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 €2,280 5 days ex flights
Small group travel: 2027: 11 Apr, 23 Apr, 14 May, 5 Jun, 30 Aug, 10 Sep
Amalfi Coast walking vacation, Italy

Amalfi Coast walking vacation, Italy

Walk in lemon groves and hillside villages
From US $2,350 to US $3,115 8 days ex flights
Small group travel: 2026: 7 Nov, 19 Dec, 26 Dec
2027: 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, 19 Dec, 26 Dec
Late availability on these dates: 07 Nov, 19 Dec, 26 Dec, 13 Feb
Puglia and Basilicata walking holiday in Italy

Puglia and Basilicata walking holiday in Italy

Unique regions between the Adriatic and Tyrrhenian seas
From US $3,720 to US $4,030 8 days ex flights
Small group travel: 2027: 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
2028: 18 Mar, 1 Apr, 22 Apr, 6 May, 13 May, 20 May, 3 Jun, 10 Jun, 17 Jun, 2 Sep, 9 Sep, 16 Sep, 30 Sep, 7 Oct, 14 Oct, 28 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 $2,666US $2,480 to US $2,955 8 days ex flights
Small group travel: 2026: 26 Dec
2027: 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, 26 Jun, 3 Jul, 10 Jul, 14 Aug, 21 Aug, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct, 30 Oct, 13 Nov, 19 Dec, 26 Dec
Up to US $180 off selected dates.
Late availability on these dates: 26 Dec
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Walking vacation in Tuscany

Walking vacation in Tuscany

A variety of daywalks in the beautiful Tuscan countryside
From US $3,115 to US $3,275 8 days ex flights
Small group travel: 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, 9 Oct, 16 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
Sicily food vacation in Italy

Sicily food vacation in Italy

Be overwhelmed at how varied and diverse Sicily’s cuisine
From US $3,960 8 days ex flights
Small group travel: 2027: 4 Apr, 2 May, 9 May, 5 Sep, 19 Sep, 26 Sep, 10 Oct, 17 Oct
Puglia small group tour, Italy

Puglia small group tour, Italy

Puglia, whitewashed towns, traditional farmland and fine cuisine
From US $3,345 8 days ex flights
Small group travel: 2027: 20 Mar, 3 Apr, 24 Apr, 8 May, 22 May, 5 Jun, 12 Jun, 18 Sep, 25 Sep, 16 Oct, 30 Oct
Snowshoeing vaction in the Dolomites

Snowshoeing vaction in the Dolomites

Michelin recommended cuisine & inspiring walks
From US $3,565 to US $4,650 8 days ex flights
Small group travel: 2026: 19 Dec
2027: 2 Jan, 16 Jan, 30 Jan, 6 Feb, 20 Feb, 27 Feb, 6 Mar, 13 Mar
Late availability on these dates: 19 Dec, 02 Jan, 16 Jan, 30 Jan, 06 Feb
Sicily history tour, Italy

Sicily history tour, Italy

One of the most fascinating islands in Europe
From US $4,120 9 days ex flights
Small group travel: 2027: 20 Mar, 10 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
Mont Blanc vacation, Tour du Mont Blanc

Mont Blanc vacation, Tour du Mont Blanc

The best of the Tour du Mont Blanc
From US $3,220 to US $3,575 8 days ex flights
Small group travel: 2027: 22 May, 29 May, 5 Jun, 19 Jun, 26 Jun, 3 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
2028: 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
Amalfi coast small group hiking holiday

Amalfi coast small group hiking holiday

This walking holiday explores the spectacular Amalfi Coast.
From US $2,210 to US $2,350 8 days ex flights
Small group travel: 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
Tuscany tours, walking and wine tasting in Italy

Tuscany tours, walking and wine tasting in Italy

Walking and wine tasting in Tuscany
From US $4,630 8 days ex flights
Small group travel: 2027: 17 Apr, 1 May, 8 May, 22 May, 12 Jun, 28 Aug, 11 Sep, 18 Sep, 25 Sep, 9 Oct, 16 Oct
Tuscany small group tour

Tuscany small group tour

Explore the charms of laid-back Umbria
From US $7,150 to US $7,795 8 days ex flights
Small group travel: 2027: 8 Apr, 22 Apr, 1 May, 29 May, 19 Jun, 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
Late availability on upcoming trips
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
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Sicily walking vacation

Sicily walking vacation

Discover Sicily on foot
From US $2,430 to US $2,680 8 days ex flights
Small group travel: 2027: 8 May, 29 May, 25 Sep, 9 Oct, 16 Oct
Guided hiking vacation, Amalfi Coast

