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.

Umbria cooking vacation, Italy

Umbria cooking vacation, Italy

Italian cooking in a farmhouse between Umbria and Tuscany
From €2,080 to €2,100 5 days ex flights
Small group travel: 2027: 11 Apr, 23 Apr, 14 May, 30 May
Amalfi Coast walking vacation, Italy

Amalfi Coast walking vacation, Italy

Walk in lemon groves and hillside villages
From US $2,271US $1,935 to US $3,015 8 days ex flights
Small group travel: 2026: 12 Sep, 26 Sep, 3 Oct, 10 Oct, 17 Oct, 24 Oct, 7 Nov, 14 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
Up to US $330 off selected dates.
Late availability on these dates: 12 Sep, 26 Sep, 03 Oct, 10 Oct, 17 Oct, 24 Oct, 07 Nov, 14 Nov
Puglia and Basilicata walking holiday in Italy

Puglia and Basilicata walking holiday in Italy

Unique regions between the Adriatic and Tyrrhenian seas
From US $3,030US $2,825 to US $3,325 8 days ex flights
Small group travel: 2026: 12 Sep, 19 Sep, 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
Up to US $490 off selected dates.
Late availability on these dates: 12 Sep, 19 Sep, 03 Oct, 10 Oct, 17 Oct
Amalfi Coast and Bay of Naples vacations

Amalfi Coast and Bay of Naples vacations

One of Europe's most dramatic stretches of coastline
From US $2,580US $2,235 to US $2,860 8 days ex flights
Small group travel: 2026: 3 Oct, 10 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
Up to US $390 off selected dates.
Late availability on these dates: 03 Oct, 10 Oct, 17 Oct, 31 Oct
Responsible Travel, Travel Team

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
Walking vacation in Tuscany

Walking vacation in Tuscany

A variety of daywalks in the beautiful Tuscan countryside
From US $2,998US $2,630 to US $3,170 8 days ex flights
Small group travel: 2026: 19 Sep, 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
Up to US $450 off selected dates.
Late availability on these dates: 19 Sep, 26 Sep, 10 Oct
Italian cooking vacation, small group

Italian cooking vacation, small group

Immersive local gastronomy & cooking in undiscovered Tuscany
From £1,600 7 days ex flights
Small group travel: 2026: 14 Sep
Late availability on August and September 2026 departures - enquire now!
Sicily food vacation in Italy

Sicily food vacation in Italy

Be overwhelmed at how varied and diverse Sicily’s cuisine
From US $3,403US $3,090 to US $3,835 8 days ex flights
Small group travel: 2026: 20 Sep, 27 Sep, 11 Oct
2027: 4 Apr, 2 May, 9 May, 5 Sep, 26 Sep, 10 Oct, 17 Oct
Up to US $540 off selected dates.
Late availability on these dates: 20 Sep, 27 Sep, 11 Oct
Venice to Split small group tour with added comfort

Venice to Split small group tour with added comfort

Discover the spectacular natural beauty of Europe
From US $5,460US $5,011 to US $7,245 9 days ex flights
Small group travel: 2026: 17 Sep, 1 Oct, 3 Oct, 10 Oct, 12 Oct, 29 Oct
2027: 15 Apr, 24 Apr, 6 May, 11 May, 13 May, 20 May, 29 May, 5 Jun, 10 Jun, 17 Jun, 26 Jun, 8 Jul, 15 Jul, 29 Jul, 5 Aug, 14 Aug, 19 Aug, 28 Aug, 2 Sep, 9 Sep, 11 Sep, 16 Sep, 18 Sep, 25 Sep, 30 Sep, 2 Oct, 9 Oct, 16 Oct, 30 Oct
2028: 13 Apr, 22 Apr, 4 May, 9 May, 11 May, 18 May, 27 May, 3 Jun, 8 Jun, 15 Jun, 24 Jun, 6 Jul, 13 Jul, 27 Jul, 3 Aug, 12 Aug, 17 Aug ...
Up to US $880 off selected dates.
Late availability on these dates: 17 Sep, 01 Oct, 03 Oct, 10 Oct, 12 Oct, 29 Oct
Puglia small group tour, Italy

Puglia small group tour, Italy

Puglia, whitewashed towns, traditional farmland and fine cuisine
From US $2,805US $2,555 to US $3,240 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
Up to US $250 off selected dates.
Late availability on these dates: 03 Oct, 31 Oct
Snowshoeing vaction in the Dolomites

