If this is a walking tour, what happens when it's raining? Umbrellas or different transport?

When it rains on a walking/hiking tour we put on a waterproof and walk anyway.

Must I pay single supplement if travelling alone or is there the option of room share with same gender person?

We are a family run company and are always happy to welcome single women into our small groups. We don't have a system for pairing up people automatically and so if we get two people asking for a buddy, we put them in touch with one another and they decide if they want to share. If not, they obviously need to be ready to pay a single supplement if they want to come on the tour.

My sister and I are looking to do a Tuscany and Amalfi Coast tour in 2023. I am very interested in your walking tours, they look wonderful! Can you give me some information on how we can do both of these tours?

Combining Tuscany and Amalfi in one go is tricky because there is a big gap of time in between them and you would have to fill it! We run all our own tours, so we don't have lots of departures going for each tour during the year. However, if you can find two back-to-back Caspin tours which take your fancy then we would give you a 10% discount on the cheaper one of the two!

From

US $4,084 per person

Tuscany Walking & Hiking Tour

8 days

•

Start and end in Cortona

5.0 (1 review)

View all
The views were incredible along the way and even though there was a lot of walking, the pace was comfortable.
Ken•traveled in October5.0
View all

From

US $4,084 per person

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 25% today. The rest is due 80 days before departure. Learn more

Best price guarantee Learn More

Plan your adventure:

Operator: Caspin Journeys
Hiking & Trekking: Conquer epic trails and breathtaking landscapes
Group Tour: Join a group and forge lifelong friendships
Fully Guided: An experienced guide will be with you for the entire tour
Medium Intensity: Travelers should be comfortable with somewhat-demanding activities
Guided in English
Group Size 6 - 10
Ages 25+

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Image of a map showing the route of the tour

Itinerary

Intro
Introduction
Day 1
Cortona
Cortona
Start point
Stazione Terontola-Cortona, Località Landrucci, 124, Cortona, Arezzo 52044, Italy (Terontola Train Station, 14:00)
Meals
Dinner
Accommodation
Hotel (Molino di Bordone)
Landmarks
Terontola-Cortona Train Station
Day 2
Cortona
Cortona
Meals
Breakfast, Lunch, Dinner
Included Activities
- Visit Etruscan burial tombs
- Hiking trail on Monte Egidio (12 km, approximately 3/4 hours)
- Visit 12th-century Hermitage of Saint Francis
Landmarks
Etruscan burial tombs of Cortona
Monte Egidio
Hermitage of Saint Francis
Cortona
Day 3
Monticchiello - Montepulciano
Monticchiello - Montepulciano
Meals
Breakfast, Lunch, Dinner
Included Activities
- Walk between Monticchiello and Montepulciano (9.5 km, 3 hours)
- Explore Monticchiello fortress and narrow streets
- Visit 13th-century gothic church in Monticchiello
Landmarks
Monticchiello
Montepulciano
Piazza Grande
13th-century gothic church, Monticchiello
Day 4
Rapolano Terme
Rapolano Terme
Meals
Breakfast, Dinner (Dinner at a local restaurant)
Included Activities
- Historic city walking tour of Siena with local guide
- Visit to Siena Cathedral
- Thermal bath experience at Rapolano Terme
- Evening passeggiata and dinner at local restaurant
Optional Activities
- Museum visits in Siena
- Lunch in Siena
Landmarks
Siena
Il Campo
Siena Cathedral
Palazzo Pubblico
Rapolano Terme
Day 5
Cortona
Cortona
Meals
Breakfast, Lunch, Dinner
Included Activities
- Walking from farmhouse through hamlets and olive groves (9.5 km, approximately 3 hours)
- Guided tour of Etruscan museum (MAEC)
Optional Activities
- Gelato or café time in Cortona
Landmarks
Cortona
MAEC (Museo dell'Accademia Etrusca e della Città di Cortona)
Ancient Roman basalt tracks
Day 6
Pienza - Bagno Vignoni
Pienza - Bagno Vignoni
Meals
Breakfast, Lunch, Dinner
Included Activities
- Walking from Pienza through Val D'Orcia (12 km, approximately 3-4 hours)
- Visit San Quirico D'Orcia
- Access to Bagno Vignoni hot springs
Optional Activities
- Dip feet in Bagno Vignoni hot pools
Landmarks
Pienza
Orcia Valley
San Quirico D'Orcia
Via Francigena
Bagno Vignoni
Day 7
Abbey of Monte Oliveto - Buonconvento
Abbey of Monte Oliveto - Buonconvento
Meals
Breakfast, Lunch, Dinner
Included Activities
- Visit Abbey of Monte Oliveto and cloisters
- View Renaissance frescoes by Sodoma and Signorelli
- Walking through Crete Senesi (16 km, approximately 4-5 hours)
- Visit walled village of Buonconvento
Optional Activities
- Gelato in Buonconvento
Landmarks
Abbey of Monte Oliveto
Crete Senesi
Buonconvento
Day 8
Terontola-Cortona Departure
Terontola-Cortona Departure
End point
Stazione Terontola-Cortona, Località Landrucci, 124, Cortona, Arezzo 52044, Italy (Terontola Train Station, 10:00)
Meals
Breakfast
Included Activities
- Transfer to Terontola-Cortona station
Landmarks
Terontola-Cortona Station

