Tuscany vacations
Don't discount Tuscany vacations – nor the Chianti produced from Tuscany’s soft vine-swathed hills. Florence’s artistic treasures are complemented by Siena’s Gothic splendour (and its almond biscuits!), San Gimignano’s startling medieval high rises, Renaissance Lucca – and a rather wonky tower in Pisa.... And don’t forget Elba – the rugged Tuscan island that once held Napoleon (briefly) captive but which now captivates hikers and bikers.
26 Tuscany vacations found
Tuscany tours, walking and wine tasting in Italy
Walking and wine tasting in Tuscany
From US $1,999 to US $2,249 8 days ex flights
Small group travel:
2022: 3 Sep, 10 Sep, 17 Sep, 24 Sep, 1 Oct, 8 Oct, 15 Oct
2023: 8 Apr, 15 Apr, 22 Apr, 29 Apr, 6 May, 13 May, 20 May, 27 May, 3 Jun, 10 Jun, 17 Jun, 19 Aug, 26 Aug, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct, 14 Oct
2023: 8 Apr, 15 Apr, 22 Apr, 29 Apr, 6 May, 13 May, 20 May, 27 May, 3 Jun, 10 Jun, 17 Jun, 19 Aug, 26 Aug, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct, 14 Oct
Late availability on these dates: 03 Sep, 10 Sep, 17 Sep, 24 Sep, 01 Oct, 08 Oct
Italian cooking vacation, small group
Immersive gastronomy & cooking trips in undiscovered Tuscany
From £1,450 to £1,500 7 days ex flights
Small group travel:
2022: 3 Jul, 9 Sep, 9 Oct
2023: 21 May, 11 Jun, 2 Jul, 3 Sep, 1 Oct
2023: 21 May, 11 Jun, 2 Jul, 3 Sep, 1 Oct
Tuscany biking vacation through Siena & Chianti
Cycle the most evocative and romantic landscapes
From US $2,579 to US $2,649 8 days ex flights
Small group travel:
2022: 27 Aug, 10 Sep, 17 Sep, 24 Sep, 1 Oct
Late availability on these dates: 27 Aug, 10 Sep, 17 Sep, 24 Sep, 01 Oct
Short break pasta making & Italian food vacation, Tuscany
A Tuscan food adventure, learn to make pasta
From £750 to £825 4 days ex flights
Small group travel:
2022: 25 Aug, 28 Sep, 21 Oct
2023: 19 Oct
2023: 19 Oct
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.
Chianti self guided cycling vacation in Italy
Pedal through the archetypal Tuscan countryside
From £2,039 11 days inc UK flights
Tailor made:
This trip has departures every two days throughout April - Oct, please enquire for further details.
Tuscany hiking vacation, Italy
Discover Tuscany hiking from town to town
From €780 to €950 8 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Walking vacation in Tuscany
A variety of daywalks in the beautiful Tuscan countryside
From US $1,679 to US $2,079 8 days ex flights
Small group travel:
2022: 10 Sep, 24 Sep, 1 Oct, 8 Oct, 15 Oct
2023: 15 Apr, 22 Apr, 29 Apr, 6 May, 13 May, 20 May, 27 May, 3 Jun, 10 Jun, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct, 14 Oct, 21 Oct
2023: 15 Apr, 22 Apr, 29 Apr, 6 May, 13 May, 20 May, 27 May, 3 Jun, 10 Jun, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct, 14 Oct, 21 Oct
Late availability on these dates: 10 Sep, 24 Sep, 01 Oct, 08 Oct
Pisa to Florence biking vacation, Italy
The highlights of beautiful Tuscany by bike
From US $1,220 to US $1,410 8 days ex flights
Small group travel:
2022: 2 Jul, 9 Jul, 16 Jul, 23 Jul, 30 Jul, 6 Aug, 13 Aug, 20 Aug, 27 Aug, 3 Sep, 10 Sep, 17 Sep, 24 Sep, 1 Oct
Tuscany small group tour
Explore the charms of laid-back Umbria
From US $4,100US $3,280 to US $4,605 8 days ex flights
Small group travel:
2022: 14 Jul, 11 Aug, 1 Sep, 22 Sep, 6 Oct
2023: 27 Apr, 4 May, 18 May, 25 May, 15 Jun, 22 Jun, 13 Jul, 3 Aug, 10 Aug, 31 Aug, 7 Sep, 14 Sep, 21 Sep, 28 Sep, 5 Oct, 12 Oct
2023: 27 Apr, 4 May, 18 May, 25 May, 15 Jun, 22 Jun, 13 Jul, 3 Aug, 10 Aug, 31 Aug, 7 Sep, 14 Sep, 21 Sep, 28 Sep, 5 Oct, 12 Oct
Up to US $820 off selected dates.
