• 6 days/5 nights
  • Next Departure: Apr 15, 2018
  • From $3,298 / person
  • ($780 single supplement)

Experience Tuscany on this Italy Vacation!

Chic and steeped in culture, Tuscany will charm you with its abundant lush landscapes and mouth-watering cuisine. We’ll bicycle rural roads along gently terraced hills, cycling through vineyards and olive groves with plenty of time to appreciate the region’s timeless beauty and historic art treasures. Prior to the trip, be sure to visit Florence: rich in art, history, science and shopping, Florence is truly a Tuscan jewel.

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

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  • Adult Only Vacations
  • 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
& Map
Day 1: Siena
Meals Included:  D
Overnight: Hotel Villa Scacciapensieri

We meet in Florence in the morning and begin the day with a transfer to Castellina • Bicycle in the vineyard-clad hills of Chianti Classico and continue to the famous wine villages of Radda and Gaiole • Savor a picnic beside an olive grove • Stop for a wine tasting and a tour and find out why Italy is so well-known for its wine and vineyards • The route is filled with temptations before it leads to the golden hued, sentimental city of Siena • Tonight, we'll gather for a memorable Florentine welcome feast at our villa

Day 2: Siena
Meals Included:  B,L,D
Overnight: Hotel Villa Scacciapensieri

Travel back in time on an easy spin to the quiet, medieval villages of Belcaro and Sovicille • Spend the remainder of this day in Siena with a local historian who leads us on a spirited tour of this grand city • Share another amazing dinner together tonight at one of Siena's best restaurants, Ristorante da Enzo

Day 3: Siena
Meals Included:  B,L
Overnight: Hotel Villa Scacciapensieri

Relax and enjoy the scenery as you are transferred from Siena to Sinalunga this morning • Today's bike ride explores the graceful Tuscan landscape, famous for its sprawling green and sepia-toned farms • Visit the walled town of Asciano and take a group tour of the museum there • Break for lunch before visiting the famous abbey at Monte Oliveto Maggiore • Returning to Siena, delicate cypress trees frame dramatic views of the chalky cliffs of the Crete hills • Tonight offers you more time on your own to relax or experience more of this amazing city

Day 4: San Gimignano
Tuscany Region
Meals Included:  B,D
Overnight: Hotel la Cisterna

Wooded hills form the backdrop for a picturesque and exhilarating day • Opt to bicycle to Monteriggioni, surrounded by 14 medieval towers, and visit Colle di Val di Elsa, with its charming upper and lower towns. As a reward at the end of your ride, enjoy some more wine tasting at another one of Italy's fine wineries • Nearing day's end, everyone will meet in San Gimignano, the "Manhattan of Italy", and dine on expertly prepared local specialties, with panoramic views from your hilltop hotel

Day 5: Artimino
Meals Included:  B,L,D
Overnight: Hotel Paggeria Medicea

Your destination today is Artimino, home to the famous Medici Villa of the Hundred Chimneys • Passing through orchards and vineyards, you'll visit traditional towns like Certaldo and Montespertoli before crossing the Arno into Artimino • Your home tonight is a 16th century villa located beside the famous Medici Villa • A gourmet farewell dinner awaits you as the group reflects on their adventures over the past days

Day 6: Florence
Tuscany vineyards
Meals Included:  B

Say arrivederci to la dolce vita, and shuttle to Florence after enjoying one last breakfast • Your guide will drop you off at the Florence airport or your hotel at the appropriate times for your departure home or the beginning of your trip extension

Dates, Rates
& Details

Stop daydreaming and start planning your adventure today. Confirmed departure dates and rates are listed below. We look forward to seeing you soon!

Not finding what you're looking for? Over 33% of our itineraries are tailored to fit your group or family needs. Feel free to call one of our travel specialists for information on custom trips. Let us plan your next adventure of a lifetime!

  • 6 days/5 nights
  • Next Departure: Apr 15, 2018
  • From $3,298 / person
  • ($780 single supplement)

Confirmed Departures

  • Apr 15, 2018
  • May 6, 2018
  • Jun 3, 2018
  • Sep 9, 2018
  • Sep 30, 2018
  • Oct 7, 2018

Recommended Travel Months

CALL (800) 575-1540 for details

Additional Trip Information


Prior to the trip, arrive at your own convenience in Florence. On Day 1, we will meet you in the lobby of Grand Hotel Minerva in Florence at 8:30 a.m. After a briefing and a transfer to Castellina in Chianti, the cycling begins. After breakfast on Day 6, we take you to the airport, train station, or the hotel of your choice in Florence (one hour transfer).



Day 1 bicycle mileage options: 25 / 29 / 31 / 36

Day 2 bicycle mileage options: 17 / 23

Day 3 bicycle mileage options: 17 / 23 / 34 / 40

Day 4 bicycle mileage options: 23 / 26 / 29

Day 5 bicycle mileage options: 31 / 36


Day 2 walking tour of Siena


The hallmark of an Austin Adventures vacation is our exceptional dining. All meals: breakfasts, lunches, snacks, dinners, refreshments and receptions are included as indicated by itinerary. (B = Breakfast, L = Lunch, D = Dinner). Alcoholic beverages and related gratuities are not included in the trip price.


Included in Trip Price
  • Double occupancy rooms with private baths.
  • All breakfasts. Lunches and dinners as listed by day. Snacks along the route.
  • Fully trained, first-aid certified professional guides and knowledgeable local partners.
  • Bikes, helmets and other necessary equipment - all safe and well maintained.
  • Vehicle support and land transportation during the trip.
  • Austin Adventures T-shirt, water bottle, luggage tags and luggage service.
  • Pre-departure and packing information.
  • Incidental expenses such as taxes, dining and housekeeping gratuities, local guide and expert gratuities.
Not Included in Trip Price
  • Gratuities to Austin Adventures guides.
  • Alcoholic beverages and related gratuities.
  • Pre-and post-trip accommodations and associated expenses.
  • Air and land transportation to/from host cities.
  • All types of personal insurance.
  • Personal expenses.

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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adventure with us!

(800) 575-1540


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