Landmarks
Terontola-Cortona Train Station

Landmarks
Etruscan burial tombs of Cortona
Monte Egidio
Hermitage of Saint Francis
Cortona

Landmarks
Monticchiello
Montepulciano
Piazza Grande
13th-century gothic church, Monticchiello

Landmarks
Siena
Il Campo
Siena Cathedral
Palazzo Pubblico
Rapolano Terme

Landmarks
Cortona
MAEC (Museo dell'Accademia Etrusca e della Città di Cortona)
Ancient Roman basalt tracks

Landmarks
Pienza
Orcia Valley
San Quirico D'Orcia
Via Francigena
Bagno Vignoni

Landmarks
Abbey of Monte Oliveto
Crete Senesi
Buonconvento

Landmarks
Terontola-Cortona Station

What's Included

Expand All

Accommodation
Insurance
Meals
Additional Services
Transport

What's Not Included

Flights
Guide
Optional
Additional Services

Where You'll Stay

All accommodations are subject to change

Molino di Bordone
Hotel
day 1

Operated by

Caspin Journeys

Rating: 5.0 (138 reviews)
Response time: less than 1 hour
Response rate: 75%
Cancellation policy: Learn more

Traveler Reviews

5.0

Overall rating based on 1 Reviews

Itinerary
5.0
Transport
5.0
Guide
5.0
Accommodation
5.0
Food
5.0
Tour Operator
5.0

Ken5.0•October 2024
I can't say enough about Caspin Journeys. The hosts were wonderful and made us feel like family right away. So well...
I can't say enough about Caspin Journeys. The hosts were wonderful and made us feel like family right away. So well organized and planned out. The views were incredible along the way and even though there was a lot of walking, the pace was comfortable. Every detail was planned perfectly. The food was outstanding, and the small group size made it easy to get to know everyone. Would definitely recommend this tour company to anyone thinking of going to Europe.Show more
Traveled in September 2024

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
6 Jun, 2027
To Sunday
13 Jun, 2027
English
Almost Sold Out
Check the availability with the operator
Departure on request
From:
US$4,084 per person
Sign up to unlock savings
Price based on Private Double Room
From Monday
14 Jun, 2027
To Monday
21 Jun, 2027
English
Almost Sold Out
Check the availability with the operator
Departure on request
From:
US$4,084 per person
Sign up to unlock savings
Price based on Private Double Room

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What our customers ask about this tour

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S
Samuel
Asked on September 17th, 2022
If this is a walking tour, what happens when it's raining? Umbrellas or different transport?
Tour Details
- Caspin JourneysOperator•Written September 2022
  When it rains on a walking/hiking tour we put on a waterproof and walk anyway.
J
Jordan
Asked on March 23rd, 2022
Must I pay single supplement if travelling alone or is there the option of room share with same gender person?
Accommodation
Single supplement
- Caspin JourneysOperator•Written March 2022
  We are a family run company and are always happy to welcome single women into our small groups. We don't have a system for pairing up people automatically and so if we get two people asking for a buddy, we put them in touch with one another and they decide if they want to share. If not, they obviously need to be ready to pay a single supplement if they want to come on the tour.
H
Hayley
Asked on February 2nd, 2022
My sister and I are looking to do a Tuscany and Amalfi Coast tour in 2023. I am very interested in your walking tours, they look wonderful! Can you give me some information on how we can do both of these tours?
Operator
Tour Details
- Caspin JourneysOperator•Written February 2022
  Combining Tuscany and Amalfi in one go is tricky because there is a big gap of time in between them and you would have to fill it! We run all our own tours, so we don't have lots of departures going for each tour during the year. However, if you can find two back-to-back Caspin tours which take your fancy then we would give you a 10% discount on the cheaper one of the two!

Trip essentials

Good to know

Tour ID: 209940

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 $256.
Deposit only
Book now with just a 25% deposit. The remaining balance is due 80 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 25% deposit
Balance due
80 days before departure
Installments
Interest-free, every two weeks
Currency
USD
Booking fee
None
Book now with just a 25% deposit and pay the rest later. The remaining balance is due 80 days before departure, charged automatically to your card, or you can split it into interest-free biweekly installments of $256 at checkout. Everything is charged in USD, and TourRadar never adds a booking fee. Any trip departing before December 27th, 2026 will need to be paid in full at checkout.
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TourRadar does NOT charge you an extra fee for using any of these payment methods.
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Cancellation Policy
Cancellation terms may vary per tour. Please check for the full cancellation policy here.
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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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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 $4,084 per person

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 25% today. The rest is due 80 days before departure. Learn more

Best price guarantee Learn More

Plan your adventure:

Tuscany Walking & Hiking Tour

Explore our featured adventures

Itinerary

Included Activities

Included Activities

Included Activities

Optional Activities

Included Activities

Optional Activities

Included Activities

Optional Activities

Included Activities

Optional Activities

Included Activities

Want to read it later?

What's Included

What's Not Included

Where You'll Stay

Traveler Reviews

Dates & Prices

Want to read it later?

Why book with TourRadar?

What our customers ask about this tour

Pay in installments

Deposit only

€ - Euro

Plug type L

Currency

Plugs & adapters

Visa

Payment information

Accepted for Caspin Journeys tours

Best price guarantee

How it works

Your quote needs

What doesn’t count

Cancellation Policy

Insurance

Accessibility

People also viewed

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