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Postcard Southern Tuscany - Cycling Cortona, Montalcino, Siena - Classic Self Guided

9 days
From Cortona to Siena
5.0
2 traveler reviews
Postcard Southern Tuscany - Cycling Cortona, Montalcino, Siena - Classic Self Guided - Cycle Europe

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Plan your adventure:
Self-guided
Independent exploration, backed by expert advice and support
Guided in English
Age range 3 to 99
Image of a map showing the route of the tour

Highlights

  • Discover the heart of the “Under the Tuscan sun” book
  • Pedal through the beautiful UNESCO Val D’Orcia
  • Take time to relax tasting a good glass of wine
  • Try the homemade pasta and sublime local cheese
  • Immerse in the countryside’s postcard landscapes

Itinerary

Expand All
  1. Introduction
  1. Day 1 Arrive today in Cortona
  2. Day 2 Loop ride to Trasimeno Lake and surrounding hills
  3. Day 3 Bicycle to Montepulciano and Pienza
  4. Day 4 Loop ride in the Orcia Valley
  5. Day 5 Bicycle to the wine town of Montalcino
  6. Day 6 Loop ride to Bagno Vignoni and the Abbey of Sant Antimo
  7. Day 7 Bicycle to Siena
  8. Day 8 Tour ends in Siena
Want to read it later?

Download this tour’s PDF brochure and start tour planning offline

What's Included

Expand All
  • Accommodation
  • Meals
  • Additional Services
  • Optional Extras

What's Not Included

  • Flights
  • Insurance
  • Additional Services

Operated by

Cycle Europe

4.8
(42 reviews)

Number of tours

17

Age Range

3 to 90 years old

Response time

within 1 day

Response rate

100%

Cycle Europe has been running bicycle tours in Europe longer than most companies have existed (since 1972!) - so our ties to this region run deep. We’ve taken care of all the details for you. Our self-guided cycling holidays include suggestions for the best meals and unique activities, plenty of...

Read more

Your Peace of Mind Options

Cancellation Policy

A transparent overview of applicable fees.

Travel Insurance

Be covered for any unforseen circumstances.

Customer Reviews

  • Overall Rating
    Excellent
    5.0
  • Itinerary
    Excellent
    5.0
  • Guide
    Excellent
    5.0
  • Transport
    Excellent
    5.0
  • Accommodation
    Excellent
    5.0
  • Food
    Excellent
    5.0
  • 4.8
  • Postcard Southern Tuscany - Cycling Cortona, Montalcino, Siena - Classic Self Guided reviewer 1
    · July 13th, 2019
    From beginning to end, Cycle Europe was fantastic. The pre-planning and communication was incredible. The bikes were titanium bikes, with quality components. The sent staff members to expertly fit the bikes, the routes they planned was perfect, and the hotels were fabulous. On top of everything else, they were willing to help us for our entire vacation. They helped set up a cooking class for us in Lucca, helped arrange a special ceremony for our parent's 50th anniversary, and helped arrange our private transfer. They were really amazing.
    Show more
    Trip date: July 2019
  • K
    · January 5th, 2019
    Although the route was very hilly, we loved everything about our self-guided tour. The itinerary kept us on less-traveled roads as much as possible, and took us through small scenic towns with gorgeous views. We also appreciated the opportunity to tour several monasteries and scenic spots along the way. Our accommodations were very good and we had a hearty, tasty breakfast every morning. The combination of paper maps with precise directions and GPS ensured that we were hardly ever lost. We were also impressed with the quality of the bikes and the expert fitting and orientation we received before we set out. I'd highly recommend this tour for bikers who don't mind lots of elevation change!
    Show more
    Trip date: July 2018
Can’t find the answer to your question?
Reach out to the experts at Cycle Europe with your enquiry, they usually respond within 1 day.

Good to Know

Tour ID: 109997

  • Currency
    Euro
    Italy
  • Plugs & Adapters

    As a traveller from USA, Canada, England, Australia, New Zealand, South Africa you will need an adaptor for types C, E, F, L.

    Type C
    Italy
    Type E
    Italy
    Type F
    Italy
    Type L
    Italy
  • Visa
    • Unfortunately we cannot offer you a visa application service. Whether you need a visa or not depends on your nationality and where you wish to travel. Assuming your home country does not have a visa agreement with the country you're planning to visit, you will need to apply for a visa in advance of your scheduled departure.
    • Here is an indication for which countries you might need a visa. Please contact the local embassy for help applying for visas to these places.
  • Payment information
    • For any tour departing before March 3rd, 2025 a full payment is necessary. For tours departing after March 3rd, 2025, a minimum payment of $450 is required to confirm your booking with Cycle Europe. The final payment will be automatically charged to your credit card on the designated due date. The final payment of the remaining balance is required at least 90 days prior to the departure date of your tour. TourRadar never charges you a booking fee and will charge you in the stated currency.
    • Some departure dates and prices may vary and Cycle Europe will contact you with any discrepancies before your booking is confirmed.
    • The following cards are accepted for "Cycle Europe" tours: Visa, Maestro, Mastercard, American Express or PayPal. TourRadar does NOT charge you an extra fee for using any of these payment methods.
  • Cancellation Policy
  • Accessibility
    Some tours are not suitable for mobility-restricted traveller, however, some operators may be able to accommodate special requests. For any enquiries, you can contact our customer support team, who are ready and waiting to help you.