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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 13 tours that vary from 7 days to 9 days. With the greatest number of departures in May, this is also the most popular time of the year.
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13 trips through Tuscany
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Chianti Walking & Wine
"Almost everything was very good or excellent. In particular: (1) Our guide Liz (superb..."
- 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
- $70
- From
- US $ 1,395
View MoreGetDownload Brochure- days
- 8
$174 per day6 Apr 2019 8 spaces left 13 Apr 2019 8 spaces left 
Rome and Tuscan Highlights 2019
"The later start to the day and more free time was really appreciated. Nice to have..."
- 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
- $253
-
From
$2,525
- US $ 2,273
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- 9
$253 per day26 Apr 2019 10+ spaces left 3 May 2019 9 spaces left 
Rome, Florence & Venice - Small Group Tour
"Our tour guides in the Vatican and Pompei were terrific, but the Coliseum guide was..."
- destinations
- Rome, Vatican City, Siena, Chianti Region, Florence, Venice+4 more
- starts/ ends in
- Rome / Venice
- age range
- 20 to 99 year olds
- accommodation
- Hotel
- transport
- Coach / Bus
- Country Region
- Central Italy, Tuscany
- operator
- Flag Travel Holidays
-20%- Days
- 9
- Our saving
- $424
-
From
$2,070
- US $ 1,646
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- 9
$183 per day2 Nov 2018 5 spaces left 16 Nov 2018 5 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
- Travel style
- Adventure
- operator
- Flag Travel Holidays
Deal- Days
- 7
- Our saving
- $59
- From
- US $ 1,896
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- 7
$271 per day21 Oct 2018 2 spaces left 5 Apr 2019 8 spaces left Gourmet Tuscany
"Ursula was a fabulous guide. They were a variety of day tours and extras to keep..."
- 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
$1,459
- US $ 1,409
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- 8
$176 per day12 May 2019 1 space left 19 May 2019 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
- $54
- From
- US $ 2,101
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- 8
$263 per day19 Jan 2019 9 spaces left 2 Mar 2019 10+ spaces left Headwater - A Taste of Tuscany Walking
8 day food & culinary tour through Chianciano Terme, Castiglioncello del Trinoro, Montepulciano, Pienza, Bagno Vignoni in Italy
- destinations
- Chianciano Terme, Castiglioncello del Trinoro, Montepulciano, Pienza, Bagno Vignoni+4 more
- starts/ ends in
- Chianciano Terme / Chianciano Terme
- age range
- 12 to 99 year olds
- Country Region
- Central Italy, Tuscany
- Travel style
- In-depth Cultural
- operator
- Exodus Travels
- Days
- 8
- Our saving
- $81
- From
- US $ 1,615
View MoreGetDownload Brochure- days
- 8
$202 per day27 Oct 2018 8 spaces left 4 May 2019 8 spaces left Winter in Italy with Venice Carnival
9 day venice carnival tour through Rome, Florence, Pisa, Venice in Italy
- destinations
- Rome, Florence, Pisa, Venice+1 more
- starts/ ends in
- Rome / Venice
- age range
- 12 to 70 year olds
- accommodation
- Hotel
- transport
- Train & Rail, Local Transport+1 more
- Country Region
- Central Italy, Tuscany
- Travel style
- In-depth Cultural
- operator
- G Adventures
- Days
- 9
- Our saving
- $85
- From
- US $ 1,699
View MoreGetDownload Brochure- days
- 9
$189 per day26 Feb 2019 6 spaces left 18 Feb 2020 10+ spaces left Tuscan Treats
"The leader and driver were fantastic... couldn't have been better! The itinerary..."
- 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
- $68
- From
- US $ 2,201
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- 7
$314 per day22 Feb 2019 10 spaces left 15 Mar 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
- $57
- From
- US $ 1,842
View MoreGetDownload Brochure- days
- 7
$263 per day6 Apr 2019 6 spaces left 11 May 2019 6 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
- $109
- From
- US $ 3,514
View MoreGetDownload Brochure- days
- 8
$439 per day18 May 2019 10+ spaces left 1 Jun 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
- $48
- From
- US $ 1,544
View MoreGetDownload Brochure- days
- 8
$193 per day18 Feb 2019 10+ spaces left 25 Feb 2019 10+ 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
- $62
- From
- US $ 1,235
View MoreGetDownload Brochure- days
- 7
$176 per day21 Oct 2018 6 spaces left
Tuscany In-depth Cultural Tour Reviews
"Almost everything was very good or excellent. In particular: (1) Our guide Liz (superb..."
Chianti Walking & Wine"The later start to the day and more free time was really appreciated. Nice to have..."
Rome and Tuscan Highlights 2019"Great guides and fantastic tour leader. She was informative and enthusiastic. We..."
Rome, Florence & Venice - Small Group Tour"All perfect, Claudia, our tour leader was outstanding. Hotels charming in a fantastic..."
Genuinely Tuscan"Ursula was a fabulous guide. They were a variety of day tours and extras to keep..."
Gourmet Tuscany"Tuscan Treats & the Cinque Terre - awesome tour - great Company. Tour guide and Bus..."
Tuscan Treats