Small group holidays in Italy
Walking around places as different as Amalfi, Tuscany, Mont Blanc, Puglia, the Dolomites, Liguria and Sicily is just one focus of our small group Italy holidays. Cycle from historic Pisa to the ravishing Cinque Terre villages. Indulge in Tuscan family adventures or Dolomite winter sports. No? Then join fellow culture aficianados delving sublime history in Sicily or hone local dishes on a Tuscan cooking break.
89 Small group holidays in Italy found
Amalfi Coast walking holiday, Italy
Walk in lemon groves and hillside villages
From £1,429 to £1,899 8 days inc UK flights
Small group travel:
2022: 13 Aug, 20 Aug, 27 Aug, 3 Sep, 15 Oct, 5 Nov, 12 Nov, 19 Nov, 31 Dec
2023: 11 Feb, 18 Feb, 25 Feb, 4 Mar, 11 Mar, 18 Mar, 25 Mar, 1 Apr, 8 Apr, 15 Apr, 20 May, 3 Jun, 10 Jun, 17 Jun, 24 Jun, 1 Jul, 8 Jul, 15 Jul, 22 Jul, 29 Jul, 5 Aug, 12 Aug, 19 Aug, 26 Aug, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct, 14 Oct, 21 Oct, 28 Oct, 4 Nov, 11 Nov, 18 Nov, 23 Dec, 30 Dec
2023: 11 Feb, 18 Feb, 25 Feb, 4 Mar, 11 Mar, 18 Mar, 25 Mar, 1 Apr, 8 Apr, 15 Apr, 20 May, 3 Jun, 10 Jun, 17 Jun, 24 Jun, 1 Jul, 8 Jul, 15 Jul, 22 Jul, 29 Jul, 5 Aug, 12 Aug, 19 Aug, 26 Aug, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct, 14 Oct, 21 Oct, 28 Oct, 4 Nov, 11 Nov, 18 Nov, 23 Dec, 30 Dec
Late availability on these dates: 13 Aug, 20 Aug, 27 Aug, 03 Sep, 15 Oct, 05 Nov, 12 Nov
Puglia small group tour, Italy
Puglia, whitewashed towns, traditional farmland and fine cuisine
From £1,699 to £1,949 8 days inc UK flights
Small group travel:
2022: 3 Sep, 17 Sep, 1 Oct, 15 Oct, 5 Nov
2023: 1 Apr, 15 Apr, 6 May, 20 May, 3 Jun, 17 Jun, 8 Jul, 26 Aug, 2 Sep, 9 Sep, 16 Sep, 30 Sep, 7 Oct, 14 Oct, 4 Nov
2023: 1 Apr, 15 Apr, 6 May, 20 May, 3 Jun, 17 Jun, 8 Jul, 26 Aug, 2 Sep, 9 Sep, 16 Sep, 30 Sep, 7 Oct, 14 Oct, 4 Nov
Late availability on these dates: 03 Sep, 17 Sep, 01 Oct, 15 Oct, 05 Nov
Amalfi Coast and Bay of Naples holidays
One of Europe's most dramatic stretches of coastline
From £1,499 to £1,899 8 days inc UK flights
Small group travel:
2022: 10 Sep, 22 Oct, 5 Nov, 24 Dec, 31 Dec
2023: 11 Mar, 25 Mar, 1 Apr, 8 Apr, 15 Apr, 22 Apr, 29 Apr, 6 May, 13 May, 20 May, 27 May, 3 Jun, 10 Jun, 17 Jun, 24 Jun, 1 Jul, 8 Jul, 15 Jul, 5 Aug, 19 Aug, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct, 14 Oct, 21 Oct, 4 Nov, 23 Dec, 30 Dec
2023: 11 Mar, 25 Mar, 1 Apr, 8 Apr, 15 Apr, 22 Apr, 29 Apr, 6 May, 13 May, 20 May, 27 May, 3 Jun, 10 Jun, 17 Jun, 24 Jun, 1 Jul, 8 Jul, 15 Jul, 5 Aug, 19 Aug, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct, 14 Oct, 21 Oct, 4 Nov, 23 Dec, 30 Dec
Late availability on these dates: 10 Sep, 22 Oct, 05 Nov
Cilento and Amalfi Coast cycling holiday, Italy
Rocky ridges set between small picturesque inlets
From £1,799 to £2,079 8 days inc UK flights
Small group travel:
2022: 3 Sep, 10 Sep, 24 Sep, 8 Oct
2023: 29 Apr, 13 May, 27 May, 17 Jun, 2 Sep, 9 Sep, 23 Sep, 7 Oct
2023: 29 Apr, 13 May, 27 May, 17 Jun, 2 Sep, 9 Sep, 23 Sep, 7 Oct
Late availability on these dates: 03 Sep, 10 Sep, 24 Sep, 08 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.
