The Translation of Sunshine

Tuscany Bike Tours in Italy | ebike holidays by Inspired ITALY

Cycle in the Sunshine

Cycling to be Enjoyed, Not Endured

The Sunshine of Tuscany has a very special quality. Rarely too hot and seemingly always there. Enjoy these five easy nights of cycling Under the Tuscan Sun.

Prices from $1,299 per person View Prices


  • 6 Day | 5 Night [ 7 Night Itinerary available ]
  • An Easy e Bike Experience in Tuscany
  • Quite Country Lanes & Stunning Tuscan Scenery
  • Stay in Tuscan Castle & Tuscan Villa
  • Wonderful World of Wines: Montepulciano - Montalcino - Chianti
  • GPS Navigation Turn-by-Turn Easy to follow Instructions
  • Smaller, Family-Run Hotels & Country Houses
  • ✤INDULGENCE itinerary | Guarantee of Quality Accommodation✤


  • ACTIVITY LEVEL: Easy/Moderate
  • MINIMUM DISTANCE: 101 miles

Day by day

Wave your farewells to Villa di Piazzano for you’ll return in a few days, fear not!

The cypress lined driveway sets a perfect tone for the coming week, typical Tuscany.




Day 1: Arrival

The most wonderful cypress lined driveway of Villa di Piazzano is striking!

The prefect introduction to Tuscany and your bike tour.Villa di Piazzano is a piece of 'la dolce vita'.


★Villa di Piazzano ★Under the Tuscan Sunset


Swimming Pool - 1


Villa di Piazzano, Cortona, Italy

La dolce vita' or as we know it Villa di Piazzano.

Find out more:
Travellers Tales article

Day 2: From Cortona to Montefollonico

The breezes of the Val di Chiana soon give way to rolling vines of Montepluciano and the delicious Vino Nobile. Drop by any of the road side vineyards to try a sip. Save a little pallet though and visit Cantine Innocenti in Montefollonico itslef. Maybe wise to call in advance. You will not be disappointed.


★Valdichiana ★Montefollonico


Miles: 23 | Saddle Time: 2h 5m | Difficulty: 🚲


La Chiusa Hotel & Restaurant, Montefollonico

The quiet medieval settelement of Montefollonico is a few strides from La Chiusa. Do take time to wander around and be sure to visit Cantine Innocenti

Find out more:
Travellers Tales article

Day 3: From Montefollonico to Castello di Leonina

Tuscany scenery at its optimum.

The distinctive Crete Sinesi is a wondrous sight. As you ride through the villages and market towns of Trequanda then Asciano - stop in Asciano for a wood fired pizza lunch and a glass of something - keep the camera ready.

It won’t do the beauty justice but it will help you remind you of this extraordinary day.


★Crete Senesi ★Asciano ★Castello di Leonina


Miles: 23 | Saddle Time: 2h 18m | Difficulty: 🚲


Castello di Leonina, Asicano, Tuscany

Here you can watch that Tuscan sunset sink slowly into the Siena horizon.

Find out more:
Travellers Tales article

Day 4: From Castello di Leonina to Lucignano

The Crete Sinesi returns gently into rural Tuscany.

Quiet country lanes rise and fall and are such a pleasure to ride. Lucignano is an extraordinary medieval hilltop town and well worth a visit. Perhaps take lunch here. Unspoilt, historical and a unique atmosphere.


★Long Downhill ★Castelnuovo Berardenga


Miles: 30 | Saddle Time: 2h 41m | Difficulty: 🚲


Le Caselle Ristorante Il Baraccotto, Lucignano

On the edge of Lucignano with pool and renowned restaurant

Find out more:
Travellers Tales article

Day 5: From Lucignano to Cortona

2019 is the 500th year since the death of Leonardo da Vinci. In c.1503-6, he mapped the Val di Chiana, then largely a marshy area. The network of water channels that you cycle across today are the result of this scheme and give rise to the cultivation and nature of this area.


★Views of Cortona ★Valdichiana


Miles: 21 | Saddle Time: 1h 46m | Difficulty: 🚲


Villa di Piazzano, Cortona, Italy

Slip off the shorts and into your Speedos, for the pool awaits! Maybe spend the evening in Cortona?

Find out more:
Travellers Tales article

Day 6: Departure Day

Your final morning. Take breakfast by the pool and maybe take a cappuccino in Cortona before departing!


★ Breakfast on the terrace

Journey Map

“Out of interest, Christian and I rode our ordinary bikes up to Castel Rigone a few days later. The difference was astonishing: I felt the hill would never end”

Deborah Maby, UK. Umbria eBike Tour

“I did endless research beforehand wondering whether it would work out as a holiday, was Italy the right spot and Inspired Italy the right company? All I can say all 8 of us loved it. There was a pretty wide range of fitness levels, but with the 4 speeds on the eBike it was not a problem.”

Nicola Odey on an Umbria eBike Safari

“Writing [the Google review] pulled on my heartstrings and made me want to do it all over again.”

Marion Clare Williams, USA on a Guided Umbria Electric Bike Safari

“Fantastic way to bike-ride in Italy without worrying about the hills  ”

Mark Dale, UK. Guided Umbria & Tuscany eBike Tour

Best Bits

  • Wine Regions & History
  • Wonderful accommodation - Castles & Villas
  • Quiet Country Roads
  • Valdichiana | Crete Sinesi | Chianti
  • Truly Outstanding Scenery
  • electric Bike Tour in Tuscany

The Translation of Sunshine FAQ's

“Cycling to be Enjoyed, Not Endured”

Here, we try to cover some of the more often asked questions ...

