Tuscan Fantasy (trip)

Tuscan Fantasy

  • Florence, Italy
  • Family & Friends
family vacation in tuscany
,  tuscany vacation
,  italy bike tour, Italy, Europe

from $3,995* per person8 DaysJune-August
Boutique accommodations Exertion level: 4
Operator: Ciclismo Classico 24 people max
     Varied program designed for active people of all ages—including children and beginners
     Renovated Tuscan farmhouse with swimming pool, tennis courts and horseback riding
     Overnights in charming apartments with kitchen, bath and living room
     Cooking lesson with an expert Tuscan chef
     Visits to the Renaissance Gems of Siena and Arezzo
     Children's activities and cross cultural exchanges
     Lectures on Tuscan history and art

The fascinating history, warm sun, breathtaking beauty and sumptuous cuisine of Tuscany converge in this enriching vacation for friends and family of all cycling levels. You’ll stay in a 15th-c. farmhouse, view medieval castles and enjoy a host of special activities to ensure your Italian adventure is a memorable one!

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Locations visited/nearby

family vacation in tuscany , tuscany vacation , italy bike tour, Italy, Europe

0 testimonials about this trip.

3 testimonials about the provider, Ciclismo Classico:

  • Reviewer: Harvey S. located in San Diego, CA
    “We never would have found such wonderful places off the beaten path on our own.”
  • Reviewer: Nancy A. located in Chicago, IL
    “Leave the real world behind, cycle through Italy and refuel your soul.”
  • Reviewer: Bill M. located in San Jose, CA
    “As with a first taste of any fine wine, your Assaggio Toscana has whetted my appetite for much more of your beautiful country. I'll cherish the memories of our dinners at the Fattoria, our climbs up those beautiful hills and most of all the small personal details along the way." Never has the word 'Classico' been more appropriate!”

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Special information

  • May accommodate certain types of disabilities. Contact the operator for more information.
  • Family oriented trip.


Day 1 – Welcome & Warm-up in San Donato

After a warm-up spin, relax by the pool on the grounds of your private apartment. Take it easy today... give yourself some time to get used to your bicycle and the gentle rhythm of the Tuscan landscape.

Day 2 – Loro Ciuffena

Loop along the panoramic Sette Ponti (Roman Road of Seven Bridges) to Loro Ciuffenna, where you'll enjoy a cooking lesson and hearty Tuscan lunch. After passing through Regello, we'll follow an ancient Etruscan road through the region. The rich history of this area has left behind beautiful architectural sights to view, as you wind through vineyards and olive groves. Once we get back to the hotel, you'll have plenty of time to take a dip in the pool and relax before dinner!

Day 3 – San Donato

Choose a countryside hike or a variety of child-friendly options, including tennis, horseback riding and a hike to visit an olive press. For parents, there's also an early morning "coffee ride" into Reggello, to relax and enjoy a real Italian espresso or cappuccino. An evening cooking lesson teaches how to make pizza, kid- and parent-friendly fare!

Day 4 – Figline & Greve

Cruise downhill to medieval Figline where we'll take a stroll through the market and buy some fresh produce for our afternoon picnic. We'll visit the Museo della Civilta Contadina, followed by an optional loop or relaxation by the pool.

Day 5 – Siena

Shuttle to Siena, Tuscany’s medieval jewel, whose architectural treasures we’ll explore on a walking tour. In the afternoon, you can choose your own activity; perhaps you'll climb the Torre del Mangia (the focal point of Siena's main piazza) or visit the Pinacoteca Museum (a collection of medieval paintings).

Day 6 – Vallombrosa

Cycle through a dense forest to the Vallombrosa abbey, one of history’s grandest medieval Benedictine abbeys. You have the choice of two loops; the more challenging route takes you up Monte Secchieta, the highest point in the area at 4,550 ft!

Day 7 – Arezzo

Cycle to Arezzo, home of one of Europe’s biggest jewelry industries and the setting of “Life is Beautiful” by Roberto Benigni. Here, we'll have a walking tour of Arezzo's many artistic treasures.

Day 8 – Arrivederci!

We will provide a group shuttle to Florence for travel connections. Want to visit other areas of Italy, or beyond? We're happy to assist you with travel plans!


More information from Ciclismo Classico: