Chianti Bike Tour in Tuscany's Wine Region
7-day Tour from $5,595 per person
Tour with travel package from $6,345 per person
7-day Tour from $5,595 per person
Tour with travel package from $6,345 per person



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.






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 |
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.






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 |



Over 98% of guests tell us they plan to travel with VBT | Country Walkers again.