Umbria cooking holiday, Italy
Italian cooking in a farmhouse between Umbria and Tuscany
From €1,620 to €1,750 6 days ex flights
Small group travel:
2022: 13 Aug, 20 Aug, 23 Sep
2023: 4 Jun, 11 Jun, 18 Jun, 3 Sep, 17 Sep, 1 Oct
2023: 4 Jun, 11 Jun, 18 Jun, 3 Sep, 17 Sep, 1 Oct
Join our cooking holiday in Umbria, Italy. Great food and great fun. Live and cook like a local with a real chef. Explore a beautiful region and learn through its cuisine. Daily trips and wine tours too. Last spots for August the 20th, and September.
Tuscany tours, walking and wine tasting in Italy
Walking and wine tasting in Tuscany
From £1,449 to £1,749 8 days inc UK flights
Small group travel:
2022: 3 Sep, 10 Sep, 1 Oct, 8 Oct, 15 Oct
2023: 15 Apr, 22 Apr, 29 Apr, 6 May, 13 May, 20 May, 27 May, 3 Jun, 10 Jun, 17 Jun, 19 Aug, 26 Aug, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct, 14 Oct
2023: 15 Apr, 22 Apr, 29 Apr, 6 May, 13 May, 20 May, 27 May, 3 Jun, 10 Jun, 17 Jun, 19 Aug, 26 Aug, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct, 14 Oct
Late availability on these dates: 03 Sep, 10 Sep, 01 Oct, 08 Oct, 15 Oct
Sicily history tour, Italy
One of the most fascinating islands in Europe
From £1,749 to £2,249 9 days inc UK flights
Small group travel:
2022: 3 Sep, 24 Sep, 1 Oct, 8 Oct, 15 Oct
2023: 25 Mar, 8 Apr, 15 Apr, 29 Apr, 6 May, 13 May, 20 May, 3 Jun, 10 Jun, 24 Jun, 26 Aug, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct, 14 Oct, 21 Oct
2023: 25 Mar, 8 Apr, 15 Apr, 29 Apr, 6 May, 13 May, 20 May, 3 Jun, 10 Jun, 24 Jun, 26 Aug, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct, 14 Oct, 21 Oct
Late availability on these dates: 03 Sep, 24 Sep, 01 Oct, 08 Oct, 15 Oct
Tuscany small group tour
Explore the charms of laid-back Umbria
From £2,930£2,198 to £3,445 8 days ex flights
Small group travel:
2022: 1 Sep, 22 Sep, 6 Oct
2023: 27 Apr, 4 May, 18 May, 25 May, 15 Jun, 22 Jun, 13 Jul, 3 Aug, 10 Aug, 31 Aug, 7 Sep, 14 Sep, 21 Sep, 28 Sep, 5 Oct, 12 Oct
2023: 27 Apr, 4 May, 18 May, 25 May, 15 Jun, 22 Jun, 13 Jul, 3 Aug, 10 Aug, 31 Aug, 7 Sep, 14 Sep, 21 Sep, 28 Sep, 5 Oct, 12 Oct
Up to £730 off selected dates.
Late availability on these dates: 01 Sep, 22 Sep, 06 Oct
Late availability on these dates: 01 Sep, 22 Sep, 06 Oct
Italian food tours
Flavours of northern Italy on this special food-lovers journey
From £2,390£2,380 to £2,700 10 days ex flights
Small group travel:
2022: 22 Aug, 5 Sep, 12 Sep, 19 Sep, 26 Sep, 3 Oct
2023: 9 Jan, 10 Apr, 24 Apr, 8 May, 15 May, 22 May, 29 May, 12 Jun, 3 Jul, 17 Jul, 7 Aug, 21 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct
2023: 9 Jan, 10 Apr, 24 Apr, 8 May, 15 May, 22 May, 29 May, 12 Jun, 3 Jul, 17 Jul, 7 Aug, 21 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct
Up to £120 off selected dates.
