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.
117 Small group holidays in Italy found
Umbria cooking holiday, Italy
Italian cooking in a farmhouse between Umbria and Tuscany
From €2,080 to €2,220 5 days ex flights
Small group travel:
2027: 11 Apr, 23 Apr, 14 May, 30 May, 30 Aug
Amalfi Coast walking holiday, Italy
Walk in lemon groves and hillside villages
From £1,514£1,286 to £2,008 8 days ex flights
Small group travel:
2026: 26 Sep, 3 Oct, 10 Oct, 17 Oct, 24 Oct, 7 Nov, 19 Dec, 26 Dec
2027: 6 Feb, 13 Feb, 20 Feb, 27 Feb, 6 Mar, 13 Mar, 20 Mar, 27 Mar, 3 Apr, 10 Apr, 17 Apr, 24 Apr, 1 May, 8 May, 15 May, 22 May, 29 May, 5 Jun, 12 Jun, 19 Jun, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct, 23 Oct, 30 Oct, 6 Nov, 13 Nov, 18 Dec, 25 Dec
2027: 6 Feb, 13 Feb, 20 Feb, 27 Feb, 6 Mar, 13 Mar, 20 Mar, 27 Mar, 3 Apr, 10 Apr, 17 Apr, 24 Apr, 1 May, 8 May, 15 May, 22 May, 29 May, 5 Jun, 12 Jun, 19 Jun, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct, 23 Oct, 30 Oct, 6 Nov, 13 Nov, 18 Dec, 25 Dec
Up to £220 off selected dates.
Late availability on these dates: 26 Sep, 03 Oct, 10 Oct, 17 Oct, 24 Oct, 07 Nov, 19 Dec, 26 Dec
Late availability on these dates: 26 Sep, 03 Oct, 10 Oct, 17 Oct, 24 Oct, 07 Nov, 19 Dec, 26 Dec
Amalfi Coast and Bay of Naples holidays
One of Europe's most dramatic stretches of coastline
From £1,720£1,487 to £1,905 8 days ex flights
Small group travel:
2026: 3 Oct, 17 Oct, 31 Oct, 19 Dec, 26 Dec
2027: 6 Mar, 20 Mar, 27 Mar, 3 Apr, 10 Apr, 17 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, 31 Jul, 14 Aug, 21 Aug, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct, 30 Oct, 18 Dec, 25 Dec
2027: 6 Mar, 20 Mar, 27 Mar, 3 Apr, 10 Apr, 17 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, 31 Jul, 14 Aug, 21 Aug, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct, 30 Oct, 18 Dec, 25 Dec
Up to £260 off selected dates.
Late availability on these dates: 03 Oct, 17 Oct, 31 Oct, 19 Dec, 26 Dec
Late availability on these dates: 03 Oct, 17 Oct, 31 Oct, 19 Dec, 26 Dec
Walking holiday in Tuscany
A variety of daywalks in the beautiful Tuscan countryside
From £1,999£1,812 to £2,111 8 days ex flights
Small group travel:
2026: 26 Sep, 10 Oct
2027: 17 Apr, 24 Apr, 1 May, 8 May, 15 May, 22 May, 29 May, 5 Jun, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct
2027: 17 Apr, 24 Apr, 1 May, 8 May, 15 May, 22 May, 29 May, 5 Jun, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct
Up to £240 off selected dates.
Late availability on these dates: 26 Sep, 10 Oct
Late availability on these dates: 26 Sep, 10 Oct
Contact Us
Call us for a chat about our holidays. We are happy to discuss your holiday and help in any way we can. No bots, queues or awful hold music.
01273 823 700
Call us tomorrow after 9am
Calling from outside the UK
rosy@responsibletravel.com
Puglia and Basilicata walking holiday in Italy
Unique regions between the Adriatic and Tyrrhenian seas
From £2,162£1,949 to £2,214 8 days ex flights
Small group travel:
2026: 3 Oct, 10 Oct, 17 Oct
2027: 20 Mar, 3 Apr, 24 Apr, 8 May, 15 May, 22 May, 5 Jun, 12 Jun, 11 Sep, 18 Sep, 2 Oct, 9 Oct, 16 Oct, 30 Oct
2027: 20 Mar, 3 Apr, 24 Apr, 8 May, 15 May, 22 May, 5 Jun, 12 Jun, 11 Sep, 18 Sep, 2 Oct, 9 Oct, 16 Oct, 30 Oct
Up to £260 off selected dates.
