Tuscany Green
Experience the real Tuscany in a family-run agriturismo
Download a Detailed Itinerary
Our comprehensive itineraries are a one-stop-shop for all the delightful details of our carefully crafted tours, including:
- A thorough daily itinerary
- Details for exact accommodations
- What to expect
- Travel planning tips
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Biking in Tuscany is an ideal option for cycling enthusiasts of all levels. Whether you’re looking to pedal calmly along the gentle lanes of this beautiful region, or to challenge yourself on the very same hills that cycling legends—including Bartali, Cipollini and Bettini—have trained on, Tuscany can truly be said to be a land of cyclists, and much, much more.
From Agriturismo Il Molinello you’ll be able to enjoy a diverse array of Tuscany cycling routes. There are bike routes to the UNESCO World Heritage site Val d’Orcia, tracks across the stark but gentle landscape of Crete Senesi, or lanes cutting through the vineyards of Chianti and Montalcino. You’ll also get a chance to walk the hallowed halls where the Chianti wine was born, or to stroll in such renowned and beautiful towns as Siena and Pienza.
Tour Essence
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Staying in a central position that allows you to have 6 spectacular rides in 6 different areas of Siena
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An authentic Tuscan experience by staying in a 14th-century mill
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Visit to farms and wine cellars to meet the people behind your food
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“Slow Food-style” breakfasts and dinners
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Olive oil tasting course
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A visit to the town of Siena, a UNESCO World Heritage Site
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Relax at the spa and thermal springs in Rapolano terme
What to Expect
Terrain
Rolling with a few hillsStart Location
AscianoEnd Location
AscianoMileage
Average Daily: 34/39 miles Total: 169/195 milesElevation
Average Daily: 2,499 ft Total: 12,493 ftOnce you have a trip confirmed, we will feed you a steady diet of additional pre-departure information that includes: How to train, prepare, pack and all the wonderful, inspirational and practical things you want and need to know before you go! Our Travel Advisors will be available to help plan your pre- and post-tour travel.
- Van support
- Expert, bilingual guides
- One olive oil tasting course, and one cooking lesson
- Visit and tasting at one local wine estate
- Guided walking tour of Siena
- Shuttle at the beginning and end of your bicycle tour of Tuscany, as well as for certain specified activities mentioned in the program
What’s Included
- Use of our exclusive carbon road bike, La Classica Ribelle (or Equivalent Carbon Road Bike)
- Garmin Edge Touring GPS loaded with the GPX tracks of your rides
- Two water bottles
- Saddle bag with repair kit
- Optional: Map holder on handlebar
Pedal Options
- Flat pedals
- Half-toe pedals (without straps)
What’s Not Included
- Helmet
- Optional: clipless/SPD pedals with shoes
- Optional: your own saddle
- All accommodations
- All breakfasts
- 2 lunches
- 4 dinners
You will be warmly welcomed for all 5 nights of your Tuscany bike tour at Il Molinello, a family-run farm stay, or agriturismo. This is an excellent way to discover Tuscany at its most real and authentic. As well as being a working farm, Il Molinello has premium accommodation options with luxury trappings—perfect for couples, solo travelers, and families alike.
Ecological sensibilities are also fully respected on this greenest of Tuscan bike tour vacations. The farm at Il Molinello has its own organic extra-virgin olive oil production and an organic vegetable garden, and all the apartments have been restored with locally sourced material (travertine and wood). Il Molinello is also energy-independent thanks to solar PV panels, solar water-heating, and other renewable energy sources.
2024
2025
Start Location
AscianoFly Into
FlorenceEnd Location
AscianoFly Out Of
FlorenceAsciano Warm-Up
Meals Provided
Lunch, DinnerAverage Mileage
13 milesElevation Gain
873 ft.Riding Terrain
Rolling with a few hillsMeals Provided
Lunch, DinnerAccommodations
Agriturismo Il Molinello
Agriturismo Il Molinello is a renovated farmhouse where our Top Guides, Sandro and Guido, live, offering a back-to-nature experience. Gentle hills and stunning scenery surround the beautiful location in the characteristic Tuscan landscape outside of Siena.
Val Di Chiana
Meals Provided
Breakfast, Lunch, DinnerAverage Mileage
42/46 milesElevation Gain
3,027/3,440 ft.Riding Terrain
Undulating with one good climb, another climb in the extra loopMeals Provided
Breakfast, Lunch, DinnerAccommodations
Agriturismo Il Molinello
Agriturismo Il Molinello is a renovated farmhouse where our Top Guides, Sandro and Guido, live, offering a back-to-nature experience. Gentle hills and stunning scenery surround the beautiful location in the characteristic Tuscan landscape outside of Siena.
Val d’Orcia
Meals Provided
Breakfast, DinnerAverage Mileage
38/50 milesElevation Gain
3,281/4,097 ft.Riding Terrain
RollingMeals Provided
Breakfast, DinnerAccommodations
Agriturismo Il Molinello
Agriturismo Il Molinello is a renovated farmhouse where our Top Guides, Sandro and Guido, live, offering a back-to-nature experience. Gentle hills and stunning scenery surround the beautiful location in the characteristic Tuscan landscape outside of Siena.
Rapolano Terme, Siena and Crete Senesi Loop
Meals Provided
BreakfastAverage Mileage
30 milesElevation Gain
2,320 ft.Riding Terrain
RollingMeals Provided
BreakfastAccommodations
Agriturismo Il Molinello
Agriturismo Il Molinello is a renovated farmhouse where our Top Guides, Sandro and Guido, live, offering a back-to-nature experience. Gentle hills and stunning scenery surround the beautiful location in the characteristic Tuscan landscape outside of Siena.
Chianti Classico
Meals Provided
Breakfast, DinnerAverage Mileage
46/56 milesElevation Gain
2,992/3,628 ft.Riding Terrain
HillyMeals Provided
Breakfast, DinnerAccommodations
Agriturismo Il Molinello
Agriturismo Il Molinello is a renovated farmhouse where our Top Guides, Sandro and Guido, live, offering a back-to-nature experience. Gentle hills and stunning scenery surround the beautiful location in the characteristic Tuscan landscape outside of Siena.