Guided hiking vacation, Amalfi Coast

Explores the trails of the spectacular Amalfi Coast
From US $2,210 to US $2,320 8 days ex flights
Small group travel: 2027: 27 Mar, 10 Apr, 17 Apr, 24 Apr, 1 May, 8 May, 15 May, 22 May, 29 May, 5 Jun, 12 Jun, 19 Jun, 3 Jul, 31 Jul, 14 Aug, 28 Aug, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct
Italy hiking vacation in the Dolomites

Italy hiking vacation in the Dolomites

Enjoy scenic treks through alpine meadows in Italy
From US $2,800 to US $3,250 8 days ex flights
Small group travel: 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
Malta and Gozo & Sicily vacation

Malta and Gozo & Sicily vacation

Explore the diverse islands of Malta, Gozo and Sicily
From US $5,210 to US $5,890 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 $2,620 to US $2,830 8 days ex flights
Small group travel: 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
Small group Sicily grand tour

Small group Sicily grand tour

Discover the temples, villages and food of Sicily
From US $7,285 to US $7,750 15 days ex flights
Small group travel: 2027: 1 May, 18 Sep, 9 Oct
2028: 29 Apr, 16 Sep, 7 Oct
Family vacation in Northern Italy

Family vacation in Northern Italy

Treat your family to an enriching adventure through Italy
From US $3,540 to US $3,715 8 days ex flights
Small group travel: 2027: 27 Mar, 19 Jun, 23 Jun, 3 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
Late availability on upcoming trips
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 $3,395 8 days ex flights
Small group travel: 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, 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, 28 May, 1 Jun, 4 Jun, 11 Jun, 15 Jun, 18 Jun, 25 Jun, 29 Jun, 2 Jul, 6 Jul, 20 Aug ...
Late availability on upcoming trips
Sicily tour, classical Sicily

Sicily tour, classical Sicily

Tour the main classical sights of Sicily
From US $2,900 to US $3,100 8 days ex flights
Small group travel: 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, 5 Sep, 12 Sep, 19 Sep, 26 Sep, 3 Oct, 10 Oct, 17 Oct, 24 Oct, 31 Oct
Cinque Terre holiday, Italy

Cinque Terre holiday, Italy

Technicoloured & surreal – welcome to Cinque Terre
From US $2,995 to US $3,145 8 days ex flights
Small group travel: 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 upcoming trips
Mont Blanc camping holiday

Mont Blanc camping holiday

Probably the most dramatic walk in Europe
From US $4,495 to US $4,885 15 days ex flights
Small group travel: 2027: 26 Jun, 3 Jul, 10 Jul, 17 Jul, 24 Jul, 31 Jul, 7 Aug, 14 Aug, 21 Aug, 28 Aug
2028: 24 Jun, 1 Jul, 8 Jul, 15 Jul, 22 Jul, 29 Jul, 5 Aug, 12 Aug, 19 Aug, 26 Aug
Mont Blanc Circuit trek, with hotel accommodation

Mont Blanc Circuit trek, with hotel accommodation

Classic Tour, using small inns and guesthouses
From US $7,985 to US $8,990 15 days ex flights
Small group travel: 2027: 26 Jun, 17 Jul, 24 Jul, 31 Jul, 7 Aug, 21 Aug, 28 Aug
2028: 24 Jun, 15 Jul, 22 Jul, 29 Jul, 5 Aug, 19 Aug, 26 Aug
Cilento and Amalfi Coast cycling vacation, Italy

Cilento and Amalfi Coast cycling vacation, Italy

Rocky ridges set between small picturesque inlets
From US $3,755 to US $4,775 8 days ex flights
Small group travel: 2027: 8 May, 15 May, 5 Jun, 4 Sep, 11 Sep, 18 Sep, 2 Oct, 9 Oct
Sardinia walking holiday, small group

Sardinia walking holiday, small group

Superb daywalks amid rich and charming scenery
From US $3,195 8 days ex flights
Small group travel: 2027: 10 Apr, 17 Apr, 24 Apr, 1 May, 15 May, 22 May, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 9 Oct, 16 Oct
Dolomites walking vacation in Italy

Dolomites walking vacation in Italy

Sandwiched between the spectacular peaks of the Dolomites
From US $3,875 to US $5,625 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
Prosecco Hills walking holiday, Italy

Prosecco Hills walking holiday, Italy

The Prosecco Road, Italy’s oldest wine route
From US $2,715 to US $2,945 8 days ex flights
Small group travel: 2027: 10 Apr, 17 Apr, 24 Apr, 1 May, 8 May, 22 May, 29 May, 5 Jun, 12 Jun, 26 Jun, 3 Jul, 28 Aug, 4 Sep, 18 Sep, 25 Sep, 2 Oct
2028: 8 Apr, 15 Apr, 22 Apr, 29 Apr, 6 May, 20 May, 27 May, 3 Jun, 10 Jun, 17 Jun, 24 Jun, 1 Jul, 26 Aug, 2 Sep, 16 Sep, 23 Sep, 30 Sep
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