Small group vacations 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 vacations. 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.
88 Small group vacations in Italy found
Amalfi Coast walking vacation, Italy
Walk in lemon groves and hillside villages
From US $1,949 to US $2,579US $2,479 8 days ex flights
Small group travel:
2022: 2 Jul, 9 Jul, 6 Aug, 20 Aug, 27 Aug, 3 Sep, 1 Oct, 15 Oct, 29 Oct, 5 Nov, 12 Nov, 19 Nov, 24 Dec, 31 Dec
2023: 11 Feb, 18 Feb, 25 Feb, 4 Mar, 11 Mar, 18 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, 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 ...
2023: 11 Feb, 18 Feb, 25 Feb, 4 Mar, 11 Mar, 18 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, 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 ...
Late availability on these dates: 02 Jul, 09 Jul, 06 Aug, 20 Aug, 27 Aug, 03 Sep, 01 Oct
Amalfi Coast and Bay of Naples vacations
One of Europe's most dramatic stretches of coastline
From US $1,999 to US $2,579US $2,479 8 days ex flights
Small group travel:
2022: 2 Jul, 9 Jul, 16 Jul, 6 Aug, 3 Sep, 10 Sep, 8 Oct, 15 Oct, 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: 02 Jul, 09 Jul, 16 Jul, 06 Aug, 03 Sep, 10 Sep
Umbria cooking vacation, Italy
Italian cooking in a farmhouse between Umbria and Tuscany
From €1,530 to €1,750 6 days ex flights
Small group travel:
2022: 2 Aug, 13 Aug, 20 Aug, 3 Sep, 23 Sep, 29 Dec
2023: 13 May, 28 May, 3 Sep, 16 Sep, 27 Sep
2023: 13 May, 28 May, 3 Sep, 16 Sep, 27 Sep
Sicily history tour, Italy
One of the most fascinating islands in Europe
From US $2,399 to US $2,879 9 days ex flights
Small group travel:
2022: 3 Sep, 10 Sep, 24 Sep, 1 Oct, 8 Oct, 15 Oct, 22 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, 10 Sep, 24 Sep, 01 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.
Sicily walking vacation, Sicilian Volcanoes
Discover Mt Etna and the beautiful volcanic achipelago
From US $2,249 to US $2,399 8 days ex flights
Small group travel:
2022: 10 Jul, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 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: 10 Jul, 04 Sep, 11 Sep, 18 Sep, 25 Sep, 02 Oct
Tuscany small group tour
Explore the charms of laid-back Umbria
From US $4,100US $3,280 to US $4,605 8 days ex flights
Small group travel:
2022: 14 Jul, 11 Aug, 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 US $820 off selected dates.
Late availability on these dates: 14 Jul, 11 Aug, 01 Sep, 22 Sep
Late availability on these dates: 14 Jul, 11 Aug, 01 Sep, 22 Sep
Sicily tour, classical Sicily
Tour the main classical sights of Sicily
From US $1,960US $1,810 to US $2,100 8 days ex flights
Small group travel:
2022: 3 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
Late availability on these dates: 03 Sep, 17 Sep, 24 Sep, 01 Oct
Dolomites walking vacation in Italy
Sandwiched between the spectacular peaks of the Dolomites
From US $2,579 to US $2,749 8 days ex flights
Small group travel:
2022: 9 Jul, 16 Jul, 30 Jul, 27 Aug, 3 Sep, 10 Sep, 17 Sep
Late availability on these dates: 09 Jul, 16 Jul, 30 Jul, 27 Aug, 03 Sep, 10 Sep, 17 Sep
Puglia and Basilicata walking holiday in Italy
Unique regions between the Adriatic and Tyrrhenian seas
From US $1,999 to US $2,249 8 days ex flights
Small group travel:
2022: 9 Jul, 10 Sep, 8 Oct, 15 Oct, 22 Oct, 5 Nov
2023: 18 Mar, 8 Apr, 15 Apr, 22 Apr, 29 Apr, 6 May, 13 May, 20 May, 27 May, 3 Jun, 10 Jun, 17 Jun, 8 Jul, 15 Jul, 26 Aug, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct, 14 Oct, 21 Oct, 4 Nov
2023: 18 Mar, 8 Apr, 15 Apr, 22 Apr, 29 Apr, 6 May, 13 May, 20 May, 27 May, 3 Jun, 10 Jun, 17 Jun, 8 Jul, 15 Jul, 26 Aug, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct, 14 Oct, 21 Oct, 4 Nov
Late availability on these dates: 09 Jul, 10 Sep
Italian food tours
Flavours of northern Italy on this special food-lovers journey
From US $3,250 to US $3,750 10 days ex flights
Small group travel:
2022: 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
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: 18 Jul, 08 Aug, 22 Aug, 05 Sep, 12 Sep, 19 Sep, 26 Sep, 03 Oct
Italian cooking vacation, small group
Immersive gastronomy & cooking trips in undiscovered Tuscany
From £1,450 to £1,500 7 days ex flights
Small group travel:
2022: 3 Jul, 9 Sep, 9 Oct
2023: 21 May, 11 Jun, 2 Jul, 3 Sep, 1 Oct
2023: 21 May, 11 Jun, 2 Jul, 3 Sep, 1 Oct
