Sort: Popularity
Filters
Tuscany In-depth Cultural Tours & Trips
Explore a wide diversity of tours through Tuscany tailored to suit your taste and thirst for adventure. We have 14 tours that vary from 6 days to 9 days. With the greatest number of departures in September, this is also the most popular time of the year.
- Unlock your extra savings
- 24/7 expert travel advice
- Personal tour recommendations
Most Wanted Sale
Simply enter your info below and you'll be granted instant access to prices available only to TourRadar members.
ends on 22 Aug 2018
By clicking "Unlock Now" you accept our Terms & Conditions
- Unlock your extra savings
- 24/7 expert travel advice
- Personal tour recommendations
Unlock up to $600 off
Most Wanted Sale
ends on 22 Aug 2018
14 trips through Tuscany
Sort by
- Sort by
Rome, Florence & Venice - Small Group Tour
"Thank you FLAG. I was with you with my wife, 8 beautiful days. Food was excellent...."
- destinations
- Rome, Vatican City, Siena, Chianti Region, Florence, Venice+4 more
- starts/ ends in
- Rome / Venice
- age range
- 26 to 99 year olds
- accommodation
- Hotel
- transport
- Coach / Bus
- Country Region
- Central Italy, Tuscany
- operator
- Flag Travel Holidays
-9%- Days
- 9
- Our saving
- $154
-
From
$1,747
- US $ 1,594
View MoreGetDownload Brochure- days
- 9
$177 per day24 Aug 2018 6 spaces left 5 Oct 2018 4 spaces left 
Rome and Tuscan Highlights 2018
"I am pleased to report that my holiday was everything I expected and hoped for."
- destinations
- Rome, Montecatini, Siena, San Gimignano, Vinci, Pisa, Florence, Assisi+6 more
- starts/ ends in
- Rome / Rome
- age range
- 5 to 99 year olds
- accommodation
- Hotel
- transport
- Coach / Bus
- Country Region
- Central Italy, Tuscany
- Travel style
- Coach / Bus
- operator
- Trafalgar
-10%- Days
- 9
- Our saving
- $245
-
From
$2,450
- US $ 2,205
View MoreGetDownload Brochure- days
- 9
$245 per day31 Aug 2018 10+ spaces left 7 Sep 2018 8 spaces left Genuinely Tuscan
"All perfect, Claudia, our tour leader was outstanding. Hotels charming in a fantastic..."
- destinations
- Florence, Siena, San Gimignano, Chianti Region, Cortona, Montepulciano, Pienza+5 more
- starts/ ends in
- Florence / Cortona
- age range
- 18 to 75 year olds
- accommodation
- Hotel
- transport
- Coach / Bus
- Country Region
- Central Italy, Tuscany
- operator
- Flag Travel Holidays
- Days
- 7
- Our saving
- $77
- From
- US $ 1,857
View MoreGetDownload Brochure- days
- 7
$265 per day24 Aug 2018 8 spaces left 25 Aug 2018 8 spaces left Walking in Southern Tuscany
7 day self-guided tour through Siena, Buonconvento, Montalcino and 5 other destinations in Italy
- destinations
- Siena, Buonconvento, Montalcino, Bagno Vignoni, Montepulciano, Monticchiello, Pienza, San Quirico D'orcia+6 more
- starts/ ends in
- Siena / Montepulciano
- age range
- 10 to 80 year olds
- Country Region
- Central Italy, Tuscany
- Travel style
- Hiking & Trekking, In-depth Cultural, Historical+2 more
- operator
- Exodus Travels
- Days
- 7
- Our saving
- $49
- From
- US $ 1,186
View MoreGetDownload Brochure- days
- 7
$169 per day25 Aug 2018 6 spaces left 26 Aug 2018 6 spaces left Bike tour, Tuscany, Italy (guided groups)
"Had a fabulous week cycling through beautiful countryside in Tuscany with The Chain..."