Late availability on these dates: 22 Aug, 05 Sep, 12 Sep, 19 Sep, 26 Sep, 03 Oct
Late availability on these dates: 22 Aug, 05 Sep, 12 Sep, 19 Sep, 26 Sep, 03 Oct
Matera to Puglia cycle in Italy
Nestled between the Adriatic and Ionian seas
From £1,849 to £2,249 8 days inc UK flights
Small group travel:
2022: 4 Sep, 9 Oct, 23 Oct
2023: 2 Apr, 16 Apr, 23 Apr, 30 Apr, 7 May, 14 May, 21 May, 28 May, 4 Jun, 11 Jun, 18 Jun, 25 Jun, 27 Aug, 3 Sep, 10 Sep, 17 Sep, 24 Sep, 8 Oct, 15 Oct, 22 Oct
2023: 2 Apr, 16 Apr, 23 Apr, 30 Apr, 7 May, 14 May, 21 May, 28 May, 4 Jun, 11 Jun, 18 Jun, 25 Jun, 27 Aug, 3 Sep, 10 Sep, 17 Sep, 24 Sep, 8 Oct, 15 Oct, 22 Oct
Late availability on these dates: 04 Sep, 09 Oct, 23 Oct
Mont Blanc holiday, Tour du Mont Blanc
The best of the Tour du Mont Blanc
From £1,499 to £1,849 8 days inc UK flights
Small group travel:
2022: 20 Aug, 27 Aug, 3 Sep, 17 Sep, 24 Sep, 1 Oct, 8 Oct
2023: 20 May, 27 May, 3 Jun, 10 Jun, 17 Jun, 24 Jun, 1 Jul, 8 Jul, 15 Jul, 22 Jul, 29 Jul, 5 Aug, 12 Aug, 19 Aug, 26 Aug, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct
2023: 20 May, 27 May, 3 Jun, 10 Jun, 17 Jun, 24 Jun, 1 Jul, 8 Jul, 15 Jul, 22 Jul, 29 Jul, 5 Aug, 12 Aug, 19 Aug, 26 Aug, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct
Late availability on these dates: 20 Aug, 27 Aug, 03 Sep, 17 Sep, 24 Sep, 01 Oct, 08 Oct
Italian cooking holiday, small group
Immersive gastronomy & cooking trips in undiscovered Tuscany
From £1,450 to £1,500 7 days ex flights
Small group travel:
2022: 9 Sep, 9 Oct
2023: 21 May, 11 Jun, 2 Jul, 3 Sep
2023: 21 May, 11 Jun, 2 Jul, 3 Sep
Tuscany cycling holiday through Siena & Chianti
Cycle the most evocative and romantic landscapes
From £1,849 to £2,199 8 days inc UK flights
Small group travel:
2022: 27 Aug, 10 Sep, 17 Sep, 1 Oct
2023: 13 May, 20 May, 3 Jun, 10 Jun, 22 Jul, 26 Aug, 9 Sep, 16 Sep, 23 Sep, 30 Sep
2023: 13 May, 20 May, 3 Jun, 10 Jun, 22 Jul, 26 Aug, 9 Sep, 16 Sep, 23 Sep, 30 Sep
Late availability on these dates: 27 Aug, 10 Sep, 17 Sep, 01 Oct
Short break pasta making & Italian food holiday, Tuscany
A Tuscan food adventure, learn to make pasta
From £750 to £825 4 days ex flights
Small group travel:
2022: 25 Aug, 28 Sep, 21 Oct
2023: 19 Oct
2023: 19 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.
