CyclingTuscany,Italy
Active
$3169
7 nights in Italy
What to expect on your Tuscany cycling holiday
Four Guided Cycling Days
Ride scenic routes through rolling hills, olive groves, vineyards & charming medieval villages
Tuscan Flavours
Enjoy memorable stops at local wineries sampling regional wines and cuisine
Vinci
Discover Leonardo da Vinci’s birthplace, one of history’s greatest innovators
Prime Hotel Location
Stay in the elegant spa town of Montecatini Terme
About this trip...
Join a ready-made group of travelers and discover the beauty, history, and flavors of Tuscany on this unforgettable guided cycling trip through one of Italy’s most iconic regions. Ride through rolling hills, vineyards, olive groves, and charming medieval villages as you explore the landscapes that have inspired artists and travelers for centuries. From the birthplace of Leonardo da Vinci in Vinci to the historic village of Montecarlo and the tranquil wetlands of the Padule di Fucecchio, each day reveals a new side of authentic Tuscany.
Along the way, enjoy the region’s renowned cuisine and wines, with opportunities to savor local tastings, traditional dishes, and the warm hospitality that makes Tuscany so special. With scenic cycling routes, cultural discoveries, and unforgettable landscapes, this is the perfect adventure for those looking to combine active exploration with relaxation and gastronomic experiences.
Our italian cycling trips are ideal for solo travelers. You’ll be accompanied by an experienced cycling guide and a friendly group of fellow riders throughout the journey, while enjoying comfortable accommodation and carefully planned routes that showcase the very best of the region.
Grade: Moderate
What's included?
Return group airport transfers (transfers are time specific)
Private Room
Breakfast daily, 4 lunches & 2 dinners-
Olive oil tasting
Welcome drink & information meeting
E-bike hire-
Four fully guided cycling days
Free Solos App with all your travel documents-
Dedicated Whatsapp group for your trip
Accompanying Solos Tour Leader
What's Extra
- International flights are not included Let us help you book them! Learn more.
- Private Airport transfers
- Travel insurance
- Tips & drinks
- Meals when not included in the itinerary
- Activities when not included in the itinerary
- Tourist Tax €3.00 per night (payable locally)
Itinerary
- Arrival Day
- Valdinievole Hills
- Vinci
- Montecarlo & The Oak of the Witches
- At Leisure
- Padule di Fucecchio & The Memory Path
- At Leisure
- “Arrivederci”
What you'll be doing
Day One: Arrival Day
- Dinner included
Day Two: Valdinievole Hills (25 miles)
- Grade: Moderate
- Distance: 25 miles
- Ascent: 1,970ft+
- Descent: 2,495ft-
- Terrain: Predominantly paved roads with short gravel sections
- Breakfast & aperitivo lunch included
Day Three: Vinci (40 miles)
Today’s ride takes us through the scenic Montalbano Mountains, a beautiful landscape of rolling hills and quiet country roads. We’ll climb through the Tuscan countryside towards the historic hilltop village of Vinci, the birthplace of the legendary Renaissance genius Leonardo da Vinci. After arriving in this charming medieval village, we’ll enjoy a relaxing lunch accompanied by a tasting of local wines, taking in the authentic flavors of the region. We’ll then visit the Leonardo da Vinci Museum, where we can discover the remarkable inventions, studies, and visionary ideas of one of history’s greatest minds.
- Grade: Moderate
- Distance: 40 miles
- Ascent: 1,805ft+
- Descent: 2,100ft-
- Terrain: Predominantly paved roads
- Breakfast and aperitivo lunch included
Day Four: Montecarlo & The Oak of the Witches (35 miles)
Today’s ride takes us to the enchanting medieval village of Montecarlo. Known for its charming historic center and renowned local wines. Quiet country roads lead us through the beautiful Lucchese countryside, with rolling hills, cypress-lined lanes, and spectacular views at every turn. Along the way, we’ll visit the spectacular Oak of the Witches, a magnificent centuries-old tree steeped in legend and famously linked to the story of Pinocchio. With its enormous, twisting branches and fascinating history, it’s one of the region’s most iconic natural landmarks and a wonderful place to pause before continuing our ride.
- Grade: Easy - Moderate
- Distance: 35 miles
- Ascent: 720ft+
- Descent: 985ft-
- Terrain: Predominantly paved roads with short gravel sections
- Breakfast and aperitivo lunch included
Day Five: Day at Leisure
Today can be enjoyed at our leisure, perhaps spent enjoying the hotel's facilities or exploring Montecatini. One recommendation is to take a funicular ride or a scenic walk to Montecatini Alto, the historic upper part of the town. The medieval atmosphere, narrow streets, and panoramic views of the surrounding area make it a must-visit. Alternatively, join an optional exursion to Florence (additional cost), the magnificent city of the Renaissance.
