Tuscany Wine Lovers

Pedaling Through Chianti, One Glass At A Time

Some Tuscany wine experiences happen behind a table. This one happens between vineyards.

Experience Chianti slowly and authentically. Designed for recreational riders, this tour combines relaxed cycling along quiet countryside roads with passionate producers, boutique wineries, and long lunches over local wines. Enjoy a perfect blend of wine education and breathtaking landscapes, completely backed by full van support and optional e-bikes for an unforgettable Tuscan day.

Tour Details & Quick Facts

• Departure : Florence. Please notice that we are happy to organize your pick-up&drop-off at the most convenient free parking lot in the countryside if you are staying outside of Florence
• Duration: Full Day (Florence Pick-up at 8:45 AM, Drop-off at 4:45 PM)
• Group Size: Small group – 2 to 8 people –  Private tour or larger groups can be accommodated upon request
• Biking Distance: 10 to 13 miles (16 to 21 km), adjustable to your fitness level
• Difficulty: Easy to Moderate
• Full van support throughout the day
• Route : San Donato in Poggio, Castellina in Chianti – Lornano – Chianti Classico Black Rooster Region
• Three wine experiences at Boutique wineries & family producers (tasting fees included)
• Wine experience lunch ( included )
• Minimum Age: 16 years old
• Ideal for couples, food lovers & first-time Tuscany visitors
• Non-riding travel companions are always welcome to join the experience! Feel free to contact us for more details.

What is Included

• Round-trip ( 8.45AM-4.45PM) air-conditioned van transfer from a designated meeting point in Florence. Please note that if you are staying outside Florence, we will be happy to arrange a customized countryside meeting point for your convenience.
• Expert guidance by owners Piero & Elena (Licensed Tour Operator since 2013)
• Full guidance and van support 
• High-quality 27-speed light-frame fitness bicycle, helmet, and water bottle
• Optional : High-end E-bikes upgrade are available upon request for an easier ride.
• Three authentic Chianti wine experiences: a tasting at the Cantine Mazzei wine shop, plus visits and tastings at two small, family-run wineries in Chianti Classico ( all tasting fees included)
• A traditional Tuscan paired lunch at one of the family-run wineries, combining local specialties with carefully selected regional wines (tasting fees and lunch included in the tour price)
• EVO Olive oil and, balsamic vinegar, local product tastings
• Snacks and fresh fruit during the bike ride
• Small-group experience with a relaxed and authentic pace

Tour Highlights

• Boutique Organic Wineries: Visit family-run estates away from the mass-tourism crowds.
• Chianti Classico Terroir: Learn about the “Black Rooster” history and winemaking traditions.
• Scenic Routes: Cycle through iconic landscapes of rolling hills, cypress trees, and olive groves.
• Medieval Hamlets: Stop in charming villages like San Donato in Poggio or Castellina in Chianti, the walled Castle of Monteriggioni.
• Wine Education: Insights into the grape varieties (Sangiovese&autoctone grapes), wine making and the aging process.

Ready To Experience Tuscany By Bike?

Your Itinerary Step-by-Step

1. Morning Transfer & San Donato in Poggio After an 8:45 AM pick-up in Florence, we drive comfortably into the Chianti Classico region. Our first stop is the picture-perfect village of San Donato in Poggio, where you can enjoy a morning cappuccino and take your first photos of Tuscany.
2. Castellina in Chianti & Bike Fitting We then head to Castellina in Chianti to explore its medieval square and historic arched passages. Here, we fit you with your bicycle and safety equipment.
3. Cycling Through Chianti : the biking portion follows scenic secondary roads chosen for their beauty, quiet atmosphere and accessibility. This is not a performance ride. The pace is relaxed and designed to allow time for photos, conversations, vineyard views, spontaneous moments, enjoying the countryside itself. Our support van always remains nearby and E-bikes are available for guests seeking an even more comfortable experience.
4. Wine, Stories & Local Producers Throughout the day, guests visit carefully selected wineries and family-run producers in the heart of Chianti Classico. Rather than rushing through large commercial tastings, the experience focuses on understanding the land, meeting local people, discovering Tuscan wine culture naturally and personally.
5. Medieval Villages Along The Way : one of the most beautiful aspects of the day is the constant feeling of moving through living Tuscany. Small medieval villages like San Donato in Poggio and Castellina in Chianti become natural pauses along the route rather than tourist checklists. The biking portion ends in Monteriggioni, the Walled Castle. Time for a brief visit to this last amazing hamlet, before leaving by van to the last winery.
6. The Wine Experience Lunch The final winery stop includes cellar visit and Tuscan lunch paired with wines, Extra-Virgin Olive oil and local specialties. This is not simply a tasting.It is a slower moment to sit together, learn more about the wines and enjoy the atmosphere of the Chianti countryside before returning to Florence.
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PERFECT FOR
If this sounds like your kind of Tuscany…

Wine lovers, foodies and travelers who believe that experiencing Tuscany is as much about tasting it as seeing it. This experience combines relaxed cycling through the heart of Chianti Classico with local wine, olive oil, food and the atmosphere of an authentic Tuscan winery.

CONSIDER THIS INSTEAD
If your priority is…

• You are travelling with anyone under 16. This tour has a 16-year minimum age. Crossing Chianti to Siena covers the same countryside with a winery stop and is open from 12.
• For younger children, the Family Biking Tour is private and welcomes riders from 3.
• You want to see Siena or San Gimignano. San Gimignano to Siena visits three medieval towns in a day. (12+)
• You want to cover more ground on the bike. This is a challenging ride to explore the countryside including wine tasting at the desk ; Chianti Classic is the ride for cyclists who want the hills. (14+)
• You would rather stay in the city. Enchanting Florence explores Florence itself in five hours. (12+)
• You only have half a day. Downhill to Florence includes a Tuscan lunch in Fiesole and finishes by mid-afternoon. (12+)
• You want a very gentle countryside introduction. San Gimignano Easy Tour is mostly downhill, with an optional tasting. (12+)

Ready To Experience Tuscany Through Wine, Villages & Scenic Roads?

Join our Tuscany Wine Lovers bike tour through Chianti and discover boutique wineries, medieval villages and the authentic rhythm of the Tuscan countryside at a relaxed, enjoyable pace.

WHAT MAKES BIKE FLORENCE & TUSCANY DIFFERENT

Bike Florence & Tuscany is a founder-led Tuscany Biking Company specializing in authentic small-group experiences departing directly from Florence and surroundings.
Since 2013, we have focused on combining:

• genuine local guidance
• scenic secondary roads
• flexible pacing
• authentic Tuscan atmosphere
• small groups
• personal attention

Rather than creating high-volume tourist experiences, our goal is to help guests experience Tuscany in a more personal, relaxed and memorable way.
This is not simply a tasting. It is a slower moment to sit together, learn more about the wines and enjoy the atmosphere of the Chianti countryside before returning to Florence.