Late availability on these dates: 03 Oct, 10 Oct, 17 Oct
Late availability on these dates: 03 Oct, 10 Oct, 17 Oct
Sicily food holiday in Italy
Be overwhelmed at how varied and diverse Sicily’s cuisine
From £2,269£2,057 to £2,554 8 days ex flights
Small group travel:
2026: 27 Sep, 11 Oct
2027: 4 Apr, 2 May, 9 May, 5 Sep, 26 Sep, 10 Oct, 17 Oct
2027: 4 Apr, 2 May, 9 May, 5 Sep, 26 Sep, 10 Oct, 17 Oct
Up to £360 off selected dates.
Late availability on these dates: 27 Sep, 11 Oct
Late availability on these dates: 27 Sep, 11 Oct
Italian cooking holiday, small group
Immersive local gastronomy & cooking in undiscovered Tuscany
From £1,600 7 days ex flights
Small group travel
Sicily history tour, Italy
One of the most fascinating islands in Europe
From £2,368 to £2,657 9 days ex flights
Small group travel:
2026: 3 Oct, 17 Oct
2027: 20 Mar, 10 Apr, 17 Apr, 24 Apr, 8 May, 15 May, 22 May, 29 May, 5 Jun, 12 Jun, 19 Jun, 28 Aug, 4 Sep, 11 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct, 23 Oct, 30 Oct, 6 Nov, 13 Nov
2027: 20 Mar, 10 Apr, 17 Apr, 24 Apr, 8 May, 15 May, 22 May, 29 May, 5 Jun, 12 Jun, 19 Jun, 28 Aug, 4 Sep, 11 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct, 23 Oct, 30 Oct, 6 Nov, 13 Nov
Late availability on these dates: 03 Oct, 17 Oct
Mont Blanc holiday, Tour du Mont Blanc
The best of the Tour du Mont Blanc
From £2,065£1,790 to £2,107 8 days ex flights
Small group travel:
2026: 26 Sep, 3 Oct
2027: 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, 2 Oct, 9 Oct
2027: 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, 2 Oct, 9 Oct
Up to £310 off selected dates.
Late availability on these dates: 26 Sep, 03 Oct
Late availability on these dates: 26 Sep, 03 Oct
Snowshoeing holiday in the Dolomites
Michelin recommended cuisine & inspiring walks
From £2,265 to £2,883£2,729 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 £430 off selected dates.
Late availability on these dates: 12 Dec, 19 Dec
Late availability on these dates: 12 Dec, 19 Dec
Cross country skiing holiday in the Dolomites, Italy
A famously beautiful range of jagged peaks
From £2,059£1,859 to £2,059 8 days ex flights
Small group travel:
2027: 9 Jan, 23 Jan, 30 Jan, 6 Feb, 20 Feb, 27 Feb, 6 Mar
Up to £200 off selected dates.
Late availability on upcoming trips - enquire now!
Late availability on upcoming trips - enquire now!
Italy walking holiday in the Dolomites
Enjoy scenic treks through alpine meadows in Italy
From £2,025 to £2,295 8 days ex flights
Small group travel:
2026: 26 Sep
2027: 5 Jun, 12 Jun, 19 Jun, 26 Jun, 3 Jul, 10 Jul, 17 Jul, 21 Aug, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep
2027: 5 Jun, 12 Jun, 19 Jun, 26 Jun, 3 Jul, 10 Jul, 17 Jul, 21 Aug, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep
Late availability on these dates: 26 Sep
Sicily walking holiday
Discover Sicily on foot
From £1,695£1,575 to £1,885 8 days ex flights
Small group travel:
2026: 10 Oct, 17 Oct
2027: 8 May, 29 May, 25 Sep, 9 Oct, 16 Oct
2027: 8 May, 29 May, 25 Sep, 9 Oct, 16 Oct
Up to £120 off selected dates.
