Tour de Tuscany Italy Cycling Tour – Florence to Pisa
Duration:
8Â Days
Difficulty: Medium
From
$6499
Welcome to the heart of Italy, where sun-drenched vineyards stretch as far as the eye can see and medieval villages perch like jewels on rolling hills. Tuscany is a living canvas, a place where time seems to slow down and every moment is infused with the sweet essence of la dolce vita.
As you pedal through this enchanting region, guided by a local Italian expert, you’ll be swept away by the breathtaking landscapes that have inspired artists for centuries. With a small group of like-minded adventurers, you’ll forge new friendships and create lasting memories under the Tuscan sun.
From Florence, the cradle of the Renaissance, to the iconic Leaning Tower of Pisa, every turn reveals a new masterpiece. And then there’s the food and wine, a true celebration of Tuscan culture. Savor the rich, earthy flavors of pecorino cheese and succulent prosciutto, paired with velvety Chianti wines that dance on your palate. Indulge in leisurely meals, where every bite is a tribute to the bountiful land that gave it life.
Each day promises a new adventure, a fresh discovery, and a deeper connection to the soul of Italy. Join us on this 8-day journey, where every pedal stroke is a brushstroke, and every meal is a symphony of flavors.
Come, experience Tuscany, and let the magic of this land leave an indelible mark on your heart.
Cycle Through the Heart of Tuscany
Ride through one of the world’s most celebrated cycling regions, linking Florence, San Miniato, Vinci, Lucca and Pisa via scenic backroads and quiet countryside.
Fully Guided & Fully Supported Experience
Enjoy complete peace of mind with experienced local cycling guides, daily briefings and a support vehicle accompanying the group throughout each ride.
Taste the Flavours of Tuscany
From relaxed lunches in local trattorias to regional dinners paired with local wines, this tour showcases Tuscany’s world-famous food culture.
Stay in Characterful, Premium Accommodation
A carefully selected mix of boutique hotels and charming agriturismo properties, offering comfort, atmosphere and excellent locations.
Seamless, Stress-Free Travel
With luggage transfers, route planning, bike setup and logistics all managed, you can focus entirely on enjoying the ride and the experience.
- 7 nights premium accommodation (3–4 star hotels and Agri turismo)
- Fully guided cycling tour with experienced local English-speaking guides
- Support vehicle available throughout each cycling day
- All luggage transfers between hotels
- High-quality hybrid bike hire included
- Daily route guidance and briefings
- All breakfasts
- 7 lunches in local cafés, trattorias or picnic-style settings
- 3 dinners with local wine
- Wine tasting experience
- Welcome drink on arrival
- All tourist taxes
- Access to digital route navigation and tour information
- An unforgettable experience!
Frequent FAQs About this Tuscany Cycling Tour
What Will the Weather Be Like?
We time our tours to take advantage of Tuscany’s best cycling conditions.
- May–June: Warm, green landscapes and ideal riding temperatures (18–26°C)
- September–October: Golden light, harvest season and cooler conditions (15–25°C)
These shoulder seasons offer the perfect balance of great weather, fewer crowds and exceptional cycling conditions.
Who are the Tour Guides?
We work with experienced local guides who bring Tuscany to life through their knowledge, stories and support. Combined with our fully supported touring style, you can relax knowing everything is taken care of.
What Bikes and Equipment is Used?
Quality hybrid bikes are included in this tour, with E-bike upgrades available. All bikes are well maintained and suited to the terrain. See below for more details on bikes.
Our support vehicle is available throughout each day for assistance, ensuring flexibility and comfort for all riders.
What are the Hotels on this Tour?
We have carefully selected a range of quality accommodation that reflects the charm of Tuscany.
Night 1: Hotel Silla – Florence
Night 2 & 3: Hotel San Miniato – San Miniato
Night 4: Agriturismo Il Piastrino – Vinci / Certaldo
Night 5 & 6: Hotel La Luna or Hotel San Marco – Lucca
Night 7: Hotel Villa Tower Inn – Pisa
Please note: accommodation may occasionally change due to availability
Small Group Trips
Our small group fully guided tours are...well, awesome! We always receive rave reviews on these trips and this is because our guides are amazing and our guests always get along and have so many common interests. Your guide and support driver do everything for you (almost everything!) and so your holiday is completely stress free.
Trusted Operator
Tour de Vines has been running tours in since 2002 and has been awarded the Trip Advisor Certificate of Excellence in 2015, 2016, 2017, 2018, 2019, 2020, 2021, 2022, 2023, 2024 & 2025 and is now a Hall of Fame inductee. You can be assured we are a quality operator and want nothing more than for you to have an amazing travel experience.
Tour de Vines is a member of the Australian Tourism Export Council
Google Reviews
High Country Accredited
ATTA
Quality Tourism Accreditation
Council of Tourism Operators
VTIC Awards
