Private Bike Tours in Tuscany: Your Ride, Your Pace

Just you, your person (or people), and the best roads in Chianti — no waiting around, no compromises.

You’ve put real thought into this trip. You’ve picked the hotel, you know where you want to go, and you want a day in the Tuscan countryside that actually feels like yours. That’s exactly what a private one day bike tour in Tuscany with us is.

Every one of our tours — from the Chianti Wine Tasting ride to the Gelato tour to the Florence to San Gimignano downhill — can be reserved exclusively for your group of 2 to 4 people.

Already know which of our tours you’d like to book? Send us an email by clicking the link below or contact us via Whats app:


What Makes A Ride With Us Different

When you book privately, the day revolves around you. Want to spend a bit longer at the winery? Fine by us. Want to take the views in slowly rather than push the pace? That’s what we’re here for. You get the same routes, the same guides, the same quality — just without anyone else along for the ride.

All our guides have been leading rides through these hills for over 15 years. They know the roads, the producers, the stories. They also know what it’s like to experience Tuscany for the first time, because they’ve been there themselves — and they’ve never quite left.

How the Pricing Works

Any of our standard tours can be made entirely private for a flat Private Exclusivity Fee of €150, on top of the usual per-person price for whichever tour you choose.

So for example, if you and a partner book the Chianti Wine Tasting tour privately, you pay the standard per-rider price for two people, plus €150. That’s it — your own guide, your own vehicle, your own day.

Meeting Points in Florence

To get you out of the city and into the hills as quickly as possible, we meet at convenient points just outside Florence’s historic centre. Depending on where you’re staying, you’ll be looking at a short 10–15 minute walk or a quick taxi ride. We’ll share the exact details once we confirm your booking.


How to Book

We don’t use automated booking for private tours. These days matter, and we want to make sure everything is right before you commit.

Step 1 — Have a look through our tours listed below and see which one (or which combination) catches your eye.

Step 2 — Get in touch: via email with the link below, whats app through the “message us” button or the form on oiur contact page. Tell us a bit about who’s coming, what you’re celebrating if anything, and what kind of ride you’re after.

Step 3 — We will get back to you personally with availability and everything you need to know before the day.


Our Bike Tours

Tuscany E Bike Tour With Wine Tasting

Tuscany E Bike Tour: Effortless Exploration of the Chianti Hills Discover the stunning countryside between Florence and Siena with the power of modern electric bikes, making even the steepest Tuscan hills feel like gentle slopes as you explore landscapes that have inspired artists for centuries. This Tuscany E Bike tour …

Wine, Olive Oil & Gelato Family Bike Tour

. Chianti, Olive Oil & Gelato Tasting Family Bike Tour Discover the heart of Tuscan cuisine through a delightful cycling adventure that celebrates three of Italy’s most beloved foods: world-famous Chianti wine, golden extra virgin olive oil, and artisan gelato crafted with passion and tradition. This gentle, family-friendly tour combines …

Tuscany Road Cycling Tour

Chianti Classico Road Cycling Tour: The Ultimate Tuscan Challenge Experience the pure essence of Italian road cycling – home of the Giro d’Italia and Eroica – through the legendary landscapes of Chianti Classico, where world-class terrain meets breathtaking beauty on roads that have challenged and inspired cyclists for generations. This …

Florence to Siena Bike Tour

Florence to Siena Bike Tour: An Epic Journey Through Renaissance Tuscany Embark on an extraordinary cycling adventure between two of Italy’s most magnificent cities. You will traverse the legendary landscapes of Chianti while experiencing the transition from Renaissance Florence to medieval Siena. This remarkable point-to-point journey offers two distinct experiences …

Florence to San Gimignano Bike Tour

default Downhill to San Gimignano: Cycling to Tuscany’s Medieval Manhattan Experience the thrill of a scenic descent through Chianti’s rolling hills as you cycle toward one of Italy’s most spectacular medieval towns. This unique one-way cycling adventure begins in the elevated hills of Chianti in the picturesque hill top town …

Gelato Tasting & Bike Tour

Tuscany Gelato Bike Tour: A Sweet Journey Through Chianti Combine the simple pleasures of cycling through Tuscany’s countryside with the irresistible allure of an authentic Italian gelato tasting. This delightfully relaxed bike tour is designed for all ages and abilities. Escape the crowds and discover the gentler side of Chianti …

star rating    - My husband and I enjoyed a fantastic bike tour with Chris Small as our guide. He was very knowledgeable and helpful on the ride, and is a great storyteller... read more

avatar thumb Z5107UPelisan
July 17, 2025

star rating  Private Road Cycling Experience  - Chris and I did a 1:1 private ride catered to my cycling abilities, I was looking for a challenge and to experience world-class cycling in the Tuscan countryside. Chris delivered... read more

avatar thumb Aaron A
July 18, 2025

star rating  An amazing tour with the BEST guides!  - What an amazing tour! Tuscany Cycling Tours really know their stuff. The guides were so friendly and knowledgeable and anticipated all of our needs. Incredible. Stop shopping around and book... read more

avatar thumb Karin M
October 6, 2025

Frequently Asked Questions: Private Tuscany Bike Tours

How much does a private bike tour in Tuscany cost?

To reserve any of our daily itineraries as a completely private experience, we apply a flat Exclusivity Fee of €150 per booking, in addition to the standard per-person ticket price of your chosen tour. This covers your private guide and the exclusive use of our dedicated tour vehicle for the day, ensuring the entire experience is paced entirely around you.

Do you pick up directly from hotels in Florence?

To get you out of the city traffic and into the beautiful Chianti countryside as quickly as possible, we do not pick up directly from hotels in the historic center. Florence operates a strict Limited Traffic Zone (ZTL). Instead, we use three highly convenient meeting points on the immediate edge of the ZTL. Depending on where you are staying, your starting point will be a pleasant 10 to 15-minute walk or a very quick, 5-minute taxi ride from your hotel. We will provide exact, easy-to-follow directions when we finalize your booking.

How many people can join a private cycling tour?

Our private tours are designed for intimate groups of 2 to 8 people giving you a truly authentic Tuscan experience.

We aren’t expert cyclists. Are the hills in Chianti too difficult?

Not at all! One of the biggest benefits of booking a private bike tour is that you dictate the pace. Whether you want a challenging road ride or a relaxed cruise, we tailor the day to your fitness level. If you are concerned about the rolling Tuscan hills, we highly recommend selecting our Tuscany by E-Bike option. The electric assist does the heavy lifting, allowing you to enjoy the spectacular views without breaking a sweat.

Can we customize the day for a honeymoon, anniversary, or birthday?

Absolutely. We host many couples and small groups celebrating milestone moments. Because it is just your group and your guide, we have the flexibility to linger longer over your Chianti Classico wine tasting, stop for extra photos overlooking San Gimignano, or adjust the route. When you fill out your inquiry form, let us know what you are celebrating so we can help craft the perfect day.

Why can’t I book a private tour instantly online?

We know that for many of our guests, this ride is a highlight of their luxury Italian escape. We want to ensure every single detail is perfect before you commit. By using an inquiry form, we can personally review your request, offer tailored recommendations, and ensure we have the perfect itinerary and guide available for your specific dates.

Are your guides Italian locals?

We are two British expats who fell in love with Tuscany over 15 years ago and never left. We offer a unique “insider-outsider” perspective. We know the hidden roads, the best local winemakers, and the finest gelato spots like locals, but we also vividly remember what it’s like to experience Italy for the first time. Having worked extensively with American and international travelers, we act as your personal cultural translators, bridging the gap so you get an authentic, unfiltered experience without the language barrier.