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2026

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2027

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2028

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Who is travelling?

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From
US $5,773 per person

Tuscany and Umbria Walking & Hiking Tour

10 days
From Orvieto to Spoleto
5.0 (2 reviews)
From
US $5,773 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

Select departure month

2026

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2027

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2028

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0

Best price guarantee Learn More

Plan your adventure:
Hiking & Trekking
Conquer epic trails and breathtaking landscapes
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+
Image of a map showing the route of the tour

Itinerary

  1. Intro

    Introduction

  2. Day 1

    Orvieto

    Orvieto
    Start point
    Orvieto, Terni, Italy (Main Railway station, 14:00)
    Meals
    Dinner (Welcome dinner of traditional local fare)

    Included Activities

    • Visit Cathedral of Orvieto (UNESCO heritage) - facade and interior frescoes by Fra Angelico and Luca Signorelli
    Landmarks
    Cathedral of Orvieto
    Itinerary Image 1Itinerary Image 2Itinerary Image 3
  3. Day 2

    Orvieto

    Orvieto
    Meals
    Breakfast, Lunch, Dinner

    Included Activities

    • Panoramic walk along Orvieto city walls
    • Tour of Orvieto Underground - subterranean ancient city
    • Excursion to Civita di Bagnoregio village
    Landmarks
    Orvieto Underground
    Civita di Bagnoregio
    Itinerary Image 1
  4. Day 3

    Montichiello - Val d'Orcia - Montepulciano - Bagno Vignoni

    Montichiello - Val d'Orcia - Montepulciano - Bagno Vignoni
    Meals
    Breakfast, Lunch (Picnic lunch at San Biagio), Dinner

    Included Activities

    • Walk through Val d'Orcia (UNESCO) from Montichiello to Renaissance church of San Biagio
    • Explore medieval streets and main square of Montepulciano
    • Visit underground Vino Nobile wine cellar in Montepulciano
    • Access to Bagno Vignoni hot springs

    Optional Activities

    • Swim in Bagno Vignoni hot springs
    Landmarks
    Val d'Orcia
    Church of San Biagio
    Montepulciano
    Bagno Vignoni
    Itinerary Image 1Itinerary Image 2Itinerary Image 3
  5. Day 4

    Bagno Vignoni - Pienza

    Bagno Vignoni - Pienza
    Meals
    Breakfast, Lunch (Picnic lunch along the way), Dinner

    Included Activities

    • Walk through scenic farmland from Bagno Vignoni to Pienza
    • Explore Pienza
    • Access to hot thermal springs at Bagno Vignoni before dinner
    Landmarks
    Bagno Vignoni
    Pienza
    Itinerary Image 1
  6. Day 5

    Cortona

    Cortona
    Meals
    Breakfast, Lunch (Picnic), Dinner

    Included Activities

    • Visit ancient Etruscan tombs
    • Walk to 12th-century hermitage founded by St. Francis
    • Explore medieval Cortona

    Optional Activities

    • Visit MAEC Etruscan museum
    Landmarks
    Etruscan tombs, Cortona
    St. Francis Hermitage
    MAEC Etruscan Museum
    Itinerary Image 1
  7. Day 6

    Siena

    Siena
    Meals
    Breakfast

    Included Activities

    • City walking tour of Siena
    • Explore Siena Cathedral and artistic treasures
    Landmarks
    Siena Cathedral
    Campo Square
    Itinerary Image 1Itinerary Image 2Itinerary Image 3
  8. Day 7

    Assisi - Monte Subasio - Spoleto

    Assisi - Monte Subasio - Spoleto
    Meals
    Breakfast, Lunch (Picnic lunch), Dinner

    Included Activities

    • Visit church of Santa Maria degli Angeli in Assisi
    • Visit Basilica of St. Francis with frescoes by Giotto
    • Explore medieval streets of Assisi
    • Walk on Monte Subasio high slopes
    Landmarks
    Assisi
    Church of Santa Maria degli Angeli
    Basilica of St. Francis
    Monte Subasio
    Itinerary Image 1Itinerary Image 2Itinerary Image 3
  9. Day 8

    Spoleto - Olive Tree Trail

    Spoleto - Olive Tree Trail
    Meals
    Breakfast, Lunch (Lunch in a local café)

    Included Activities

    • Walking tour of Spoleto
    • Walk along olive tree hillside on Via Francigena pilgrimage route

    Optional Activities

    • Extra free time to explore more of Spoleto's monuments and treasures
    Landmarks
    Spoleto
    Via Francigena
    Itinerary Image 1
  10. Day 9

    Gubbio - Spoleto

    Gubbio - Spoleto
    Meals
    Breakfast, Lunch, Dinner (Final celebratory dinner)

