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.
83 Small group vacations in Italy found
Amalfi Coast walking vacation, Italy
Walk in lemon groves and hillside villages
From US $1,948US $1,755 to US $2,625 8 days ex flights
Small group travel:
2024: 10 Feb, 17 Feb, 24 Feb, 2 Mar, 9 Mar, 16 Mar, 30 Mar, 6 Apr, 13 Apr, 20 Apr, 27 Apr, 4 May, 11 May, 18 May, 25 May, 1 Jun, 8 Jun, 15 Jun, 22 Jun, 29 Jun, 6 Jul, 13 Jul, 20 Jul, 27 Jul, 3 Aug, 17 Aug, 24 Aug, 31 Aug, 7 Sep, 21 Sep, 28 Sep, 5 Oct, 12 Oct, 19 Oct, 26 Oct, 2 Nov, 9 Nov, 16 Nov, 21 Dec, 28 Dec
2025: 8 Feb, 15 Feb, 22 Feb, 1 Mar, 8 Mar, 15 Mar, 22 Mar, 29 Mar, 5 Apr, 12 Apr, 19 Apr, 26 Apr, 3 May, 10 May ...
2025: 8 Feb, 15 Feb, 22 Feb, 1 Mar, 8 Mar, 15 Mar, 22 Mar, 29 Mar, 5 Apr, 12 Apr, 19 Apr, 26 Apr, 3 May, 10 May ...
Up to US $190 off selected dates.
Late availability on these dates: 10 Feb, 17 Feb, 24 Feb, 02 Mar, 09 Mar, 16 Mar, 30 Mar, 06 Apr, 13 Apr, 20 Apr, 27 Apr, 04 May, 11 May
Late availability on these dates: 10 Feb, 17 Feb, 24 Feb, 02 Mar, 09 Mar, 16 Mar, 30 Mar, 06 Apr, 13 Apr, 20 Apr, 27 Apr, 04 May, 11 May
Umbria cooking vacation, Italy
Italian cooking in a farmhouse between Umbria and Tuscany
From €1,820 to €1,960 5 days ex flights
Small group travel:
2024: 5 Apr, 13 Apr, 26 Apr, 4 May, 19 May, 26 May, 9 Jun, 16 Jun, 23 Jun, 27 Sep, 6 Oct, 14 Oct
Snowshoeing vaction in the Dolomites
Michelin recommended cuisine & inspiring walks
From US $2,473US $2,100 to US $3,150 8 days ex flights
Small group travel:
2024: 10 Feb, 17 Feb, 23 Mar, 21 Dec
2025: 4 Jan, 18 Jan, 25 Jan, 1 Feb, 8 Feb, 15 Feb, 22 Feb, 1 Mar, 8 Mar, 15 Mar, 22 Mar
2025: 4 Jan, 18 Jan, 25 Jan, 1 Feb, 8 Feb, 15 Feb, 22 Feb, 1 Mar, 8 Mar, 15 Mar, 22 Mar
Up to US $370 off selected dates.
Late availability on these dates: 10 Feb, 17 Feb, 23 Mar
Late availability on these dates: 10 Feb, 17 Feb, 23 Mar
Cinque Terre walking holiday
Walk the stunning coastal routes of the Cinque Terre
From US $2,175 to US $2,700 8 days ex flights
Small group travel:
2024: 27 Apr, 4 May, 11 May, 18 May, 25 May, 1 Jun, 8 Jun, 31 Aug, 7 Sep, 14 Sep, 21 Sep, 28 Sep, 5 Oct
2025: 26 Apr, 3 May, 10 May, 17 May, 24 May, 31 May, 7 Jun, 14 Jun, 23 Aug, 30 Aug, 6 Sep, 13 Sep, 20 Sep, 27 Sep, 4 Oct, 11 Oct
2025: 26 Apr, 3 May, 10 May, 17 May, 24 May, 31 May, 7 Jun, 14 Jun, 23 Aug, 30 Aug, 6 Sep, 13 Sep, 20 Sep, 27 Sep, 4 Oct, 11 Oct
Late availability on these dates: 27 Apr, 04 May, 11 May
Contact Us
Call us for a chat about our vacations. We are happy to discuss your vacation and help in any way we can. No bots, queues or awful hold music.
