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Europe
Italy

Tuscany – Self-guided

A cycling vacation between valleys and fine dining
Self-guided
The Self-guided experience Self-guided designed for independent cyclists. You choose your departure date and dream destination, and enjoy a trip planned by our advisors: transportation, accommodation, meals, and, of course, our exclusive itineraries. These offer routes of interest around stopover towns chosen for their services and accommodation. This means you set off with all the information you need to ensure your trip runs smoothly. Once you reach your destination, you enjoy greater freedom, without a guide or support vehicle, allowing you to choose how you spend each day!

Starting from

4599$

per person

Duration

13 days

12 nights

Level

Level:

4 - Advanced - hilly and mountainous - 50 to 90 km

The dream life

Tuscany is the stuff of dreams! Life is good in this Italian region, where every kilometer you travel reveals a hamlet more ancient and picturesque than the last, and every bend in the road unveils a postcard-perfect landscape.

Between vineyards, villages, and valleys, you will discover Tuscany from the top of its pretty hilltop villages, allowing you to better immerse yourself in its simple but tasty cuisine that showcases the quality of local ingredients. From Montepulciano to San Vincenzo via Siena and Elba Island, wherever you look, art and history come together. There's no better way to discover them than on two wheels!

Go Self-guided

With the Self-guided option, enjoy your stay however you want, in complete independence. We give you the itinerary, book your accommodation, and the rest is up to you!

Dates and prices

Date*
Duration
Prices starting from
Note
( * Contact us to check availability. )

Package includes

transfer between the airport and the hotel, at the destination, on arrival and departure;

12 nights in a three-star hotel, double occupancy;

12 breakfasts and 2 dinners;

  • luggage transport between each stage town (one per person, maximum 20 kg) as well as bike box transport;
  • GPX data, maps, and daily itineraries in electronic format;
  • information to ensure the trip runs smoothly: contact details and phone numbers of transport providers at the destination;
  • bike shops, an emergency number, etc.;
  • taxes;

Not included: air transportation for the passenger, their luggage, and their bicycle; equipment such as bicycles; the presence of a guide; mechanical assistance and access to a support vehicle; costs in the event of mechanical or physical problems; protection under the Travel Agents Customer Compensation Fund (FICAV), i.e., $1 per $1,000 and applicable discounts.

The price of the land portion shown is based on double occupancy. For more information, including the possibility of booking a flight, please contact us. 

Package includes

transfer between the airport and the hotel, at the destination, on arrival and departure;

12 nights in a three-star hotel, double occupancy;

12 breakfasts and 2 dinners;

  • luggage transport between each stage town (one per person, maximum 20 kg) as well as bike box transport;
  • GPX data, maps, and daily itineraries in electronic format;
  • information to ensure the trip runs smoothly: contact details and phone numbers of transport providers at the destination;
  • bike shops, an emergency number, etc.;
  • taxes;

Not included: air transportation for the passenger, their luggage, and their bicycle; equipment such as bicycles; the presence of a guide; mechanical assistance and access to a support vehicle; costs in the event of mechanical or physical problems; protection under the Travel Agents Customer Compensation Fund (FICAV), i.e., $1 per $1,000 and applicable discounts.

The price of the land portion shown is based on double occupancy. For more information, including the possibility of booking a flight, please contact us. 

Other information

Departure/return

Rome-Fiumicino Airport

Rome-Fiumicino Airport

Route rating: 4
Moderately difficult route: hilly and mountainous, relatively significant elevation changes; 50 to 90 km.

Other information

Departure/return

Rome-Fiumicino Airport

Rome-Fiumicino Airport

Route rating: 4
Moderately difficult route: hilly and mountainous, relatively significant elevation changes; 50 to 90 km.

Check the elevation profiles

Discover the elevation changes along this route and plan your upcoming trip with all the necessary information. Please note that elevation changes are provided for informational purposes only and may not always reflect the actual conditions on the ground.

Day-by-day cycling itinerary

Short route: 173 km / Long route: 824 km
1

Day 1

Meet at Rome airport and transfer to Montepulciano (3 hours).

2

Day 2

Free day or loop via Acquaviva, Valiano, Salcheto, Cervognano. Option via Pietraia, Ferretto, Castiglione del Lago, Casmaggiore, Pozzuolo (26 or 43 miles).

3

Day 3

Free day or loop via Pienza, San Quirico d'Orcia, Monticchiello. Option via Castelmuzio, San Giovanni d'Anso, Torrennieri. (30 or 52 miles).

4

Day 4

Free day or loop via Sant’Albino, Chianchiano Terme, Pienza (28 miles).

5

Day 5

Montepulciano, Trequanda, Asciano, Arbia, Siena. Option via Chiusure. (66 to 86 km).

6

Day 6

Free day or loop via Asciano, Monteroni d'Arbia, Corsano (69 km).

7

Day 7

Free day or loops via Ponte A Bozzone, Lecchi, Radda in Chianti, Quercegrossa. Option via San Felice, Villa, Castelnuovo Beradenga, Gaiole in Chianti. (64 to 92 km).

8

Day 8

Siena, Sovicille, Rosia, Frosini, Ciciano, Monterotondo, Suvereto, San Vincenzo. (107 km).

9

Day 9

Free day or loop via Cafaggio, Follonica, Pratoranieri, Riotorto, Venturina Terme. Option via Massa Marittima, Valpiana. (76 or 95 km).

10

Day 10

Free day or loop via Elba Island (39 to 109 km).

11

Day 11

Free day or loop via Castagneto Carducci, Sassetta, Suvereto, San Lorenzo, Campiglia Marittima (63 or 68 km).

12

Day 12

Transfer from San Vincenzo to Rome (3 hours). Rest of the day at leisure.

13

Day 13

Transfer to Rome-Fiumicino Airport.

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