From

US $1,152 per person

Trekking and Tuscan Heritage

7 days

•

From Florence to San Quirico D'orcia

View all
View all

From

US $1,152 per person

Price based on Cheapest Room

Price based on Shared Room

Price based on Private Single Room

Price based on Private Double Room

Booking needs min. 2 travelers

Select departure month

1 Adult2 Adults, 1 Child2 Children

Pay only 10% today. The rest is due 70 days before departure. Learn more

Best price guarantee Learn More

Plan your adventure:

Operator: Baboo Travel
Hiking & Trekking: Conquer epic trails and breathtaking landscapes
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 English
All Ages Welcome

Explore our featured adventures

TourRadar earns higher commission on featured adventures here.

Image of a map showing the route of the tour

Itinerary

Intro
Introduction
Day 1
Florence
Florence
Optional Activities
- Visit the Duomo and Baptistery of Santa Maria del Fiore
- View art at the Uffizi Gallery
- Stroll along the Arno River and explore Ponte Vecchio
- Admire sculptures at Loggia dei Lanzi
- Detour to Pisa and Lucca before heading to Florence (if arriving by car)
Landmarks
Florence Duomo (Cathedral of Santa Maria del Fiore)
Baptistery of San Giovanni
Uffizi Gallery
Ponte Vecchio
Loggia dei Lanzi
Day 2
Florence to Radda in Chianti
Florence to Radda in Chianti
Meals
Dinner (Relaxing dinner in Radda in Chianti)
Included Activities
- Trek through vineyards and olive groves from Radda in Chianti
Landmarks
Radda in Chianti
Day 3
Radda in Chianti to Panzano to Radda in Chianti
Radda in Chianti to Panzano to Radda in Chianti
Included Activities
- Hike from Panzano through Volpaia to Radda in Chianti
Landmarks
Volpaia
Day 4
Radda in Chianti to Siena to San Quirico d'Orcia
Radda in Chianti to Siena to San Quirico d'Orcia
Optional Activities
- People-watch in Piazza del Campo
- Visit 13th-century Palazzo Pubblico and climb its clock tower
- Explore Siena's Cathedral and Museo dell'Opera Metropolitana del Duomo
- Detour to San Gimignano (if driving)
Landmarks
Piazza del Campo
Palazzo Pubblico
Siena Cathedral
Museo dell'Opera Metropolitana del Duomo
San Gimignano
Day 5
San Quirico d'Orcia - Val d'Orcia
San Quirico d'Orcia - Val d'Orcia
Included Activities
- Trek to Val d'Orcia UNESCO World Heritage Site
Optional Activities
- Cool off at Bagno Vignoni spa town with Roman pool
Landmarks
Val d'Orcia
Bagno Vignoni
Monte Amiata
Ripa d'Orcia
Day 6
San Quirico d'Orcia to Pienza
San Quirico d'Orcia to Pienza
Included Activities
- Hike to Pienza
Optional Activities
- Explore Piazza Pio II
- Visit Cathedral of Santa Maria Assunta
- Visit Municipal Palace
- Visit Borgia Palace
- Visit Palazzo Piccolomini
Landmarks
Pienza
Piazza Pio II
Cathedral of Santa Maria Assunta
Day 7
San Quirico d'Orcia to Pienza to Monticchiello to Montepulciano
San Quirico d'Orcia to Pienza to Monticchiello to Montepulciano
Included Activities
- Hike to Monticchiello and Montepulciano
Optional Activities
- Explore Monticchiello medieval walled town
- Explore Montepulciano village
Landmarks
Monticchiello
Montepulciano

Landmarks
Florence Duomo (Cathedral of Santa Maria del Fiore)
Baptistery of San Giovanni
Uffizi Gallery
Ponte Vecchio
Loggia dei Lanzi

Landmarks
Radda in Chianti

Landmarks
Volpaia

Landmarks
Piazza del Campo
Palazzo Pubblico
Siena Cathedral
Museo dell'Opera Metropolitana del Duomo
San Gimignano

Landmarks
Val d'Orcia
Bagno Vignoni
Monte Amiata
Ripa d'Orcia

Landmarks
Pienza
Piazza Pio II
Cathedral of Santa Maria Assunta

Landmarks
Monticchiello
Montepulciano

What's Included

Expand All

Accommodation
Meals
Additional Services

What's Not Included

Flights
Guide
Insurance
Optional
Additional Services
Transport

Operated by

Baboo Travel

Response time: within 3 days
Response rate: 75%
Cancellation policy: Learn more

Dates & Prices

Select departure month

1 Adult2 Adults, 1 Child2 Children

Upcoming departures

Hurry, deals only available for a limited time!