Snowshoeing vaction in the Dolomites

Michelin recommended cuisine & inspiring walks
From US $3,400 to US $4,324US $4,095 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
Up to US $640 off selected dates.
Late availability on these dates: 12 Dec
Sicily history tour, Italy

Sicily history tour, Italy

One of the most fascinating islands in Europe
From US $3,162US $2,880 to US $3,990 9 days ex flights
Small group travel: 2026: 12 Sep, 19 Sep, 3 Oct, 17 Oct, 24 Oct, 14 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
Up to US $280 off selected dates.
Late availability on these dates: 12 Sep, 19 Sep, 03 Oct, 17 Oct, 24 Oct, 14 Nov
Mont Blanc vacation, Tour du Mont Blanc

Mont Blanc vacation, Tour du Mont Blanc

The best of the Tour du Mont Blanc
From US $3,100US $2,690 to US $3,175 8 days ex flights
Small group travel: 2026: 12 Sep, 19 Sep, 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
Up to US $470 off selected dates.
Late availability on these dates: 12 Sep, 19 Sep, 26 Sep, 03 Oct
Amalfi coast small group hiking holiday

Amalfi coast small group hiking holiday

This walking holiday explores the spectacular Amalfi Coast.
From US $2,210US $1,770 to US $2,350US $2,320 8 days ex flights
Small group travel: 2026: 12 Sep, 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, 19 Jun, 3 Jul, 31 Jul, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct, 23 Oct
Up to US $280 off selected dates.
Late availability on these dates: 12 Sep, 26 Sep, 10 Oct, 17 Oct, 24 Oct
Tuscany tours, walking and wine tasting in Italy

Tuscany tours, walking and wine tasting in Italy

Walking and wine tasting in Tuscany
From US $3,480 to US $4,480 8 days ex flights
Small group travel: 2026: 12 Sep, 10 Oct, 17 Oct
2027: 10 Apr, 17 Apr, 1 May, 8 May, 22 May, 29 May, 12 Jun, 28 Aug, 11 Sep, 18 Sep, 25 Sep, 9 Oct, 16 Oct
Late availability on these dates: 12 Sep, 10 Oct, 17 Oct
Responsible Travel, Travel Team

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
Tuscany small group tour

Tuscany small group tour

Explore the charms of laid-back Umbria
From US $6,630US $5,636 to US $7,735 8 days ex flights
Small group travel: 2026: 24 Sep, 22 Oct
2027: 8 Apr, 22 Apr, 1 May, 29 May, 19 Jun, 1 Jul, 29 Jul, 14 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 9 Oct, 23 Oct
2028: 6 Apr, 20 Apr, 27 Apr, 29 Apr, 27 May, 17 Jun, 29 Jun, 27 Jul, 12 Aug, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 7 Oct, 21 Oct
Up to US $990 off selected dates.
Late availability on these dates: 24 Sep, 22 Oct
Sicily walking vacation

Sicily walking vacation

Discover Sicily on foot
From US $2,350US $1,940 to US $2,610US $2,490 8 days ex flights
Small group travel: 2026: 10 Oct, 17 Oct
2027: 8 May, 29 May, 25 Sep, 9 Oct, 16 Oct
Up to US $170 off selected dates.
Late availability on these dates: 10 Oct, 17 Oct
Guided hiking vacation, Amalfi Coast

Guided hiking vacation, Amalfi Coast

Explores the trails of the spectacular Amalfi Coast
From US $2,210US $1,770 to US $2,380 8 days ex flights
Small group travel: 2026: 12 Sep, 19 Sep, 26 Sep, 3 Oct, 10 Oct
2027: 27 Mar, 3 Apr, 10 Apr, 17 Apr, 24 Apr, 1 May, 8 May, 15 May, 22 May, 29 May, 5 Jun, 12 Jun, 14 Aug, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct
Up to US $420 off selected dates.
Late availability on these dates: 12 Sep, 19 Sep, 26 Sep, 03 Oct, 10 Oct
Italy hiking vacation in the Dolomites

Italy hiking vacation in the Dolomites

Enjoy scenic treks through alpine meadows in Italy
From US $2,800US $2,240 to US $3,180US $2,940 8 days ex flights
Small group travel: 2026: 3 Oct
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: 03 Oct
Malta and Gozo & Sicily vacation

Malta and Gozo & Sicily vacation

Explore the diverse islands of Malta, Gozo and Sicily
From US $5,190US $4,230 to US $5,980 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 vacation

