You will be met at Pisa airport and transferred to Poggibonsi where you will meet with your representative for your bike fitting and welcome meeting before going out for dinner.

• Meals: Breakfast
• Ascent: 815 Metres Approx.

Setting off from Poggibonsi this morning you have a few kms to warm up your legs before climbing up to San Gimignano on a mix of gravel roads and wooded single track. Take your time to visit this town of towers, before continuing your journey south.

You’ll now follow a mix of dirt roads and trails through woods, over hills and crossing streams, through a constantly changing rolling Tuscan landscape. Most climbs will be on farm or forest gravel routes, which lead onto sections through vineyards and fields, trails and paths used mostly by local people and farmers. It can be muddy at times!

The destination for today is Strove a small hamlet not far from Abbadia Isola and Monteriggioni. After stopping in the square for a well deserved beer you can move on to your accommodation, where you can enjoy a dip in the pool before heading out for dinner.

• Meals: Breakfast
• Ascent: 610 Metres Approx.

Your first stop for today is the quaint medieval hamlet of Monteriggioni, with time to explore the castle walls and narrow streets. Leaving the fortified village, you’ll continue with a steady off-road climb through the Montagnola range which offers great options of trails and routes.

This area is a well known destination for the Gran Fondo Sienese MTB race. This area is also ideal for some fun mountain biking, as you explore the network of dirt tracks leading into the hillside forests, looping on fun rolling singletracks towards little hamlets and twisting down over rolling fields.

The last part of today’s ride is a lot less bumpy, giving you the opportunity to stretch your legs while riding through wide open fields to the hamlet of San Rocco in Pilli and your accommodation.

• Meals: Breakfast, dinner
• Ascent: 565 Metres Approx.

Leaving San Rocco a Pilli you’ll continue your journey south on the Eroica route and into the Crete Senesi. Arriving near the ancient Etruscan hamlet of Murlo, you’ll enjoy a fun ride on narrow trails by the Crevole River, then up a former mining railway track to Murlo itself.

Picking up the Eroica route you’ll head to Buonconvento where you’ll have time to stop for a refreshment break and if inclined visit the fortified walls.

With your accommodation right in the centre of town, you can enjoy some down time, joining the locals in an afternoon aperitivo!

• Meals: Breakfast
• Ascent: 765 Metres Approx.

Your mountain bike pilgrimage continues as you head towards San Quirico d’Orcia, right in the heart of the UNESCO heritage site of Valle d‘Orcia. The route takes you along the ridge lines of the “crete” offering 360 degree views. The trails are a mix of farm tracks and dirt roads, with cheeky steep sections which will get you out of the saddle!

Today is a tougher day in terms of daily ascent, and after joining a section of the Eroica, you’ll reach your accommodation near San Quirico d’Orcia. With its quaint medieval center dotted with monumental palazzi and churches, San Quirico is a perfect base for two nights allowing us to explore some cultural and historical sites as well as small Tuscan shops, wine bars and restaurants.

• Meals: Breakfast
• Ascent: 870 Metres Approx.

Different options are available for today’s ride. Whichever way you decide to ride, the various terrains and routes will take you from San Quirico on a fast gravel track into the Orcia valley to then then loop back through fields, dense woods and past castle hamlets, until reaching the medieval hamlet of Bagno Vignoni with its healing baths and home to the legendary water nymphs.

After resting and taking time to explore the hot water springs, you’ll head right into the centre of the UNESCO heritage site of Valle D‘Orcia.

From there you’ll start a steady climb towards Pienza along some well-surfaced strade bianche.

Take your time in Pienza to absorb and visit the beautiful medieval center and its monuments, as well as enjoy the panoramic view on the Val d’Orcia, before retracing your pedal strokes a little, back to San Quirico on a mix of single track and gravel roads.

• Meals: Breakfast
• Ascent: 680 Metres Approx.

On the last day of your trip you’ll be riding from San Quirico d’Orcia into the hills to the south of Siena and finally up into the historical center of the town to end in style in the Piazza del Campo!

From San Quirico you’ll start downhill on gravel into the valley to then climb up slightly to the village of Torrinieri. From here a roller coaster ride along the strade bianche takes you to Buonconvento again. Next, a mix of gravel and tarmac roads will take you through the valley of the Arbia River past the villages of Lucignano, Monteroni and Isola d’Arbia.

From Isola d’Arbia you’ll follow the Via Francigena into Siena, riding along a panoramic little tarmac road. You will enter the city through the monumental Porta Roma to cycle to the Piazza del Campo for the grand finale of your holiday.

• Meals: Breakfast

After breakfast we’ll transfer you back to Pisa to say your farewells and savour the memories of a fantastic week on your bikes.

If you wish to spend a day in Pisa at the end of the trip, drop us a line and we can arrange accommodation and may be able to organise a transfer to a hotel instead of the airport.