From

US $1,680 per person

Picture book Tuscany with Charm - Between Brunello and Chianti 8 Days

8 days

•

Start and end in Florence

4.1 (31 reviews)

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View all

From

US $

Price based on Cheapest Room

Price based on Shared Room

Price based on Private Single Room

Price based on Private Double Room

Select departure month

1 Adult2 Adults, 1 Child2 Children

Pay only 20% today. The rest is due 65 days before departure. Learn more

Best price guarantee Learn More

Plan your adventure:

Operator: ASI Reisen
Bicycle: Pedal through scenic landscapes on two wheels
Private Tour: Travel exclusively with your friends and family
Self-guided: Independent exploration, backed by expert advice and support
Medium Intensity: Travelers should be comfortable with somewhat-demanding activities
Guided in German
Ages 16+

Image of a map showing the route of the tour

Itinerary

Intro
Introduction
Day 1
Florence
Florence
Optional Activities
- Stroll through Florence
- View world-class art and historical sites
Landmarks
Florence
Day 2
Florence to Passignano
Florence to Passignano
Meals
Breakfast
Included Activities
- Train journey Florence to Arezzo with bike included
- Walk through Arezzo old town
- Cycle through Val di Chiana valley
- Cycle through olive groves and hills to Lake Trasimeno
- Cycle along lake shore to Passignano
Landmarks
Arezzo
Val di Chiana
Cortona
Lake Trasimeno
Passignano
Day 3
Passignano to Montepulciano
Passignano to Montepulciano
Meals
Breakfast
Included Activities
- Cycle along Lake Trasimeno lakeshore to Castiglione
- Cycle through Vino Nobile de Montepulciano vineyards
- Explore Montepulciano medieval alleyways
Landmarks
Castiglione del Lago
Montepulciano
Day 4
Montepulciano to Montalcino
Montepulciano to Montalcino
Meals
Breakfast
Included Activities
- Cycle to Montechiello fortified village
- Cycle Strade Bianche white roads to Pienza
- Cycle through Val d'Orcia landscape
- Visit Montalcino wine shops and sample Brunello wine
Landmarks
Montechiello
Pienza
Val d'Orcia
Montalcino
Day 5
Montalcino to Siena
Montalcino to Siena
Meals
Breakfast
Included Activities
- Cycle Eroica routes through wheat fields
- Cycle past cypress avenues and stately homes
- Cycle to Siena and across Campo square
Landmarks
Palazzo del Pubblico
Piazza del Campo
Day 6
Siena to Radda
Siena to Radda
Meals
Breakfast
Included Activities
- Cycle over mountain roads with vineyard views
- Cycle through white roads and vineyards to Radda
- Explore Radda village
Optional Activities
- Break at Vagliali stone village for Italian cappuccino
- Typical pasta plate lunch
- Optional tour via Castellina through Chianti (+40km)
Landmarks
Vagliali
Radda in Chianti
Castellina in Chianti
Day 7
Radda to Florence
Radda to Florence
Meals
Breakfast
Included Activities
- Cycle through vineyards and olive groves to Greve in Chianti
- Cycle through medieval villages
- Long descent to Ponte Vecchio in Florence
Landmarks
Greve in Chianti
Ponte Vecchio
Day 8
Florence
Florence
Meals
Breakfast

Landmarks
Florence

Landmarks
Arezzo
Val di Chiana
Cortona
Lake Trasimeno
Passignano

Landmarks
Castiglione del Lago
Montepulciano

Landmarks
Montechiello
Pienza
Val d'Orcia
Montalcino

Landmarks
Palazzo del Pubblico
Piazza del Campo

Landmarks
Vagliali
Radda in Chianti
Castellina in Chianti

Landmarks
Greve in Chianti
Ponte Vecchio

What's Included

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Accommodation
Meals
Additional Services
Transport

What's Not Included

Optional
Additional Services

Operated by

ASI Reisen

Rating: 4.1 (31 reviews)
Response time: within 1 day
Response rate: 96%
Cancellation policy: Learn more

