Walking & Hiking in Idyllic Tuscany and Mystical Umbria

12 days
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4.4/5 Great
100+ reviews  
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Small Group Tour
Embark on a fun and informative walking exploration of Italy’s rolling hills as you discover timeless villages, famed vineyards, friendly locals and world-class cuisine.
-137%
$1,686
From$3,999
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Overview

Trip type
Small Group Tour
Lodging level
Standard - 3 star
Physical level
Moderate

Highlights

    • I enjoy getting my heart going on my bike or on trails
    • Nothing beats the thrill of taking on a rewarding climb or ride on varied terrain with inclines
    • Let’s keep moving — occasional stops only, please

What's this trip about?

    Embark on a fun and informative walking exploration of Italy’s rolling hills as you discover timeless villages, famed vineyards, friendly locals and world-class cuisine.

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Details

Itinerary focusOperator does not provide
Group sizeSmall Group - max of 24 people
Age rangeNo age restrictions
Flights and transportAll internal ground transport included
Start CityPienza
End CityMontefalco

Travel Themes

  • 50 plus
  • Birding
  • Culinary & Wine
  • Cycling & Biking
  • Education / Learning
  • Family Friendly
  • High Adventure
  • Hiking & Walking
  • National Parks
  • Nature & Wildlife
  • Golf

Destinations

  • North America
  • United States
  • Italy

Attractions

  • Virginia

Activities

  • Bird watching
  • Cycling
  • Hiking
  • Golfing

View Similar Trips

Itinerary

Day 1 In Transit to Program In Flight

Day 2 Arrive Rome, Transfer to Pienza, Orientation, Welcome Dinner Pienza

Transfer from airport to hotel in Pienza is about 136 miles (219 km); approximately 2.5 hours. Hotel check-in from 2:00 p.m. Walking up to 1/2 mile; approximately 1.5 hours; cobblestones, city streets, and uneven pavement.

After meeting the group, we will transf...

Day 3 Pienza & Its Products, Monticchello, Montepulciano Pienza

Walking up to 4.5 miles; approximately 3 hours; natural trails, cobblestones, and uneven pavement. Elective afternoon walk of about 4.5 miles; approximately 2 hours; trails, cobblestones, uneven paths; roughly 600 feet of elevation change. Getting on/off motorcoach; d...

Day 4 Siena & Its History, Free Time Pienza

Getting on/off motorcoach; driving about 33 miles one way; approximately 1 hour each way. Walking up to 2 miles; approximately 3 hours; cobblestones, city streets.

Transferring by motorcoach to Siena, we’ll set out on an in-depth walking field trip through this ...

Day 5 Monte Amiata & The Tuscan Mountains Pienza

Getting on/off motorcoach; driving about 29 miles one way; approximately 1 hour each way. Walking up to 5 miles; approximately 4.5 hours; natural trails; elevation change of roughly 1,300 feet.

Boarding the motorcoach, we’ll ride to Monte Amiata at 5,700 feet, t...

Day 6 Montalcino Walk, Bagno Vignoni Hot Springs Pienza

Getting on/off motorcoach; driving about 14 miles one way; approximately 1/2 hour each way. Walking up to 4 miles; approximately 5 hours; cobblestones, city streets, and natural trails.

Traveling by motorcoach, we’ll journey to Montalcino, home of the famous Bru...

Day 7 Transfer to Montefalco via Perugia Montefalco

Getting on/off motorcoach; driving about 80 miles total throughout the day; approximately 2 hours; stops for field trips. Walking up to 2 miles; approximately 3 hours; cobblestones, city streets, and uneven pavement.

Once checked out of the hotel, we will board ...

Day 8 Sagrantino Wine Country, Montefalco Montefalco

Walking up to 6 miles; approximately 4.5 hours; natural trails and city streets.

On a walking field trip led by our Group Leader through Montefalco and the famous Sagrantino wine country, we’ll make our way along a river with vineyards as we listen to commentary...

Day 9 St. Francis’ Hermitage, Assisi Walk, Basilica St. Francis Montefalco

Getting on/off motorcoach; driving about 20 miles one way; approximately 1.5 hours roundtrip. Walking up to 3.5 miles; approximately 2 hours; cobblestones, uneven pavement, and natural trails.