Cycling tours in Italy, Dolomites to Venice
One of Europe's unique mountain landscapes
From £1,849 to £2,249 8 days inc UK flights
Small group travel:
2022: 3 Sep, 17 Sep, 1 Oct
2023: 22 Apr, 20 May, 3 Jun, 17 Jun, 1 Jul, 19 Aug, 2 Sep, 16 Sep, 30 Sep
2023: 22 Apr, 20 May, 3 Jun, 17 Jun, 1 Jul, 19 Aug, 2 Sep, 16 Sep, 30 Sep
Late availability on these dates: 03 Sep, 17 Sep, 01 Oct
Sicily tour, street food and sunshine
City life, coast and volcanic landscapes
From £1,449 to £1,549 6 days ex flights
Small group travel:
2022: 4 Sep
2023: 23 Apr, 14 May, 11 Jun, 3 Sep
2023: 23 Apr, 14 May, 11 Jun, 3 Sep
Late availability on these dates: 04 Sep
Umbria to Tuscany cycling & cooking holiday
Cycling and cooking holiday between Umbria and Tuscany
From €1,140 5 days ex flights
Small group travel
Cinque Terre walking holiday
Walk the stunning coastal routes of the Cinque Terre
From £1,549 to £1,799 8 days inc UK flights
Small group travel:
2022: 20 Aug, 3 Sep, 24 Sep, 8 Oct
2023: 22 Apr, 29 Apr, 6 May, 13 May, 27 May, 3 Jun, 17 Jun, 19 Aug, 26 Aug, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct, 14 Oct
2023: 22 Apr, 29 Apr, 6 May, 13 May, 27 May, 3 Jun, 17 Jun, 19 Aug, 26 Aug, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct, 14 Oct
Late availability on these dates: 20 Aug, 03 Sep, 24 Sep, 08 Oct
Amalfi coast family holiday in Italy
Pompeii, Mt Vesuvius and the dramatic Amalfi Coast
From £1,749 to £1,979 8 days inc UK flights
Small group travel:
2022: 20 Aug, 22 Oct
2023: 25 Mar, 1 Apr, 8 Apr, 27 May, 15 Jul, 22 Jul, 5 Aug, 19 Aug, 21 Oct
2023: 25 Mar, 1 Apr, 8 Apr, 27 May, 15 Jul, 22 Jul, 5 Aug, 19 Aug, 21 Oct
Late availability on these dates: 20 Aug, 22 Oct
Italy photography holiday in the Dolomites
Spring and autumn photography in the Italian Dolomites
From £2,900 to £3,100 9 days ex flights
Small group travel:
2022: 21 Oct
2023: 1 Jul, 7 Oct, 17 Oct
2023: 1 Jul, 7 Oct, 17 Oct
Amalfi coast small group walking holiday
This walking holiday explores the spectacular Amalfi Coast.
From £1,214 to £1,639£1,557 8 days inc UK flights
Small group travel:
2022: 17 Aug, 22 Oct, 29 Oct, 5 Nov, 12 Nov, 19 Nov
2023: 25 Mar, 1 Apr, 8 Apr, 15 Apr, 22 Apr, 29 Apr, 6 May, 13 May, 20 May, 27 May, 10 Jun, 17 Jun, 24 Jun, 1 Jul, 8 Jul, 15 Jul, 26 Jul, 2 Aug, 9 Aug, 16 Aug, 26 Aug, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct, 14 Oct, 21 Oct, 28 Oct, 4 Nov, 11 Nov, 18 Nov
2023: 25 Mar, 1 Apr, 8 Apr, 15 Apr, 22 Apr, 29 Apr, 6 May, 13 May, 20 May, 27 May, 10 Jun, 17 Jun, 24 Jun, 1 Jul, 8 Jul, 15 Jul, 26 Jul, 2 Aug, 9 Aug, 16 Aug, 26 Aug, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct, 14 Oct, 21 Oct, 28 Oct, 4 Nov, 11 Nov, 18 Nov
Late availability on these dates: 17 Aug, 22 Oct, 29 Oct, 05 Nov, 12 Nov
Mont Blanc Circuit trek, with hotel accommodation
Classic Tour, using small inns and guesthouses
From £3,299 to £3,599 15 days inc UK flights
Small group travel:
2022: 20 Aug, 27 Aug
2023: 17 Jun, 24 Jun, 1 Jul, 15 Jul, 29 Jul, 12 Aug, 19 Aug, 26 Aug, 2 Sep
2023: 17 Jun, 24 Jun, 1 Jul, 15 Jul, 29 Jul, 12 Aug, 19 Aug, 26 Aug, 2 Sep
Late availability on these dates: 20 Aug, 27 Aug
Sicily walking holiday, Sicilian Volcanoes
Discover Mt Etna and the beautiful volcanic achipelago
From £1,649 to £1,879 8 days inc UK flights
Small group travel:
