The medieval hilltop town of Civita di Bagnoregio will mesmorize you with its enchanting romantic beauty
Surrounded by a ravine and with a breathtaking skyline, the picturesque town of Pitigliano is a Tuscan dream
Enjoy fantastic local produce while taking in the beautiful vistas.
Journey through lovely towns and come face to face with history
Cycle into Montalcino, a town well-known for its Brunello wine
See the historic Bagno Vignoni which is also famous for its thermal baths.
Start and finish the tour in an unforgettably beautiful place
Combining the fun of cycling and beauty of the region leads to a trip well worth it

Italy Bike Tours: Tuscany, Siena and Lazio

7 days
Site savings
$3,021 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
  • Skill Level
    3 - Intermediate
  • Activity Level
    3 - Active
  • Elevation
    3 - Intermediate
  • Terrain
  • Distance
    217.5 miles
  • Avg. Daily Distance
    43.5 miles
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Italy is a land that inspires romantic notions. The delicious food, fine culture, intriguing history, and gorgeous landscapes all combine to conjure up an image that has people scrambling to explore this country. Pedaling on a bicycle through unique regions and sampling the magic of Italia up close is a trip of a lifetime. Setting off from the medieval city of Siena on the second day is an exquisite way to begin. Accompanied by a local and knowledgeable guide you will wind your way through the Chianti Hills where you can be witnesses to the source of the world famous Chianti wines. Along the way you’ll be accompanied by enchanting landscapes of vineyards and rolling hills with some time to enjoy a cappuccino and cornetto.

Your third day of riding brings you to Val d’Arbia valley. This gorgeous carpet of green, dotted with picturesque villages, is the perfect route for riding. Round it off by sampling Montalcino’s finest and famous Brunello wines with dinner that evening.

The fourth day of riding will be unforgettable not just because of the brilliant scenery but of the challenging 10km (6.2mi) ascent into Montalcino. All that pedaling will be worth it as you enjoy lunch and recover at a typical trattoria. 

The twists and turns continue to lead you on the fifth day as you cycle through the maze of villages which typify the Tuscan region. The dominating castle in Radicofani steals the show today; afterwards, enter the region of Lazio and rest your legs in historic Acquapendente.

Further into the trip, Pitigliano catches the eye, a quiet, beautiful town with a 16th-century synagogue that’s now a historic center. Head for the tranquil Lake Bolsena which indicates your return into the Lazio region.

Your last day starts with a sumptuous breakfast where you can reminisce with your group about this wonderful journey before being transferred back to Siena.

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