For five days in July, you will be transported back to ancient Roman times, to the magnificence of the Renaissance, and to one of the cradles of great wine making. Think of endless rows of Cypress trees and the vineyards of Panzano, Greve, Castellani, Gaiole and Radda. And where Da Vincie was believed to have captured, for eternity, his Mona Lisa's smile.

Each day will consist of 80km - 100km of cycling. However on day 3 we will have a shorter route and will visit a Chianti vineyard where we will have lunch and some wine tasting in the afternoon. Day 4 will bring us into the stunning city of Florence, where you can spend some time exploring the home of the renaissance and Day 5 we cycle into Siena for lunch. You can even test your legs on the famous Strade Bianche climb in the centre and finish in the famos Piazza del Campo.

There is a saying that 'there are no flat roads in Tuscany', so be prepared for the rolling hills. Our support vehicles and road captains will be on hand to support you on the road. And if you'd rather take a break, you're free to sit in the jacuzzi or have a dip in the swimming pool at the hotel and give tired muscles a break. Remember, this is a cycling 'holiday'.

The Program

Day One - Greve in Chianti Loop
Distance 80km Elevation 1,663m
Day Two - San Gimignano Loop
Distance 91km Elevation 1,222m
Day Three - Wine Tour Loop
Distance 60km Elevation 700m
Day Four - Florence Loop
Distance 106km Elevation 1,609m
Day Five - Siena Piazza del Campo Loop
Distance 75km Elevation 1,115km

The Accommodation
Palazzo Leopoldo Hotel & Spa

Stay In Quiet, Old World Luxury

Your base is a stunning Tuscan Palazzo hotel in the heart of the Chianti hills and the epicentre of the great wine producers of the region.

Each day you'll set off and return to the beautiful hill town of Radda in Chianti, almost 2,000ft up in this protected area of natural beauty.

The hotel itself boasts spa and relaxation therapies, wellness centre and swimming pool, along with sympathetically restored rooms that balance both modern comforts with the elegance of the old.

Amedeo Tabini

Amedeo is an ex Italian Cycling pro. With well over 1,000 tours under his saddle, Amedeo is the perfect cycling guide to show off his native Tuscan countryside. From the best local coffee stops to beautiful cycle routes, Amedeo will show you the way.

Bring your partner for half price*

Why not invite your better half to come join you and enjoy all the laughs without stepping near a bike. Partners are invited to cheer from the balcony for a 50% discount on tour price.

The serene and majestic accommodation we have booked for this tour offers, spa, swimming and relaxation treatments to while away the hours, along with organised tours of the region for those who just want to come along for the ride - without pedalling a single stroke.

50% discount is only on offer to one 'non cycling' companion and based on sharing room.