1-866-821-6866
Call toll free
Calling from outside the USA
rosy@responsibletravel.com
Amalfi Coast and Bay of Naples vacations
One of Europe's most dramatic stretches of coastline
From US $2,175 to US $2,550 8 days ex flights
Small group travel:
2024: 23 Mar, 13 Apr, 27 Apr, 18 May, 25 May, 1 Jun, 8 Jun, 15 Jun, 22 Jun, 29 Jun, 6 Jul, 13 Jul, 3 Aug, 24 Aug, 31 Aug, 7 Sep, 14 Sep, 21 Sep, 28 Sep, 5 Oct, 12 Oct, 19 Oct, 2 Nov, 21 Dec, 28 Dec
2025: 8 Mar, 22 Mar, 29 Mar, 5 Apr, 12 Apr, 19 Apr, 26 Apr, 3 May, 10 May, 17 May, 24 May, 31 May, 7 Jun, 14 Jun, 21 Jun, 28 Jun, 5 Jul, 12 Jul, 2 Aug, 16 Aug, 23 Aug, 30 Aug, 6 Sep, 13 Sep, 20 Sep, 27 Sep, 4 Oct, 11 Oct, 18 Oct ...
2025: 8 Mar, 22 Mar, 29 Mar, 5 Apr, 12 Apr, 19 Apr, 26 Apr, 3 May, 10 May, 17 May, 24 May, 31 May, 7 Jun, 14 Jun, 21 Jun, 28 Jun, 5 Jul, 12 Jul, 2 Aug, 16 Aug, 23 Aug, 30 Aug, 6 Sep, 13 Sep, 20 Sep, 27 Sep, 4 Oct, 11 Oct, 18 Oct ...
Late availability on these dates: 23 Mar, 13 Apr, 27 Apr
Sicily history tour
Discover Sicily with a knowledgeable guest lecturer
From US $4,030 to US $4,400 15 days ex flights
Small group travel:
2024: 27 Apr, 11 May, 1 Jun, 31 Aug, 5 Oct
Late availability on these dates: 27 Apr, 11 May
Sicily coastal walking vacation
Walk the north west coast from Scopello to Trapani
From US $3,073US $2,925 to US $3,450 8 days ex flights
Small group travel:
2024: 20 Apr, 4 May, 11 May, 1 Jun, 31 Aug, 7 Sep, 21 Sep, 5 Oct, 12 Oct
2025: 22 Mar, 12 Apr, 26 Apr, 10 May, 24 May, 7 Jun, 21 Jun, 6 Sep, 13 Sep, 20 Sep, 4 Oct, 11 Oct
2025: 22 Mar, 12 Apr, 26 Apr, 10 May, 24 May, 7 Jun, 21 Jun, 6 Sep, 13 Sep, 20 Sep, 4 Oct, 11 Oct
Up to US $140 off selected dates.
Late availability on these dates: 20 Apr, 04 May, 11 May
Late availability on these dates: 20 Apr, 04 May, 11 May
Amalfi coast family vacation in Italy
Pompeii, Mt Vesuvius and the dramatic Amalfi Coast
From US $2,325 to US $2,550 8 days ex flights
Small group travel:
2024: 30 Mar, 13 Jul, 20 Jul, 3 Aug, 17 Aug, 19 Oct
2025: 22 Mar, 29 Mar, 5 Apr, 3 May, 24 May, 12 Jul, 19 Jul, 2 Aug, 16 Aug, 18 Oct
2025: 22 Mar, 29 Mar, 5 Apr, 3 May, 24 May, 12 Jul, 19 Jul, 2 Aug, 16 Aug, 18 Oct
Late availability on these dates: 30 Mar
Prosecco Hills walking holiday, Italy
The Prosecco Road, Italy’s oldest wine route
From US $1,955US $1,890 to US $2,550 8 days ex flights
Small group travel:
2024: 13 Apr, 20 Apr, 27 Apr, 4 May, 11 May, 18 May, 25 May, 1 Jun, 8 Jun, 15 Jun, 22 Jun, 29 Jun, 6 Jul, 31 Aug, 7 Sep, 14 Sep, 21 Sep, 28 Sep, 5 Oct
2025: 5 Apr, 12 Apr, 19 Apr, 26 Apr, 3 May, 10 May, 17 May, 24 May, 31 May, 7 Jun, 14 Jun, 21 Jun, 28 Jun, 5 Jul, 12 Jul, 30 Aug, 6 Sep, 13 Sep, 20 Sep, 27 Sep, 4 Oct
2025: 5 Apr, 12 Apr, 19 Apr, 26 Apr, 3 May, 10 May, 17 May, 24 May, 31 May, 7 Jun, 14 Jun, 21 Jun, 28 Jun, 5 Jul, 12 Jul, 30 Aug, 6 Sep, 13 Sep, 20 Sep, 27 Sep, 4 Oct
Up to US $110 off selected dates.
