TOSCANA, CERTO!

We have created a special Tuscan cycling holiday that delights the eye at every turn, and the tastebuds at every meal.

Come on a journey with us that begins in the hills of Chianti tasting wines of the same name. Then on to the Bolgheri area famous for Sassicaia wines, and finish in hallowed Brunello territory on the beautiful slopes of Montalcino. An adventure through Tuscany is inescapably linked to wine, whether it is a simple red to accompany perfect, fresh pasta or a renown vintage with a delectable dish.

The Tuscans excel in creating food, wine and architecture that enhances the natural beauty and produce of their region. All with a smile and warm hospitality. There is no doubt the terrain is hilly, which only adds to the thrill of the views that unfold with every crest. This tour is ideal for riding as energetically or not... as you like. And for non-riding companions to share the experience.

Join us for a bike tour that is a truly incredible taste of Tuscany!

WHAT'S INCLUDED

RECOMMENDED AIRPORTS

ARRIVAL FLORENCE DEPARTURE FLORENCE

FULL ITINERARY

DAY ONE FRI 10 MAY | WELCOME

Early morning group transfer from Florence to Radda in Chianti. Check in to our delightful hotel, followed by bike set up. A wonderfully easy ride after a delicious, introductory lunch, to get the body moving again after travelling. We take a winding route through the vineyards surrounding Radda with views across the Chianti hills. Welcome to Tuscany!
DISTANCE | 28KM | 18MI
ELEVATION | 400M | 1300FT

DAY TWO SAT 11 MAY | RADDA LOOP

An enchanting ride in the Chianti hills to Gaiole, famous for being the start of the legendary Eroica Race. This race is where you have to ride a vintage bike on the unsealed roads of Tuscany, the 'Strade Bianche'. We'll visit the bike museum in this delightful village before the ride back to Radda.
DISTANCE | 60KM | 37MI
ELEVATION | 1200M | 3900FT

DAY THREE SUN 12 MAY | RADDA TO VOLTERRA

This a beautiful ride in the heart of the Chianti region, winding up and down through vine clad hills to San Gimignano. After stopping to explore a little of this famous village of towers, we ride the final climb of the day to the ancient, hilltop town of Volterra.
DISTANCE | 70KM | 43MI
ELEVATION | 1100M | 3600FT

DAY FOUR MON 13 MAY | VOLTERRA TO BOLGHERI

Today we pedal our way through the Bolgheri wine region, stopping for lunch and superb wine tasting. The return from Castagneto Carducci to Volterra is by van, although those who would like a bit longer in the saddle are welcome to ride.
DISTANCE | 70KM | 43MI
ELEVATION | 1000M | 3300FT

DAY FIVE TUE 14 MAY | VOLTERRA TO SIENA

We say goodbye to Volterra and hello to Siena! The ride is fantastic, winding through charming villages, until the intriguing city of Siena is before us. We'll have time to wander through Siena before dinner.
DISTANCE | 68KM | 42MI
ELEVATION | 900M | 2950FT

DAY SIX WED 15 MAY | REST DAY IN SIENA

Today we take a day off the bike to visit Siena with a local guide, possibly climbing up the Torre del Mangia which will give you a bird's eye view of the town. In the afternoon there is the choice of an optional trip to the Terme di Rapolano, and some relaxation in the spa, or free time for shopping!

DAY SEVEN THU 16 MAY | SIENA TO PIENZA

We farewell Siena and head towards the famous town of Pienza, crossing the Crete Senesi, the 'badlands' area west of Asciano. An optional stop to visit the beautiful Abbey of Monte Oliveto before we arrive at out final destination, gorgeous Pienza.
DISTANCE | 78KM | 48MI
ELEVATION | 1100M | 3600FT

DAY EIGHT FRI 17 MAY | PIENZA LOOP TO SINALUNGA

Today's route takes us to the delightful village of Montepulciano, famous for wine and its steep little streets. Then a relatively flat course to Sinalunga before a lovely, undulating course back to Pienza.
DISTANCE | 60KM | 37MI
ELEVATION | 1100M | 3600FT

DAY NINE SAT 18 MAY | PIENZA LOOP TO MONTALCINO

We've saved the best ride for last with the spectacular scenery of the heritage listed Val d'Orcia. This is the Tuscany you have imagined. We visit Montalcino, home of one of Italy's finest wines, the renown Brunello.
DISTANCE | 75KM | 47MI
ELEVATION | 1300M | 4250FT

DAY TEN SUN 19 MAY | GOODBYE

Group transfer to Florence.
Time to say farewell, until next time!

WHAT'S NOT INCLUDED

DO YOU REWARD REGULAR GUESTS?

We are very fortunate to have a loyal following of “Puntos” and would love to count you as one! Check out our Loyalty offers.

HOW MUCH RIDING DO I HAVE TO DO?

As much or as little as you want. It’s your holiday. You determine how much you want to ride. You can, on any day, choose to cut a ride short, miss a climb, only do the downhills, have a rest day or ask for more! The van is always handy if you choose not to ride, and a guide is always willing to do some extra distance if you wish. You just need to ask.