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- Operator
- Caspin Journeys
- Hiking & Trekking
- Epic trails and breathtaking landscapes await
- Group Tour
- Join a group and forge lifelong friendships
- Fully Guided
- An experienced guide will be with you for the entire tour
- Guided in English, Italian
- Group Size 6 - 10
- Age range 25 to 82

Highlights
- Explore Orvieto's stunning cathedral
- Tour the underground city of Orvieto
- Stroll through historic Montepulciano
- Relax in Bagno Vignoni's thermal baths
- Discover medieval Siena's artistic gems
Itinerary
- Introduction
- Day 1 Arrival day, Orvieto
- Day 2 Orvieto city walls walk; Civita di Bagnoregio
- Day 3 Montepulciano – Monticchiello – Pienza.
- Day 4 Pienza — Bagno Vignoni
- Day 5 Etruscan Cortona.
- Day 6 Siena
- Day 7 Assisi & Monte Subasio
- Day 8 Spoleto & the Olive Tree Trail
- Day 9 Gubbio
- Day 10 Departure
What's Included
- Accommodation
- Guide
- Meals
- Additional Services
- Transport
- Free eSIMTourRadar offers the lead traveler (the person who booked) a free 1GB eSIM for the trip. The eSIM is redeemable only through the TourRadar app 72 hours before departure.
What's Not Included
- Flights
- Insurance
- Optional
- Additional Services
Adventure Type
- Group AdventuresJoin a group and forge lifelong friendships.What to expect
- Group of 10 travelers max.
- Fast booking confirmation
- Carefully planned itineraries
- Travel with like-minded people
- Personalized AdventuresCustomize an existing itinerary or create your own.What to expect
- Travel with your own group of min. 6 travelers
- Choose your preferred dates and duration
- Upgrade your accommodation
- Customize the itineraries

Operated by
Caspin Journeys
Number of tours
17
Age Range
25 to 80 years old
Response time
within 1 day
Response rate
100%
Our journeys are for people who have a passion for the Outdoors, History and...
Read moreCustomer Reviews
- Overall RatingExcellent
- ItineraryExcellent
- GuideExcellent
- TransportExcellent
- AccommodationExcellent
- FoodExcellent
- ADave & Kristen Westphal· November 16th, 2022Pino and Caroline are wonderful! Their villa in Tuscany was the perfect spot for our family reunion that included two 84 yr old's with compromised mobility, teenagers and young adults. With it's pool, volleyball and soccer field to it's vegetable garden demonstration kitchen and beautiful guest suites, we didn't even have to leave the place. But we did!!! The tours they organized and led were wonderful. They accommodated our older generation and the younger ones were still able to do some walking in the countryside.Show moreTrip date: May 2016Review collected by Caspin Journeys
- AManthony· June 13th, 2022I would recommend this trip to anyone who loves to walk in beautiful places, enjoys delicious food, desires to learn more about the richness of Italian history, wants to be introduced to real Italians and would enjoy spending time with 2 wonderful guides who have lived in Tuscany for many years and who are delightful, well informed, organized, caring and so friendly. We all had the feeling that we were very special. A tour is only as good as the people who put it together and Caroline and Pino are the best! Everything about the tour was so well thought out and executed perfectly. If I could, I would repeat this trip tomorrow. Tony MuirShow moreCaspin Journeys commented on this reviewDear 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 NobileTrip date: May 2022
What our customers ask about this tour
The content in our FAQ section is subject to change.- J
Jessica
Asked on September 22nd, 2022How 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?
- Caspin JourneysOperator•Written 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
Traveler•Written September 2022We 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
Traveler•Written October 2022still 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 JourneysOperator•Written 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.
JJ3 more answers - J
Jon
Asked on February 28th, 2022First, 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?
- Caspin JourneysOperator•Written 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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Tour ID: 125464
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