  1. Am I fit enough? The Translation of Sunshine bike tour requires just over 2hrs  cycling per day. eBikes do not give you a free ride. You need to pedal. While the eBike makes things much easier, you still require a reasonable level of fitness. The fitter you are, the greater your enjoyment. The oldest person that we have had is Geoffrey who at 84 years of age. The youngest was 12 years.
  2. How busy are the roads? Italian roads tend to be much quieter than people are used to. The vast majority of your itinerary is along quiet country roads. There is one exception - on day 3 [optional ride] the final 4Km or so is on a wide, fast road with wide hard shoulder.
  3. I haven't ridden a bike for a while, but I'd like to come on an eBike trip. That's fine. We strongly recommend that you put in a little time on a bike before you come. The fitter and more comfortable you are on a bike, the more you will get from your vacation. In fact comfort is the main thing - get used to sitting on a bike!
  4. My Luggage - whats happens to it?  Each transfer day see your luggage moved by our support vehicle from one hotel to the next. We provide you with luggage labels.
  5. What should I wear? Our eBikes have a very comfortable Gel Saddle and a suspension seat post. Despite this, you might choose to wear padded cycling shorts/skirts for extra comfort. Our eBike Leaders wear padded underwear, which we think is more flexible than the padded short. You can then choose to wear this with your favourite shorts. And yes, there are ladies versions too! You do not need a whole wardrobe of special cycling clothes! A few well chosen items will help keep you cool/warm and comfortable on your eBike trip. Sun cream and a neckerchief or scarf are a very good idea.
  6. Footwear - You need a pair of shoes that are resistant to weather and have a good grip. They should also be comfortable for walking. Our eBikes do not use the cleat system.
  7. Do you provide Helmets? Yes, we provide helmets. Its included in the price.
  8. Do I have to wear a helmet? No, you don't. It is not a legal requirement to wear protective head gear. If you choose not to wear a helmet, that is entirely your own decision and choice.
  9. What is provided with the bike?
    •  - Water Bottle & Holder - Each bike is equipped with a handle bar mounted water bottle holder and water bottle.
    •  - A Rear View Mirror is fitted on the bike to help you keep the group together and improve safety.
    •  - Pannier - each bike is fitted with a single safari pannier. There is sufficient room for wallet, cameras, sun cream etc.
    •  - Wet Weather Cape - yes, it does rain, occasionally. We provide a high-quality bike cape for each rider.
    •  - Battery Charger - each bike has a battery charger.
    •  - Power Adapter - to make charging easier.
    •  - Spare Inner Tube - we don't expect you to fix punctures. We provide a replacement inner tube.
    •  - Pump - you have a small, portable pump for road side emergencies. Each hotel keeps a large air pump.
    •  - Hi-Visibility Jacket - in case of road side maintenance, we provide you with a Hi-Vis jacket.
    •  - Security Cable - to lock your bike.
  10. Your Guide also carries...
    •  - BOSCH Nyon GPS
    •  - Tool Kit
    •  - Basic First Aid Kit
  11. What should I carry with me?
    •  - Passport
    •  - Insurance Documentation
    •  - Cash for the day
    •  - Credit/Debit Cards
    •  - Change of clothing to anticipate changes in weather
  12.  What is the best time of year to take an eBike Safari? Great question. We have written a whole piece on this - CLICK HERE


$1,299 per person

Your adventure includes:

Your adventure includes:

  • 8 Days | 7 Nights [ 5 night itinerary available ]
  • Bed & Breakfast | Half Board Option
  • On-Tour Luggage Transfer
  • Classic Accommodation | See itinerary for full details
  • Smaller, Family-Run Hotels & Country Houses, providing an authentic experience
  • Welcome Drinks, Briefing, Bike Set-Up
  • BOSCH Nyon GPS | Simple, Easy-to-Use Turn-by-Turn Guidance
  • Start & Finish - Cortona, Tuscany
  • Customised Inspired Raleigh Electric Trekking Bike
  • 24/7 WhatsApp Guide & Emergency Vehicle Support

More GPS Self Guided biking tours in Italy with a choice of Tuscany Bike Tours

Thanks to being able to saunter up the hills – and the ebikes really do allow this – day trips of 40 or 50 miles are not onerous.

Christian Wolmar

The Da Vinci Road

A SuperTuscan eBike TourTUSCANY | GPS | Self Guided
  • • 10 Nights
  • • Indulgence Accommodation
  • • Take Your Time in Tuscany
  • • Average hours of activity: 2h 39m
  • • Prices from $2,205 per person

Fragrance & Flavours of Tuscany

The True Taste of TuscanyPRIVATE | GPS | SELF GUIDED
  • • 8 Day | 7 Night -OR- 6 Day | 5 Night
  • • EASY to MODERATE Cycling
  • • From $1,299 per person

Italy's Rural Heart

  • • 7 or 5 Nights
  • • Classic Accommodation
  • • The Wide Valleys of Umbria
  • • Average hours of activity: 2h 40m
  • • Prices from $1,266 per person

Umbria for Food & Wine Lovers: Our Umbria 🍷🍝

Niccone Valley | Montone | Gubbio | AssisiFULLY GUIDED
  • • 7 or 5 Nights
  • • EASY CYLING with some short moderate sections
  • • 🍷Tastings & 🍝 Cooking Lesson