Transferring by mtorcoach, we’ll make our way to St. Francis’ Hermita...

Day 10 Monte Patrico & Valnerina Mountains, Truffle Walk, Spoleto Montefalco

Getting on/off motorcoach; driving about 43 miles total throughout the day; approximately 1.5 hours total; stops for field trips. Walking up to 4 miles total; approximately 3.5 hours; natural trails, cobblestones, and uneven pavement; elevation decrease of roughly 1,2...

Day 11 Gualdo Cattaneo, Olive Mill, Bevagna Walk, Medieval House Montefalco

Getting on/off motorcoach; driving about 19 miles total throughout the day; less than 1 hour total; stops for field trips. Walking up to 4.5 miles; approximately 3.5 hours; cobblestones, city streets, and natural trails.

Transferring to Gualdo Cattaneo, we’ll go...

Day 12 Transfer to Rome, Program Concludes In Flight

Hotel check-out by 11:00 a.m. See your program’s “Transportation Information” regarding transfers. Getting on/off motorcoach; driving about 115 miles (185 km) to Rome airport; approximately 2.5 hours.

Once checked out of the hotel, we will board the motorcoach f...

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Dates & Availability

Price From $3,999
Price per day$333
Last Updated: 2/16/2022

Check Current Availability, prices, specials with Road Scholar.

The total tour cost includes the tour price (regular or promotional) and the compulsory local payment. The promotional price is subject to change. Check directly with the operator for the latest price offer. The tour operator requires you to pay only the tour price to purchase your travel. The compulsory local payment will be paid when you join the trip. All prices are based on double, twin or triple share occupancy. Solo passengers will be accommodated in a double, twin or triple room according to availability with a passenger(s) of the same gender. Single supplement only needs to be paid if the passenger does not want to share and requests their own room. Discounts can only be applied at the time of booking and cannot be added at a later date, regardless of any changes made to the original booking.

Prices may vary due to local taxes and trip seasonality. Click "Request Info" to inquire directly with the tour operator for the final trip price.

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Road Scholar Reviews & Ratings

4.4/5  Great
Excellent
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Terrible
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Other Road Scholar Reviews

M

Michael

Dec 2023

Written on

Not a good bicycle trip

Our family of four, including two adult children, took the Bicycling: Day Trips to Paradise in Canada. This trip is entirely outsourced to the owners of the inn, th...

M

Marsha

Nov 2023

Written on

Travel Section Incompetent, Unhelpful, and Won't correct error

I booked a tour to Italy for May 2024. I cancelled in Oct. for a lot of reasons. Before I enrolled, I asked if Road Scholar would book the flights so that on the las...

J

Jane Johnson

Sep 2023

Written on

There is a nonrefundable deposit

Please know that Road Scholar will always keep a nonrefundable $100 deposit. I cannot find that buried in all the paper and fine print but they state it is there???...

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Road Scholar

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Road Scholar, the not-for-profit leader in educational travel since 1975, offers 5,500 educational tours in all 50 states and 150 countries. Alongside local and renowned experts, experience in-depth and behind-the-scenes learning opportunities, from cultural tours and study cruises to walking, biking and more.

Programs For Whatever You Love to Do:

Much more than a tour, a Road Scholar program is a true learning adventure. Whether you join us in Seattle or Santiago, Beijing or Berlin, Road Scholar programs all share four unique attributes:

--Exceptional opportunities for learning and exploration through special behind-the-scenes access to the world's most fascinating treasures, led by our passionate and knowledgeable instructors.

--The shared fellowship of learning and warm camaraderie, whether a solo traveler or with a companion.

--Comfortable accommodations and appetizing meals.

--Excellent value.

Explore Your Mind and the World:

There are no grades or tests on Road Scholar programs. All that's needed is an inquiring mind, an adventurous spirit, and the belief that learning and discovery are lifelong pursuits.

