Tuscany Self-Guided Tours & Trips
Explore a wide diversity of tours through Tuscany tailored to suit your taste and thirst for adventure. We have 18 tours that vary from 4 days to 11 days. With the greatest number of departures in August, this is also the most popular time of the year.
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18 trips through Tuscany
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Walking in the Apuane Alps
8 day self-guided tour through Fornaci di Barga, Cardoso, Verni and 4 other destinations in Italy
- destinations
- Fornaci di Barga, Cardoso, Verni, Fornovolasco, Monte Forato, Grotto del Vento, Pania della Croce+6 more
- starts/ ends in
- Fornaci di Barga / Fornaci di Barga
- age range
- 2 to 99 year olds
- accommodation
- Hotel, Guesthouse
- Country Region
- Central Italy, Tuscany
- operator
- UTracks
- Days
- 8
- Our saving
- $46
- From
- US $ 1,114
View MoreGetDownload Brochure- days
- 8
$139 per day22 Aug 2018 2 spaces left 23 Aug 2018 2 spaces left 
Self-Guided Cycling in Tuscany: Pisa to Florence
"Enjoyed the tour except first day. Could not follow the instructions. Got lost and..."
- destinations
- Pisa, Lago di Massaciuccoli, Lucca, Collodi, Pescia, Montecatini, Vinci, Pistoia, Florence, Empoli+9 more
- starts/ ends in
- Pisa / Pisa
- age range
- 12 to 80 year olds
- accommodation
- Hotel
- transport
- Bicycle
- Country Region
- Central Italy, Tuscany
- operator
- Exodus Travels
- Days
- 8
- Our saving
- $55
- From
- US $ 1,310
View MoreGetDownload Brochure- days
- 8
$164 per day25 Aug 2018 6 spaces left 1 Sep 2018 6 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 Francigena Way: Tuscan Hills to Siena
"Excellent week, will definitely go again."
- destinations
- Lucca, Gambassi Terme, San Gimignano, Gracciano, Monteriggioni, Siena+5 more
- starts/ ends in
- Lucca / Siena
- age range
- 2 to 99 year olds
- accommodation
- Hotel
- Country Region
- Central Italy, Tuscany
- operator
- UTracks
- Days
- 8
- Our saving
- $44
- From
- US $ 1,046
View MoreGetDownload Brochure- days
- 8
$131 per day22 Aug 2018 2 spaces left 23 Aug 2018 2 spaces left Cycling Southern Tuscany - Self Guided
8 day bicycle tour through Cortona, Lake Trasimeno, Montepulciano and 5 other destinations in Italy
- destinations
- Cortona, Lake Trasimeno, Montepulciano, Pienza, Monticchiello, Montalcino, Bagno Vignoni, Siena+7 more
- starts/ ends in
- Cortona / Siena
- age range
- 2 to 90 year olds
- accommodation
- Hotel
- transport
- Bicycle
- Country Region
- Central Italy, Tuscany
- Travel style
- Self-Guided
- operator
- Cycle Europe
- Days
- 8
- Our saving
- $58
- From
- US $ 1,396
View MoreGetDownload Brochure- days
- 8
$175 per day28 Aug 2018 8 spaces left 4 Sep 2018 8 spaces left Classic Tuscany - Self Guided
8 day bicycle tour through Florence, Radda in Chianti, Siena, San Gimignano in Italy
- destinations
- Florence, Radda in Chianti, Siena, San Gimignano+3 more
- starts/ ends in
- Florence / San Gimignano
- age range
- 2 to 90 year olds
- Country Region
- Central Italy, Tuscany
- Travel style
- Self-Guided
- operator
- Cycle Europe
- Days
- 8
- Our saving
- $61
- From
- US $ 1,462
View MoreGetDownload Brochure- days
- 8
$183 per day23 Aug 2018 8 spaces left 30 Aug 2018 8 spaces left Headwater - Volterra to San Gimignano Walk
9 day self-guided tour through Volterra, Casole d'Elsa, Colle di Val D'elsa, San Gimignano in Italy
- destinations
- Volterra, Casole d'Elsa, Colle di Val D'elsa, San Gimignano+3 more
- starts/ ends in
- Volterra / Volterra
- age range
- 8 to 99 year olds
- Country Region
- Central Italy, Tuscany
- operator
- Exodus Travels
- Days
- 9
- Our saving
- $72
- From
- US $ 1,723
View MoreGetDownload Brochure- days
- 9
$191 per day23 Aug 2018 8 spaces left 25 Aug 2018 8 spaces left Headwater - Classic Chianti Cycling
11 day self-guided tour through Volterra, Certaldo, Poggibonsi and 5 other destinations in Italy
- destinations
- Volterra, Certaldo, Poggibonsi, Colle Val d'Elsa, Siena, Florence, Colle di Val D'elsa, San Gimignano+6 more
- starts/ ends in
- Volterra / Volterra
- age range
- 8 to 99 year olds
- Country Region
- Central Italy, Tuscany
- operator
