Gravel Bike Tour Siena to Rome

Cycling to Rome on gravel


This Gravel bike tour Siena to Rome tour was born immediately after the spring COVID lockdown in 2020. 

Simona and I had been thinking about this tour for three years but were always too busy during the “normal” working seasons.

Beginning of September 2020, as soon as the lockdown was over we took advantage and left from Siena to Rome!!

We equipped our bikes with the luggage racks and spent 4 amazing day ride in complete freedom.

Cycling on paved, gravel roads and some else on the Francigena way. 

Gravel Bike tour Siena to Rome is plan on the most beautiful itinerary: from the Chianti area to the Orcia Valley crossing village like Pienza, Pitigliano, Tuscania, Sutri, Sorano until to Rome .

Arrived in Rome cycling on path by the Tevere river, ending our tour in Vaticano square… this was incredibly exciting!!!

Now we like to share this amazing adventure in an unforgettable tour.


Day One — Bike Fitting

You will check into your accommodation in Siena.
After the bike fitting you can spend the rest of the day in Siena we’ll have dinner together.

Day Two — Siena to Rapolano Terme 

We will enjoy a very nice ride in the Chianti area and discover Castellina in Chianti, Radda in Chianti e Gaiole in Chianti.
We’ll also visit Brolio Castle and ride on the Eroica road.

Day Three – Rapolano Terme to Pitigliano

Il could be a challenging day!
We will take direction to Pienza, short break to visit the small town and eat the best gelato!!
After we will enjoy downhill to Radicofani and discover several Etruscan settlements areas and necropolis between Sovana, Sorano and Pitigliano (our final destination of the day).

Day Four — Pitigliano to Capranica 

We will “taste” the real up and down roads hills of Tuscany.
This is a challenging day ride on secondary road in the middle of the “wall of Tufo” until the town of  Tuscania, a beautiful Etruscan village surrounded by numerous beautiful Castles. 
Our destination is Capranica surrounded by thousands of hazelnut trees, the first country in Italy for hazelnut production.

Day Five — Capranica to Rome

Today is the final ride to Rome. 
From Capranica we’ll enjoy the way to Sutri, a small but very nice village.
We’ll mostly ride on the Francigena way until Rome. Last part of the ride will be on a cycle path that will take us to Piazza del Vaticano in complete safety. Here we are in Rome!!! 

Day Six — Visit Rome

We‘ll spend the day to visit and enjoy Rome!! 

Day Seven — Back to Siena 

After breakfast we will drive you back to Siena train Station. We’re always sad to leave, but we know that the emotions that we have shared with you on this Tour will continue to enrich our lives in the years ahead!

Price & Inclusions


€ 3150 per person based on double occupancy

€ 500 single supplement


6 nights’ accommodation

5 dinners, 6 breakfasts

Van support, guides, snacks and refreshments

Not Included

Airfare to Italy, lunches,alcoholic/non-alcoholic beverages, gratuities, travel insurance, laundry expenses and items of a personal nature.

Bike rental tour

Gravel carbon bicycle € 270

E-bike € 270

Trip Details


Guided Bike Tour



Rolling hills

Best Time





Go Private

Custom groups anytime


Hotel ¾ Stars






April 09-15

May 29-05 June

June 24-30

July 02-08

September 03-09

October 08-14/22-28

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Based on 96 reviews
Manuel König
Manuel König
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.
Silvia Dagnoli
Silvia Dagnoli
Top! Professionalità e disponibilità al 100%. Ho preso una Canyon Gravel a noleggio, mi sono trovata molto bene.
Very friendly, speaks good english. The bikes themselves are great. The bikes are nog insured by default.
Matthew Ng
Matthew Ng
We had 5 excellent days of gravel riding (self guided Tuscany tour). The routes that Luigi provided us were a good mix of paved and gravel, and of course hills! The bikes (Canyon Grizl) were very nice and the luggage was always waiting for us at the next hotel. Luigi was accomodating, modifying the routes based on my requests. I would definitely recommend doing a trip with this company.
Robert Head
Robert Head
The route was wonderful, with amazing scenery and history at every turn. Our guides, Sarah and Gigi were the best. They are both very accomplished and personable riders, provided interesting history of Tuscany during the tour, and emphasied safe riding while keeping everyone within sight. They are also great dinner companions!
James Twidale
James Twidale
Luigi and BikeRiding Tuscany were an absolute pleasure to deal with. The bike was in incredible condition, delivered to my hotel and Luigi even arranged for a local mechanic to help with a small mechanical issue after my first ride. The experience from start to finish was brilliant. The communication friendly and quick. Simona was equally helpful on collection of the bicycle. I would love to join Luigi for a cycle tour as he seems very knowledgeable about the area and a good rider. I would recommend this company to anyone looking to explore Tuscany or Siena.
Mark Gatha
Mark Gatha
Exceptional self guided tour. I highly recommend for all levels (but especially for a road cyclist). This is the tour company to book with! Bikes - excellent high end bikes. I rode a Canyon Ultimate CF SL Ultegra - light and fast and we'll tuned with new tires. My wife road the e-mountain bike which she really enjoyed. Routes - beautiful. We did 50-60km a day. Rapolano de Terme, Pienza, Montalcino, Siena and Castellini in Chianti. Varied terrain, vineyards, great climbs and beautiful medieval towns. Extremely well thought out. All on quiet roads. Hotels - all 3 and 4 stars with loads of character. The ones with pools were our favourites. All of the hotels were able to let us check in very early (it was hot so we rode as early as we could manage). Hotels all came with breakfast. Really great. Service - Luigi was a gem. Easy to contact, quick to communicate (before we came and during the tour) and passionate about cycling. He gave us a lot of great recommendations to help maximize our tour. I cannot say enough positive things about this trip and Bike Riding Tuscany. This was truly memorable. Highly recommended.
Bruce Jenkins
Bruce Jenkins
I was on a trip around the world and stopped in Italy. A friend recommended BikeRidingTuscany to me for an unforgettable experience and it didn’t let down. They planned a custom 1 day gravel ride for me that took us from Rapolano Terme to Sienna and back. The pace was perfect and they were gracious with any requests for breaks or stops for water/food. I enjoyed myself so much that I extended my stay to do a run on the gravel amongst the beautiful sunflowers. If you’re adventurous, and seeking some safe fun riding, this is your team
greg luckos
greg luckos
Great rental service! Nothing is a problem for Luigi. All bikes are set up tubless. Thank you

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