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.

Amalfi Coast walking vacation, Italy

Amalfi Coast walking vacation, Italy

Walk in lemon groves and hillside villages
From US $2,079 to US $2,579US $2,479 8 days ex flights
Small group travel: 2023: 1 Apr, 15 Apr, 22 Apr, 20 May, 17 Jun, 24 Jun, 1 Jul, 8 Jul, 15 Jul, 22 Jul, 29 Jul, 5 Aug, 12 Aug, 19 Aug, 26 Aug, 14 Oct, 21 Oct, 28 Oct, 4 Nov, 11 Nov, 18 Nov, 23 Dec
2024: 10 Feb, 17 Feb, 24 Feb, 2 Mar, 9 Mar, 16 Mar, 23 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, 10 Aug, 17 Aug, 24 Aug, 31 Aug, 7 Sep ...
Late availability on these dates: 01 Apr, 15 Apr, 22 Apr, 20 May, 17 Jun, 24 Jun, 01 Jul
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 $2,249 to US $2,579 8 days ex flights
Small group travel: 2023: 1 Apr, 3 Jun, 10 Jun, 17 Jun, 24 Jun, 1 Jul, 8 Jul, 15 Jul, 5 Aug, 19 Aug, 26 Aug, 30 Sep, 7 Oct, 14 Oct, 21 Oct, 4 Nov, 23 Dec, 30 Dec
2024: 9 Mar, 23 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, 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
Late availability on these dates: 01 Apr, 03 Jun, 10 Jun, 17 Jun, 24 Jun, 01 Jul
Cinque Terre walking holiday

Cinque Terre walking holiday

Walk the stunning coastal routes of the Cinque Terre
From US $2,179 to US $2,399 8 days ex flights
Small group travel: 2023: 6 May, 13 May, 20 May, 3 Jun, 26 Aug, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct, 14 Oct
2024: 27 Apr, 4 May, 11 May, 18 May, 25 May, 1 Jun, 15 Jun, 17 Aug, 24 Aug, 31 Aug, 7 Sep, 14 Sep, 21 Sep, 28 Sep, 5 Oct, 12 Oct
Late availability on these dates: 06 May, 13 May, 20 May, 03 Jun
Prosecco Hills walking holiday, Italy

Prosecco Hills walking holiday, Italy

The Prosecco Road, Italy’s oldest wine route
From US $2,349US $2,179 to US $2,579 8 days ex flights
Small group travel: 2023: 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, 15 Jul, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct
2024: 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, 31 Aug, 7 Sep, 14 Sep, 21 Sep, 28 Sep, 5 Oct
Up to US $220 off selected dates.
Late availability on these dates: 08 Apr, 15 Apr, 22 Apr, 29 Apr, 06 May, 13 May, 20 May, 27 May, 03 Jun, 10 Jun, 17 Jun, 24 Jun, 01 Jul
Responsible Travel, Travel Team

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.
1-866-821-6866
Call toll free
Calling from outside the USA
Umbria cooking vacation, Italy

Umbria cooking vacation, Italy

Italian cooking in a farmhouse between Umbria and Tuscany
From €1,790 to €1,840 6 days ex flights
Small group travel: 2023: 8 Apr, 21 May, 4 Jun, 16 Jun, 20 Aug, 27 Aug, 15 Oct
Book your cooking holiday in Umbria, explore Italian cuisine and landascape. Learn and have fun!
Sicily history tour, Italy

Sicily history tour, Italy

One of the most fascinating islands in Europe
From US $2,799US $2,579 to US $3,049 9 days ex flights
Small group travel: 2023: 8 Apr, 29 Apr, 6 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
2024: 23 Mar, 6 Apr, 13 Apr, 27 Apr, 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
Up to US $220 off selected dates.
Late availability on these dates: 08 Apr, 29 Apr, 06 May, 20 May, 03 Jun, 10 Jun, 24 Jun
Sicily walking vacation, Sicilian Volcanoes

Sicily walking vacation, Sicilian Volcanoes

Discover Mt Etna and the beautiful volcanic achipelago
From US $2,279 to US $2,949 8 days ex flights
Small group travel: 2023: 1 Apr, 8 Apr, 15 Apr, 22 Apr, 29 Apr, 6 May, 13 May, 20 May, 27 May, 3 Jun, 10 Jun, 17 Jun, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 1 Oct, 7 Oct, 14 Oct
Late availability on these dates: 01 Apr, 08 Apr, 15 Apr, 22 Apr, 29 Apr, 06 May, 13 May, 20 May, 27 May, 03 Jun, 10 Jun, 17 Jun
Tuscany small group tour

Tuscany small group tour

Explore the charms of laid-back Umbria
From US $4,845US $4,403 to US $5,337 8 days ex flights
Small group travel: 2023: 27 Apr, 4 May, 25 May, 22 Jun, 13 Jul, 3 Aug, 10 Aug, 31 Aug, 7 Sep, 14 Sep, 21 Sep, 28 Sep, 5 Oct, 12 Oct
2024: 25 Apr, 2 May, 16 May, 23 May, 13 Jun, 20 Jun, 27 Jun, 11 Jul, 1 Aug, 8 Aug, 29 Aug, 5 Sep, 12 Sep, 19 Sep, 26 Sep, 3 Oct, 10 Oct
Up to US $510 off selected dates.
Late availability on these dates: 27 Apr, 04 May, 25 May, 22 Jun
Amalfi coast family vacation in Italy

Amalfi coast family vacation in Italy

Pompeii, Mt Vesuvius and the dramatic Amalfi Coast
From US $2,399 to US $2,579 8 days ex flights
Small group travel: 2023: 15 Jul, 22 Jul, 19 Aug, 21 Oct
2024: 23 Mar, 30 Mar, 6 Apr, 25 May, 13 Jul, 20 Jul, 3 Aug, 17 Aug, 19 Oct
Small group Sicily grand tour

Small group Sicily grand tour

Discover the temples, villages and food of Sicily
From US $4,399 to US $4,799 15 days ex flights
Small group travel: 2023: 3 Jun, 26 Aug
2024: 6 Apr, 4 May, 1 Jun, 24 Aug, 7 Sep, 5 Oct
Late availability on these dates: 03 Jun
Sicily tour, classical Sicily

Sicily tour, classical Sicily

Tour the main classical sights of Sicily
From US $1,870 to US $2,320 8 days ex flights
Small group travel: 2023: 20 May, 3 Jun, 10 Jun, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct, 14 Oct
2024: 23 Mar, 6 Apr, 20 Apr, 11 May, 18 May, 1 Jun, 8 Jun, 31 Aug, 7 Sep, 14 Sep, 21 Sep, 28 Sep, 5 Oct, 12 Oct
Late availability on these dates: 20 May, 03 Jun, 10 Jun
Mont Blanc Circuit trek, with hotel accommodation

Mont Blanc Circuit trek, with hotel accommodation

Classic Tour, using small inns and guesthouses
From US $5,279 15 days ex flights
Small group travel: 2023: 17 Jun, 24 Jun, 1 Jul, 29 Jul, 12 Aug, 26 Aug, 2 Sep
Late availability on these dates: 17 Jun, 24 Jun, 01 Jul
Matera to Puglia cycle in Italy

Matera to Puglia cycle in Italy

Nestled between the Adriatic and Ionian seas
From US $2,649 to US $2,879 8 days ex flights
Small group travel: 2023: 2 Apr, 16 Apr, 23 Apr, 30 Apr, 4 Jun, 11 Jun, 18 Jun, 25 Jun, 27 Aug, 3 Sep, 10 Sep, 17 Sep, 24 Sep, 1 Oct, 8 Oct, 15 Oct, 22 Oct
Late availability on these dates: 02 Apr, 16 Apr, 23 Apr, 30 Apr, 04 Jun, 11 Jun, 18 Jun, 25 Jun
Dolomites walking vacation in Italy

Dolomites walking vacation in Italy

Sandwiched between the spectacular peaks of the Dolomites
From US $2,579 to US $3,199 8 days ex flights
Small group travel: 2023: 20 May, 27 May, 3 Jun, 10 Jun, 17 Jun, 29 Jul, 2 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct
2024: 18 May, 25 May, 1 Jun, 8 Jun, 15 Jun, 22 Jun, 29 Jun, 6 Jul, 13 Jul, 20 Jul, 27 Jul, 24 Aug, 31 Aug, 7 Sep, 14 Sep, 21 Sep, 28 Sep, 5 Oct
Late availability on these dates: 20 May, 27 May, 03 Jun, 10 Jun, 17 Jun
Responsible Travel, Travel Team

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.
1-866-821-6866
Call toll free
Calling from outside the USA
Sardinia walking holiday, Italy

Sardinia walking holiday, Italy

Superb daywalks amid rich and charming scenery
From US $2,179US $1,999 to US $2,249 8 days ex flights
Small group travel: 2023: 15 Apr, 29 Apr, 6 May, 20 May, 27 May, 3 Jun, 17 Jun, 9 Sep, 16 Sep, 23 Sep, 30 Sep
Up to US $180 off selected dates.
Late availability on these dates: 15 Apr, 29 Apr, 06 May, 20 May, 27 May, 03 Jun, 17 Jun
Western Dolomites walking tour in Italy

Western Dolomites walking tour in Italy

Walking in the shadow of the majestic Marmolada
From US $2,179 to US $2,249 8 days ex flights
Small group travel: 2023: 1 Jul, 8 Jul, 26 Aug, 2 Sep, 9 Sep
Late availability on these dates: 01 Jul
Snowshoeing vaction in the Dolomites

Snowshoeing vaction in the Dolomites

Michelin recommended cuisine & inspiring walks
From US $2,649 to US $3,049 8 days ex flights
Small group travel: 2023: 14 Dec, 21 Dec
2024: 6 Jan, 27 Jan, 3 Feb, 10 Feb, 17 Feb, 24 Feb, 2 Mar, 9 Mar, 16 Mar, 23 Mar
Italian food tours

Italian food tours

Flavours of northern Italy on this special food-lovers journey
From US $3,770 to US $4,332 10 days ex flights
Small group travel: 2023: 10 Apr, 24 Apr, 12 Jun, 3 Jul, 17 Jul, 24 Jul, 7 Aug, 21 Aug, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 16 Oct
2024: 8 Jan, 15 Apr, 29 Apr, 6 May, 13 May, 17 May, 20 May, 27 May, 3 Jun, 10 Jun, 24 Jun, 8 Jul, 15 Jul, 22 Jul, 29 Jul, 5 Aug, 19 Aug, 26 Aug, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct, 28 Oct, 11 Nov
Late availability on these dates: 10 Apr, 24 Apr, 12 Jun, 03 Jul
Short break pasta making & Italian food vacation, Tuscany

Short break pasta making & Italian food vacation, Tuscany

A Tuscan food adventure, learn to make pasta
From £825 4 days ex flights
Small group travel: 2023: 10 May, 16 Jul, 20 Sep, 19 Oct
Last minute 10% discount for final spaces on our May 10-13 retreat!
Cycling tours in Italy, Dolomites to Venice

Cycling tours in Italy, Dolomites to Venice

One of Europe's unique mountain landscapes
From US $2,749 to US $2,979 8 days ex flights
Small group travel: 2023: 22 Apr, 20 May, 3 Jun, 1 Jul, 19 Aug, 2 Sep, 16 Sep, 30 Sep
Late availability on these dates: 22 Apr, 20 May, 03 Jun, 01 Jul
Mont Blanc vacation, Tour du Mont Blanc

Mont Blanc vacation, Tour du Mont Blanc

The best of the Tour du Mont Blanc
From US $2,299 to US $2,579 8 days ex flights
Small group travel: 2023: 20 May, 27 May, 3 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
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
Late availability on these dates: 20 May, 27 May, 03 Jun, 01 Jul
Photography Course and vacation in Italy

Photography Course and vacation in Italy

Take your photography up a level in beautiful surroundings
From £1,495 7 days ex flights
Small group travel: 2023: 19 Aug
Italy photography holiday in the Dolomites

Italy photography holiday in the Dolomites

Spring and autumn photography in the Italian Dolomites
From £3,100 to £3,350 9 days ex flights
Small group travel: 2023: 7 Oct, 17 Oct
2024: 29 Jun, 11 Oct, 21 Oct
Dolomites snowshoeing vacation in Italy

Dolomites snowshoeing vacation in Italy

Snowshoeing in the Dolomites with a mountain guide
From €1,085 8 days ex flights
Small group travel: 2024: 24 Feb
Sicily history tour

Sicily history tour

Discover Sicily with a knowledgeable guest lecturer
From US $3,410 to US $3,640 15 days ex flights
Small group travel: 2023: 13 May, 3 Jun, 2 Sep, 16 Sep, 30 Sep
2024: 27 Apr, 11 May, 1 Jun, 31 Aug, 14 Sep, 5 Oct
Late availability on these dates: 13 May, 03 Jun
Mont Blanc Circuit hiking vacation

Mont Blanc Circuit hiking vacation

Probably the most dramatic walk in Europe
From US $3,199 15 days ex flights
Small group travel: 2023: 24 Jun, 15 Jul, 12 Aug, 19 Aug, 26 Aug, 2 Sep
Late availability on these dates: 24 Jun
Tuscany biking vacation through Siena & Chianti

Tuscany biking vacation through Siena & Chianti

Cycle the most evocative and romantic landscapes
From US $2,879 to US $3,199 8 days ex flights
Small group travel: 2023: 13 May, 20 May, 27 May, 3 Jun, 10 Jun, 26 Aug, 16 Sep, 30 Sep
2024: 11 May, 18 May, 25 May, 1 Jun, 8 Jun, 31 Aug, 7 Sep, 14 Sep, 28 Sep, 5 Oct
Late availability on these dates: 13 May, 20 May, 27 May, 03 Jun, 10 Jun
Cilento and Amalfi Coast cycling vacation, Italy

Cilento and Amalfi Coast cycling vacation, Italy

Rocky ridges set between small picturesque inlets
From US $2,579 to US $3,149 8 days ex flights
Small group travel: 2023: 29 Apr, 13 May, 17 Jun, 2 Sep, 9 Sep, 23 Sep, 7 Oct
2024: 13 Apr, 11 May, 18 May, 15 Jun, 31 Aug, 7 Sep, 21 Sep, 5 Oct
Late availability on these dates: 29 Apr, 13 May, 17 Jun
Sardinia cycling holiday in Italy

Sardinia cycling holiday in Italy

Cycle past abandoned mines and gleaming white beaches
From US $2,979US $2,749 to US $3,199 8 days ex flights
Small group travel: 2023: 22 Apr, 29 Apr, 13 May, 10 Jun, 2 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct
2024: 20 Apr, 27 Apr, 11 May, 25 May, 1 Jun, 8 Jun, 31 Aug, 14 Sep, 21 Sep, 28 Sep, 5 Oct
Up to US $230 off selected dates.
Late availability on these dates: 22 Apr, 29 Apr, 13 May, 10 Jun
Sicily food vacation in Italy

Sicily food vacation in Italy

Be overwhelmed at how varied and diverse Sicily’s cuisine
From US $2,799US $2,579 to US $3,179 8 days ex flights
Small group travel: 2023: 9 Apr, 23 Apr, 4 Jun, 18 Jun, 3 Sep, 10 Sep, 24 Sep, 1 Oct, 15 Oct, 5 Nov
2024: 7 Apr, 21 Apr, 5 May, 12 May, 2 Jun, 16 Jun, 1 Sep, 8 Sep, 22 Sep, 29 Sep, 13 Oct, 20 Oct
Up to US $220 off selected dates.
Late availability on these dates: 09 Apr, 23 Apr, 04 Jun, 18 Jun
Photo credits: [Page banner: Rostislav Glinsky] [Culture : Giuseppe Milo] [Walking : Berthold Werner] [Cycling : Lucio De Marcellis] [Family vacations : fhwrdh] [Where to go in Italy : Glen MacLarty] [Types of vacations : Guldem Ustun]