Tuscany holidays
Don't discount Tuscany holidays – 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.
29 Tuscany holidays found
Tuscany tours, walking and wine tasting in Italy
Walking and wine tasting in Tuscany
From £1,449 to £1,749 8 days inc UK flights
Small group travel:
2022: 3 Sep, 10 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, 17 Jun, 19 Aug, 26 Aug, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct, 14 Oct
2023: 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, 01 Oct, 08 Oct, 15 Oct
Italian cooking holiday, small group
Immersive gastronomy & cooking trips in undiscovered Tuscany
From £1,450 to £1,500 7 days ex flights
Small group travel:
2022: 9 Sep, 9 Oct
2023: 21 May, 11 Jun, 2 Jul, 3 Sep
2023: 21 May, 11 Jun, 2 Jul, 3 Sep
Tuscany cycling holiday through Siena & Chianti
Cycle the most evocative and romantic landscapes
From £1,849 to £2,199 8 days inc UK flights
Small group travel:
2022: 27 Aug, 10 Sep, 17 Sep, 1 Oct
2023: 13 May, 20 May, 3 Jun, 10 Jun, 22 Jul, 26 Aug, 9 Sep, 16 Sep, 23 Sep, 30 Sep
2023: 13 May, 20 May, 3 Jun, 10 Jun, 22 Jul, 26 Aug, 9 Sep, 16 Sep, 23 Sep, 30 Sep
Late availability on these dates: 27 Aug, 10 Sep, 17 Sep, 01 Oct
Tuscany walking holiday, 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
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.
Walking holiday in Tuscany
A variety of daywalks in the beautiful Tuscan countryside
From £1,299 to £1,699 8 days inc UK flights
Small group travel:
2022: 10 Sep, 1 Oct, 8 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, 01 Oct, 08 Oct
Short break pasta making & Italian food holiday, 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
Chianti self guided cycling holiday 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 organic farmstay near Florence, Italy
organic farm hills of Florence, Tuscany
From €65 to €120 per accommodation per night (sleeps 2-4)
Accommodation
Rural villas in Tuscany, Italy
Traditional apartments in the heart Tuscany
From €390 to €1,550 per accommodation per week
Accommodation
Cycling holiday in Umbria, Italy
The peace of Tuscany & Umbria by bicycle
From £1,090 8 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Volterra to San Gimignano walking holiday in Italy
Picturesque Volterra and soaring towers of San Gimignano
From £1,679 9 days inc UK flights
Tailor made:
This holiday has departures every two days from April to October, please enquire for availability on all your tailormade trips.
Umbria to Tuscany cycling & cooking holiday
Cycling and cooking holiday between Umbria and Tuscany
From €1,140 5 days ex flights
Small group travel
Tuscany small group tour
Explore the charms of laid-back Umbria
From £2,930£2,490 to £3,445 8 days ex flights
Small group travel:
2022: 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 £440 off selected dates.
Late availability on these dates: 01 Sep, 22 Sep, 06 Oct
Late availability on these dates: 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
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.
Italy food holiday, tailor made
Discover the gastronomic delights of Italy
From £7,125 12 days inc UK flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Tuscany self guided cycling holiday 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 holiday 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 holiday
Come to discover Umbria, cook and walk just like a local
From €1,090 5 days ex flights
Small group travel
Francigena Way walking holiday, Lucca to Siena
Walking holiday through the Tuscan countryside
From £770 to £830 8 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Tuscany small group walking holiday in Italy
Centre-based walking holiday in Tuscany
From £1,415 to £1,554 -44447 days inc UK flights
Small group travel:
2022: 11 Sep, 18 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
Florence to Pisa cycling holiday
Fall in love with provincial Italy on this cycling adventure
From £1,540 to £1,735 8 days ex flights
Small group travel:
2022: 3 Sep, 17 Sep, 24 Sep
2023: 22 Apr, 6 May, 20 May, 3 Jun, 17 Jun, 1 Jul, 29 Jul, 5 Aug, 19 Aug, 2 Sep, 16 Sep, 30 Sep
2023: 22 Apr, 6 May, 20 May, 3 Jun, 17 Jun, 1 Jul, 29 Jul, 5 Aug, 19 Aug, 2 Sep, 16 Sep, 30 Sep
Late availability on these dates: 03 Sep, 17 Sep, 24 Sep
Tuscany cycling holiday
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 holiday, 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
Chianti cycling holiday in Tuscany, self guided
Rich scenery, fantastic hotels, local cuisine & exceptional wines
From £1,819 9 days inc UK flights
Tailor made:
This holiday has departures every two days from April to October, please enquire for availability on all your tailormade trips.
Pisa to Florence cycling holiday, Italy
The highlights of beautiful Tuscany by bike
From £775 to £905 8 days ex flights
Small group travel:
2022: 20 Aug, 27 Aug, 3 Sep, 10 Sep, 17 Sep, 24 Sep, 1 Oct
Late availability on these dates: 20 Aug, 27 Aug, 03 Sep, 10 Sep, 17 Sep, 24 Sep, 01 Oct
Tuscany farmhouse accommodation, Italy
Unique Location - Pisa/Lucca - views of Leaning Tower & Med!
From €125 to €250 per villa per night (sleeps 4-6)
Accommodation
