8 days Cycling Tour in Italy, Tuscany 2025

About the tour

Pisa > Voleterra > San Gimignano > Chianti > Sienna > Pienza > Montalcino > Val d’Orica > …

Pedal through the heart of Tuscany, where every turn reveals breathtaking landscapes, historic hilltop villages, and world-renowned cuisine. Starting in Pisa, marvel at the iconic Leaning Tower before heading to Volterra and then to San Gimignano, the “Town of Fine Towers,” with its medieval skyline. Glide through the rolling vineyards of the Chianti region, savoring some of Italy’s finest wines. Explore the timeless charm of Siena, with its magnificent Piazza del Campo, and continue to the picturesque streets of Pienza, a UNESCO World Heritage Site. In Montalcino, taste the famous Brunello wines, then immerse yourself in the dreamy vistas of Vald’Orcia, where golden fields and cypress-lined roads define the quintessential Tuscan countryside. Along the way, discover other hidden gems, indulge in fresh pasta, wood-fired pizza, and irresistible gelato, and enjoy the warmth of Italian hospitality. This is more than a cycling tour—it’s a feast for the senses, steeped in culture, history, and natural splendor.

The trip is going to be led by HC expert team > your regular Ride Leader Aigars accompanied by a SAG van driver (TBD), what promises a memorable and enriching experience.

WHAT’S INCLUDED

• 8-day / 7-night Guided & SAG van supported tour
• Bespoke itinerary
• Transfers from/to the airport
• Ground transportation including luggage & bikes
• All accommodation fees
• All breakfasts
• On-road picnic lunches & sports nutrition
• Our SAG van at your disposal anytime during the tour
• Two HC Bike Tours staff:
  – SAG van driver
  – Ride Leader – Aigars
• Services of HC Bike Tours: planning, bookings, flexibility, mechanic, guidance, concierge services, suggestions, coaching, good knowledge of the area
• HC support van: we will drive a comfortable 9-seater van equipped with bike racks, all needed for mechanic assistance, and mid-ride snack stops + a trailer for luggage
• HC special tour`s welcome pack
• Some photos of your tour

WHAT’S NOT INCLUDED

• Airfare
• Travel and personal insurance (highly recommended)
• Additional personal expenses, i.e. phone charges, mini-bar, drinks, laundry, coffee stops, gratuities
• Lunches & Dinners (snacks at the van included, and we will reserve restaurants for dinners)
• Sarto Rental bikes (available for an additional fee)

EXTRAS

• Single supplement – EUR 490
• High quality Italian Sarto Road Bikes for rent – EUR 280 including delivery, daily maintenance & cleaning, and bike damage insurance
  Additional extras: carbon wheels – EUR 70; integrated power meter – EUR 50
  Rental bikes are highly recommended to make your traveling hassle free. We deliver the bikes to the start and pick those up at the end of the trip, also we help with bike set up, and make sure those are clean and serviced daily. Read more about Sarto bikes here
• Other services you might require – to be discussed

______________________________________________

Considering a bicycle trip to Italy? Read the story about our previous bicycle trip to Italy > Custom Cycling Tours Italy

Request your Custom & Private bicycle trip offer > Custom tours.