Tuscany Bike Tour with Wine & Olive Oil Tasting from Florence

You climb four hills and taste wine at the source, not in a tasting room.

A 4-hour small group bike tour from Florence that cycles through the Tuscan countryside, past villas and olive groves, and stops at a working farm for a glass of Chianti Classico and locally made olive oil paired with fresh bread and cold cuts. The tour includes a professional guide, bike with helmet, and visits San Miniato al Monte, the 1,000-year-old church with the best view of Florence. Minimum age is 14. The tour runs in all weather and covers four hills, so consider your fitness level or ask about upgrading to an e-bike.

Step-by-step itinerary

Bike tour and tastings in Tuscan hills

• Meet at Oltrarno meeting location
• See ancient Florence city entrance
• Visit Medici Villa on hill
• Explore Tuscan village and olive groves
• Taste Chianti wine and olive oil
• Enjoy local cold cuts
• View Florence from San Miniato al Monte

The experience

What's the best way to see the countryside around Florence without renting a car? Cycle it. You meet in the Oltrarno, the quieter neighborhood on the south side of the city, and leave on a touring bike with gears, a helmet, and a water bottle. The route takes you past the Porta Romana, an ancient wooden gate in Florence's southern walls, then climbs toward the Medici Villa that marks the entrance to real Tuscan hills. From there the landscape opens (olive plantations, small roads, rolling vineyards), and you're riding toward Galileo's village, a tiny place surrounded by the kind of views that made people want to live here centuries ago.

The stop at the countryside farm is where the ride becomes a meal. You taste a glass of Chianti Classico and olive oil made on the premises, paired with fresh Tuscan bread and local cold cuts: all self-produced or sourced within the region. It's not a formal tasting. It's standing in a working space and tasting what the place actually makes. After that, the route climbs again toward San Miniato al Monte, the church outside Florence that is 1,000 years old. From the top, you see the whole city spread below you and the Tuscan hills rolling away behind it. The ride back down takes four hours total.

Four hills means this is not a flat cruise. If you bike regularly, the difficulty depends on your fitness level: the operator calls it easy to intermediate. If you don't bike regularly or want to skip the climbing, you can upgrade to an e-bike for an extra charge, though availability is limited and you need to ask in advance. The tour runs rain or shine, so bring sunglasses and sunscreen and dress for the weather. A professional guide leads the group, which stays small, and speaks English or Italian.

What’s included

• Professional guide in English or Italian.
• touring bike with gears, helmet and water bottle.
• one glass of Chianti Classico wine and locally made olive oil.
• fresh Tuscan bread and local cold cuts.
• visit to a working countryside farm and producer.
• views of San Miniato al Monte, the 1,000-year-old church outside Florence.

Before you book

Days and timesEvery dayDeparts at 09:15

Book up to1d before

AgesAdult (14 to 80 years) · Under 14: can't be booked

GroupUp to 15

Live guideEnglish and Italian

Meeting point and pickupNo hotel pickup: you go to the meeting point. Ends back at the starting point.

Cancellation and refundsFree cancellation up to 24 h before the start. After that, no refund.It may be canceled if the minimum number of travelers isn't reached. If that happens, you're offered another date or a refund.

Prices and times updated today

Good to know

Low physical effortPublic transport nearbyNot recommended during pregnancyNot recommended with heart problems

Operated by We like Tuscany

Is this one for you?Small groups keep the pace steady and the stops unhurried. Choose this tour if you want to ride at a conversational speed and taste food where it's made, not on a schedule that treats tasting as a checkbox.

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Top questions

What languages is the tour guided in?

Live guide in English and Italian.

How many hills do I actually climb on this bike tour?

Four hills across the 4-hour route. The operator describes the ride as easy to intermediate if you bike regularly, so your fitness level matters more than the number itself. If climbing is not what you want, you can upgrade to an e-bike before the tour starts.

What exactly do I taste at the farm stop?

A glass of Chianti Classico wine and olive oil made on the farm's own premises, served with fresh Tuscan bread and local cold cuts. All the products are self-produced or locally sourced.

Is this tour suitable if I haven't cycled in years?

The tour is suitable for all fitness levels, but four hills across four hours means some climbing. If you're concerned about your fitness or cardiovascular health, ask about the e-bike upgrade when you book, though availability is limited.

What's included in the price?

The tour includes a professional guide, a touring bike with gears and helmet, a water bottle, the wine and olive oil tasting with bread and cold cuts, and entry to the farm venue. You do not get hotel pickup. You meet in the Oltrarno neighborhood in Florence.

Can I do this tour if I'm under 18?

The minimum age is 14 years old. Travelers under 18 should be comfortable cycling on hills and riding for four hours with a group.

Does the tour run if the weather is bad?

Yes. The tour operates in all weather conditions, so bring appropriate clothing. Sunglasses and sunscreen are recommended even on cloudy days.