Tuscany cycling tour from Florence to Siena

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tuscany-cycling-tour-from-florence-to-siena
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tuscany-cycling-tour-from-florence-to-siena
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tuscany-cycling-tour-from-florence-to-siena

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Tour

Bike Tours, Road cycling holidays, E-bike tours, Gravel bike tour, MTB cycling holidays

Duration

5 days

Distance

174Km

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Self-guided

The beauty of this package is in the freedom it offers: without a guide, you are free to decide the timing, pace, and stops of your journey. Travel freely, travel your way!
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4/5 Medium-Easy

Moderate-Difficult, between 50 and 100 kilometers per day with an elevation gain between 700 and 1300 meters.

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Linear

The starting point is different from the ending point, with overnight stays in different hotels and daily stages.

Description

Day 1: Florence
Individual arrival, free dinner and overnight stay in a 3-star hotel, located a few steps from the old center of Florence.

Day 2: San Gimignano (56 km, +/-1010 m)
Breakfast and meeting with our staff, who will give you detailed maps and all the information on the best approach for each single stage. The tour from Florence to Siena by bike will start with a slight climb up to Piazzale Michelangelo, one of the most panoramic and fascinating places in Florence. You will then visit Montespertoli, a pretty town located on a gentle hill in Chianti, whose surrounding countryside offers postcard landscapes. You will continue on to Certaldo alto, a splendid medieval village that was the birthplace of Boccaccio, a famous medieval writer and author of the Decameron. Finally, uphill along the Via Francigena, you will reach San Gimignano, the famous medieval village with beautiful towers. Free dinner and overnight stay in a 3-star hotel in the city center. 4-star hotel available upon request.

Day 3: Monteriggioni and Chianti (49 km, +/-800 m)
There are various places of interest in this stage. Stop at Abbadia Isola, an abbey on the edge of the Via Francigena and in Monteriggioni, one of the best preserved medieval villages, with the walls surrounding the town. Climb towards Chianti, surrounded by fine vineyards and catapult yourself into the historic struggle between Siena and Florence in Castellina in Chianti, an ancient medieval village. Dinner and overnight in a 4-star hotel located in Radda in Chianti.

Day 4: Brolio Castle and Siena (52 km, +/-820 m)
Take a tour through the alleys and walls of Radda in Chianti, with an unmissable view of the vineyards. Visit Castelnuovo Berardenga and the landscape museum and pass Gaiole in Chianti, the town where L’Eroica was born in 1997. You will then reach the Castello di Brolio, a symbol of Chianti and its excellent wines. Other small Chianti jewels are Villa a Sesta and San Gusmè. To conclude with a flourish, enter the historic center of Siena from Porta Romana and finish the tour in the wonderful Piazza del Campo. Dinner in a typical restaurant in the center of Siena and overnight in a 3-star hotel, located a few steps from the center of Siena. 4-star hotel available on request.

Day 5: Siena
After breakfast end of the tour and individual departure.

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By choosing to travel by bike with us, you help us make the world a better place: we plant a tree for every trip sold

Why book online on Cyclando?

Because we guarantee you the lowest price and if your tour is not available or confirmed, you can always opt for the refund of the amount paid, or choose another tripfrom the over 800 on the platform.

Our cancellation insurance is the most advantageous you will find around!

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Cancel for any reason

Trip cancellation for any documentable reason: pregnancy, illness, work and more, guaranteed.

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Coverage of all costs

Full insurance covers all travel costs and penalties from companies, without worries.

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Refund in 7 days

With Smart Claims, we guarantee fast refunds in just 7 days for complete peace of mind.

✅ What is included in the trip?

  • Travel/Medical Insurance 24/24
  • Overnight stay and breakfast
  • GPS or navigation APP
  • Luggage transfer
  • Local telephone assistance 7/7
  • Detailed description and maps of the itinerary

❌ What is not included?

  • Transfers not listed as "Included"
  • City tax
  • Tips
  • Journey to/from the starting point of the tour
  • Meals and drinks not listed as "Included"
  • Bike rental
  • Extras
  • Entrance fees, ferries and anything not listed as "Included"
  • Welcome briefing

💸 Cancellation fees

  • Time Range
  • Full refund
  • More 31 days of departure
  • 75%
  • From 30 to 31 days before departure
  • 50%
  • Up to 7 days before departure
  • Not refundable

Tuscany cycling tour from Florence to Siena

  • To treat yourself to an unforgettable cycling holiday in Tuscany from Florence to Siena, immersed in rolling hills and small medieval villages
  • To start the tour overlooking the beautiful city of Florence from the panoramic Piazzale Michelangelo
  • To visit Montespertoli, a pretty town located on a gentle hill in Chianti, whose surrounding countryside offers postcard landscapes
  • To cross Certaldo Alto, a splendid medieval village and birthplace to Boccaccio, famous medieval writer and author of the collection Decameron
  • To visit the enchanting Tuscan villages such as San Gimignano
  • To end your holiday in beauty in the splendid Piazza del Campo di Siena, considered one of the world´s greatest medieval squares and renowned worldwide for its beauty and architectural integrity
  • To explore Tuscany by bike and make a stop in Gaiole in Chianti, the town where the historical competition L’Eroica was born in 1997

🙋 Frequently asked questions

  • Can I bring my own bike?

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  • What kind of assistance will I have during the trip?

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  • How do I know if a tour is within my capabilities?

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  • What is the cost of renting bicycles?

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  • Are rented bikes equipped with accessories like lights or bags?

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Organized by

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Anima Toscana

Best Price Guaranteed!

Starting from 801 per person

stariicon5.0/5on15 reviews
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How many of you will there be?

Adults

Minimum participant number: 2

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2

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Do you want to rent bikes?

Select the bikes you need

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0

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MTB rental surcharge

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E-MTB rental surcharge

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Racing bike rental supplement

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Gravel bike rental supplement

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Chosen by 9 people

Do you have any doubts of any kind?

Cyclando srl

Tour operator with Europe Assistance RC Insurance 4249713 - Registered with the Guarantee Fund with A.I.A.V. Associazione Italiana Agenti di Viaggio trough IL SALVAGENTE s.c. a r.l.. All rights reserved.

VAT ID: 03880320365

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