Find My Italy Bike Tour
From the sun-soaked hills of Tuscany and the vineyard-covered landscapes of the Piedmonte to the ancient villages and winding country roads in between, Italy offers something for every cyclist. Whether you’re chasing panoramic climbs, savoring world-class wines, or exploring rich cultural history by bike, Tuscany and the Piedmonte deliver unforgettable rides through the heart of Italian life.
More Information
Italy Bike Tours:
From Tuscan Hills to Piedmont Vineyards—Explore Italy by Bike.
Our custom Italy bike tours guide you through two of the country’s most captivating and culturally rich regions: Tuscany and Piedmonte. From scenic countryside rides to world-class food and wine, each area offers its own blend of history, landscape, and charm—letting you craft a cycling experience that matches your style and spirit.
Discover Italy’s Most Beloved Cycling Regions
Tuscany – Ride through iconic rolling hills, past cypress-lined roads and centuries-old villas. Explore picture-perfect villages such as:
-
San Gimignano – the “Medieval Manhattan” with its famous towers
-
Radda in Chianti – in the heart of the Chianti Classico wine region
-
Pienza – a Renaissance gem with breathtaking views over the Val d’Orcia
-
Cortona – a hilltop town steeped in Etruscan history
Enjoy leisurely wine tastings at family-run vineyards or tackle rewarding climbs with panoramic views. Tuscany offers routes for every rider, from relaxed to ambitious.
Piedmont – Tucked against the foothills of the Alps, Piedmont is a dreamscape of vineyard-covered hills, quiet farm roads, and culinary tradition. Discover villages like:
-
Barolo – birthplace of the renowned wine
-
La Morra – perched above the Langhe with unforgettable vistas
-
Alba – famous for its white truffles and rich local cuisine
Piedmont combines gentle terrain with gastronomic indulgence, making it ideal for riders who savor both scenery and flavor.
A Tour Designed Around You
No matter your cycling style, our Italy bike tours are built to fit your pace, preferences, and goals:
-
E-bike and hybrid options for laid-back exploring
-
Road bike routes for more ambitious days in the saddle
-
Itineraries from 5 to 10 nights, or fully custom-designed experiences
Let us design your perfect Italian cycling adventure—whether you’re chasing vineyard views, village charm, or the next unforgettable meal.
Jamie & Joy's Insider Tips
Italy offers a magical mix of history, vineyards, rolling hills, and mountain climbs—perfect for cyclists who want culture and challenge. Below are tips for Tuscany and Piedmonte, plus how to choose the right region for your cycling dreams.
Tuscany
-
Best time to visit: May and June as well as September and October for sunny, mild weather and fewer crowds. It can get HOT in Tuscany during July and August, but if you’re accustomed to heat, it may be perfect for you.
-
Sites not to miss: Florence’s Duomo, Siena’s Piazza del Campo, San Gimignano’s towers, Chianti’s vineyard roads, and the Val d’Orcia (UNESCO World Heritage).
-
Blooming season: Poppies in May, sunflowers in late June and into July, vineyard harvest in September.
-
Wine Varietals: Chianti Classico, Montepulciano (Vino Nobile), and Montalcino (Brunello).
-
Markets:
-
Florence (Sant’Ambrogio Market, daily except Sunday)
-
Siena (Wednesday)
-
Greve in Chianti (Saturday)
-
- Best start day: Take a look at our itineraries and aim to wake up to the morning market in the village where you’re staying.
Piedmonte
-
Best time to visit: September and October for grape harvest and the Alba truffle season. Or May and June for wildflowers and milder weather.
-
Sites not to miss: Barolo and Barbaresco villages, Alba (home of white truffles), and the Langhe hills.
-
Blooming season: Wildflowers and hazelnut blossoms in late spring; vineyards heavy with grapes in September.
-
Wine Varietals & distilleries: Barolo, Barbaresco, and Asti for sparkling wines; grappa distilleries are dotted throughout the region.
-
Markets:
-
Alba (Saturday, year-round, extra truffle market in October/November)
-
Turin’s Porta Palazzo (daily, Europe’s largest open-air market) Visit on the way to and from our tours!
-
Asti (Wednesday & Saturday)
-
- Best start day: Take a look at our itineraries and aim to wake up to the morning market in the village where you’re staying.
Choosing the Right Italian Destination
-
For wine lovers: Piedmont (Barolo, Barbaresco) is unbeatable, while Tuscany offers Chianti, Brunello, and more approachable tasting routes. You can’t lose!
-
For cultural immersion: Tuscany has Renaissance art, medieval towns, and rolling hills dotted with villas.
-
For foodies: Piedmont shines with truffles, hazelnuts, and Michelin-starred dining; Tuscany brings rustic farm cooking and iconic pasta dishes.
-
For riders seeking iconic landscapes: Tuscany’s cypress-lined roads and sunflower fields are quintessential Italy.
-
For stronger riders wanting climbs: Piedmont’s Langhe hills are more demanding than Tuscany’s rolling terrain, making it a great challenge for experienced cyclists.
Find My Bike Tour:
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Looking to plan a bike trip of a lifetime? Browse and filter through our tours or click below to customize your bike tour experience.