Late availability on these dates: 10 Oct, 17 Oct
Late availability on these dates: 10 Oct, 17 Oct
Guided walking holiday, Amalfi Coast
Explores the trails of the spectacular Amalfi Coast
From £1,595£1,395 to £1,675 8 days ex flights
Small group travel:
2026: 26 Sep, 3 Oct, 10 Oct
2027: 27 Mar, 10 Apr, 17 Apr, 24 Apr, 1 May, 8 May, 15 May, 22 May, 29 May, 5 Jun, 12 Jun, 14 Aug, 28 Aug, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct
2027: 27 Mar, 10 Apr, 17 Apr, 24 Apr, 1 May, 8 May, 15 May, 22 May, 29 May, 5 Jun, 12 Jun, 14 Aug, 28 Aug, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct
Up to £200 off selected dates.
Late availability on these dates: 26 Sep, 03 Oct, 10 Oct
Late availability on these dates: 26 Sep, 03 Oct, 10 Oct
Contact Us
Call us for a chat about our holidays. We are happy to discuss your holiday and help in any way we can. No bots, queues or awful hold music.
01273 823 700
Call us tomorrow after 9am
Calling from outside the UK
rosy@responsibletravel.com
Malta and Gozo & Sicily holiday
Explore the diverse islands of Malta, Gozo and Sicily
From £3,815 to £4,319 16 days ex flights
Small group travel:
2027: 27 Feb, 6 Mar, 3 Apr, 10 Apr, 17 Apr, 24 Apr, 1 May, 8 May, 29 May, 5 Jun, 12 Jun, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct, 23 Oct
Highlights of Puglia holiday
The perfect balance of culture, food and the Adriatic coastline
From £1,890 to £2,195 8 days ex flights
Small group travel:
2026: 11 Oct
2027: 11 Apr, 2 May, 9 May, 6 Jun, 13 Jun, 20 Jun, 5 Sep, 12 Sep, 19 Sep, 26 Sep, 3 Oct, 10 Oct
2027: 11 Apr, 2 May, 9 May, 6 Jun, 13 Jun, 20 Jun, 5 Sep, 12 Sep, 19 Sep, 26 Sep, 3 Oct, 10 Oct
Late availability on these dates: 11 Oct
Amalfi coast family holiday in Italy
Pompeii, Mt Vesuvius and the dramatic Amalfi Coast
From £1,956 8 days ex flights
Small group travel:
2027: 27 Mar, 3 Apr, 22 May, 17 Jul, 31 Jul, 14 Aug, 16 Oct
Small group Sicily grand tour
Discover the temples, villages and food of Sicily
From £4,222 to £4,325 15 days ex flights
Small group travel:
2026: 3 Oct
2027: 1 May, 18 Sep
2027: 1 May, 18 Sep
Late availability on these dates: 03 Oct
Family holiday in Northern Italy
Treat your family to an enriching adventure through Italy
From £2,095 to £2,305 8 days ex flights
Small group travel:
2027: 27 Mar, 7 Apr, 19 Jun, 26 Jun, 3 Jul, 7 Jul, 10 Jul, 31 Jul, 7 Aug, 14 Aug, 18 Sep, 22 Sep, 25 Sep
2028: 1 Apr, 8 Apr, 15 Apr, 17 Jun, 24 Jun, 1 Jul, 8 Jul, 29 Jul, 5 Aug, 12 Aug, 16 Sep, 20 Sep, 23 Sep
2028: 1 Apr, 8 Apr, 15 Apr, 17 Jun, 24 Jun, 1 Jul, 8 Jul, 29 Jul, 5 Aug, 12 Aug, 16 Sep, 20 Sep, 23 Sep
Amalfi Coast hike, boat & kayak holiday
From Naples to Amalfi, explore Italy's spectacular coastline
From £1,645£1,609 to £2,470 8 days ex flights
Small group travel:
2026: 27 Sep, 4 Oct, 8 Oct, 11 Oct, 18 Oct, 22 Oct, 25 Oct
2027: 11 Apr, 18 Apr, 22 Apr, 25 Apr, 2 May, 9 May, 13 May, 16 May, 23 May, 30 May, 6 Jun, 13 Jun, 17 Jun, 20 Jun, 27 Jun, 1 Jul, 8 Jul, 22 Aug, 26 Aug, 29 Aug, 2 Sep, 5 Sep, 12 Sep, 16 Sep, 19 Sep, 23 Sep, 26 Sep, 30 Sep, 3 Oct, 7 Oct, 10 Oct, 14 Oct, 21 Oct
2028: 9 Apr, 13 Apr, 16 Apr, 20 Apr, 23 Apr, 30 Apr, 7 May, 11 May, 14 May, 18 May, 21 May ...
