Essence Tuscany tour


Once in a lifetime cycling experience

Essence Tuscany tour join us on this total immersion into Tuscany land: back roads head into rolling hills and through the fortified medieval villages of an untouched Tuscany.

Goal of the Essence Tuscany bike tour is also to enjoy the genuine Tuscan food.

Fruity olive oil, pecorino sheep-milk cheese and classic best Tuscany wine: Brunello.

That has made Tuscany so famous, Chianti Classico and Nobile wine.

You will taste a selection of our favorite producers during our special events.
Cycling with the Tuscany’s guide the small group of adventure can enjoy a wonderful combination of nature, culture, cuisine and fun.



Day 1 – Pienza ‘the perfect town’

Meet at Chiusi-Chianciano train station. Transfer to Pienza, the most perfect Renaissance town in the world. Meet your guides, bike fitting session and get to know the rest of the group. OPTIONAL depends on weather conditions and on time taken in the bike fitting Short ride to Bagno Vignoni. The ancient village is located in the heart of Tuscany, in the Val d’Orcia Natural Park. Thanks to the Via Francigena which was the main route followed by pilgrims in antiquity who went to Rome, these thermal waters were found and have been used since Roman times. The heart of the village is the Square of sources, namely a rectangular tank of 16th-century origin, which contains the original source of water that comes from the underground aquifer of volcanic origins. Welcome dinner in the wonderful La bandita townhouse Pienza, where you will taste special homemade pasta.

Day 2 – Montepulciano Montichiello

Loop ride to Montepulciano and Monticchiello.
Level: Moderate to challenging.
Start your day with a pleasant downhill, You’ll follow a route that winds through a scenic landscape checkered with vineyards, cypresses, and medieval village. This is where “the English Patient” was filmed. Among the sites you’ll ride through there are the hilltop villages of Castelmuzio and Petroio. Today’s ride will take you to Montepulciano, which is famous for the production of Vino Nobile di Montepulciano. After a stroll about the medieval streets of this village, you can stop to visit one of the typical wine cellars in town, the oldest one is situated under the Ricci Palace. Back to Pienza through Monticchiello, another hilltop village!
Total Distance 55 km/ 34 miles.

Day 3 – Montalcino Brunello land

Loop ride Montalcino. Today we’ll start out on a long descent into the rolling green pastures of the Val d’Orcia. You are now at Parco Naturale e Artistico della Val d’Orcia, an Unesco site. Imagine cycling up and down in a scene from painting. Along the way face the hearty uphill to Castiglione d’Orcia, with the imposing Rocca A Tentennano. After a rest, enjoy a long downhill to Sant’Antimo Abbey. On your way to the Etruscan village and wine town of Montalcino you’ll pedal through magnificent vineyards. Today it is even more famous thanks to the production of one of Italy’s premier fine red wines, Brunello di Montalcino. Back to Pienza via San Quirico d’Orcia: stop in the village at Horti Leonini Garden, the top attraction of town. Special event: Wine Tasting at Ciacci Piccolomini. Free dinner in town.
Total Distance: 68 km/42,5 miles.

Day 4 – Le crete Castello di Gargonza

Le crete, Castelmuzio, Trequanda, Lucignano. Your detailed directions will take you through typical postcard scenery of Tuscany, Italy’s most photographed region for good reasons. Following a picturesque road, you’ll ride by Castelmuzio, Trequanda. Afterwards, you’ll travel through the fascinating area called Le Crete Senesi. Tuscany’s answer to the Badlands with strange rock formations and lone farmhouses flanked by twin cypress trees. Here the verdant hills give way to little domes of clay and Tuscany reveals another face of its identity, an unusual, almost lunar landscape of chalk cliffs and gullies soaked in a primeval atmosphere.
Cycle in the valley for a while and reach Lucignano, a small village that represents one of the more extraordinary examples of medieval urban planning for its system of elliptic rings arrived intact over the centuries.
Destination is a real castle restored – its magical!
Dinner at your Castello di Gargonza
Total Distance: 57 km/35 miles.

Day 5 – Chianti wine Abbeys

Castelnuovo Berardenga, Castello di Brolio, Pedaling north, we’ll whisk past a pair of typical southern Tuscany towns and make a stop at Castelnuovo Berardenga, a medieval town that marks the gateway to Chianti country. From here you will ride inside the vineyard of famous chianti classico wine passing through many little hamlet.
Not to be missed is Castello di Brolio, castle and winery, home of Barone Ricasoli and his world-renowned wine.
Enjoy the up and down and get to your country resort hotel.
Before dinner we will be treated a Chianti Classico wine tasting in Felsina winery.
Dinner at resort. Special event: Chianti Classico wine tasting at Felsina.
Total Distance 50 km / 31 miles.

