Tuscany and The Island of Elba
An Enchanting 30th Anniversary Top Guide Tour
Download a Detailed Itinerary
Our comprehensive itineraries are a one-stop-shop for all the delightful details of our carefully crafted tours, including:
- A thorough daily itinerary
- Details for exact accommodations
- What to expect
- Travel planning tips
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From the Renaissance city of Florence to the pristine beaches of Elba, Tuscany’s cultural wealth and natural beauty are incredibly rich and varied.
We begin south-east of Florence cycling on the Setteponti Road for a couple of days among infinite olive groves. From there we’ll pedal through the vineyards of the hilltowns of Chianti, and through the twisting streets of Siena. Strolling Siena’s narrow maze of cobblestone walkways is an amazing architectural journey, and the view from Siena’s famous tower will make your head spin!
From Siena we travel through dramatic landscapes to Volterra. Our tour finishes on the enchanting island of Elba. One of the most beautiful islands in Italy, Elba has been recognized for centuries for its elusive beaches, warm crystal waters, mountain vistas, and tranquil villages. We’ll park our bikes, dive into the warm blue waters, and discover why Napoleon chose to exile to this humble paradise.
Tour Essence
- Ride through Toscana from mountains to sea with Top Guide Marcello Bonini (2014 Outdoor magazine award) and Ciclismo Classico’s founder and CEO Lauren Hefferon
- This is our 30th anniversary edition of one of our first tours!
- Visit Siena and Volterra and learn about Etruscans
- Visit the famous wine villages of Greve, Panzano, Radda, and Gaiole in Chianti and learn all about Sangiovese grapes
- Experience an all you can eat gelato diet every day
What to Expect
Terrain
Rolling to hillyStart Location
Malva, ItalyEnd Location
Elba, ItalyMileage
Average Daily: 39 miles Total: 263-368 miles
Once you have a trip confirmed, we will feed you a steady diet of additional pre-departure information that includes: How to train, prepare, pack and all the wonderful, inspirational and practical things you want and need to know before you go! Our Travel Advisors will be available to help plan your pre- and post-tour travel.
- 2 cultural visits with local guides
- Expert, bilingual guides
- 2 wine tastings
- Wine kitty
- 1 olive oil producer visit
- All-you-can-eat gelato
- Post-tour group ferry
What’s Included
- Carbon bike rental equipped with Garmin Edge GPS
- Ciclismo kit (bibs and jersey)
- Ciclismo Classico water bottle
- Two water bottle holders
- Map holder on handlebars and a Garmin Edge GPS
- Handlebar bag
- Tire pump
- Combination bike lock
- Gel-padded saddle
- Choice of pedals
- Card with your tour leaders’ mobile phone numbers
Pedal Options
- Flat pedals
- Half-toe pedals (without straps)
- Toe cage pedals
What’s Not Included
- Helmet
- Optional: clipless pedals with shoes
- Optional: your own saddle
- All accommodations
- All breakfasts, 4 lunches, and 6 dinners
- Visit Siena and Volterra and learn about Etruscans
- Visit the famous wine villages of Greve, Panzano, Radda, and Gaiole in Chianti and learn all about Sangiovese grapes
- Experience an all you can eat gelato diet every day
2019
2020
Start Location
Malva, ItalyFly Into
FlorenceEnd Location
Elba, ItalyFly Out Of
Malva
Meals Provided
Lunch, DinnerAverage Mileage
20/30 milesRiding Terrain
OndulatingMeals Provided
Lunch, DinnerAccommodations
Villa Belpoggio
Relais Villa Belpoggio is a beautiful Tuscan boutique hotel, located in the Chianti area right in the middle of the triangle connecting Florence to Arezzo and Siena. All the accommodations are peaceful, comfortable and of great atmosphere.
Il Borro Loop
Meals Provided
Breakfast, Lunch, DinnerAverage Mileage
32/38 milesRiding Terrain
Ondulating with some short steep hillsMeals Provided
Breakfast, Lunch, DinnerAccommodations
Villa Belpoggio
Relais Villa Belpoggio is a beautiful Tuscan boutique hotel, located in the Chianti area right in the middle of the triangle connecting Florence to Arezzo and Siena. All the accommodations are peaceful, comfortable and of great atmosphere.
Siena
Meals Provided
Breakfast, DinnerAverage Mileage
65 milesRiding Terrain
HillyMeals Provided
Breakfast, DinnerAccommodations
Villa del Sole
Villa del Sole is just a short walk from the Piazza del Campo as well as many restaurants and shops. Its rooms are beautifully decorated and the staff are more than accommodating for all guests.
Siena - Rest Day
Meals Provided
BreakfastAverage Mileage
28/40 milesRiding Terrain
HillyMeals Provided
BreakfastAccommodations
Villa del Sole
Villa del Sole is just a short walk from the Piazza del Campo as well as many restaurants and shops. Its rooms are beautifully decorated and the staff are more than accommodating for all guests.