Short break pasta making & Italian food vacation, 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
Cycling tours in Italy, Dolomites to Venice
One of Europe's unique mountain landscapes
From US $2,579 to US $2,649 8 days ex flights
Small group travel:
2022: 2 Jul, 20 Aug, 3 Sep, 17 Sep, 1 Oct
Late availability on these dates: 02 Jul, 20 Aug, 03 Sep, 17 Sep, 01 Oct
Mont Blanc vacation, Tour du Mont Blanc
The best of the Tour du Mont Blanc
From US $2,079 to US $2,399 8 days ex flights
Small group travel:
2022: 2 Jul, 9 Jul, 23 Jul, 30 Jul, 6 Aug, 13 Aug, 20 Aug, 27 Aug, 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: 02 Jul, 09 Jul, 23 Jul, 30 Jul, 06 Aug, 13 Aug, 20 Aug, 27 Aug, 17 Sep, 24 Sep, 01 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 £2,900 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
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: 20 Aug, 3 Sep, 24 Sep, 1 Oct, 8 Oct, 15 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, 01 Oct
Amalfi coast family vacation in Italy
Pompeii, Mt Vesuvius and the dramatic Amalfi Coast
From US $2,179 to US $2,399 8 days ex flights
Small group travel:
2022: 16 Jul, 23 Jul, 6 Aug, 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: 16 Jul, 23 Jul, 06 Aug, 20 Aug
Sicily history tour
Discover Sicily with a knowledgeable guest lecturer
From US $3,320 15 days ex flights
Small group travel:
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 $2,749 to US $3,199 15 days ex flights
Small group travel:
2022: 2 Jul, 13 Aug, 20 Aug, 27 Aug, 3 Sep
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: 02 Jul, 13 Aug, 20 Aug, 27 Aug, 03 Sep
Mont Blanc Circuit trek, with hotel accommodation
Classic Tour, using small inns and guesthouses
From US $4,979 to US $5,279 15 days ex flights
Small group travel:
2022: 16 Jul, 20 Aug, 27 Aug, 3 Sep
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: 16 Jul, 20 Aug, 27 Aug, 03 Sep
Tuscany biking vacation through Siena & Chianti
Cycle the most evocative and romantic landscapes
From US $2,579 to US $2,649 8 days ex flights
Small group travel:
2022: 27 Aug, 10 Sep, 17 Sep, 24 Sep, 1 Oct
Late availability on these dates: 27 Aug, 10 Sep, 17 Sep, 24 Sep, 01 Oct
Matera to Puglia cycle in Italy
Nestled between the Adriatic and Ionian seas
From US $2,579 to US $2,879 8 days ex flights
Small group travel:
2022: 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
Cilento and Amalfi Coast cycling vacation, Italy
Rocky ridges set between small picturesque inlets
From US $2,479 to US $2,799 8 days ex flights
Small group travel:
2022: 3 Sep, 10 Sep, 24 Sep, 8 Oct
Late availability on these dates: 03 Sep, 10 Sep, 24 Sep
Sardinia cycling holiday in Italy
Cycle past abandoned mines and gleaming white beaches
From US $2,479 to US $2,749 8 days ex flights
Small group travel:
2022: 24 Sep, 8 Oct
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 US $1,999 to US $2,249 8 days ex flights
Small group travel:
2022: 27 Aug, 10 Sep, 17 Sep, 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, 10 Sep, 17 Sep, 24 Sep, 01 Oct
Snowshoeing vaction in the Dolomites
Michelin recommended cuisine & inspiring walks
From US $2,479 to US $2,649 8 days ex flights
Small group travel:
2022: 15 Dec, 22 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
Tuscany tours, walking and wine tasting in Italy
Walking and wine tasting in Tuscany
From US $1,999 to US $2,249 8 days ex flights
Small group travel:
2022: 3 Sep, 10 Sep, 17 Sep, 24 Sep, 1 Oct, 8 Oct, 15 Oct
2023: 8 Apr, 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: 8 Apr, 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, 17 Sep, 24 Sep, 01 Oct
Cross country skiing vacation in the Dolomites, Italy
A famously beautiful range of jagged peaks
From US $2,079 to US $2,249 8 days ex 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
Walking vacation in Tuscany
A variety of daywalks in the beautiful Tuscan countryside
From US $1,679 to US $2,079 8 days ex flights
Small group travel:
2022: 10 Sep, 17 Sep, 24 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, 17 Sep, 24 Sep, 01 Oct
Puglia small group tour, Italy
Puglia, whitewashed towns, traditional farmland and fine cuisine
From US $2,349 to US $2,479 8 days ex flights
Small group travel:
2022: 9 Jul, 3 Sep, 17 Sep, 1 Oct, 8 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: 09 Jul, 03 Sep, 17 Sep, 01 Oct