Reviews from other tours by ASI Reisen

Tour Operator
4.1

M5.0•July 2026
A beautiful hike through the Dolomites. Accessible to anyone. The best part is the magnificent scenery; the worst...
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Petra5.0•May 2026
Would book the trip again at any time.
Diana4.7•October 2026
You advertised this tour on your website as Sweden - Island Adventure near Stockholm 7 Days It was in fact a...
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Dates & Prices

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Upcoming departures

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Trip essentials

Good to know

Tour ID: 323348

The practical details for your trip across Italy: money, plugs and flexible ways to pay, all in one place.

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Pay in installments
Spread the cost in interest-free biweekly installments of $67.
Deposit only
Book now with just a 20% deposit. The remaining balance is due 65 days before departure.
€ - Euro
You’ll encounter Euro in Italy.
Plug type L
You’ll need an adapter for these sockets in Italy.

Currency
€
Euro
Italy
Plugs & adapters
As a traveler from USA, Canada, England, Australia, New Zealand, South Africa you will need an adaptor for type L.
- Type L
  Used in Italy
Visa
Whether you need a visa depends on your nationality and how long you stay. We can’t process visas for you, but here’s a quick indication for this trip.
This is only an indication. Visa rules depend on your passport, trip length and purpose. Always confirm with the official embassy or consulate before you travel.
Payment information
Pay now
A 20% deposit
Balance due
65 days before departure
Installments
Interest-free, every two weeks
Currency
USD
Booking fee
None
Book now with just a 20% deposit and pay the rest later. The remaining balance is due 65 days before departure, charged automatically to your card, or you can split it into interest-free biweekly installments of $67 at checkout. Everything is charged in USD, and TourRadar never adds a booking fee. Any trip departing before December 24th, 2026 will need to be paid in full at checkout.
Accepted for ASI Reisen tours
Visa
Maestro
Mastercard
American Express
PayPal
TourRadar does NOT charge you an extra fee for using any of these payment methods.
Cancellation Policy
Cancellation terms may vary per tour. Please check for the full cancellation policy here.
Checking the cancellation terms for this tour…
Your money is protected. TourRadar is an authorized agent of ASI Reisen, and we handle payments so you don’t have to. Payment is securely transferred to the operator based on your departure date.
Insurance
Our travel protection from our award-winning partner, XCover, means you and your travel companions can book with peace of mind knowing there’s protection available in case your trip doesn’t go to plan. At checkout you will be able to select between different options in case you or the tour are eligible for insurance. In case no option is available, you are always able to purchase travel insurance outside of TourRadar.
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Best price guarantee
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How it works
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Same inclusions and destinations
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What doesn’t count
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Every new booking also counts toward your , which unlocks extra savings.
Accessibility
Some tours are not suitable for mobility-restricted traveler, 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.
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From

US $

Price based on Cheapest Room

Price based on Shared Room

Price based on Private Single Room

Price based on Private Double Room

Select departure month

1 Adult2 Adults, 1 Child2 Children

Pay only 20% today. The rest is due 65 days before departure. Learn more

Best price guarantee Learn More

Plan your adventure:

Picture book Tuscany with Charm - Between Brunello and Chianti 8 Days

Itinerary

Optional Activities

Included Activities

Included Activities

Included Activities

Included Activities

Included Activities

Optional Activities

Included Activities

Want to read it later?

What's Included

What's Not Included

Reviews from other tours by ASI Reisen

Dates & Prices

Want to read it later?

Why book with TourRadar?

Pay in installments

Deposit only

€ - Euro

Plug type L

Currency

Plugs & adapters

Visa

Payment information

Accepted for ASI Reisen tours

Cancellation Policy

Insurance

Best price guarantee

How it works

Your quote needs

What doesn’t count

Accessibility

People also viewed

Earn while you share

Keep Exploring Italy

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