Day 6 – Gaiole, Radda Ama

Circular bike ride to heart of chianti.
Bike along quiet roads to the three villages that formed the Chianti Alliance centuries ago.
Visit Tuscany’s forgotten abbeys and hamlets then enjoy a winery tour and taste their supple reds, fresh honeys and rich olive oil.
We’ll stop for lunch in Gaiole, a lively town located along the river Massellone and home to the annual l’Eroica vintage (pre-1987 steel frame) bicycle race.
A few more miles bring us to Radda in Chianti and the way back on the so called via dei Castelli not to be missed the stop at Castello di Ama to visit the winery and the borgo.
Relax by the vanishing edge pool spilling into the countryside of endless vineyards.
Farewell dinner at your resort.
Total Distance: 62 km/39 miles.

Day 7 – Arrivederci

Enjoy the farewell breakafst and wander in Siena!

Price & Inclusions


Cost: € 2.650 per person in double occupancy

single room supplement € 490


Six nights in superior hotels with private bath and breakfast

Four dinners, one lunch & two wine tastings

Snacks and drinks along the way

All maps, trip notes and detailed route directions

All Shuttles and technical assistance

Van Support, all baggage transfers

Experienced english speaking guides

water bottle

Sales taxes

Not included

Airfare to Italy, train to Chiusi, transfer on Day 7, 5 lunches, 2 dinners, alcoholic/non-alcoholic beverages, gratuities, travel insurance, laundry expenses and items of a personal nature

Bike Rental tour

Hybrid bike € 180

Race bike € 210

E-Bike € 210



Guided Bike Tour



Rolling hills and some climbs

rarely flat

Best Time







Go Private

Custom groups any time




Castelnuovo Berardenga Chianti


May 25th to 31st

July 13th to 19th

September 21st to 27th

October 19th to 25th


  • Full immersion in Orcia Valley.
  • Stay in Pienza the ideal renaissance Town.
  • Magical stay at a real medieval castle Gargonza.
  • Riding through scenic landscapes where “English Patient” and “Gladiator” were filmed.
  • A private tour of the cantina of Brunello in Montalcino, one of the older winery Costanti.
  • Enjoy Chianti resort with wine and food focus.

You may also like: RIDE AND COOK LIKE A TUSCAN

contact us and book the tour

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Based on 105 reviews
David Reuter
David Reuter
Trustindex verifies that the original source of the review is Google.
Super friendly and warm guides that did a great job taking our family on a tour on ebikes with kids ages 10 and 12. Highly recommend and they are super flexible to create a great trip for you.
Joel Tieger
Joel Tieger
Trustindex verifies that the original source of the review is Google.
We ordered a 6 day self guided private tour for 9 persons in Tuscany. Everything was excellent. We received custom-planned routes, as per our request. The hotels ordered were really nice. But most of all, the support was really at the best level. For example: we had a problem on a Sunday, and Luigi arrived within half an hour with a spare wheel. And the best part: Luigi and Sara were really friendly, almost like a family. I .highly recommend making a trip with bikeridingtuscany. They and Tuscany are really an excellent combination for an unforgateable experience.
Meir Kimhi
Meir Kimhi
Trustindex verifies that the original source of the review is Google.
The ride, the view and the service of Sara and Gigi were above and beyond what was expected Thank you Sara and Gigi Planning to come back and enjoy your service again
Trustindex verifies that the original source of the review is Google.
Delivery service also possible.
Stephanie Roth-Goldberg
Stephanie Roth-Goldberg
Trustindex verifies that the original source of the review is Google.
I have cycled with many companies all over the world and I can’t recommend these guys enough. Sarah took us on such an awesome ride giving us choices on routes along the way, keeping our pace. Luigi fitted us with nice bikes that had zero issues- we passed many cyclists with flats on the roads but our bikes were well checked and maintained. can’t wait to come back and do it again
Paul Lupas
Paul Lupas
Trustindex verifies that the original source of the review is Google.
Great bikes and fantastic service. My wife and I rented bikes for 2 days. I highly recommend it.
James Stickley
James Stickley
Trustindex verifies that the original source of the review is Google.
My wife and I did a ride with Luigi and Sara and it was absolutely fabulous! The selection of routes -- with a lot of back-road gravel roads -- , top quality gravel bikes, and their friendly and attentive service were all top notch! We would highly recommend riding with them -- we hope to do it again soon!
Paul Rossmanith
Paul Rossmanith
Trustindex verifies that the original source of the review is Google.
Wir haben Räder (Canyon Grizl) geliehen und konnten damit die Umgebung von Rapolano Terme erkunden. Die Räder waren in einem Top Zustand! Gigi ist ein toller, freundlicher Mensch, der für den Sport und seine Heimat lebt. Vielen Dank! Wir freuen uns auf die Sattel-Review. ;)
Ugne Vaitiekunaite
Ugne Vaitiekunaite
Trustindex verifies that the original source of the review is Google.
I rented a Canyon gravel bike and the experience was flawless. The bike was in excellent condition and Luigi was very accommodating. Great service overall
Manuel König
Manuel König
Trustindex verifies that the original source of the review is Google.
I rented the Canyon Gravel bike for the Strade Bianche and felt I had made the optimal choice. The booking process was very easy, Luigi is extremely kind, knowledgeable and helpful, the bikes are beautiful, perfectly maintained and adjusted to your needs and the price is more than fair compared to competitors. 5/5 stars. I would come back any time.

BikeridingTuscany is

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