Established in 1975, Road Scholar offers participants once-in-a-lifetime experiences delivered by local and world-renowned experts. Experience in-depth and behind-the-scenes learning opportunities, from cultural excursions and study cruises to walking, biking and more.

Our Most Popular Tours:

Adventures Afloat Cruises: On these educational cruises, you’ll traverse some of the world's most spectacular waterways, offering you a convenient and rewarding way to learn and explore aboard ocean liners, riverboats and small ships.

Independent City Discoveries: Combine structured learning with independent discovery — each program includes hotel accommodations and some meals, lectures, expert-led field trips and detailed outlines for four self-guided excursions.

Grandparent Travel: Discover and explore together with your grandchild through interactive learning experiences and field trips. Both you and your grandchild will share the joy of learning with other grandparents and their grandchildren, bridging generations and opening doors to discovery and friendship.

National Parks: From Denali to the Everglades and countless beautiful, historic places in between, field trips to America’s National Parks reveal what tourists can’t see on their own, with specialized experts showing you how to track wildlife or lead you to the spot with the most awe-inspiring view.

Outdoor Adventures: From hiking in the Grand Canyon to exploring France by barge and bicycle, to sharpening your golf or tennis skills, these active programs exercise the body and the mind.

Service Learning: From tutoring school children or helping restore a crucial forest habitat for wildlife, to assisting with artifact restoration and museum curatorial work, Service Learning adventures are an opportunity to make a difference in the world.

Small Groups: Love to learn in a small-group setting? Check out this collection of programs that have 10-24 participants.

Why Road Scholar?

You Can't Beat Road Scholar's Remarkable Value: Our all-inclusive prices have no hidden costs. Compare the price of one of our programs to what it would cost to duplicate the experience on your own (if that's even possible) and you'll see what we mean by "remarkable value."

Lifelong Learning and Lifelong Friends: When you participate in a Road Scholar program, you will not only expand your mind, you will be in the company of other people who believe that learning is one of the best parts of life.

Instructors Who Inspire: Road Scholar instructors are both experts in their field and lifelong learners themselves who are excited to answer your questions, hear your opinions and share in your experience.

Solo Participants Love Our Programs: Road Scholar programs are renowned for being inclusive, warm and welcoming for solo participants. We can either match you with a roommate or, on most programs, you can choose to room on your own.

Think Outside the Tour: The educational focus of Road Scholar programs makes us completely different from a commercial travel tour. Road Scholar programs offer educational experiences that answer the what's, the why's and the how-to's.

You Go Where Others Can't: We've been offering educational experiences since 1975 and we've made connections with educators and other local "insiders" all around the world, creating learning opportunities that show you the world in a way that just can't be done on your own or on a "tour."

We've Covered All the Bases: From expert-led lectures and field trips to comfortable lodgings and meals, we handle all the details, including the ones you might not anticipate. We've taken the worry out of the planning, so you can focus on your learning experience.

Peace of Mind Through the Road Scholar Travel Assistance Plan: The Road Scholar Travel Assistance Plan, which is purchased on behalf of every participant, provides 24-hour emergency assistance in the unlikely case of a medical emergency.

Scholarships for Those in Financial Need: Each year, Road Scholar awards $250,000 in scholarships toward programs in North America for those who do not have the financial means to participate.

Our Donors: Each year, thousands of donors contribute to our Annual Fund, helping to cover the gap between the tuition we charge and the actual cost of our programs.

What they’re known for
Popular global tours with a unique focus on educational experiences for mostly senior travelers.

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Logistics

Travel Insurance
We strongly recommend purchasing travel insurance alongside your travel package to safeguard against unforeseen circumstances such as medical expenses, trip cancellations, and other contingencies. It offers you peace of mind and ensures you are prepared for unexpected events that may occur before or during your journey
Visa requirements
Visa requirements vary depending on your country of origin and your country of destination. It is your responsibility to familiarize yourself with the relevant requirements. For a handy tool that can help you quickly find the requirements, please visit this link .
Meals Included
  • Number of Breakfast: 10
  • Number of Lunch: 7
  • Number of Dinner: 9
Age Requirements
No age restrictions
Additional Information
Trip ID
roadscholar-743

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