One Day Bike Tours in Tuscany – Explore the Best of Italy on Two Wheels

Looking for the perfect one day bike tour in Tuscany? You’ve come to the right place. Whether you’re staying in Florence, Siena, or the Chianti countryside, our carefully curated single-day cycling tours offer a unique way to see the real Tuscany—wine, villages, views, and all.

We offer a range of one-day bike tours in Tuscany for all levels, from casual riders to serious cyclists. Choose from scenic wine rides, cultural town-to-town adventures, or challenging road bike routes. Each tour is led by a local guide, includes high-quality bikes, and is designed to show you the authentic side of Tuscany—off the tourist track.

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


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  Top notch service for cyclists! - Wonderful experience riding all over the countryside with 4 friends. The guides were punctual, professional and were able to adapt last minute to allow us more riding than we originally... read more

avatar thumb Viktoria K
May 7, 2026

star rating  Florence to Siena - easier bike ride - Fantastic family experience! My family of 4 (two teenagers and two adults) enjoyed the amazing Italian countryside scenery and experience of being in small towns outside of Florence to... read more

avatar thumb Excursion258752
May 26, 2026

star rating  Highlight of Our Honeymoon - Don't Miss Out - We truly can’t say enough wonderful things about this experience! Biking through Tuscany ended up being the absolute highlight of our honeymoon. From the incredible hospitality of our guide, Chris,... read more

avatar thumb Megan T
November 29, 2025

Why Choose Our Single-Day Tuscany Bike Tours?

1. Three Decades of Hard‑Won Experience

With over 30 years of combined guiding experience across Tuscany (and beyond—from the Dolomites to Puglia), our team knows this land inside out. We’ve refined routes, support systems, and local insights—earning hundreds of five-star reviews along the way.

2. Tailored to Every Group

Whether you’re craving a gentle cruise, a gelato-fueled glide, or a road-bike challenge, we’ve got your pace and style covered. From our easy ride to San Gimignano (mostly downhill) to the full Florentine-to-Siena climb (17 mi/28 km with 750 ft of ascent), we let you choose your intensity.

3. Small Groups = Big Vibes

We cap it at 2–8 riders per tour—small enough for real connection, big enough to bring the energy. If your group is bigger that’s no problem: we can accommodate larger private groups.

4. Van‑Supported, Guided, Safe

Unlike sketchy DIY routes, we use quiet backroads, provide full van support, top-tier helmets, hybrid (and optional e-) bikes, and English-speaking guides—so you can pedal worry-free.

5. Cultural Deep Dives, Not Just Pedal Points

We stop in hilltop villages, drop wine/olive-oil tastings into the mix, and give you historical gems along the way (ask us about the Florence-Siena rivalry!). You won’t get that from a mass market tour.

6. Epic Photo Ops & Gelato Breaks

Our photostops are curated for maximum postcard value. We even know the best gelaterias in town, like Dondoli in San Gimignano.

7. Unforgettable Experiences

Once we get to Siena or San Gimignano, you’re not rushed back. You get independent exploration time—Siena’s Piazza del Campo, tower climbs, gelato for days—before we shuttle you back .

8. Proven, Glowing Customer Love

Our TripAdvisor reviews read like fan mail:

“Best ride through Tuscany… guides Jason & Chris made sure we were comfortable… gelato was AMAZING!

  • Florence – All our tours can offer convenient pickup near the historic centre
  • Siena – We can collect you from one of the gates of the city and transfer you to the start of the tour
  • Chianti region – Perfect for guests at villas or agriturismi
  • Cruise ship day-trippers or short-stay travelers in Tuscany

Book Your One Day Bike Tour in Tuscany

Whether you’re visiting Tuscany for a weekend or a week, our one-day cycling tours are the perfect way to see more, experience more, and create lasting memories. Ride through vineyards, explore medieval towns, and enjoy the region’s incredible wine, food, and scenery—without committing to a multi-day trip.

