• 6 days/5 nights
  • Next Departure: Call (800) 575-1540
  • From $3,298 / person
  • ($580 single supplement)

Top-notch Wine, rich culture, impressive history, pastoral countryside, and world-renowned cuisine await you on this 6-day bike tour through Tuscany.

  • Biking
  • Cultural
  • Wine / Gourmet

Activity Level: Difficult

This Tour

Welcome to your classic Tuscan adventure – to six full days of mouth-watering food, rolling vineyards, weathered hillside villas, and vibrant cities brimming with art, history, and old-world charm.

  • Pedal the vineyard-clad hills of Chianti Classico, soaking up a quintessential golden-green Tuscan landscape dotted with sheep,castelli, cypress trees, and olive orchards
  • Visit the marbled Duomo in Siena on a guided walk and savor a homemade lunch served by Mamma Licia in the village of Chiusure
  • Bike to Monteriggioni, a village surrounded by 14 medieval towers, and explore the quaint streets, art galleries and gelaterie in San Gimignano
  • Dine as the Medici family once did on crostini ai funghi porcini (a Tuscan specialty: toast with mushrooms), ossobuco alla Toscana and homemadetorta, washed down with a glass of bold Chianti or crisp Vernaccia di San Gimignano
Group of bikers in Tuscany
Photo: Group of bikers in Tuscany

One of my favorite lunches in Tuscany is in a tiny village where the tables are set in a narrow square, just for us. Mamma Licia brings our hard cheeses, cold meats, breads, salads and vino rosso, or course. The best are the tomatoes - they taste just like they were meant to. When I look around - at the happy face of soon-to-be friends, at the perfect little square - the world comes to a standstill.

Ron van Dijk European Expert

& Map

Tour Itinerary

6 days/5 nights

Florence, Italy (FLR)

Day 1: Siena
Day 2: Siena
Day 3: Siena
Day 4: San Gimignano
Day 5: Artimino
Day 6: Florence (departure)

Nights 1 - 3: Hotel Villa Scacciapensieri

A heaven of greenery and peacefulness, the Hotel Villa Scacciapensieri is located in the city, yet it’s surrounded by its own garden and a luxurious park of oak trees. Its peaceful and traditional setting is ideal for relaxing the mind and body.

Night 4: Hotel la Cisterna

Located in San Gimignano, a town of fairytales with medieval towers, the Hotel la Cisterna is an atmospheric four-story hotel housed in a stone-walled 14th-century palace. Youʼll be surrounded by splendid views and the beautiful Tuscan countryside.

Night 5: Hotel Paggeria Medicea

Rustic style meets maximum comfort at the Hotel Paggeria Medicea. Situated on a peaceful location, this hotel offers stupendous views of the surrounding hills while offering the highest level of hospitality.

Dates, Rates
& Details

Start planning your next adventure now. See the information below for the rates and selection of available dates. For additional information on dates and availability, please contact our travel specialists.

  • 6 days/5 nights
  • Next Departure: Call (800) 575-1540
  • From $3,298 / person
  • ($580 single supplement)

Regions we visit in Europe: , , ...

A few more reasons why you've gotta go…

  • 1. The vineyards: the Tuscan region is universally acclaimed for its classic wines and natural beauty.
  • 2. The shopping: The picturesque open air markets are the perfect place to find leather goods, paper goods, stunning jewelry and marvelous art.
  • 3. The gastronomical delights: The finest extra-virgin olive oil comes from Tuscany. It's one of the main ingredients of the region's cuisine as well as beans, herbs, ham and salami.

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(800) 575-1540


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