2027: 11 Apr, 18 Apr, 22 Apr, 25 Apr, 2 May, 9 May, 13 May, 16 May, 23 May, 30 May, 6 Jun, 13 Jun, 17 Jun, 20 Jun, 27 Jun, 1 Jul, 8 Jul, 22 Aug, 26 Aug, 29 Aug, 2 Sep, 5 Sep, 12 Sep, 16 Sep, 19 Sep, 23 Sep, 26 Sep, 30 Sep, 3 Oct, 7 Oct, 10 Oct, 14 Oct, 21 Oct
2028: 9 Apr, 13 Apr, 16 Apr, 20 Apr, 23 Apr, 30 Apr, 7 May, 11 May, 14 May, 18 May, 21 May ...
Up to £530 off selected dates.
Late availability on these dates: 27 Sep, 04 Oct, 08 Oct, 11 Oct, 18 Oct, 22 Oct, 25 Oct
Late availability on these dates: 27 Sep, 04 Oct, 08 Oct, 11 Oct, 18 Oct, 22 Oct, 25 Oct
Amalfi coast small group walking holiday
This walking holiday explores the spectacular Amalfi Coast.
From £1,595£1,495 to £1,695 8 days ex flights
Small group travel:
2026: 26 Sep, 10 Oct, 17 Oct, 24 Oct
2027: 27 Mar, 3 Apr, 10 Apr, 17 Apr, 24 Apr, 8 May, 15 May, 22 May, 29 May, 5 Jun, 12 Jun, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct, 23 Oct
2027: 27 Mar, 3 Apr, 10 Apr, 17 Apr, 24 Apr, 8 May, 15 May, 22 May, 29 May, 5 Jun, 12 Jun, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct, 23 Oct
Up to £200 off selected dates.
Late availability on these dates: 26 Sep, 10 Oct, 17 Oct, 24 Oct
Late availability on these dates: 26 Sep, 10 Oct, 17 Oct, 24 Oct
Sicily tour, classical Sicily
Tour the main classical sights of Sicily
From £2,125 to £2,239 8 days ex flights
Small group travel:
2026: 27 Sep, 4 Oct, 11 Oct, 18 Oct, 1 Nov
2027: 7 Mar, 14 Mar, 11 Apr, 18 Apr, 25 Apr, 2 May, 9 May, 16 May, 30 May, 6 Jun, 13 Jun, 20 Jun, 29 Aug, 5 Sep, 12 Sep, 19 Sep, 26 Sep, 3 Oct, 10 Oct, 17 Oct, 24 Oct, 31 Oct
2027: 7 Mar, 14 Mar, 11 Apr, 18 Apr, 25 Apr, 2 May, 9 May, 16 May, 30 May, 6 Jun, 13 Jun, 20 Jun, 29 Aug, 5 Sep, 12 Sep, 19 Sep, 26 Sep, 3 Oct, 10 Oct, 17 Oct, 24 Oct, 31 Oct
Late availability on these dates: 27 Sep, 04 Oct, 11 Oct, 18 Oct, 01 Nov
Puglia small group tour, Italy
Puglia, whitewashed towns, traditional farmland and fine cuisine
From £1,870£1,701 to £2,158 8 days ex flights
Small group travel:
2026: 3 Oct, 31 Oct
2027: 20 Mar, 3 Apr, 24 Apr, 8 May, 22 May, 5 Jun, 12 Jun, 18 Sep, 25 Sep, 16 Oct, 30 Oct
2027: 20 Mar, 3 Apr, 24 Apr, 8 May, 22 May, 5 Jun, 12 Jun, 18 Sep, 25 Sep, 16 Oct, 30 Oct
Up to £160 off selected dates.