Ends on 14 Oct, 2026

From Sunday
11 Oct, 2026
To Saturday
17 Oct, 2026
English
Check the availability with the operator
Departure on request
From:
US$1,152 per person
Sign up to unlock savings
Price based on Private Double Room
From Monday
12 Oct, 2026
To Sunday
18 Oct, 2026
English
Check the availability with the operator
Departure on request
From:
US$1,152 per person
Sign up to unlock savings
Price based on Private Double Room
From Tuesday
13 Oct, 2026
To Monday
19 Oct, 2026
English
Check the availability with the operator
Departure on request
From:
US$1,152 per person
Sign up to unlock savings
Price based on Private Double Room
From Wednesday
14 Oct, 2026
To Tuesday
20 Oct, 2026
English
Check the availability with the operator
Departure on request
From:
US$1,152 per person
Sign up to unlock savings
Price based on Private Double Room
From Thursday
15 Oct, 2026
To Wednesday
21 Oct, 2026
English
Check the availability with the operator
Departure on request
From:
US$1,152 per person
Sign up to unlock savings
Price based on Private Double Room
From Friday
16 Oct, 2026
To Thursday
22 Oct, 2026
English
Check the availability with the operator
Departure on request
From:
US$1,152 per person
Sign up to unlock savings
Price based on Private Double Room
From Saturday
17 Oct, 2026
To Friday
23 Oct, 2026
English
Check the availability with the operator
Departure on request
From:
US$1,152 per person
Sign up to unlock savings
Price based on Private Double Room
From Sunday
18 Oct, 2026
To Saturday
24 Oct, 2026
English
Check the availability with the operator
Departure on request
From:
US$1,152 per person
Sign up to unlock savings
Price based on Private Double Room
From Monday
19 Oct, 2026
To Sunday
25 Oct, 2026
English
Check the availability with the operator
Departure on request
From:
US$1,152 per person
Sign up to unlock savings
Price based on Private Double Room
From Tuesday
20 Oct, 2026
To Monday
26 Oct, 2026
English
Check the availability with the operator
Departure on request
From:
US$1,152 per person
Sign up to unlock savings
Price based on Private Double Room

Why book with TourRadar?

Trusted and vetted operators
Rated excellent on
Best price guarantee

24/7 customer support
Unlock exclusive TourRadar+ member savings

To protect your payment and ensure your booking will be processed in United States, never transfer or communicate outside of the TourRadar website or app.

More benefits

Can’t find the answer to your question?

Trip essentials

Good to know

Tour ID: 368307

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

Have a question? Chat with a travel expert

Pay in installments
Spread the cost in interest-free biweekly installments of $49.
Deposit only
Book now with just a 10% deposit. The remaining balance is due 70 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 10% deposit
Balance due
70 days before departure
Installments
Interest-free, every two weeks
Currency
USD
Booking fee
None
Book now with just a 10% deposit and pay the rest later. The remaining balance is due 70 days before departure, charged automatically to your card, or you can split it into interest-free biweekly installments of $49 at checkout. Everything is charged in USD, and TourRadar never adds a booking fee. Any trip departing before December 17th, 2026 will need to be paid in full at checkout.
Accepted for Baboo Travel tours
Visa
Maestro
Mastercard
American Express
PayPal
TourRadar does NOT charge you an extra fee for using any of these payment methods.
Best price guarantee
Found a lower price for the same tour elsewhere? We work directly with every tour operator, so we can match it.
How it works
Find a lower price
Spot the same tour cheaper on another site or agency.
Send us the quote
Contact us before you book.
We match it
If the quote qualifies, you book with us at that price.
Your quote needs
Same tour and operator
Same start and end dates
Same number of travelers
Same inclusions and destinations
Same booking and cancellation terms, in the same currency
A link to the site or agency offering it
What doesn’t count
Quotes issued more than 24 hours ago
Cash back or loyalty program rebates
Itineraries that are similar but not identical
Similar tours run by a different operator
Bookings already confirmed on TourRadar
Every new booking also counts toward your , which unlocks extra savings.
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 Baboo Travel, 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.
Checking which travel protection options are available for you…
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.
People also viewed
Japan Tours
Italy Tours
Indonesia Tours
Grand Discovery of Sri Lanka
Alberta Vacations
3 Day Melbourne to Adelaide
Scottish & Irish Gold - 16 Days/15 Nights (32…

From

US $1,152 per person

Price based on Cheapest Room

Price based on Shared Room

Price based on Private Single Room

Price based on Private Double Room

Booking needs min. 2 travelers

Select departure month

1 Adult2 Adults, 1 Child2 Children

Pay only 10% today. The rest is due 70 days before departure. Learn more

Best price guarantee Learn More

Plan your adventure:

Trekking and Tuscan Heritage

Explore our featured adventures

Itinerary

Optional Activities

Included Activities

Included Activities

Optional Activities

Included Activities

Optional Activities

Included Activities

Optional Activities

Included Activities

Optional Activities

Want to read it later?

What's Included

What's Not Included

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 Baboo Travel tours

Best price guarantee

How it works

Your quote needs

What doesn’t count

Cancellation Policy

Insurance

Accessibility

People also viewed

Earn while you share

Keep Exploring Italy

Like this Moment?