28 Tuscany vacations found
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
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!
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
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
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Calling from outside the USA
rosy@responsibletravel.com
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
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
Umbria and Tuscany vacation in Italy
Experience the beauty of Italy's countryside and culture
From US $6,307 to US $9,600 9 days ex flights
Tailor made:
This trip can be tailor made to suit your requirements
Tuscany food tour
The taste of Tuscany holiday
From US $3,180 to US $3,320 8 days ex flights
Small group travel:
2026: 6 Sep, 20 Sep
2027: 2 May, 9 May, 13 Jun, 5 Sep, 19 Sep, 10 Oct
2027: 2 May, 9 May, 13 Jun, 5 Sep, 19 Sep, 10 Oct
Late availability on these dates: 06 Sep, 20 Sep
Tuscany self guided cycling vacation in Italy
Experience local Tuscan life on two wheels
From £1,319 to £1,459 8 days ex flights
Tailor made:
This trip can depart on Saturdays throughout April - Oct, please enquire about your tailor made trip.
Tuscany self guided walking vacation in Italy
A full immersion into local Tuscan life
From £1,269 to £1,424 8 days ex flights
Tailor made:
This trip can depart on Saturdays throughout April-Oct, please enquire for details.
Umbria to Tuscany cycling & cooking vacation
Cycling and cooking holiday between Umbria and Tuscany
From 1,790 5 days ex flights
Small group travel:
2026: 22 Aug
Last spots available for August departures - enquire now!
Italy wine tour in Umbria & Tuscany
Taste best umbrian and tuscan wines, great culinay holiday
From 2,080 6 days ex flights
Small group travel:
2026: 4 Oct
Tuscany hiking vacation, Italy
Discover Tuscany hiking from town to town
From 1,290 to 1,690 8 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Tuscany organic farmstay near Florence, Italy
Organic farm on the hills of Florence, Tuscany
From 80 to 130 per accommodation per night (sleeps 2-4)
Accommodation
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
Tuscany guided tour
Discover the culture, food & wine of Tuscany
From US $3,823US $3,450 to US $4,050 8 days ex flights
Small group travel:
2026: 5 Sep, 24 Oct
2027: 24 Apr, 15 May, 5 Jun, 23 Oct
2027: 24 Apr, 15 May, 5 Jun, 23 Oct
Up to US $370 off selected dates.
Late availability on these dates: 05 Sep, 24 Oct
Late availability on these dates: 05 Sep, 24 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
Umbria & Tuscany walking tour
Walk amid history, art & countryside in the heart of Italy.
From £1,999 to £2,329 8 days inc UK flights
Small group travel:
2026: 1 Sep, 6 Oct, 3 Nov, 21 Dec
Tuscany cycling vacation, self guided
Cycling Tuscanys vineyards, medieval towns and hills
From US $1,300 to US $3,000 8 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Coastal Tuscany & Umbria small group holiday
Coastal soft adventure with both island and village life
From US $5,199 to US $5,649 8 days ex flights
Small group travel:
2026: 5 Sep
Southern Tuscany walking and wine vacation
A walking holiday in southern Tuscany
From US $2,870US $2,760 to US $3,140 8 days ex flights
Small group travel:
2026: 6 Sep, 13 Sep, 4 Oct
2027: 9 May, 23 May, 6 Jun, 5 Sep, 12 Sep, 19 Sep, 3 Oct
2027: 9 May, 23 May, 6 Jun, 5 Sep, 12 Sep, 19 Sep, 3 Oct
Up to US $280 off selected dates.
Late availability on these dates: 06 Sep, 13 Sep, 04 Oct
Late availability on these dates: 06 Sep, 13 Sep, 04 Oct
Italy food vacation, tailor made
Discover the gastronomic delights of Italy
From US $15,440 12 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Umbria to Tuscany walking and cooking vacation
Come to discover Umbria, cook and walk just like a local
From 1,590 5 days ex flights
Small group travel:
2026: 22 Aug
Francigena Way walking vacation Lucca to Siena
Walking vacation through the Tuscan countryside
From US $1,390 to US $1,220 8 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Tuscany & Umbria cultural tour
Soak in Italy's culture, food and picturesque vistas
From US $5,400 10 days ex flights
Small group travel:
2026: 18 Sep
Florence to Pisa cycling vacation,
Fall in love with provincial Italy on this cycling adventure
From US $3,195 to US $4,060 8 days ex flights
Small group travel:
2026: 5 Sep, 12 Sep, 26 Sep, 3 Oct
2027: 24 Apr, 8 May, 22 May, 12 Jun, 26 Jun, 17 Jul, 14 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct
2028: 22 Apr, 6 May, 20 May, 10 Jun, 24 Jun, 15 Jul, 12 Aug, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct
2027: 24 Apr, 8 May, 22 May, 12 Jun, 26 Jun, 17 Jul, 14 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct
2028: 22 Apr, 6 May, 20 May, 10 Jun, 24 Jun, 15 Jul, 12 Aug, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct
Late availability on these dates: 05 Sep, 12 Sep, 26 Sep, 03 Oct
Tuscany culture vacation, tailor-made
Capture the true spirit of Tuscany and Umbria
From 2,390 7 days ex flights
Small group travel:
2026: 27 Sep
2027: 4 Apr, 26 Sep
2027: 4 Apr, 26 Sep
Book by 30 September 2026 and enjoy a complimentary artisan workshop visit (limited to 4 places per departure)
Cycling vacation in Umbria, Italy
The peace of Tuscany & Umbria by bicycle
From US $2,360 8 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Tuscany farmhouse accommodation, Italy
Unique Location - Pisa/Lucca - views of Leaning Tower & Med!
From 150 to 320 per villa per night (sleeps 4-6)
Accommodation
