, 8 Oct, 15 Oct, 22 Oct, 5 Nov
Dolomites walking vacation in Italy
Sandwiched between the spectacular peaks of the Dolomites
From US $2,179 to US $2,749 8 days ex flights
Small group travel:
2022: 11 Jun, 18 Jun, 25 Jun, 2 Jul, 9 Jul, 16 Jul, 23 Jul, 30 Jul, 27 Aug, 3 Sep, 10 Sep, 17 Sep, 24 Sep, 1 Oct, 8 Oct
Italian food tours
Flavours of northern Italy on this special food-lovers journey
From US $3,075 to US $3,490 10 days ex flights
Small group travel:
2021: 13 Dec
2022: 10 Jan, 25 Apr, 16 May, 30 May, 13 Jun, 4 Jul, 18 Jul, 8 Aug, 22 Aug, 5 Sep, 12 Sep, 19 Sep, 26 Sep, 3 Oct
2023: 9 Jan, 24 Apr, 15 May, 29 May, 12 Jun, 3 Jul, 17 Jul, 7 Aug, 21 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct
2022: 10 Jan, 25 Apr, 16 May, 30 May, 13 Jun, 4 Jul, 18 Jul, 8 Aug, 22 Aug, 5 Sep, 12 Sep, 19 Sep, 26 Sep, 3 Oct
2023: 9 Jan, 24 Apr, 15 May, 29 May, 12 Jun, 3 Jul, 17 Jul, 7 Aug, 21 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct
Late availability on these dates: 13 Dec, 10 Jan
Mont Blanc vacation, Tour du Mont Blanc
The best of the Tour du Mont Blanc
From US $2,179 to US $2,249 8 days ex flights
Small group travel:
2022: 14 May, 21 May, 28 May, 4 Jun, 11 Jun, 25 Jun, 2 Jul, 9 Jul, 16 Jul, 23 Jul, 30 Jul, 6 Aug, 13 Aug, 20 Aug, 27 Aug, 3 Sep, 10 Sep, 17 Sep, 24 Sep, 1 Oct, 8 Oct
Travel Team
If you would like some help or advice, or just want to discuss your ideas for your next trip, do give us a call.
Italy photography holiday in the Dolomites
Spring and autumn photography in the Italian Dolomites
From £2,500 9 days ex flights
Small group travel:
2022: 1 Jul, 11 Oct, 21 Oct
Cinque Terre walking holiday
Walk the stunning coastal routes of the Cinque Terre
From US $1,999 to US $2,249 8 days ex flights
Small group travel:
2022: 23 Apr, 30 Apr, 7 May, 21 May, 28 May, 4 Jun, 18 Jun, 20 Aug, 27 Aug, 3 Sep, 10 Sep, 17 Sep, 24 Sep, 1 Oct, 8 Oct, 15 Oct
Sicily history tour
Discover Sicily with a knowledgeable guest lecturer
From US $3,160 to US $3,230 15 days ex flights
Small group travel:
2022: 4 Jun, 3 Sep, 17 Sep, 1 Oct
2023: 13 May, 3 Jun, 2 Sep, 16 Sep, 30 Sep
2023: 13 May, 3 Jun, 2 Sep, 16 Sep, 30 Sep
Mont Blanc Circuit hiking vacation
Probably the most dramatic walk in Europe
From US $2,879 15 days ex flights
Small group travel:
2022: 18 Jun, 25 Jun, 2 Jul, 16 Jul, 30 Jul, 13 Aug, 20 Aug, 27 Aug, 3 Sep
Mont Blanc Circuit trek, with hotel accommodation
Classic Tour, using small inns and guesthouses
From US $4,979 15 days ex flights
Small group travel:
2022: 18 Jun, 25 Jun, 2 Jul, 16 Jul, 30 Jul, 13 Aug, 20 Aug, 27 Aug, 3 Sep
Matera to Puglia cycle in Italy
Nestled between the Adriatic and Ionian seas
From US $2,479 to US $2,579 8 days ex flights
Small group travel:
2022: 3 Apr, 10 Apr, 24 Apr, 1 May, 8 May, 15 May, 22 May, 29 May, 5 Jun, 12 Jun, 19 Jun, 26 Jun, 3 Jul, 10 Jul, 17 Jul, 24 Jul, 31 Jul, 7 Aug, 14 Aug, 21 Aug, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep
Cilento and Amalfi Coast cycling vacation, Italy
Rocky ridges set between small picturesque inlets
From US $2,479 to US $2,749 8 days ex flights
Small group travel:
2022: 30 Apr, 14 May, 28 May, 18 Jun, 3 Sep, 10 Sep, 24 Sep, 8 Oct
Sardinia walking holiday, Italy
Superb daywalks amid rich and charming scenery