Find My Italy Bike Tour
From the sun-soaked hills of Tuscany and the vineyard-covered landscapes of the Piedmonte to the ancient villages and winding country roads in between, Italy offers something for every cyclist. Whether you’re chasing panoramic climbs, savoring world-class wines, or exploring rich cultural history by bike, Tuscany and the Piedmonte deliver unforgettable rides through the heart of Italian life.
Find My Italy Bike Tour
From the sun-soaked hills of Tuscany and the vineyard-covered landscapes of the Piedmonte to the ancient villages and winding country roads in between, Italy offers something for every cyclist. Whether you’re chasing panoramic climbs, savoring world-class wines, or exploring rich cultural history by bike, Tuscany and the Piedmonte deliver unforgettable rides through the heart of Italian life.
More Information
Italy Bike Tours:
From Tuscan Hills to Piedmont Vineyards—Explore Italy by Bike.
Our custom Italy bike tours guide you through two of the country’s most captivating and culturally rich regions: Tuscany and Piedmonte. From scenic countryside rides to world-class food and wine, each area offers its own blend of history, landscape, and charm—letting you craft a cycling experience that matches your style and spirit.
Discover Italy’s Most Beloved Cycling Regions
Tuscany – Ride through iconic rolling hills, past cypress-lined roads and centuries-old villas. Explore picture-perfect villages such as:
-
San Gimignano – the “Medieval Manhattan” with its famous towers
-
Radda in Chianti – in the heart of the Chianti Classico wine region
-
Pienza – a Renaissance gem with breathtaking views over the Val d’Orcia
-
Cortona – a hilltop town steeped in Etruscan history
Enjoy leisurely wine tastings at family-run vineyards or tackle rewarding climbs with panoramic views. Tuscany offers routes for every rider, from relaxed to ambitious.
Piedmont – Tucked against the foothills of the Alps, Piedmont is a dreamscape of vineyard-covered hills, quiet farm roads, and culinary tradition. Discover villages like:
-
Barolo – birthplace of the renowned wine
-
La Morra – perched above the Langhe with unforgettable vistas
-
Alba – famous for its white truffles and rich local cuisine
Piedmont combines gentle terrain with gastronomic indulgence, making it ideal for riders who savor both scenery and flavor.
A Tour Designed Around You
No matter your cycling style, our Italy bike tours are built to fit your pace, preferences, and goals:
-
E-bike and hybrid options for laid-back exploring
-
Road bike routes for more ambitious days in the saddle
-
Itineraries from 5 to 10 nights, or fully custom-designed experiences
Let us design your perfect Italian cycling adventure—whether you’re chasing vineyard views, village charm, or the next unforgettable meal.
Jamie & Joy's Insider Tips
Italy offers a magical mix of history, vineyards, rolling hills, and mountain climbs—perfect for cyclists who want culture and challenge. Below are tips for Tuscany and Piedmonte, plus how to choose the right region for your cycling dreams.
Tuscany
-
Best time to visit: May and June as well as September and October for sunny, mild weather and fewer crowds. It can get HOT in Tuscany during July and August, but if you’re accustomed to heat, it may be perfect for you.
-
Sites not to miss: Florence’s Duomo, Siena’s Piazza del Campo, San Gimignano’s towers, Chianti’s vineyard roads, and the Val d’Orcia (UNESCO World Heritage).
-
Blooming season: Poppies in May, sunflowers in late June and into July, vineyard harvest in September.
-
Wine Varietals: Chianti Classico, Montepulciano (Vino Nobile), and Montalcino (Brunello).
-
Markets:
-
Florence (Sant’Ambrogio Market, daily except Sunday)
-
Siena (Wednesday)
-
Greve in Chianti (Saturday)
-
- Best start day: Take a look at our itineraries and aim to wake up to the morning market in the village where you’re staying.
Piedmonte
-
Best time to visit: September and October for grape harvest and the Alba truffle season. Or May and June for wildflowers and milder weather.
-
Sites not to miss: Barolo and Barbaresco villages, Alba (home of white truffles), and the Langhe hills.
-
Blooming season: Wildflowers and hazelnut blossoms in late spring; vineyards heavy with grapes in September.
-
Wine Varietals & distilleries: Barolo, Barbaresco, and Asti for sparkling wines; grappa distilleries are dotted throughout the region.
-
Markets:
-
Alba (Saturday, year-round, extra truffle market in October/November)
-
Turin’s Porta Palazzo (daily, Europe’s largest open-air market) Visit on the way to and from our tours!
-
Asti (Wednesday & Saturday)
-
- Best start day: Take a look at our itineraries and aim to wake up to the morning market in the village where you’re staying.
Choosing the Right Italian Destination
-
For wine lovers: Piedmont (Barolo, Barbaresco) is unbeatable, while Tuscany offers Chianti, Brunello, and more approachable tasting routes. You can’t lose!
-
For cultural immersion: Tuscany has Renaissance art, medieval towns, and rolling hills dotted with villas.
-
For foodies: Piedmont shines with truffles, hazelnuts, and Michelin-starred dining; Tuscany brings rustic farm cooking and iconic pasta dishes.
-
For riders seeking iconic landscapes: Tuscany’s cypress-lined roads and sunflower fields are quintessential Italy.
-
For stronger riders wanting climbs: Piedmont’s Langhe hills are more demanding than Tuscany’s rolling terrain, making it a great challenge for experienced cyclists.