- 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 $ 1,849
View MoreGetDownload Brochure- days
- 6
$308 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 Gourmet Tuscany
8 day in-depth cultural tour through Montecatini, Vinci in Italy
- destinations
- Montecatini, Vinci
- starts/ ends in
- Montecatini / Montecatini
- age range
- 8 to 99 year olds
- accommodation
- Hotel
- transport
- Coach / Bus
- Country Region
- Central Italy, Tuscany
- Travel style
- Food & Culinary, Local Living, Historical+2 more
- operator
- Cosmos
-3%- Days
- 8
- Our saving
- $50
-
From
$1,542
- US $ 1,492
View MoreGetDownload Brochure- days
- 8
$187 per day2 Sep 2018 3 spaces left 9 Sep 2018 10+ spaces left Tuscany Val d’Orcia & Maremma Walk
8 day hiking & trekking tour through Orvieto, Pitigliano, Montepulciano and 3 other destinations in Italy
- destinations
- Orvieto, Pitigliano, Montepulciano, Pienza, Montalcino, Chiusi+4 more
- starts/ ends in
- Orvieto / Chiusi
- age range
- 18 to 70 year olds
- accommodation
- Hotel
- Country Region
- Central Italy, Tuscany
- Travel style
- In-depth Cultural
- operator
- Custom Walks
- Days
- 8
- Our saving
- $141
- From
- US $ 3,385
View MoreGetDownload Brochure- days
- 8
$423 per day15 Sep 2018 10+ spaces left 29 Sep 2018 10+ spaces left Italy - Trail to Table in Tuscany
8 day in-depth cultural tour through Arezzo, Lake Trasimeno, Cortona and 4 other destinations in Italy
- destinations
- Arezzo, Lake Trasimeno, Cortona, Montepulciano, Pienza, Val d'Orcia, San Quirico D'orcia+6 more
- starts/ ends in
- Arezzo / San Quirico D'orcia
- accommodation
- Hotel, Resort
- Country Region
- Central Italy, Tuscany
- operator
- Pure Adventures
- Days
- 8
- Our saving
- $182
- From
- US $ 4,367
View MoreGetDownload Brochure- days
- 8
$546 per day8 Sep 2018 10 spaces left 13 Oct 2018 10 spaces left Tuscan Treats
"Cooking class Walking tour of Florence with local guide"
- destinations
- Florence, Lucca, Cinque Terra, Pisa, Volterra, Siena, Chianti Region+5 more
- starts/ ends in
- Florence / Florence
- age range
- 40 to 90 year olds
- accommodation
- Hotel
- transport
- Mini-coach
- Country Region
- Central Italy, Tuscany
- Travel style
- Coach / Bus
- operator
- Back-Roads Touring
- Days
- 7
- Our saving
- $96
- From
- US $ 2,303
View MoreGetDownload Brochure- days
- 7
$329 per day24 Aug 2018 10+ spaces left 14 Sep 2018 10+ spaces left Highlights of Italy in Winter
8 day discovery tour through Rome, Florence, Pisa, Bologna, Venice in Italy
- destinations
- Rome, Florence, Pisa, Bologna, Venice+2 more
- starts/ ends in
- Rome / Venice
- age range
- 15 to 99 year olds
- accommodation
- Hotel
- transport
- Train & Rail, Local Transport+1 more
- Country Region
- Central Italy, Tuscany
- Travel style
- In-depth Cultural, Historical+1 more
- operator
- Intrepid Travel
- Days
- 8
- Our saving
- $86
- From
- US $ 2,069
View MoreGetDownload Brochure- days
- 8
$259 per day19 Jan 2019 10 spaces left 2 Feb 2019 10+ spaces left Classic Tuscany Guided Walk
7 day hiking & trekking tour through Florence, Colle Val d'Elsa, Castellina in Chianti and 5 other destinations in Italy
- destinations
- Florence, Colle Val d'Elsa, Castellina in Chianti, Radda in Chianti, San Gimignano, Volterra, Monteriggioni, Siena+7 more
- starts/ ends in
- Florence / Siena
- age range
- 2 to 99 year olds
- accommodation
- Hotel
- Country Region
- Central Italy, Tuscany
- Travel style
- Point-to-Point Hikes, In-depth Cultural+1 more
- operator
- UTracks
- Days
- 7
- Our saving
- $70
- From
- US $ 1,680
View MoreGetDownload Brochure- days
- 7
$240 per day6 Apr 2019 6 spaces left 11 May 2019 6 spaces left Tuscan Treats
7 day discovery tour through Florence, Lucca, Cinque Terra and 5 other destinations in Italy
- destinations
- Florence, Lucca, Cinque Terra, Pisa, Volterra, San Gimignano, Siena, Pienza+6 more
- starts/ ends in
- Florence / Florence
- age range
- 40 to 80 year olds
- Country Region
- Central Italy, Tuscany
- Travel style
- Food & Culinary, In-depth Cultural+1 more
- operator
- Back-Roads Touring
- Days
- 7
- Our saving
- $91
- From
- US $ 2,178
View MoreGetDownload Brochure- days
- 7
$311 per day22 Feb 2019 10 spaces left 15 Mar 2019 10 spaces left Utopia Roads Best Of Tuscany
8 day in-depth cultural tour through Florence, Pisa, Lucca and 6 other destinations in Italy
- destinations
- Florence, Pisa, Lucca, San Gimignano, Siena, Monteriggioni, Montalcino, Pienza, Montepulciano+6 more
- starts/ ends in
- Florence / Florence
- age range
- 16 to 100 year olds
- accommodation
- Hotel
- transport
- Coach / Bus, Private Vehicle, Mini-coach+2 more
- Country Region
- Central Italy, Tuscany
- Travel style
- Local Living, Historical
- operator
- Taste and Slow Italy
- Days
- 8
- Our saving
- $69
- From
- US $ 1,667
View MoreGetDownload Brochure- days
- 8
$208 per day3 Sep 2018 10+ spaces left 10 Sep 2018 10+ spaces left
Tuscany In-depth Cultural Tour Reviews
"Great guides and fantastic tour leader. She was informative and enthusiastic. We..."
Rome, Florence & Venice - Small Group Tour"The later start to the day and more free time was really appreciated. Nice to have..."
Rome and Tuscan Highlights 2018"All perfect, Claudia, our tour leader was outstanding. Hotels charming in a fantastic..."
Genuinely Tuscan"I have now completed two tours with The Chain Gang and both were excellent, with..."
Bike tour, Tuscany, Italy (guided groups)"Tuscan Treats & the Cinque Terre - awesome tour - great Company. Tour guide and Bus..."
Tuscan Treats