Late availability on these dates: 13 Apr, 20 Apr, 27 Apr, 04 May, 11 May
Late availability on these dates: 13 Apr, 20 Apr, 27 Apr, 04 May, 11 May
Sicily history tour, Italy
One of the most fascinating islands in Europe
From US $2,670 to US $3,150 9 days ex flights
Small group travel:
2024: 23 Mar, 4 May, 11 May, 18 May, 1 Jun, 8 Jun, 22 Jun, 24 Aug, 31 Aug, 7 Sep, 14 Sep, 21 Sep, 28 Sep, 5 Oct, 12 Oct, 19 Oct, 26 Oct, 2 Nov, 9 Nov
2025: 22 Mar, 5 Apr, 12 Apr, 26 Apr, 3 May, 10 May, 17 May, 31 May, 7 Jun, 21 Jun, 30 Aug, 6 Sep, 13 Sep, 20 Sep, 27 Sep, 4 Oct, 11 Oct, 18 Oct, 25 Oct, 1 Nov, 8 Nov
2025: 22 Mar, 5 Apr, 12 Apr, 26 Apr, 3 May, 10 May, 17 May, 31 May, 7 Jun, 21 Jun, 30 Aug, 6 Sep, 13 Sep, 20 Sep, 27 Sep, 4 Oct, 11 Oct, 18 Oct, 25 Oct, 1 Nov, 8 Nov
Late availability on these dates: 23 Mar, 04 May, 11 May
Tuscany small group tour
Explore the charms of laid-back Umbria
From US $6,110 to US $6,925 8 days ex flights
Small group travel:
2024: 16 May, 25 May, 15 Jun, 20 Jun, 13 Jul, 8 Aug, 10 Aug, 31 Aug, 5 Sep, 7 Sep, 14 Sep, 21 Sep, 26 Sep, 3 Oct, 12 Oct
2025: 10 Apr, 24 Apr, 1 May, 8 May, 15 May, 22 May, 29 May, 5 Jun, 12 Jun, 19 Jun, 21 Jun, 26 Jun, 3 Jul, 17 Jul, 31 Jul, 2 Aug, 16 Aug, 21 Aug, 23 Aug, 30 Aug, 4 Sep, 6 Sep, 11 Sep, 13 Sep, 18 Sep, 20 Sep, 25 Sep, 27 Sep, 2 Oct, 9 Oct, 16 Oct, 30 Oct
2025: 10 Apr, 24 Apr, 1 May, 8 May, 15 May, 22 May, 29 May, 5 Jun, 12 Jun, 19 Jun, 21 Jun, 26 Jun, 3 Jul, 17 Jul, 31 Jul, 2 Aug, 16 Aug, 21 Aug, 23 Aug, 30 Aug, 4 Sep, 6 Sep, 11 Sep, 13 Sep, 18 Sep, 20 Sep, 25 Sep, 27 Sep, 2 Oct, 9 Oct, 16 Oct, 30 Oct
Small group Sicily grand tour
Discover the temples, villages and food of Sicily
From US $4,650 to US $5,100 15 days ex flights
Small group travel:
2024: 6 Apr, 4 May, 1 Jun, 24 Aug, 7 Sep, 21 Sep, 5 Oct, 2 Nov
2025: 5 Apr, 3 May, 31 May, 23 Aug, 6 Sep, 20 Sep, 4 Oct, 1 Nov
2025: 5 Apr, 3 May, 31 May, 23 Aug, 6 Sep, 20 Sep, 4 Oct, 1 Nov
Late availability on these dates: 06 Apr, 04 May