- Breakfast included
Day Six: Padule di Fucecchio & The Memory Path (28 miles)
Cycle through the tranquil landscapes of the Padule di Fucecchio, one of Europe’s most important remaining inland wetlands and a haven for biodiversity. This unique natural reserve is home to a rich variety of birdlife, wildlife, and native flora, making it a fascinating destination for nature lovers and photography enthusiasts. Following the Historical Path of Memory, we’ll ride through a landscape where nature and history come together, passing sites that played a significant role during the events of the Second World War.
- Grade: Easy
- Distance: 28 miles
- Ascent: 720ft+
- Descent: 820ft-
- Terrain: Paved roads with some gravel sections
- Breakfast and aperitivo lunch included
Day Seven: Day at Leisure
After breakfast at the hotel, enjoy a relaxed morning soaking up the charm of Montecatini Terme. Take a stroll to Piazza del Popolo, the town’s elegant main square, where you can pause at a café, watch the world go by, and reflect on the unforgettable experiences, landscapes, and flavours discovered during your Tuscan adventure.
- Breakfast & dinner included
Day Eight: “Arrivederci”
Today we check-out of our hotel and say goodbye before transferrng back to Pisa airport for our onward flight.
- Breakfast included
Accommodations
Grand Hotel Croce Di Malta, Montecatini Terme
Facilities Include:
Room Includes:
Dates & Prices
Essential Information
Valdinievole Hills
- Grade: Moderate
- Distance: 25 miles
- Ascent: 1,970ft+
- Descent: 2,495ft-
- Terrain: Predominantly paved roads with short gravel sections
Vinci
- Grade: Moderate
- Distance: 40 miles
- Ascent: 1,805ft+
- Descent: 2,100ft-
- Terrain: Predominantly paved roads
- Grade: Easy - Moderate
- Distance: 35 miles
- Ascent: 720ft+
- Descent: 985ft-
- Terrain: Predominantly paved roads with short gravel sections
Padule di Fucecchio & The Memory Path
- Grade: Easy
- Distance: 28 miles
- Ascent: 720ft+
- Descent: 820ft-
- Terrain: Paved roads with some gravel sections
Shortly before your holiday, you will be invited to join an optional WhatsApp group to connect with your fellow travellers and your Tour Leader.
We recommend that you check passport and visa requirements for the country you are visiting at the State Department if you have a U.S. Passport. Most countries require that your passport have at least six months validity when traveling internationally, and many require that you have one to two blank visa pages for either an entry stamp or visa. As a general rule, please check that your passport has six months validity beyond your planned trip, and if not, please renew your passport with plenty of time to provide Solos with your updated passport information by the final payment due date.
Not sure what travel documents you need? Our trusted partner, sherpa°, makes it easy to check visa and entry requirements based on your destination and passport. One quick check now means smooth sailing later. Click here to learn more.
- Cycling shorts/trousers with padded seat – to wear under your cycling clothes – definitely worth investing in a pair or two if you haven’t any already.
- Shorts to go on top of cycling shorts. For cooler climates or early/late in the season, you may want to consider packing three-quarter length shorts or tights/leggings.
- Waterproofs – light-weight fold-able jacket and trousers to fit in your small rucksack
- Comfortable trainers/footwear for cycling
- Cycling jersey or similar (insulated for warmth for cooler climates or early/late in the season)
- Base layer/breathable tops
- Mid layer (Fleece)
- Helmet - essential (we recommend to take your own for comfort and safety)
- Gloves (short or long finger)
- Lightweight drinking bottle
- Sunglasses – bright sunlight can impair your vision when riding, we recommend to bring a pair that fit comfortable and not fall off as you ride.
- Basic first-aid kit - It’s useful to have a basic first-aid kit in your small rucksack as you cycle. Cuts or scrapes can occasionally happen so make sure it includes a set of plasters, together with painkillers, bandages and any essential medication you may need.
- Sunscreen and lip-balm
- Casual clothes and comfortable shoes for when not cycling
In Italy, wearing a helmet is not legally mandatory. However, it is a mandatory safety requirement of our local supplier. If you choose to ride without a helmet, the supplier cannot accept responsibility for any injuries sustained during the tour.
Helmets are provided as part of the tour, and their use is strongly recommended — not only for your personal safety, but also to support the overall well-being of the group and help ensure a safe, smooth, and enjoyable experience for all participants. Please also note that insurance coverage may be limited if a participant chooses not to wear a helmet.
As a precaution, any participant who decides not to wear a helmet during the tour will be required to sign a liability waiver provided by the tour leader.
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