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Tuscany Road Bike Tour

Experience the breathtaking beauty, rich history, and exquisite flavors of Tuscany on a 7-day cycling tour, and explore the heart of this beautiful region.
Starting point
San Quirico d’Orcia
Finish point
San Gimignano
Duration
7 days / 6 nights
Tour type
Self-guided
Season
April - October
Price
From: 1,349€/person
Difficulty
Moderate
Suitable for most active people with good stamina and basic cycling experience

Explore the breathtaking landscapes of Tuscany

Visit charming medieval towns and villages such as Montepulciano, Monticchiello, and San Gimignano

Savor world-renowned Tuscan cuisine and wine through tasting tours and lunches at local wineries

Discover the rich history and culture of the region with visits to iconic landmarks

Chianti panorama

Chianti panorama

Tuscany bike

Tuscany bike

Buonconvento

Buonconvento

Crete senesi

Crete senesi

Val d orcia

Val d orcia

Chianti panorama
Tuscany bike
Buonconvento
Crete senesi
Val d orcia

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Self guided

Included in price

Tour design and organization
Booklet with detailed itinerary and route instructions
6 nights in a 3/4* hotels with breakfast
Service and support during your tour
GPS navigation with an easy-to-use app
Luggage transfer
Tourist tax

Optional Extras

Bike rental
Airport transfer
Extra days
Signle supplement
From:
1,349€
/person
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Embark on an unforgettable cycling journey through the heart of Tuscany, where every turn of the wheel reveals breathtaking landscapes, rich cultural heritage, and exquisite culinary delights. This 7-day tour will take you on a magical adventure through the iconic Val d’Orcia region, where the rolling hills, winding roads, and medieval towns are a true feast for the senses.

From the “ideal” city of Renaissance time, Pienza, to the charming and picturesque towns of Montepulciano and Monticchiello, every stop along the way is an opportunity to immerse yourself in the history and beauty of Tuscany. Experience the warmth of the Italian culture through the local cuisine, such as the Pecorino cheese and Brunello wines, which are produced in this region and are renowned worldwide.

As you cycle through the scenic routes of the Crete Senesi and Chianti regions, you will discover a landscape of unparalleled beauty, with vineyards, olive groves, and ancient forests. Marvel at the impressive medieval castles and the well-preserved walls of Monteriggioni, and explore the charming narrow streets of San Gimignano, known as the “City of Beautiful Towers.”

The tour also includes visits to world-renowned wineries, where you can indulge in the tastes and aromas of the finest Italian wines. From the Abbey of Sant’Antimo to the Castle of Brolio, every landmark is a testament to the rich and fascinating history of Tuscany. The journey ends with a visit to the enchanting city of Siena, with its majestic medieval center and iconic landmarks, such as the Duomo and Piazza del Campo.

This tour is E-Bike friendly! This tour can be booked with e-bikes for a more leisureful experience. Explore the great Tuscany without breaking a sweat!

Map

Average weather forecast

JAN FEB MAR APR MAY JUN JUL AUG SEP OCT NOV DEC
High (°F) 43 48 57 63 72 79 84 82 75 64 52 43
Low (°F) 30 32 39 45 54 59 64 64 57 48 39 32
Rain (in) 2 2 3 3 4 3 3 4 4 5 3 2
JAN FEB MAR APR MAY JUN JUL AUG SEP OCT NOV DEC
High (°C) 6 9 14 17 22 26 29 28 24 18 11 6
Low (°C) -1 0 4 7 12 15 18 18 14 9 4 0
Rain (mm) 59 49 65 75 95 67 66 89 93 122 76 61

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Things to know

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Angie Osborne
Verified Customer
This tour met and exceeded our expectations. It was certainly challenging cycling for seniors but most of us did it all seven days. Scenery and culture of the islands was glorious. Guide and crew was superb!
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Greg Martin
Verified Customer
Great holiday. Really easy to follow routes, good choice of hotels and the en route places to eat and visit was really helpful. Super responsive to questions during my holiday. Would definitely use them again.
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Diane Flynn
Verified Customer
We had a wonderful cycling trip, starting in Trieste, then onto Slovenia and Croatia. Before the trip, Klemen was extremely patient with our many questions and addressed our concerns very satisfactorily- even changing the original bike route to meet our needs. The bikes we used ( e-bikes) were in great condition, and easy to use. The hotels were very satisfactory- and included big breakfasts to start our days. The towns we visited were charming. All in all- a first class experience!!
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Karen Bergman
Verified Customer
I thoroughly enjoyed this trip! The guides were professional and provided excellent leadership. They clearly know this country and the best cycling routes. I would definitely do another trip with them.
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Jorrit Van der Meulen
Verified Customer
Our experience (5 day ride from Bled to Trieste) was fantastic. Europe Cycling was great on all aspects. The routes were clear and on rural roads with little traffic. The hotels were great. The service was fantastic (including a rain day where 4 of our group were transported by van from one location to another - arranged quickly and easily with the team on the actual day). You wont be disappointed. We'd definitely use them again.
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Amy Berger
Verified Customer
Great trip! Klemen set up our trip perfectly. When we needed him he was there. The hotels were excellent. The biking a blast. We did a 5 day self guided tour. Do it!!

Self-guided

Those who like a good adventure and limitless flexibility should go on a self-guided cycling holiday. We prepare the itinerary and book your accommodations; You enjoy the journey without our guide, being fully in charge of all the daily decisions. While you’ll have the full support of our team in case of any emergencies or concerns, a certain level of self-reliance is required.

Hassle-Free

We handle itineraries, accommodations, and anything else you prefer not to deal with, so you can enjoy a carefree holiday.

Completely Customizable

Flexibility is our middle name — whether you want more or less, or just beyond ordinary, we’ll make it happen.

Book with confidence

We are a financially protected company, fully bonded and insured, keeping your money safe and allowing you to travel with confidence.

Unbeatable support

Our 24/7 customer support is where we show our passion, bringing you a better experience by making your well-being our number one priority.

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Discover Italy on two wheels with our cycling holidays! Choose from a variety of available cycling tours in Italy's most beautiful and picturesque regions.
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Portfolio company of World Discovery.