Italy Bike Tours: Tuscany, Siena and Lazio

Duration
7 days
Site savings
$98
From
$4,800 USD

Pedal straight into the middle of a fine, Italian dream as you cycle through the glorious regions of Tuscany, Siena and Lazio. Bask in the gorgeous valleys, pretty villages and unique medieval hilltop towns while clocking up the kilometers before sitting down at the end of every day to rest your legs and enjoy the finest Italian cuisine and delicious wines. What could be better!

  • Category
    Road Cycling
  • Type
    Fully Guided
  • Duration
    7 days
  • Culture Level
    Familiar
  • Skill Level
    3 - Intermediate
  • Activity Level
    3 - Active
  • Elevation
    3 - Intermediate
  • Terrain
    Hilly
  • Distance
    208.2 miles
  • Avg. Daily Distance
    40.4 miles
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Experience the ultimate road bike tour through Tuscany—one of the most picturesque regions in the world. This six-day cycling holiday will take you deep into the heart of Italy, across rolling hills, vineyard-covered valleys, and medieval towns rich in history and charm. From the iconic landscapes of Chianti and Siena to the timeless beauty of Montalcino, San Quirico d'Orcia, Pitigliano, Lake Bolsena, and Civita di Bagnoregio, you’ll discover the authentic soul of Italy on two wheels.

Designed for medium-trained cyclists, you’ll ride 60 to 80 km each day, accompanied by an expert cycling guide and supported by a dedicated minibus. This tour spans both Tuscany and Lazio, blending breathtaking scenery with cultural immersion, historic sites, and scenic climbs and descents that define classic Italian cycling.

What makes this tour truly special is its focus on the full Tuscan experience. You’ll stay in handpicked accommodations known for their charm and hospitality and dine in acclaimed local restaurants that showcase the region’s rich culinary traditions. Every stop is a celebration of local flavour—from world-renowned wines like Brunello di Montalcino to traditional dishes served with pride.

This isn’t just a cycling trip—it’s a journey through Italy’s living heritage, where every pedal stroke leads you to something unforgettable.

Tour inclusions and exclusions at a glance:

What's included?
Items included in the cost of the tour

On this trip you’ll want to just put your feet on the pedals, bask in the stunning surroundings of the Italian countryside, and worry about nothing else. That is why practically everything is included in this cycling adventure.

  • Luggage transfer
  • Minibus assistance
  • Technical assistance
  • Cycling jersey
  • Transfers between train station and hotel
  • Clean and comfortable accommodations
  • Local English speaking cycling leader/guide.
  • 6 dinners and breakfasts
  • Medical assistance insurance
What's not included?
Items not included in the cost of the tour

On an amazing trip like this it’s important you can just focus on having a good time. As previously mentioned very little is excluded; however, there are a few items listed below that you must arrange yourself.

  • Tips
  • Drinks at dinner
  • Laundry service
  • Lunches
  • Medical insurance
  • International / Domestic flights
  • Free bike rental is not included. Please see the available rental options below.

Tour options and upgrades:

3 equipment options available
1 tour add-on available