Chianti Bike Tour in Tuscany's Wine Region
7-day Tour from $5,095 per person
Tour with travel package from $6,345 per person



Super Tuscan Vineyards & Coastal Cycling
On this sumptuous cycling vacation, we’ve paired the sun-soaked Tuscan seacoast with the lush vineyards of Chianti. This is the beating heart of Italian wine country—and on this exhilarating adventure your local Trip Leaders introduce you to the families, vineyards, and vintages that make it world-renowned. Challenge yourself cycling Chianti’s...
On this sumptuous cycling vacation, we’ve paired the sun-soaked Tuscan seacoast with the lush vineyards of Chianti. This is the beating heart of Italian wine country—and on this exhilarating adventure your local Trip Leaders introduce you to the families, vineyards, and vintages that make it world-renowned. Challenge yourself cycling Chianti’s vine-draped hills—and tour an ancient castle and vineyard where you’ll taste some of the region’s exquisite vintages with a local sommelier. Visit a family-run olive oil mill for a tasting and farm-fresh lunch, learn how to prepare authentic Italian dishes in a classic Tuscan farmhouse, and explore the walled medieval village of Monteriggioni. In the evenings, wrap yourself in luxury during stays at converted palaces and spa resorts boasting thermal pools, a private beach, and even an historic Etruscan tepidarium.
Tour Highlights
- Enjoy luxurious accommodations with sandy beaches and elegant regional cuisine.
- Visit the home of a longtime VBT friend and prepare a traditional Tuscan meal alongside her.
- Tour a 13th-century castle and vineyard in Chianti and learn about the region’s world-renown vintages.
- Cycle along Bolgheri’s iconic cypress-lined avenues, and discover the stunning medieval towns of Castagneto Carducci, Sassetta, and Suvereto.
- Explore the ancient Etruscan city of Populonia with its sweeping views of Baratti Bay.






Super Tuscan Vineyards & Coastal Cycling
On this sumptuous cycling vacation, we’ve paired the sun-soaked Tuscan seacoast with the lush vineyards of Chianti. This is the beating heart of Italian wine country—and on this exhilarating adventure your local Trip Leaders introduce you to the families, vineyards, and vintages that make it world-renowned. Challenge yourself cycling Chianti’s...
On this sumptuous cycling vacation, we’ve paired the sun-soaked Tuscan seacoast with the lush vineyards of Chianti. This is the beating heart of Italian wine country—and on this exhilarating adventure your local Trip Leaders introduce you to the families, vineyards, and vintages that make it world-renowned. Challenge yourself cycling Chianti’s vine-draped hills—and tour an ancient castle and vineyard where you’ll taste some of the region’s exquisite vintages with a local sommelier. Visit a family-run olive oil mill for a tasting and farm-fresh lunch, learn how to prepare authentic Italian dishes in a classic Tuscan farmhouse, and explore the walled medieval village of Monteriggioni. In the evenings, wrap yourself in luxury during stays at converted palaces and spa resorts boasting thermal pools, a private beach, and even an historic Etruscan tepidarium.
Tour Highlights
- Enjoy luxurious accommodations with sandy beaches and elegant regional cuisine.
- Visit the home of a longtime VBT friend and prepare a traditional Tuscan meal alongside her.
- Tour a 13th-century castle and vineyard in Chianti and learn about the region’s world-renown vintages.
- Cycle along Bolgheri’s iconic cypress-lined avenues, and discover the stunning medieval towns of Castagneto Carducci, Sassetta, and Suvereto.
- Explore the ancient Etruscan city of Populonia with its sweeping views of Baratti Bay.






What's Included
VBT Gives You More
You don’t have to sweat the small stuff. We take care of everything when you choose our Tour + Travel Package. With our Tour + Travel Package, we arrange your flights, Airport Pickup and Drop-off, and a Pre-Tour and Post-Tour Hotel Night if your flights require you to fly in the day before and out the day after your tour. You arrive rested, leave refreshed, and we do all the work.
| Tour + Travel Package | Tour Only | |
|---|---|---|
| Exceptional Boutique Accommodations | ||
| Luggage Transportation | ||
| Entrance Fees and Special Events as Noted in the Itinerary | ||
| Free Branded Gear | ||
| Local Leaders Throughout the Tour | ||
| Support Vehicle | ||
13 Included Meals: 6 Breakfasts, 3 Lunches, 4 Dinners | ||
| Local Wine and/or Beer with Included Dinners | ||
| High-Quality Bike or E-bike for Use on Tour | ||
| Helmet and Bike Bag for Use on Tour | ||
| Ride with GPS Navigation | ||
| Roundtrip Airfare | Not included | |
| Airport Pickup and Drop-off | Not included | |
Pre-Tour Hotel Night in Florence | Not included | |
Post-Tour Hotel Night in Lucca | Not included | |
2 Additional Meals: 2 Breakfasts | Not included | |
| City Highlights Information | Not included |