Late availability on these dates: 03 Oct, 31 Oct
Late availability on these dates: 03 Oct, 31 Oct
Cinque Terre holiday, Italy
Technicoloured & surreal – welcome to Cinque Terre
From £1,895 to £2,270 8 days ex flights
Small group travel:
2026: 27 Sep
2027: 2 May, 9 May, 23 May, 6 Jun, 22 Aug, 5 Sep, 12 Sep, 19 Sep, 22 Sep, 26 Sep
2028: 30 Apr, 7 May, 21 May, 4 Jun, 18 Jun, 20 Aug, 3 Sep, 10 Sep, 17 Sep, 20 Sep, 24 Sep
2027: 2 May, 9 May, 23 May, 6 Jun, 22 Aug, 5 Sep, 12 Sep, 19 Sep, 22 Sep, 26 Sep
2028: 30 Apr, 7 May, 21 May, 4 Jun, 18 Jun, 20 Aug, 3 Sep, 10 Sep, 17 Sep, 20 Sep, 24 Sep
Late availability on these dates: 27 Sep
Mont Blanc camping holiday
Probably the most dramatic walk in Europe
From £2,883£2,681 to £2,883 15 days ex flights
Small group travel:
2027: 26 Jun, 10 Jul, 17 Jul, 24 Jul, 31 Jul, 7 Aug, 14 Aug, 21 Aug, 28 Aug
Up to £200 off selected dates.
Late availability on upcoming trips - enquire now!
Late availability on upcoming trips - enquire now!
Mont Blanc Circuit trek, with hotel accommodation
Classic Tour, using small inns and guesthouses
From £5,149£4,788 to £5,355£5,252 15 days ex flights
Small group travel:
2027: 26 Jun, 17 Jul, 24 Jul, 31 Jul, 7 Aug, 21 Aug, 28 Aug
Up to £370 off selected dates.
Late availability on upcoming trips - enquire now!
Late availability on upcoming trips - enquire now!
Cilento and Amalfi Coast cycling holiday, Italy
Rocky ridges set between small picturesque inlets
From £2,317£2,154 to £3,079 8 days ex flights
Small group travel:
2026: 3 Oct
2027: 10 Apr, 8 May, 15 May, 5 Jun, 12 Jun, 4 Sep, 11 Sep, 18 Sep, 2 Oct, 9 Oct
2027: 10 Apr, 8 May, 15 May, 5 Jun, 12 Jun, 4 Sep, 11 Sep, 18 Sep, 2 Oct, 9 Oct
Up to £160 off selected dates.
Late availability on these dates: 03 Oct
Late availability on these dates: 03 Oct
Sardinia walking holiday, small group
Superb daywalks amid rich and charming scenery
From £1,926 to £2,059 8 days ex flights
Small group travel:
2026: 10 Oct
2027: 10 Apr, 17 Apr, 24 Apr, 1 May, 8 May, 15 May, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 9 Oct
2027: 10 Apr, 17 Apr, 24 Apr, 1 May, 8 May, 15 May, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 9 Oct
Late availability on these dates: 10 Oct
Dolomites walking holiday in Italy
Sandwiched between the spectacular peaks of the Dolomites
From £2,451 to £3,213 8 days ex flights
Small group travel:
2027: 15 May, 22 May, 29 May, 5 Jun, 12 Jun, 19 Jun, 26 Jun, 3 Jul, 10 Jul, 17 Jul, 24 Jul, 31 Jul, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct
2028: 13 May, 20 May, 27 May, 3 Jun, 10 Jun, 17 Jun, 24 Jun, 1 Jul, 8 Jul, 15 Jul, 22 Jul, 29 Jul, 26 Aug, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep
2028: 13 May, 20 May, 27 May, 3 Jun, 10 Jun, 17 Jun, 24 Jun, 1 Jul, 8 Jul, 15 Jul, 22 Jul, 29 Jul, 26 Aug, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep
Prosecco Hills walking holiday, Italy
The Prosecco Road, Italy’s oldest wine route
From £1,905£1,867 to £2,008£1,926 8 days ex flights
Small group travel:
2026: 3 Oct
2027: 10 Apr, 17 Apr, 24 Apr, 1 May, 8 May, 22 May, 29 May, 5 Jun, 12 Jun, 19 Jun, 26 Jun, 3 Jul, 28 Aug, 4 Sep, 18 Sep, 25 Sep, 2 Oct
2027: 10 Apr, 17 Apr, 24 Apr, 1 May, 8 May, 22 May, 29 May, 5 Jun, 12 Jun, 19 Jun, 26 Jun, 3 Jul, 28 Aug, 4 Sep, 18 Sep, 25 Sep, 2 Oct
Up to £140 off selected dates.
Late availability on these dates: 03 Oct
Late availability on these dates: 03 Oct