Amalfi Coast hike, boat & kayak vacation
From Naples to Amalfi, explore Italy's spectacular coastline
From US $2,605 to US $3,235 8 days ex flights
Small group travel:
2024: 21 Apr, 25 Apr, 28 Apr, 5 May, 12 May, 19 May, 23 May, 26 May, 2 Jun, 9 Jun, 16 Jun, 23 Jun, 30 Jun, 7 Jul, 11 Jul, 25 Aug, 29 Aug, 1 Sep, 8 Sep, 12 Sep, 15 Sep, 22 Sep, 29 Sep, 6 Oct, 13 Oct, 20 Oct, 27 Oct
Late availability on these dates: 21 Apr, 25 Apr, 28 Apr, 05 May, 12 May
Sicily tour, classical Sicily
Tour the main classical sights of Sicily
From US $2,440 to US $2,690 8 days ex flights
Small group travel:
2024: 6 Apr, 20 Apr, 11 May, 1 Jun, 8 Jun, 31 Aug, 7 Sep, 14 Sep, 21 Sep, 28 Sep, 5 Oct, 12 Oct
Late availability on these dates: 06 Apr, 20 Apr, 11 May
Contact Us
Call us for a chat about our vacations. We are happy to discuss your vacation and help in any way we can. No bots, queues or awful hold music.
1-866-821-6866
Call toll free
Calling from outside the USA
rosy@responsibletravel.com
Mont Blanc Circuit trek, with hotel accommodation
Classic Tour, using small inns and guesthouses
From US $5,100 to US $5,850 15 days ex flights
Small group travel:
2024: 15 Jun, 22 Jun, 29 Jun, 27 Jul, 10 Aug, 17 Aug, 24 Aug, 31 Aug
2025: 14 Jun, 21 Jun, 28 Jun, 12 Jul, 26 Jul, 9 Aug, 16 Aug, 23 Aug, 30 Aug
2025: 14 Jun, 21 Jun, 28 Jun, 12 Jul, 26 Jul, 9 Aug, 16 Aug, 23 Aug, 30 Aug
Matera to Puglia cycle in Italy
Nestled between the Adriatic and Ionian seas
From US $2,698US $2,565 to US $2,925 8 days ex flights
Small group travel:
2024: 14 Apr, 28 Apr, 5 May, 12 May, 19 May, 26 May, 2 Jun, 9 Jun, 16 Jun, 23 Jun, 1 Sep, 15 Sep, 22 Sep, 6 Oct, 13 Oct, 20 Oct
2025: 6 Apr, 13 Apr, 27 Apr, 4 May, 11 May, 18 May, 25 May, 1 Jun, 8 Jun, 15 Jun, 22 Jun, 31 Aug, 7 Sep, 14 Sep, 21 Sep, 28 Sep, 5 Oct, 12 Oct, 19 Oct
2025: 6 Apr, 13 Apr, 27 Apr, 4 May, 11 May, 18 May, 25 May, 1 Jun, 8 Jun, 15 Jun, 22 Jun, 31 Aug, 7 Sep, 14 Sep, 21 Sep, 28 Sep, 5 Oct, 12 Oct, 19 Oct
Up to US $130 off selected dates.