2022: 4 Sep, 18 Sep, 9 Oct
2023: 9 Apr, 23 Apr, 7 May, 14 May, 21 May, 4 Jun, 18 Jun, 9 Jul, 3 Sep, 10 Sep, 17 Sep, 24 Sep, 1 Oct, 8 Oct
2023: 9 Apr, 23 Apr, 7 May, 14 May, 21 May, 4 Jun, 18 Jun, 9 Jul, 3 Sep, 10 Sep, 17 Sep, 24 Sep, 1 Oct, 8 Oct
Late availability on these dates: 04 Sep, 18 Sep, 09 Oct
Sardinia cycling holiday in Italy
Cycle past abandoned mines and gleaming white beaches
From £1,849 to £2,099 8 days inc UK flights
Small group travel:
2022: 24 Sep
2023: 22 Apr, 29 Apr, 13 May, 27 May, 3 Jun, 10 Jun, 2 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct
2023: 22 Apr, 29 Apr, 13 May, 27 May, 3 Jun, 10 Jun, 2 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct
Late availability on these dates: 24 Sep
Sardinia walking holiday, Italy
Superb daywalks amid rich and charming scenery
From £1,499 to £1,899 8 days inc UK flights
Small group travel:
2022: 27 Aug, 24 Sep, 1 Oct
2023: 15 Apr, 29 Apr, 6 May, 13 May, 20 May, 27 May, 3 Jun, 17 Jun, 26 Aug, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep
2023: 15 Apr, 29 Apr, 6 May, 13 May, 20 May, 27 May, 3 Jun, 17 Jun, 26 Aug, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep
Late availability on these dates: 27 Aug, 24 Sep, 01 Oct
Prosecco Hills walking holiday, Italy
The Prosecco Road, Italy’s oldest wine route
From £1,649 to £1,849 8 days inc UK flights
Small group travel:
2022: 3 Sep, 8 Oct
2023: 8 Apr, 15 Apr, 22 Apr, 29 Apr, 6 May, 13 May, 20 May, 27 May, 3 Jun, 10 Jun, 17 Jun, 24 Jun, 1 Jul, 8 Jul, 15 Jul, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct
2023: 8 Apr, 15 Apr, 22 Apr, 29 Apr, 6 May, 13 May, 20 May, 27 May, 3 Jun, 10 Jun, 17 Jun, 24 Jun, 1 Jul, 8 Jul, 15 Jul, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct
Late availability on these dates: 03 Sep, 08 Oct
Snowshoeing holiday in the Dolomites
Michelin recommended cuisine & inspiring walks
From £1,849 to £2,249 8 days inc UK flights
Small group travel:
2022: 15 Dec
2023: 7 Jan, 28 Jan, 4 Feb, 11 Feb, 18 Feb, 25 Feb, 4 Mar, 11 Mar, 18 Mar, 25 Mar
2023: 7 Jan, 28 Jan, 4 Feb, 11 Feb, 18 Feb, 25 Feb, 4 Mar, 11 Mar, 18 Mar, 25 Mar
Walking holiday in Tuscany
A variety of daywalks in the beautiful Tuscan countryside
From £1,299 to £1,699 8 days inc UK flights
Small group travel:
2022: 10 Sep, 1 Oct, 8 Oct, 15 Oct
2023: 15 Apr, 22 Apr, 29 Apr, 6 May, 13 May, 20 May, 27 May, 3 Jun, 10 Jun, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct, 14 Oct, 21 Oct
2023: 15 Apr, 22 Apr, 29 Apr, 6 May, 13 May, 20 May, 27 May, 3 Jun, 10 Jun, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct, 14 Oct, 21 Oct
Late availability on these dates: 10 Sep, 01 Oct, 08 Oct, 15 Oct
Cross country skiing holiday in the Dolomites, Italy
A famously beautiful range of jagged peaks
From £1,679 to £1,999 8 days inc UK flights
Small group travel:
2022: 15 Dec, 22 Dec, 29 Dec
2023: 28 Jan, 4 Feb, 11 Feb, 18 Feb, 25 Feb, 4 Mar
2023: 28 Jan, 4 Feb, 11 Feb, 18 Feb, 25 Feb, 4 Mar
Rome to Sicily tour in Italy
Discover the secrets of Italy’s vibrant south
From £4,245 to £4,800 22 days ex flights
Small group travel:
2022: 28 Aug
2023: 10 May, 21 May, 4 Jun, 11 Jun, 18 Jun, 2 Jul, 27 Aug, 3 Sep, 10 Sep, 17 Sep, 1 Oct
2023: 10 May, 21 May, 4 Jun, 11 Jun, 18 Jun, 2 Jul, 27 Aug, 3 Sep, 10 Sep, 17 Sep, 1 Oct
Late availability on these dates: 28 Aug