- Exodus Travels
- Days
- 11
- Our saving
- $96
- From
- US $ 2,309
View MoreGetDownload Brochure- days
- 11
$210 per day23 Aug 2018 8 spaces left 25 Aug 2018 8 spaces left Headwater - Chianti Classic Walk
11 day self-guided tour through Volterra, Casole d'Elsa, Colle Val d'Elsa, San Gimignano in Italy
- destinations
- Volterra, Casole d'Elsa, Colle Val d'Elsa, San Gimignano+3 more
- starts/ ends in
- Volterra / Volterra
- age range
- 8 to 99 year olds
- Country Region
- Central Italy, Tuscany
- operator
- Exodus Travels
- Days
- 11
- Our saving
- $82
- From
- US $ 1,963
View MoreGetDownload Brochure- days
- 11
$178 per day23 Aug 2018 8 spaces left 25 Aug 2018 8 spaces left Cycle Pisa to Florence
8 day self-guided tour through Pisa, Lucca, Collodi and 4 other destinations in Italy
- destinations
- Pisa, Lucca, Collodi, Montecatini, Vinci, Florence, Empoli+4 more
- starts/ ends in
- Pisa / Pisa
- age range
- 2 to 99 year olds
- accommodation
- Hotel
- Country Region
- Central Italy, Tuscany
- operator
- UTracks
- Days
- 8
- Our saving
- $46
- From
- US $ 1,094
View MoreGetDownload Brochure- days
- 8
$137 per day25 Aug 2018 2 spaces left 1 Sep 2018 2 spaces left Cycle San Gimignano to Siena
5 day self-guided tour through San Gimignano, Volterra, Monteriggioni, Siena in Italy
- destinations
- San Gimignano, Volterra, Monteriggioni, Siena+3 more
- starts/ ends in
- San Gimignano / Siena
- age range
- 2 to 99 year olds
- accommodation
- Hotel
- Country Region
- Central Italy, Tuscany
- operator
- UTracks
- Days
- 5
- Our saving
- $44
- From
- US $ 1,046
View MoreGetDownload Brochure- days
- 5
$209 per day22 Aug 2018 2 spaces left 23 Aug 2018 2 spaces left Walking South of Siena
8 day self-guided tour through Siena, Asciano, SI, Buonconvento and 5 other destinations in Italy
- destinations
- Siena, Asciano, SI, Buonconvento, Montalcino, Bagno Vignoni, San Quirico D'orcia, Pienza, Montepulciano+6 more
- starts/ ends in
- Siena / Montepulciano
- age range
- 2 to 99 year olds
- accommodation
- Hotel
- Country Region
- Central Italy, Tuscany
- operator
- UTracks
- Days
- 8
- Our saving
- $57
- From
- US $ 1,373
View MoreGetDownload Brochure- days
- 8
$172 per day22 Aug 2018 2 spaces left 23 Aug 2018 2 spaces left Tuscany Cycle Explorer
8 day self-guided tour through San Gimignano, Volterra, Monteriggioni, Castellina in Chianti, Siena in Italy
- destinations
- San Gimignano, Volterra, Monteriggioni, Castellina in Chianti, Siena+4 more
- starts/ ends in
- San Gimignano / Siena
- age range
- 2 to 99 year olds
- accommodation
- Hotel, Guesthouse
- Country Region
- Central Italy, Tuscany
- operator
- UTracks
- Days
- 8
- Our saving
- $56
- From
- US $ 1,334
View MoreGetDownload Brochure- days
- 8
$167 per day22 Aug 2018 2 spaces left 23 Aug 2018 2 spaces left Francigena Way: Southern Tuscany
8 day self-guided tour through Siena, Monteroni d'Arbia, Pieve a Salti and 5 other destinations in Italy
- destinations
- Siena, Monteroni d'Arbia, Pieve a Salti, Montalcino, Castelnuovo dell'Abate, San Quirico D'orcia, Radicofani, Acquapendente+7 more
- starts/ ends in
- Siena / Acquapendente
- age range
- 2 to 99 year olds
- accommodation
- Hotel
- Country Region
- Central Italy, Tuscany
- operator
- UTracks
- Days
- 8
- Our saving
- $50
- From
- US $ 1,200
View MoreGetDownload Brochure- days
- 8
$150 per day22 Aug 2018 2 spaces left 23 Aug 2018 2 spaces left Cycle Florence to Siena
4 day self-guided tour through Florence, Greve in Chianti, Radda in Chianti, Siena in Italy
- destinations
- Florence, Greve in Chianti, Radda in Chianti, Siena+3 more
- starts/ ends in
- Florence / Siena
- age range
- 2 to 99 year olds
- accommodation
- Hotel
- transport
- Bicycle
- Country Region
- Central Italy, Tuscany
- operator
- UTracks
- Days
- 4
- Our saving
- $33
- From
- US $ 787
View MoreGetDownload Brochure- days
- 4
$197 per day22 Aug 2018 2 spaces left 23 Aug 2018 2 spaces left
Tuscany Self-Guided Tour Reviews
"Enjoyed the tour except first day. Could not follow the instructions. Got lost and..."
Self-Guided Cycling in Tuscany: Pisa to Florence"Excellent week, will definitely go again."
Francigena Way: Tuscan Hills to Siena