Starting at
per person
Duration
12 nights
Level
4 - Advanced - hilly and mountainous - 50 to 90 km
Tuscany is a dream come true! Life is good in this Italian region, where every mile you travel reveals a hamlet even older and more picturesque than the last, and every turn of the road unveils a postcard-perfect landscape.
Amid vineyards, villages, and valleys, you’ll discover Tuscany from the vantage point of its charming hilltop towns, allowing you to fully immerse yourself in its simple yet flavorful cuisine, which showcases the quality of local ingredients. From Montepulciano to San Vincenzo, via Siena and the Island of Elba, art and history come together wherever you look. To discover them, there’s nothing better than your bike!
With the Self-guided option, enjoy your trip at your own pace and on your own terms. We’ll provide you with the itinerary and book your accommodations—the rest is up to you!
transportation between the airport and the hotel at the destination, both on the way there and on the way back;
12 nights in a three-star hotel, double occupancy;
12 breakfasts and 2 dinners;
Not included: airfare for the passenger, their luggage, and their bicycle; equipment, such as the bicycle; the services of a guide; mechanical repairs and access to a support vehicle; expenses in the event of mechanical or physical mishaps; coverage under the Travel Agents’ Client Compensation Fund (FICAV), i.e., $1 per $1,000 and its applicable discount.
The listed price for the land portion is based on double occupancy. For more information, including how to book a flight, please contact us.
transportation between the airport and the hotel at the destination, both on the way there and on the way back;
12 nights in a three-star hotel, double occupancy;
12 breakfasts and 2 dinners;
Not included: airfare for the passenger, their luggage, and their bicycle; equipment, such as the bicycle; the services of a guide; mechanical repairs and access to a support vehicle; expenses in the event of mechanical or physical mishaps; coverage under the Travel Agents’ Client Compensation Fund (FICAV), i.e., $1 per $1,000 and its applicable discount.
The listed price for the land portion is based on double occupancy. For more information, including how to book a flight, please contact us.
Rome-Fiumicino Airport
Rome-Fiumicino Airport
Route rating: 4
Fairly difficult route: hilly and mountainous, with relatively steep climbs; 50 to 90 km.
Rome-Fiumicino Airport
Rome-Fiumicino Airport
Route rating: 4
Fairly difficult route: hilly and mountainous, with relatively steep climbs; 50 to 90 km.
Check out the elevation changes along this route and plan your upcoming trip with all the information you need. Please note that the elevation changes are provided for informational purposes only and may not always reflect actual conditions on the ground.
Day 1
Meet at Rome Airport and transfer to Montepulciano (3 hours).
Day 2
A rest day or a loop via Acquaviva, Valiano, Salcheto, and Cervognano. Alternative route via Pietraia, Ferretto, Castiglione del Lago, Casmaggiore, and Pozzuolo (42 or 69 km).
Day 3
A day off or a loop route via Pienza, San Quirico d’Orcia, and Monticchiello. Alternative route via Castelmuzio, San Giovanni d’Anso, and Torrennieri. (48 or 83 km).
Day 4
A day off or a loop via Sant’Albino, Chianchiano Terme, and Pienza (46 km).
Day 5
Montepulciano, Trequanda, Asciano, Arbia, Siena. Option via Chiusure. (66 to 86 km).
Day 6
A day off or a loop via Asciano, Monteroni d’Arbia, and Corsano (69 km).
Day 7
A rest day or a loop route via Ponte A Bozzone, Lecchi, Radda in Chianti, and Quercegrossa. Alternative route via San Felice, Villa, Castelnuovo Beradenga, and Gaiole in Chianti. (64–92 km).
Day 8
Siena, Sovicille, Rosia, Frosini, Ciciano, Monterotondo, Suvereto, San Vincenzo. (107 km).
Day 9
A rest day or a loop via Cafaggio, Follonica, Pratoranieri, Riotorto, and Venturina Terme. Alternative route via Massa Marittima and Valpiana. (76 or 95 km).
Day 10
A rest day or a loop via Elba Island (39–109 km).
Day 11
A rest day or a loop via Castagneto Carducci, Sassetta, Suvereto, San Lorenzo, and Campiglia Marittima (63 or 68 km).
Day 12
Transfer from San Vincenzo to Rome (3 hours). Rest of the day at leisure.
Day 13
Transfer to Rome-Fiumicino Airport.
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