Late availability on these dates: 14 Jul, 11 Aug, 01 Sep, 22 Sep, 06 Oct
Late availability on these dates: 14 Jul, 11 Aug, 01 Sep, 22 Sep, 06 Oct
Tuscany villa holiday
Experience small-town Italy like a local
From US $3,590 15 days ex flights
Small group travel:
2023: 2 Sep
Italy food vacation, tailor made
Discover the gastronomic delights of Italy
From £6,445 12 days inc UK flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Tuscany self guided cycling vacation in Italy
Experience local Tuscan life on two wheels
From £1,419 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 £1,719 8 days inc UK flights
Tailor made:
This trip can depart on Saturdays throughout April-Oct, please enquire for details.
Umbria to Tuscany walking and cooking vacation
Come to discover Umbria, cook and walk just like a local
From €1,090 5 days ex flights
Small group travel
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.
Umbria to Tuscany cycling & cooking vacation
Cycling and cooking holiday between Umbria and Tuscany
From €1,140 5 days ex flights
Small group travel
Francigena Way walking vacation Lucca to Siena
Walking vacation through the Tuscan countryside
From US $1,190 to US $1,220 8 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Tuscany small group walking vacation in Italy
Centre-based hiking vacation in Tuscany
From US $1,670US $1,570 to US $1,780 -44447 days ex flights
Small group travel:
2022: 11 Sep, 18 Sep, 25 Sep
2023: 14 May, 28 May, 4 Jun, 11 Jun, 27 Aug, 10 Sep, 17 Sep, 24 Sep, 1 Oct
2023: 14 May, 28 May, 4 Jun, 11 Jun, 27 Aug, 10 Sep, 17 Sep, 24 Sep, 1 Oct
Late availability on these dates: 11 Sep, 18 Sep, 25 Sep
Florence to Pisa cycling vacation,
Fall in love with provincial Italy on this cycling adventure
From US $2,085 to US $2,320 8 days ex flights
Small group travel:
2022: 30 Jul, 3 Sep, 17 Sep, 24 Sep
2023: 6 May, 20 May, 3 Jun, 17 Jun, 1 Jul, 15 Jul, 29 Jul, 19 Aug, 2 Sep, 16 Sep, 23 Sep, 30 Sep
2023: 6 May, 20 May, 3 Jun, 17 Jun, 1 Jul, 15 Jul, 29 Jul, 19 Aug, 2 Sep, 16 Sep, 23 Sep, 30 Sep
Late availability on these dates: 30 Jul, 03 Sep, 17 Sep, 24 Sep
Tuscany cycling vacation,
Cycling Tuscany the hills surronding Siena and Val D'Orcia
From €900 5 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Italy wine tour in Umbria & Tuscany
-taste best umbrian and tuscan wines, great culinay holiday
From €1,520 5 days ex flights
Small group travel:
2022: 6 Nov
Tuscany culture vacation, tailor-made
Capture the true spirit of Tuscany
From €1,330 to €1,400 5 days ex flights
Tailor made
Rome to Venice cultural tour in Italy
Discover Italy on the classic route Rome to Venice
From €1,225 to €2,050 10 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Tuscany holiday, cooking, walking, truffle-hunting tour
An insight into the good, authentic sustainable rural life
From €950 to €1,300 7 days ex flights
Small group travel
Cycling vacation in Umbria, Italy
The peace of Tuscany & Umbria by bicycle
From US $1,599 8 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Rural villas in Tuscany, Italy
Traditional apartments in the heart Tuscany
From €390 to €1,550 per accommodation per week
Accommodation
Tuscany organic farmstay near Florence, Italy
organic farm hills of Florence, Tuscany
From €65 to €120 per accommodation per night (sleeps 2-4)
Accommodation