    Included Activities

    • Explore Gubbio town and boutiques
    • Visit Piazza Grande and Palazzo dei Consoli
    • Cable car ascent to church of St. Ubaldo
    • View Roman amphitheatre

    Optional Activities

    • Walk in local regional park
    Landmarks
    Gubbio
    Piazza Grande
    Palazzo dei Consoli
    Church of St. Ubaldo
    Roman amphitheatre, Gubbio
    Itinerary Image 1Itinerary Image 2Itinerary Image 3
  11. Day 10

    Spoleto

    Spoleto
    End point
    Spoleto, Perugia, Italy (Main Railway station, 10:00)
    Meals
    Breakfast

    Optional Activities

    • Early taxi to airport (not included - arrangement assistance available)

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What's Included

Expand All
  • Accommodation
  • Guide
  • Meals
  • Additional Services
  • Transport

What's Not Included

  • Flights
  • Insurance
  • Optional
  • Additional Services

Operated by

Caspin Journeys

Rating
5.0 (138 reviews)
Response time
less than 1 hour
Response rate
100%
Cancellation policy
Learn more

Traveler Reviews

5.0
Overall rating based on 2 Reviews
  • Itinerary
    5.0
  • Transport
    5.0
  • Guide
    5.0
  • Accommodation
    5.0
  • Food
    5.0
  • 5.0

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Highest First
Lowest First
  • Dave5.0November 2022
    Pino and Caroline are wonderful! Their villa in Tuscany was the perfect spot for our family reunion that included two...
    Show more
    Traveled in May 2016
    Review collected by Caspin Journeys
  • anthony5.0June 2022
    I would recommend this trip to anyone who loves to walk in beautiful places, enjoys delicious food, desires to learn...
    Show more
    Traveled in May 2022
    Reply from: Caspin Journeys
    Dear Tony, Thank you for your encouraging words. We had so much fun guiding you all. We hope to see you again soon. Meanwhile enjoy the summer, relax and keep walking. You are an inspiration. Caroline and Pino Nobile
    Show more

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Dates & Prices

Select departure month

Select departure month

2026

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2027

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2028

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
Upcoming departures
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  • From Thursday
    20 May, 2027
    To Saturday
    29 May, 2027
    English
    Almost Sold Out
    From:
    US$5,791 per person
    Price based on Private Double Room

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What our customers ask about this tour

The content in our FAQ section is subject to change.
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  • J

    Jessica

    Asked on September 22nd, 2022

    How many nights in each location? We are 60+ and in good shape, is this tour for us? Can we add Cinque Terre or the lake region?

    Age Range
    Tour Details
    • Caspin JourneysOperatorWritten September 2022

      Our average age is 60+ so you are in the normal age bracket for our tours if you are active people and in good health and can walk for 3 to 6 hours a day up and downhill. We can consider combining Cinque terre as well.

    • J

      Jessica

      TravelerWritten September 2022

      We are flexible with dates and have not booked anything yet. We are also thinking about spending a week at a language school in Lucca, and could join you before or after that. We are also interested in the food locations and other less busy places in northern Italy.

    • J

      Jessica

      TravelerWritten October 2022

      still interested in May or Sept 2023. May want to combine with language school in Lucca or Bologna or a trip to Cinque Terre or the lake district.

    • Caspin JourneysOperatorWritten October 2022

      We have now altered the May 2023 start date for this tour. The new dates are 16-25 May 2023. Should you still be interested get back to us when you are ready.

    • J
      J
      3 more answers
  • J

    Jon

    Asked on February 28th, 2022

    First, please could you provide details of where we would stay each night. Second, am I correct in assuming this is a self-guided walking tour?

    Accommodation
    Tour Details
    • Caspin JourneysOperatorWritten February 2022

      Our group size is 10 plus 2 leaders, one for the walking and another for the logistics - so really small groups. We stay 2 nights in Orvieto, 2 in Pienza, 2 in Cortona and 3 in Spoleto - we select all our hotels to reflect the character of the area and they are small mostly family run hotels.

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Reach out to the experts at Caspin Journeys with your enquiry, they usually respond in less than 2 hours.
From
US $5,773 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

Select departure month

2026

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2027

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2028

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0

Best price guarantee Learn More

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Good to Know

Tour ID: 125464

  • 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
    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 December 11th, 2026 a full payment is necessary. For tours departing after December 11th, 2026, a minimum payment of 25% is required to confirm your booking with Caspin Journeys. 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 80 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 Caspin Journeys will contact you with any discrepancies before your booking is confirmed.
    • The following cards are accepted for "Caspin Journeys" 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
    • 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.

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0

Select departure month

2026

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2027

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2028

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec