226 Italy vacations found
Puglia self drive holiday in Italy
9 Days Bari, Alberobello, Matera, Lecce & Ostuni
From US $2,358 9 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Umbria cooking vacation, Italy
Italian cooking in a farmhouse between Umbria and Tuscany
From 2,080 to 2,140 5 days ex flights
Small group travel:
2026: 22 Aug, 11 Oct
2027: 11 Apr, 23 Apr, 14 May, 30 May
2027: 11 Apr, 23 Apr, 14 May, 30 May
Last spots available for August departures - enquire now!
Italian cooking vacation, small group
Immersive local gastronomy & cooking in undiscovered Tuscany
From £1,600 7 days ex flights
Small group travel:
2026: 26 Aug, 14 Sep
Late availability on August and September 2026 departures - enquire now!
Amalfi Coast walking vacation, Italy
Walk in lemon groves and hillside villages
From US $2,203US $1,950 to US $2,925 8 days ex flights
Small group travel:
2026: 29 Aug, 26 Sep, 10 Oct, 17 Oct, 24 Oct, 31 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
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 $250 off selected dates.
Late availability on these dates: 29 Aug, 26 Sep, 10 Oct, 17 Oct, 24 Oct, 31 Oct, 07 Nov, 14 Nov
Late availability on these dates: 29 Aug, 26 Sep, 10 Oct, 17 Oct, 24 Oct, 31 Oct, 07 Nov, 14 Nov
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
Sicily and Aeolian Islands small ship cruise
Cruise to the amazing volcanic Aeolian Islands from Sicily
From £1,613 to £1,910 8 days ex flights
Small group travel:
2026: 15 Aug, 22 Aug, 29 Aug, 5 Sep, 12 Sep
Sicily self guided cycling holiday in Italy
A wonderful introduction to baroque Sicily's south-east
From £1,649 to £1,949 9 days ex flights
Tailor made:
This trip can be booked on select Saturdays through April - Oct please enquire for further details.
Italy highlights tour
Discover iconic places, local traditions, and tasty food
From 2,320 to 2,920 11 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Sicily food vacation in Italy
Be overwhelmed at how varied and diverse Sicilys cuisine
From US $3,403US $3,105 to US $3,720 8 days ex flights
Small group travel:
2026: 6 Sep, 20 Sep, 27 Sep, 11 Oct
2027: 4 Apr, 2 May, 9 May, 13 Jun, 29 Aug, 5 Sep, 26 Sep, 10 Oct, 17 Oct
2027: 4 Apr, 2 May, 9 May, 13 Jun, 29 Aug, 5 Sep, 26 Sep, 10 Oct, 17 Oct
Up to US $410 off selected dates.
Late availability on these dates: 06 Sep, 20 Sep, 27 Sep, 11 Oct
Late availability on these dates: 06 Sep, 20 Sep, 27 Sep, 11 Oct
Puglia and Basilicata walking holiday in Italy
Unique regions between the Adriatic and Tyrrhenian seas
From US $2,730 to US $3,225 8 days ex flights
Small group travel:
2026: 5 Sep, 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
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 $370 off selected dates.
Late availability on these dates: 05 Sep, 12 Sep, 19 Sep, 03 Oct, 10 Oct, 17 Oct
Late availability on these dates: 05 Sep, 12 Sep, 19 Sep, 03 Oct, 10 Oct, 17 Oct
Amalfi Coast and Bay of Naples vacations
One of Europe's most dramatic stretches of coastline
From US $2,503US $2,295 to US $2,775 8 days ex flights
Small group travel:
2026: 22 Aug, 29 Aug, 5 Sep, 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
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 $250 off selected dates.
Late availability on these dates: 22 Aug, 29 Aug, 05 Sep, 03 Oct, 10 Oct, 17 Oct, 31 Oct
Late availability on these dates: 22 Aug, 29 Aug, 05 Sep, 03 Oct, 10 Oct, 17 Oct, 31 Oct
Walking vacation in Tuscany
A variety of daywalks in the beautiful Tuscan countryside
From US $2,803US $2,535 to US $3,075 8 days ex flights
Small group travel:
2026: 5 Sep, 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
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 $350 off selected dates.
Late availability on these dates: 05 Sep, 19 Sep, 26 Sep, 10 Oct
Late availability on these dates: 05 Sep, 19 Sep, 26 Sep, 10 Oct
Puglia small group tour, Italy
Puglia, whitewashed towns, traditional farmland and fine cuisine
From US $2,722US $2,460 to US $3,145 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
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 $260 off selected dates.
Late availability on these dates: 03 Oct, 31 Oct
Late availability on these dates: 03 Oct, 31 Oct
Snowshoeing vaction in the Dolomites
Michelin recommended cuisine & inspiring walks
From US $3,300 to US $4,198US $3,975 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
2027: 2 Jan, 16 Jan, 23 Jan, 30 Jan, 6 Feb, 20 Feb, 27 Feb, 6 Mar, 13 Mar
Up to US $490 off selected dates.
Late availability on upcoming trips - enquire now!
Late availability on upcoming trips - enquire now!
Short break pasta making & Italian food vacation, Tuscany
Make pasta & feast on amazing food in Tuscany
From £950 4 days ex flights
Small group travel:
2026: 1 Oct
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
Sicily history tour
Discover Sicily with a knowledgeable guest lecturer
From US $4,840US $4,700 to US $5,150 15 days ex flights
Small group travel:
2026: 13 Sep, 4 Oct, 18 Oct
2027: 25 Apr, 9 May, 30 May, 13 Jun, 5 Sep, 19 Sep, 10 Oct, 24 Oct
2027: 25 Apr, 9 May, 30 May, 13 Jun, 5 Sep, 19 Sep, 10 Oct, 24 Oct
Up to US $140 off selected dates.
Late availability on these dates: 13 Sep, 04 Oct, 18 Oct
Late availability on these dates: 13 Sep, 04 Oct, 18 Oct
Pisa to Florence biking vacation, Italy
The highlights of beautiful Tuscany by bike
From US $1,560 to US $1,990 8 days ex flights
Small group travel:
2026: 15 Aug, 22 Aug, 29 Aug, 5 Sep, 12 Sep, 19 Sep, 26 Sep, 3 Oct, 10 Oct
Late availability on these dates: 15 Aug, 22 Aug, 29 Aug, 05 Sep, 12 Sep, 19 Sep, 26 Sep, 03 Oct, 10 Oct
Amalfi to Sorrento walking vacation in Italy
Explore the peninsula between Ravello and Sorrento
From £2,389 to £2,919 9 days ex flights
Tailor made:
This holiday has departures on selected Mondays from mid March to October, please enquire for availability on all your tailormade trips.
Sicily history tour, Italy
One of the most fascinating islands in Europe
From US $3,225US $3,045 to US $3,870 9 days ex flights
Small group travel:
2026: 29 Aug, 12 Sep, 10 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
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 $320 off selected dates.
Late availability on these dates: 29 Aug, 12 Sep, 10 Oct, 17 Oct, 24 Oct, 14 Nov
Late availability on these dates: 29 Aug, 12 Sep, 10 Oct, 17 Oct, 24 Oct, 14 Nov
Family Amalfi Coast activity holiday
8 Days of adrenaline-infused activities in Amalfi
From US $1,940 to US $2,210 8 days ex flights
Small group travel:
2026: 15 Aug, 24 Oct
2027: 29 May, 31 Jul, 7 Aug, 14 Aug, 21 Aug, 23 Oct
2027: 29 May, 31 Jul, 7 Aug, 14 Aug, 21 Aug, 23 Oct
Late availability on these dates: 15 Aug, 24 Oct
Italy photography holiday in the Dolomites
Autumn photography in the Italian Dolomites
From £3,750 to £4,150 9 days ex flights
Small group travel:
2026: 9 Oct, 19 Oct
2027: 8 Oct, 18 Oct
2027: 8 Oct, 18 Oct
Offering £200 off. A few spaces left on our October 2026 departures, private en suite single room accommodation available at no extra cost.
Amalfi coast small group hiking holiday
This walking holiday explores the spectacular Amalfi Coast.
From US $2,210US $1,930 to US $2,380 8 days ex flights
Small group travel:
2026: 5 Sep, 12 Sep, 19 Sep, 26 Sep, 3 Oct, 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
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: 05 Sep, 12 Sep, 19 Sep, 26 Sep, 03 Oct, 10 Oct, 17 Oct, 24 Oct
Late availability on these dates: 05 Sep, 12 Sep, 19 Sep, 26 Sep, 03 Oct, 10 Oct, 17 Oct, 24 Oct
Umbria farmhouse accommodation in Italy
Bio Hotel in Pietralunga Forest, Umbria, Italy
From 70 to 110 per accommodation per night
Accommodation
Umbria self guided biking holiday, Italy
Easy cycling across ancient towns and vineyards
From 1,300 to 3,500 7 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Piedmont walking vacation, Vineyards of Barolo
A gastronomic gem quietly tucked away
From £2,089 to £2,469 9 days ex flights
Tailor made:
This holiday has daily departures from mid April to October, please enquire for availability on all your tailormade trips.
Puglia self guided cycling tour
Eight day idyllic journey around the Puglia
From £1,449 to £1,884 8 days ex flights
Tailor made:
Departs select Saturdays, Mondays and Wednesdays from March to October
Tuscany tours, walking and wine tasting in Italy
Walking and wine tasting in Tuscany
From US $3,373US $3,045 to US $4,350 8 days ex flights
Small group travel:
2026: 29 Aug, 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
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
Up to US $320 off selected dates.
Late availability on these dates: 29 Aug, 12 Sep, 10 Oct, 17 Oct
Late availability on these dates: 29 Aug, 12 Sep, 10 Oct, 17 Oct
Tuscany small group tour
Explore the charms of laid-back Umbria
From US $6,260US $5,008 to US $7,735 8 days ex flights
Small group travel:
2026: 5 Sep, 12 Sep, 24 Sep, 26 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
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 $1250 off selected dates.
Late availability on these dates: 05 Sep, 12 Sep, 24 Sep, 26 Sep, 22 Oct
Late availability on these dates: 05 Sep, 12 Sep, 24 Sep, 26 Sep, 22 Oct
Italian Alps self catering accommodation
Lovely Mountain hideaway in the Italian Alps
From 600 to 1,500 per week (sleeps 6)
Accommodation
Tuscany food, wine and cookery retreat
Small group food, wine & cooking retreats in Tuscany
From £1,200 5 days ex flights
Small group travel:
2027: 22 May
Wolf Tracking vacation in Central Appenines, Italy
Discover untamed Italy: track wolves in Central Apennines
From 620 to 770 4 days ex flights
Small group travel:
2026: 5 Dec
2027: 14 Jan, 28 Jan, 11 Feb, 25 Feb
2027: 14 Jan, 28 Jan, 11 Feb, 25 Feb
