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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

Please provide your contact information so that we can say “benvenuto”. After submitting the form, you will be able to download the itinerary immediately.


A cultural exploration and bicycle tour of Tuscany
Destination
Italy, Tuscany
Activity
Biking
Level
Intermediate
Level

Perfect for the cycling newbies who already enjoy being active, or anyone who just wants to take it easy.

Pedal at a meandering pace, stopping to take pictures, savor a leisurely lunch and explore the surroundings. Enjoy quiet roads along flat and rolling terrain zigzagging through vineyards, olive groves and farmland.

  • Average daily distance: 35-45 miles
  • Terrain: flat and rolling

Our Athletic Beginner tours are perfect for those who aren’t avid cyclists, but are fit and love to exercise regularly.

On these trips, you’ll enjoy a flowing pace with plenty of time throughout the day to indulge in the local specialties, take in the local culture and enjoy the magnificent views. There will be an occasional hill, more rolling terrain and higher mileage than an Easy tour.

  • Average daily distance: 35-45 miles
  • Terrain: flat and rolling
  • Our guides will offer cycling clinics and one-on-one coaching in cadence, positioning and the art of shifting efficiently on rolling hills.

You love being active and cycling is your preferred way. You are in good physical condition and ride whenever you can.

Intermediate tours maintain a steady pace with opportunities to push yourself by tackling challenging climbs with great descents over stunning terrain. You’ll still have time to explore and enjoy the landscape and towns you’ll visit.

  • Average daily distance: 40-50 miles
  • Terrain: rolling with some hills

You are an avid cyclist who trains regularly, participates in bicycling events and is eager to plan their next bicycling vacation. You enjoy a vigorous ride, challenging climbs and thrilling descents.

These “Epic” and “follow the race” tours are spectacular and have plenty of classic climbs and are perfect for cyclists who covet long mileage with lots of hills and varying terrain.

  • Average daily distance: 45+ miles
  • Terrain: hilly with long climbs
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Duration
6 days / 5 nights
You want to explore the best of Tuscany in seven days and prefer a perfectly based location where you can do loop rides and really learn about an area.
From $4,230 PP 6 days / 5 nights
From $4,230 PP 6 days / 5 nights
Book Now
Schedule A Call
Download Itinerary
You want to explore the best of Tuscany in seven days and prefer a perfectly based location where you can do loop rides and really learn about an area.

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

  • Staying in a central position that allows you to have 6 spectacular rides in 6 different areas of Siena 

  • An authentic Tuscan experience by staying in a 14th-century mill 

  • Visit to farms and wine cellars to meet the people behind your food 

  • “Slow Food-style” breakfasts and dinners 

  • Olive oil tasting course 

  • A visit to the town of Siena, a UNESCO World Heritage Site 

  • Relax at the spa and thermal springs in Rapolano terme 

What to Expect

Terrain
Rolling with a few hills
Start Location
Asciano
End Location
Asciano
Mileage
Average Daily: 34/39 miles Total: 169/195 miles
Elevation
Average Daily: 2,499 ft Total: 12,493 ft
Field of red poppy flowers in Italy
Man holding olive oil
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What's Included

Once 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.

What’s Included
  • 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 Explore 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

La Classica Ribelle

Carbon Road Bike Included
Bianchi C-Sport bike

Bianchi C-Sport 2.5

Hybrid Bike Included

E-Road Bikes

Electric Bike Call for Pricing.

E-Hybrid Bikes

Electric Bike Call for Pricing.
Co-Motion Periscope Torpedo bike

Co-Motion Periscope Torpedo Tandem

Tandem Call for Pricing.
  • 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.

Dates

2025

Sep 27-Oct 2
For Private Groups Only

2026

Oct 12-17
Available
From $4,230 PP 6 days / 5 nights
From $4,230 PP 6 days / 5 nights
$1,050 Single Supplement
Book Now
Schedule A Call
Download Itinerary
Any of our tours can be made private. Contact us to learn more.
Go Private
Guaranteed

Confirmed tours are dates that have been selected by us that have a very high probability of reaching the minimum group size for us to run the tour and for you to receive the best Ciclismo Classico experience. These tours are confirmed as much as a year in advance, compared to our regularly scheduled tours which are confirmed around 90 days prior to departure.  When you place your deposit for a confirmed tour, you have the green light to make your pre and post travel plans and even book your flight with our personal guarantee that your tour will run!

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Single Supplement

If you are traveling alone, this optional single supplement will guarantee you a room to yourself at each hotel. The cost of a single room is often more than half the price of a shared room, so this additional supplement reflects that increased cost for each night over the course of the trip.

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