Bike & Wine Escape

3-Day Tuscany Cycling Experience

Ride through Valdichiana, Val d’Orcia and Chianti with local guides, wine tastings and authentic Tuscan roads.

Ride Through the Heart of Tuscany

A 3-day premium cycling experience based in Arezzo, designed to explore three iconic areas of Tuscany: Valdichiana, Val d’Orcia and Chianti.

Day 1 – Discover Valdichiana

Arrival in Arezzo and welcome briefing.

The first ride takes you through the countryside of Valdichiana, with panoramic roads, historic villages and authentic Tuscan landscapes.

  • Warm-up ride
  • Scenic countryside roads
  • Local food experience
  • Dinner in Arezzo

Day 2 – Val d’Orcia Experience

An unforgettable cycling day across one of the most iconic landscapes in Italy.

Ride through Pienza, San Quirico d’Orcia and rolling hills surrounded by vineyards and cypress roads.

• Guided cycling tour
• Wine tasting at local winery
• Technical support
• Traditional Tuscan dinner

Day 3 – Chianti Ride

Explore the legendary roads of Chianti with curated routes designed for cycling enthusiasts.

Ride through vineyards, medieval villages and authentic wine roads before returning to Arezzo.

• Guided ride
• Chianti landscapes
• Coffee & wine stops
• End of experience

Included Services

  • 2 nights in 4-star hotel in Arezzo
  • 2 breakfasts included
  • 3 guided cycling tours
  • Technical support vehicle
  • Internal transfers
  • Wine tasting experience
  • 2 traditional Tuscan dinners

€1,350 per person

Small groups for a premium and authentic Tuscany cycling experience.

Limited small-group departures available

Request Information

Tell us your preferred travel dates, group size and cycling level.
We’ll help you plan your Bike & Wine Escape in Tuscany. Available E-Bike.

Email:
info@tuscanybikeexperience.com

Location:
Arezzo · Tuscany · Italy

Plan Your Ride

Send us a message and we’ll reply with availability, route suggestions and package details.