Late availability on these dates: 14 Apr, 28 Apr, 05 May, 12 May
Late availability on these dates: 14 Apr, 28 Apr, 05 May, 12 May
Cilento and Amalfi Coast cycling vacation, Italy
Rocky ridges set between small picturesque inlets
From US $2,700 to US $2,985 8 days ex flights
Small group travel:
2024: 13 Apr, 11 May, 18 May, 15 Jun, 31 Aug, 7 Sep, 21 Sep, 5 Oct
Late availability on these dates: 13 Apr, 11 May
Dolomites walking vacation in Italy
Sandwiched between the spectacular peaks of the Dolomites
From US $3,000 to US $3,600 8 days ex flights
Small group travel:
2024: 18 May, 25 May, 1 Jun, 8 Jun, 6 Jul, 20 Jul, 27 Jul, 3 Aug, 31 Aug, 7 Sep, 14 Sep, 21 Sep, 28 Sep, 5 Oct
2025: 17 May, 24 May, 31 May, 7 Jun, 14 Jun, 21 Jun, 28 Jun, 5 Jul, 12 Jul, 19 Jul, 26 Jul, 30 Aug, 6 Sep, 13 Sep, 20 Sep, 27 Sep, 4 Oct
2025: 17 May, 24 May, 31 May, 7 Jun, 14 Jun, 21 Jun, 28 Jun, 5 Jul, 12 Jul, 19 Jul, 26 Jul, 30 Aug, 6 Sep, 13 Sep, 20 Sep, 27 Sep, 4 Oct
Sardinia walking holiday, small group
Superb daywalks amid rich and charming scenery
From US $2,175 to US $2,400 8 days ex flights
Small group travel:
2024: 13 Apr, 27 Apr, 4 May, 18 May, 1 Jun, 15 Jun, 31 Aug, 7 Sep, 21 Sep
Late availability on these dates: 13 Apr, 27 Apr, 04 May
Western Dolomites walking tour in Italy
Walking in the shadow of the majestic Marmolada
From US $2,115 to US $2,550 8 days ex flights
Small group travel:
2024: 22 Jun, 6 Jul, 24 Aug, 31 Aug, 7 Sep, 14 Sep
2025: 14 Jun, 21 Jun, 28 Jun, 5 Jul, 23 Aug, 30 Aug, 6 Sep
2025: 14 Jun, 21 Jun, 28 Jun, 5 Jul, 23 Aug, 30 Aug, 6 Sep
Italian food tours
Flavours of northern Italy on this special food-lovers journey
From US $4,400 to US $5,450 10 days ex flights
Small group travel:
2024: 15 Apr, 6 May, 13 May, 20 May, 27 May, 10 Jun, 24 Jun, 8 Jul, 22 Jul, 5 Aug, 26 Aug, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct, 14 Oct, 28 Oct, 11 Nov, 13 Dec
2025: 6 Jan, 10 Mar, 24 Mar, 31 Mar, 7 Apr, 28 Apr, 30 Apr, 5 May, 12 May, 14 May, 19 May, 26 May, 28 May, 2 Jun, 9 Jun, 23 Jun, 30 Jun, 2 Jul, 7 Jul, 14 Jul, 21 Jul, 28 Jul, 4 Aug, 6 Aug, 18 Aug, 25 Aug, 8 Sep, 12 Sep, 15 Sep, 17 Sep, 22 Sep, 24 Sep, 29 Sep ...
2025: 6 Jan, 10 Mar, 24 Mar, 31 Mar, 7 Apr, 28 Apr, 30 Apr, 5 May, 12 May, 14 May, 19 May, 26 May, 28 May, 2 Jun, 9 Jun, 23 Jun, 30 Jun, 2 Jul, 7 Jul, 14 Jul, 21 Jul, 28 Jul, 4 Aug, 6 Aug, 18 Aug, 25 Aug, 8 Sep, 12 Sep, 15 Sep, 17 Sep, 22 Sep, 24 Sep, 29 Sep ...
