8 days/7 nights with at least 6 of days cycling

Start any date from April 15 to November 15

except on Saturdays

We recommend to start this tour on a Thursday to see the market in Sinalunga held every Tuesday

Moderate/Challenging 20-40+ miles daily
1 day gently rolling
3 days are moderately rolling
2 days are hilly

Classic Accommodation:   US$1680                       
Luxe Accommodation:   US$1990
                                 Single suppl. classic: US$520
Single suppl. Luxe: US$645 

  • 7 nights hotels 
  • All breakfasts and 2 dinners
  • Use of a top quality 21-speed hybrid bike, complete with pump, patch kit, water bottles. We recommend that you to bring your own helmet for safety and hygiene reasons
  • Detailed route instructions and map
  • Luggage transfers
  • Area Manager available throughout the tour

Our trip starts from Siena.

If coming via London, Air UK flies direct into Florence from Stanstead airport.

From Florence, the easiest way to reach Siena is via bus (it takes less than 1 hour).

If you are flying into Rome or Milan or Pisa, you can reach Siena by train. The journey from Rome takes about 3 hours.

Randonnée Tours


Tuscany Cycling 8 Days
Enjoy la dolce vita! Tuscany is the classic Italian destination, and this adventure offers you famous sights and unusual discoveries. Travel at your own pace and take time to experience the best of Tuscan living. Explore winding walkways in Sienna and ride through hilltop villages in the heart of Chianti, San Gigminano, Castellina, Monterrigioni, Asciano, Pienza,and Montepulciano.

Hotel Il Giardino Palazzo di Valli,

This charming 3-star hotel is a favourite in Sienna. Boasting a beautiful view over the countryside and a 10 minute walk to the historical center, its location is also ideal for cycling out of town on Day 2. The rooms feature high ceilings and the breakfast is superb.


Palazzo Squarcialupi Il Colombaio,
Castellina in Chianti
This charming hotel has comfortable rooms, and a lovely swimming pool. Located close enough to walk to restaurants in Castellina-in-Chianti.
Villa Cennina Hotel Le Valline,

Located among the hills of the Crete Senesi and the Val di Merse, this hotel boasts outstanding views in every direction, a large swimming pool and a tranquil setting.

Hotel La Pace Hotel Podere Alberese,

This property is our newest discovery; this family-owned 17th century property is surrounded by vineyards (the family makes outstanding wines), olive trees and organic gardens. There is a heated swimming pool to enjoy on the property.


Hotel San Gregorio Hotel San Gregorio,
This 3 stars hotel is conveniently located steps to the historical district of Pienza.
Hotel Santa Caterina

Hotel Santa Caterina,
This 18th century villa has been converted into a cozy hotel. It is just a few minutes away from the medieval city gates.

Relais Borgo di Toiano


This 4-Star Tuscan villa boasts panoramic views over vineyards, with a pleasant swimming pool in a very quiet setting.

Hotel Borgo Casa Bianca


This eighteen-century property is one of the most magnificent hotels in Tuscany. There is a large swimming pool, a hydro-massage bath tub, and tennis-courts, all surrounded by an amazing landscape.


Hotel Il Chiostro Hotel Il Chiostro,
Formerly a convent, this hotel features views over the countryside from its gardens.


"We had a fabulous trip! The weather was perfect and the scenery never censed to be breathtaking. The bike routes were challenging in terms of hills but very pleasant because of the lack of traffic and the never-ending views. The accommodations were all good and got progressively better as we went. Same for the meals. It was an unforgettable trip."

- B. and M. Hole

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