TUSCANY CYCLING TOUR
Riding the rolling Hills of Tuscany
Join the ride!
Pedal through rolling hills, medieval villages, and the iconic countryside of Tuscany with Roberto. Experience Italian culture, cuisine, and history up close — both on and off the bike.
Available Tour Periods
Saturday, March 7th - Saturday, March 14th, 2026
Saturday, April 4th - Saturday, April 11th, 2026
Saturday, May 9th - Saturday, May 16th, 2026
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Pricing
Cyclists: 4,200 Euros
Non-Cyclists: 2,100 Euros
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Maximum Capacity
Cyclists: 10 guests
Non-cyclists: 10 guests
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Available Bikes
Standard Gravel and E-Bikes!
BMC and Specialized
Meet your guide Roberto!
Born and raised in Tuscany, Roberto knows the region’s landscapes, culture, and hidden gems like few others. He designs routes that blend stunning scenery with authentic local experiences.
In 2018, he completed a 2,200 km solo ride from Canterbury to Rome along the Via Francigena, retracing the journey of Bishop Sigerico. His passion for cycling and history shapes every tour he leads.
Scheduling
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Airport Pickup (Pisa and Florence only)
Arrival at Villa Meleto and get settled in our Country House. The afternoon will be open for everyone to get comfortable and explore the property.
5:30 PM “Wine Tasting of niche producers” at Villa Meleto & presentation of our “Meleto Project and The Skylark Campus for neurodivergent students”. This is complimentary.
7:30 PM, Welcome Dinner at the Villa
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9:00 AM, Breakfast
11:00 AM, Tour of Siena with a private tour guide. Guests are free to have lunch wherever they like before we return to Villa Meleto at 3 pm.
4:00PM “Review gears and bikes” for each guest
5:00 PM, Tea and small pastry (wine and finger food a la carte) at the Villa
7:30 PM, Dinner at Villa Meleto and presentation video of the planned bike tour for the following day.
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7:30 AM, Breakfast
8:30 AM, Departure for our first tour “Biking the Chianti Region”.
*Details of the biking route will be sent to you upon receiving your email information
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9:00 AM, Breakfast
11:00 AM, we will leave for a trip to Florence where we will explore the historic city center with a private guide. Guests are free to have lunch wherever they like before we return to Villa Meleto at 4:00 pm.
5:30 PM Tea and Biscotti (wine and fingerfood a la carte)
7:30 PM, Dinner at Villa Meleto and presentation video of the planned bike tour for the following day.
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7:30 AM, Breakfast
8:30 AM, Departure by private bus to our second tour “Biking The Val D’Orcia”
*Details of the biking route will be sent to you upon receiving your email information
4:00 PM Returning to Villa Meleto
5:30 PM Tea and Biscotti (wine and fingerfood a la carte)
7:30 PM Dinner at Villa Meleto
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I9:00 AM, Breakfast
11:00 AM, Departure for Pisa with a private guide. Planned return to Villa Meleto by 4:00 pm.
5:30 PM Tea and Biscotti (wine and fingerfood a la carte)
7:30 PM, Dinner at Villa Meleto and presentation video of the planned bike tour for the following day.
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7:30 AM, Breakfast
8:30 AM, Departure from Villa Meleto for our last biking tour of the week “Biking The Via Francigena”.
*Details of the biking route will be sent to you upon receiving your email information
3:00 PM, Return to Villa Meleto.
5:00 PM, Tea, biscotti and wine tasting while learning about the greater social and cultural project that is Villa Meleto.
7:30 PM, Arrivederci dinner.
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9:00 AM, Breakfast
11:00 AM, Check-out and departure for the airport (Pisa and Florence only).
*Times depend on guest’s different flight departure
Registration process must be started and/or completed within the following dates in order to attend:
March Tour: February 1st, 2026 April Tour: March 1st, 2026 May Tour: April 1st, 2026
Before registering, we invite all guests to submit an enquiry. This helps us answer your questions, confirm availability, and ensure the biking tour is the right fit for your experience and comfort level.