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Tuscany Wine tasting Tours & Trips
Explore a wide diversity of tours through Tuscany tailored to suit your taste and thirst for adventure. We have 5 tours that vary from 3 days to 8 days. With the greatest number of departures in September, this is also the most popular time of the year.
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5 trips through Tuscany
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Florence City Break - 3days/2nights
"I am 21 years old and myself and 3 of my friends (ages 18-20) booked this tour as..."
- destinations
- Florence, Chianti Region, San Gimignano+2 more
- starts/ ends in
- Florence / Florence
- age range
- 18 to 45 year olds
- accommodation
- Hostel
- transport
- Private Vehicle
- Country Region
- Central Italy, Tuscany
- operator
- Italy on a Budget Tours
- Days
- 3
- Our saving
- $6
- From
- US $ 142
View MoreGetDownload Brochure- days
- 3
$47 per day23 Aug 2018 8 spaces left 26 Aug 2018 10+ spaces left 
Bike tour, Tuscany, Italy (guided groups)
"The Chain Gang, Umbria Tour, 2017 My wife and I, together with our sister and brother-in-law,..."
- destinations
- Florence, San Gimignano, Panzano, Greve in Chianti, Radda in Chianti, Vagliagli, Monteriggioni, Siena, Asciano, SI, Montalcino, Pienza, Montepulciano+11 more
- starts/ ends in
- Florence / Montepulciano
- age range
- 12 to 80 year olds
- Country Region
- Central Italy, Tuscany
- Travel style
- In-depth Cultural, Wine tasting+1 more
- operator
- The Chain Gang Cycle Tours
- Days
- 6
- Our saving
- $77
- From
- US $ 1,854
View MoreGetDownload Brochure- days
- 6
$309 per day1 Sep 2018 10 spaces left 15 Sep 2018 10 spaces left Chianti Walking & Wine
8 day hiking & trekking tour through Pisa, Greve in Chianti, Montefioralle and 6 other destinations in Italy
- destinations
- Pisa, Greve in Chianti, Montefioralle, Siena, Castellina in Chianti, Fonterutoli, Florence, Montauto, San Gimignano+8 more
- starts/ ends in
- Pisa / San Gimignano
- age range
- 18 to 80 year olds
- Country Region
- Central Italy, Tuscany
- Travel style
- In-depth Cultural, Wine tasting+1 more
- operator
- Exodus Travels
- Days
- 8
- Our saving
- $59
- From
- US $ 1,416
View MoreGetDownload Brochure- days
- 8
$177 per day20 Apr 2019 8 spaces left 27 Apr 2019 8 spaces left Wine Trails of Classic Tuscany (2018)
8 day walking tour tour through Pisa, Castellina in Chianti, Volpaia and 10 other destinations in Italy
- destinations
- Pisa, Castellina in Chianti, Volpaia, San Gimignano, Monteriggioni, Siena, Pienza, Monticchiello, Montepulciano, San Quirico D'orcia, Val d'Orcia, Montalcino, Florence+12 more
- starts/ ends in
- Pisa / Florence
- age range
- 14 to 79 year olds
- accommodation
- Hotel, Guesthouse
- transport
- Train & Rail, Mini-coach
- Country Region
- Central Italy, Tuscany
- Travel style
- Sightseeing, Wine tasting
- operator
- Explore!
- Days
- 8
- Our saving
- $52
- From
- US $ 1,248
View MoreGetDownload Brochure- days
- 8
$156 per day9 Sep 2018 10 spaces left 7 Oct 2018 2 spaces left Wine Trails of Classic Tuscany (2019)
8 day walking tour tour through Pisa, Volpaia, Castellina in Chianti and 11 other destinations in Italy
- destinations
- Pisa, Volpaia, Castellina in Chianti, Castelvecchio NP, San Gimignano, Monteriggioni, Siena, Pienza, Monticchiello, Montepulciano, San Quirico D'orcia, Val d'Orcia, Montalcino, Florence+12 more
- starts/ ends in
- Pisa / Florence
- age range
- 14 to 79 year olds
- accommodation
- Hotel, Guesthouse
- transport
- Train & Rail, Coach / Bus
- Country Region
- Central Italy, Tuscany
- Travel style
- Sightseeing, Wine tasting
- operator
- Explore!
- Days
- 8
- Our saving
- $54
- From
- US $ 1,286
View MoreGetDownload Brochure- days
- 8
$161 per day21 Apr 2019 10+ spaces left 12 May 2019 9 spaces left
Tuscany Wine tasting Tour Reviews
"I am 21 years old and myself and 3 of my friends (ages 18-20) booked this tour as..."
Florence City Break - 3days/2nights"I have now completed two tours with The Chain Gang and both were excellent, with..."
Bike tour, Tuscany, Italy (guided groups)