Highlights of Puglia vacation

The perfect balance of culture, food and the Adriatic coastline
From US $2,620US $2,090 to US $3,080US $3,040 8 days ex flights
Small group travel: 2026: 20 Sep, 11 Oct
2027: 11 Apr, 2 May, 9 May, 16 May, 6 Jun, 13 Jun, 20 Jun, 5 Sep, 12 Sep, 19 Sep, 26 Sep, 3 Oct, 10 Oct
Late availability on these dates: 20 Sep, 11 Oct
Amalfi coast family vacation in Italy

Amalfi coast family vacation in Italy

Pompeii, Mt Vesuvius and the dramatic Amalfi Coast
From US $2,935 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

Small group Sicily grand tour

Discover the temples, villages and food of Sicily
From US $5,895 to US $6,490 15 days ex flights
Small group travel: 2026: 19 Sep, 3 Oct
2027: 1 May, 18 Sep
Late availability on these dates: 19 Sep, 03 Oct
Family vacation in Northern Italy

Family vacation in Northern Italy

Treat your family to an enriching adventure through Italy
From US $3,365US $3,326 to US $4,290 8 days ex flights
Small group travel: 2026: 16 Sep, 19 Sep, 23 Sep, 26 Sep
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
Up to US $360 off selected dates.
Late availability on these dates: 16 Sep, 19 Sep, 23 Sep, 26 Sep
Amalfi Coast hike, boat & kayak vacation

Amalfi Coast hike, boat & kayak vacation

From Naples to Amalfi, explore Italy's spectacular coastline
From US $2,515 to US $3,695 8 days ex flights
Small group travel: 2026: 13 Sep, 17 Sep, 20 Sep, 24 Sep, 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, 4 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 ...
Up to US $690 off selected dates.
Late availability on these dates: 13 Sep, 17 Sep, 20 Sep, 24 Sep, 27 Sep, 04 Oct, 08 Oct, 11 Oct, 18 Oct, 22 Oct, 25 Oct
Sicily tour, classical Sicily

Sicily tour, classical Sicily

Tour the main classical sights of Sicily
From US $2,940US $2,380 to US $3,100US $3,030 8 days ex flights
Small group travel: 2026: 13 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
Late availability on these dates: 13 Sep, 04 Oct, 11 Oct, 18 Oct, 01 Nov
Cinque Terre holiday, Italy

Cinque Terre holiday, Italy

Technicoloured & surreal – welcome to Cinque Terre
From US $2,995US $2,916 to US $3,595 8 days ex flights
Small group travel: 2026: 13 Sep, 20 Sep, 23 Sep, 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
Up to US $510 off selected dates.
Late availability on these dates: 13 Sep, 20 Sep, 23 Sep, 27 Sep
Mont Blanc camping holiday

Mont Blanc camping holiday

Probably the most dramatic walk in Europe
From US $4,324US $4,025 to US $4,325 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 US $290 off selected dates.
Late availability on upcoming trips - enquire now!
Mont Blanc Circuit trek, with hotel accommodation

Mont Blanc Circuit trek, with hotel accommodation

Classic Tour, using small inns and guesthouses
From US $7,723US $7,185 to US $8,032US $7,880 15 days ex flights
Small group travel: 2027: 26 Jun, 17 Jul, 24 Jul, 31 Jul, 7 Aug, 21 Aug, 28 Aug
Up to US $550 off selected dates.
Late availability on upcoming trips - enquire now!
Cilento and Amalfi Coast cycling vacation, Italy

Cilento and Amalfi Coast cycling vacation, Italy

Rocky ridges set between small picturesque inlets
From US $3,475US $3,235 to US $4,620 8 days ex flights
Small group travel: 2026: 12 Sep, 3 Oct
2027: 8 May, 15 May, 5 Jun, 12 Jun, 18 Sep, 2 Oct, 9 Oct
Up to US $240 off selected dates.
Late availability on these dates: 12 Sep, 03 Oct
Sardinia walking holiday, small group

Sardinia walking holiday, small group

Superb daywalks amid rich and charming scenery
From US $2,670 to US $3,090 8 days ex flights
Small group travel: 2026: 12 Sep, 10 Oct
2027: 10 Apr, 17 Apr, 24 Apr, 1 May, 8 May, 15 May, 5 Jun, 12 Jun, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 9 Oct
Late availability on these dates: 12 Sep, 10 Oct
Photo credits: [Page banner: Rostislav Glinsky]