Late availability on these dates: 15 Apr, 06 May, 13 May
Short break pasta making & Italian food vacation, Tuscany
A Tuscan food adventure, learn to make pasta
From £900 to £1,025 4 days ex flights
Small group travel:
2024: 21 Apr, 9 Jun, 6 Oct
Mont Blanc vacation, Tour du Mont Blanc
The best of the Tour du Mont Blanc
From US $2,700 to US $2,850 8 days ex flights
Small group travel:
2024: 18 May, 25 May, 1 Jun, 8 Jun, 15 Jun, 22 Jun, 29 Jun, 6 Jul, 13 Jul, 20 Jul, 27 Jul, 3 Aug, 10 Aug, 17 Aug, 24 Aug, 31 Aug, 7 Sep, 14 Sep, 21 Sep, 28 Sep, 5 Oct
2025: 17 May, 24 May, 31 May, 7 Jun, 14 Jun, 21 Jun, 28 Jun, 5 Jul, 12 Jul, 19 Jul, 26 Jul, 2 Aug, 9 Aug, 16 Aug, 23 Aug, 30 Aug, 6 Sep, 13 Sep, 20 Sep, 27 Sep, 4 Oct
2025: 17 May, 24 May, 31 May, 7 Jun, 14 Jun, 21 Jun, 28 Jun, 5 Jul, 12 Jul, 19 Jul, 26 Jul, 2 Aug, 9 Aug, 16 Aug, 23 Aug, 30 Aug, 6 Sep, 13 Sep, 20 Sep, 27 Sep, 4 Oct
Italy photography holiday in the Dolomites
Spring and autumn photography in the Italian Dolomites
From £3,350 9 days ex flights
Small group travel:
2024: 29 Jun, 11 Oct, 21 Oct
2025: 10 Oct, 20 Oct
2025: 10 Oct, 20 Oct
Tuscany tours, walking and wine tasting in Italy
Walking and wine tasting in Tuscany
From US $2,617US $2,545 to US $2,925 8 days ex flights
Small group travel:
2024: 6 Apr, 13 Apr, 20 Apr, 4 May, 11 May, 25 May, 1 Jun, 15 Jun, 24 Aug, 31 Aug, 14 Sep, 21 Sep, 28 Sep, 12 Oct, 19 Oct
2025: 5 Apr, 12 Apr, 19 Apr, 3 May, 10 May, 24 May, 31 May, 14 Jun, 23 Aug, 30 Aug, 13 Sep, 20 Sep, 27 Sep, 11 Oct, 18 Oct
2025: 5 Apr, 12 Apr, 19 Apr, 3 May, 10 May, 24 May, 31 May, 14 Jun, 23 Aug, 30 Aug, 13 Sep, 20 Sep, 27 Sep, 11 Oct, 18 Oct
Up to US $70 off selected dates.
Late availability on these dates: 06 Apr, 13 Apr, 20 Apr, 04 May, 11 May
Late availability on these dates: 06 Apr, 13 Apr, 20 Apr, 04 May, 11 May
Family multi activity holiday in Sicily
Try out sea kayaking, snorkelling, climbing and archery
From US $2,010 to US $2,070 8 days ex flights
Small group travel:
2024: 27 Jul, 3 Aug, 10 Aug, 17 Aug, 24 Aug
Tuscany family vacation, Italy
Active and cultural family adventure in Italy
From US $1,830 to US $2,190 8 days ex flights
Small group travel:
2024: 26 May, 14 Jul, 4 Aug, 18 Aug
Dubrovnik to Venice tour
Discover Croatia, Slovenia and Italy
From US $2,025US $2,000 to US $2,250 10 days ex flights
Small group travel:
2024: 11 Apr, 9 May, 23 May, 6 Jun, 13 Jun, 11 Jul, 25 Jul, 15 Aug, 29 Aug, 12 Sep, 26 Sep, 3 Oct
Up to US $100 off selected dates.
Late availability on these dates: 11 Apr, 09 May
Late availability on these dates: 11 Apr, 09 May
Florence to Pisa cycling vacation,
Fall in love with provincial Italy on this cycling adventure
From US $2,750US $2,612 to US $3,030 8 days ex flights
Small group travel:
2024: 27 Apr, 11 May, 25 May, 15 Jun, 29 Jun, 13 Jul, 27 Jul, 3 Aug, 17 Aug, 7 Sep, 14 Sep, 21 Sep, 28 Sep, 5 Oct
Up to US $130 off selected dates.
Late availability on these dates: 27 Apr, 11 May
Late availability on these dates: 27 Apr, 11 May
Mont Blanc Circuit hiking vacation
Probably the most dramatic walk in Europe
From US $3,150 to US $3,525 15 days ex flights
Small group travel:
2024: 15 Jun, 29 Jun, 13 Jul, 27 Jul, 10 Aug, 17 Aug, 24 Aug
2025: 14 Jun, 21 Jun, 28 Jun, 12 Jul, 26 Jul, 9 Aug, 16 Aug, 23 Aug, 30 Aug
2025: 14 Jun, 21 Jun, 28 Jun, 12 Jul, 26 Jul, 9 Aug, 16 Aug, 23 Aug, 30 Aug