From US $2,179 8 days ex flights
Small group travel:
2022: 16 Apr, 30 Apr, 7 May, 14 May, 21 May, 28 May, 4 Jun, 18 Jun, 27 Aug, 3 Sep, 10 Sep, 17 Sep, 24 Sep, 1 Oct
Snowshoeing vaction in the Dolomites
Michelin recommended cuisine & inspiring walks
From US $2,249 to US $2,579 8 days ex flights
Small group travel:
2021: 23 Dec
2022: 8 Jan, 29 Jan, 19 Feb, 26 Feb, 5 Mar, 12 Mar, 19 Mar, 26 Mar
2022: 8 Jan, 29 Jan, 19 Feb, 26 Feb, 5 Mar, 12 Mar, 19 Mar, 26 Mar
Late availability on these dates: 23 Dec, 08 Jan, 29 Jan
Tuscany tours, walking and wine tasting in Italy
Walking and wine tasting in Tuscany
From US $1,999 to US $2,079 8 days ex flights
Small group travel:
2022: 9 Apr, 16 Apr, 23 Apr, 30 Apr, 7 May, 14 May, 21 May, 28 May, 11 Jun, 18 Jun, 20 Aug, 27 Aug, 3 Sep, 10 Sep, 17 Sep, 1 Oct, 8 Oct, 15 Oct
Cross country skiing vacation in the Dolomites, Italy
A famously beautiful range of jagged peaks
From US $1,999 to US $2,249 8 days ex flights
Small group travel:
2021: 23 Dec, 30 Dec
2022: 29 Jan, 5 Feb, 12 Feb, 19 Feb, 26 Feb, 5 Mar, 15 Dec, 22 Dec, 29 Dec
2023: 28 Jan, 4 Feb, 11 Feb, 18 Feb, 25 Feb, 4 Mar
2022: 29 Jan, 5 Feb, 12 Feb, 19 Feb, 26 Feb, 5 Mar, 15 Dec, 22 Dec, 29 Dec
2023: 28 Jan, 4 Feb, 11 Feb, 18 Feb, 25 Feb, 4 Mar
Late availability on these dates: 23 Dec, 30 Dec, 29 Jan, 05 Feb
Walking vacation in Tuscany
A variety of daywalks in the beautiful Tuscan countryside
From US $1,849 to US $2,179 8 days ex flights
Small group travel:
2022: 16 Apr, 23 Apr, 30 Apr, 7 May, 14 May, 21 May, 28 May, 4 Jun, 11 Jun, 18 Jun, 27 Aug, 3 Sep, 10 Sep, 17 Sep, 24 Sep, 1 Oct, 8 Oct
Puglia small group tour, Italy
Puglia, whitewashed towns, traditional farmland and fine cuisine
From US $1,999 to US $2,349 8 days ex flights
Small group travel:
2021: 6 Nov
2022: 2 Apr, 16 Apr, 7 May, 21 May, 4 Jun, 18 Jun, 9 Jul, 27 Aug, 3 Sep, 10 Sep, 17 Sep, 1 Oct, 15 Oct, 5 Nov
2022: 2 Apr, 16 Apr, 7 May, 21 May, 4 Jun, 18 Jun, 9 Jul, 27 Aug, 3 Sep, 10 Sep, 17 Sep, 1 Oct, 15 Oct, 5 Nov
Late availability on these dates: 06 Nov
Amalfi coast small group hiking holiday
This walking holiday explores the spectacular Amalfi Coast.
From US $1,470 to US $1,610 8 days ex flights
Small group travel:
2022: 26 Mar, 2 Apr, 9 Apr, 21 May, 28 May, 4 Jun, 11 Jun, 18 Jun, 25 Jun, 2 Jul, 9 Jul, 16 Jul, 27 Jul, 3 Aug, 10 Aug, 17 Aug, 27 Aug, 3 Sep, 10 Sep, 17 Sep, 24 Sep, 1 Oct, 8 Oct, 15 Oct, 22 Oct, 29 Oct, 5 Nov, 12 Nov, 19 Nov
2023: 1 Apr, 8 Apr, 15 Apr, 22 Apr, 29 Apr, 6 May, 13 May, 27 May, 3 Jun, 10 Jun, 17 Jun, 24 Jun, 1 Jul, 8 Jul, 15 Jul, 26 Jul, 2 Aug, 26 Aug, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct, 14 Oct ...
2023: 1 Apr, 8 Apr, 15 Apr, 22 Apr, 29 Apr, 6 May, 13 May, 27 May, 3 Jun, 10 Jun, 17 Jun, 24 Jun, 1 Jul, 8 Jul, 15 Jul, 26 Jul, 2 Aug, 26 Aug, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct, 14 Oct ...
Dolomites cycling vacation in Italy
The Dolomites, while avoiding the need to ride up any long climbs
From US $2,379 to US $2,399 8 days ex flights
Small group travel:
2022: 21 May, 11 Jun
Italy rewilding vacation in the Appenines
Discover the joy of rewilding Italy's 'wild heart'
From US $3,379 6 days ex flights
Small group travel:
2022: 9 Jul, 3 Sep
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