Have questions about which tour is right for you? We’re happy to help.


Frequently Asked Questions:

Which tours do you offer?

We run a range of one-day guided bike tours from Florence into the Tuscan countryside — through the Chianti Classico wine region, down to Siena, out to San Gimignano, and more. Some tours focus on wine tasting, some on gelato, some on the riding itself. Have a look through our tours page to find the one that suits you best.

Can we book a private tour?

Yes — every one of our tours can be made entirely private for your group of 2 to 4 people, for a flat Private Exclusivity Fee of €150 on top of the standard per-person price. See our Private Tours page for more details.

We’re a group of more than 8 — can you help?

Yes, larger private groups are welcome. Drop us a message and we’ll work out the best way to arrange it.

What fitness level do I need?

It depends on the tour. Our gelato and wine tasting rides are gentle and accessible to most people — if you can ride a bike, you can do them. The Florence to Siena and Florence to San Gimignano routes involve more distance and some hills. Our Chianti Road Cycling tour is genuinely challenging and aimed at confident cyclists who want a proper workout. Each tour page has details on distance and difficulty, so have a read before you book.

What bikes do you provide?

Most of our tours use quality aluminium hybrid bikes — comfortable, reliable, and well-suited to Tuscan roads. Our Chianti Road Cycling tour uses road bikes, and our E-Bike tour uses e-bikes. If you’re not sure which bike is right for you, just ask.

What’s the maximum group size for a standard tour?

Our standard group tours take up to 8 people. If you have a larger group, get in touch — we can accommodate bigger parties on private bookings.

Are helmets included?

Yes — helmets are included with every tour, along with water and transport to and from the countryside.

What else is included in the price?

Every tour includes your bike, helmet, water, transport out to the countryside and back, and a guide. Specific tours also include wine tastings, gelato tastings, lunch, or olive oil tastings — check the individual tour pages for the full details.

How do I book?

For our standard group and private tours, we ask you to get in touch first so we can make sure everything is right for your group – either email us, use the enquiry form on the private tours page or drop us a message on WhatsApp.

What is your cancellation policy?

If you cancel more than 15 days before your tour, you’ll receive a 50% refund of the total cost. If you cancel within 7 days of the tour, no refund is given. We recommend checking the weather forecast as you get closer to your date — but please note that rain alone is not grounds for a last-minute refund (more on that below).

Can I reschedule instead of cancelling?

Get in touch as early as possible and we’ll do our best to move your booking to another date, subject to availability.

Where do tours start?

We meet at convenient points just outside Florence’s historic centre (the ZTL — the Limited Traffic Zone that private vehicles can’t enter). We work out the meeting point closest to your hotel, so you should never need to walk more than about 15 minutes. Once we confirm your booking, we’ll send you the exact location.

Can you pick us up from our hotel?

For standard group tours, we use fixed meeting points on the edge of the ZTL. For private tours, countryside pickups — for example from a hotel or villa outside Florence — can be arranged for an additional fee. Just mention it when you enquire.

Do I need to arrange my own transport back to Florence?

No — return transport to Florence is included in every tour.

Can children join the tours?

We recommend a minimum age of 13 for our tours, as the routes use open roads and riders need to be confident and road-aware. If your child is younger than 13 but a strong, confident cyclist, get in touch and we can discuss whether it would be suitable — we’re happy to chat it through.

What happens if it rains?

We’re British so a bit of rain doesn’t stop us! And it doesn’t stop the tours either. If rain is forecast, we go ahead and ask guests to come dressed for the weather. Where possible, we’ll adjust the order of the day (for example, doing the ride first and the wine tasting afterwards) to work around any showers.
That said, if you’re worried about getting wet, Tuscany’s summers are reliably sunny and most of our guests have nothing to worry about. Last-minute refunds are not given on the basis of rain.

Do your guides speak English?

Yes — all our tours are conducted in English.

Where are you based?

We’re based in Florence and all our tours depart from the Florence area.