Italy Tuscany and Umbria Walking
Florence, Italy to Florence, Italy
Discover the enchanting landscapes of central Italy on this delightful walking journey from the age-old vineyards and villages of Chianti to historic Siena, Pienza, and Bevagna. Savor the delicate aroma of wild lavender as you follow expert guides on lesser-known paths and feast on sumptuous farm-to-table fare prepared in traditional kitchens. In Umbria, Italy's green and spiritual heart, you'll move amidst artistic and architectural treasures, and follow in the footsteps of St. Francis of Assisi. Top it off with black truffles, fine wines, and nights at luxurious historic hotels. This trip is beyond special!
- Step through a wonderland of vineyards, lavender fields, and picturesque hilltop villages
- Marvel at the cultural wonders of Siena, ancient Pienza, and the Land of Saints
- Indulge in local farm-to-table fare and enjoy tranquil stays at exquisite historic hotels
Minimum Age: 16
- Adventure and Active
Silvia Giacon
Silvia was born and raised in Venice, and now lives in the Tuscany region of central Italy. While she is an architect by training, with an MA in History of Architecture, Silvia has more than 20 years of experience as a professional trip leader. She lived in Toronto, Canada, for over a decade and, since then, she has led both walking and bicycle trips throughout Europe. Now she guides trips in Tuscany and southern Italy—sharing her passion for her country with MT Sobek travelers. Silvia speaks Italian, English, and French.
Alessandro Perrone
Born and raised in Puglia, Alessandro has expert knowledge of this Mediterranean region, known as the “heel of Italy’s boot” and is a fully licensed tour guide, food lover, olive oil taster, wine sommelier, and naturalistic guide. Known for his empathic personality and enthusiasm for his profession, Alessandro is the perfect host to share with you the beauty, the flavors, and the soul of beautiful Puglia.
Inclusions
Expertise and services of our experienced adventure guides
All accommodations as noted in the itinerary
All breakfasts, almost all lunches and dinners as noted in the itinerary
Snacks and water between meals
Additional regional guides and experts where needed
Comprehensive Trip Planner with detailed pre-trip information
Private guided tours at historic sites, museums, wineries and other select attractions as noted in the itinerary
Special events and other select attractions as mentioned in the itinerary
All gratuities at hotels and restaurants
Equipment and experienced guides for activities as described in the itinerary
Park and other entry fees (unless otherwise noted in the Trip Planner)
Fares for trains, ferries and other modes of travel as listed in the itinerary
Select transfers as mentioned in the itinerary
Baggage transfers and porterage
Exclusions
International airfare, airport taxes, and excess baggage fees
Alcoholic beverages (MT Sobek provides wine at select events)
Gratuities for MT Sobek guides and guide-drivers
Travel Protection Program
Personal expenses
Arrival airport transfers
Reason #01
This perfectly paced weeklong adventure blends active hiking and cultural immersion, getting you to the heart of Tuscany and Umbria.
Reason #02Our hiking adventures in Italy benefit from over 40 years of continuous refinement and offer local guides that quickly connect you to the heart of the region.
Reason #03You'll enjoy genuine experiences, from local-favorite restaurants and working farms to family-run wineries and historic hotels, so you can enjoy every moment.
ActivitiesLeisurely hiking for 2-3 hours per day on gently rolling terrain. Cultural touring with stops at historic sites, farms, and wineries.
LodgingLuxury historic hotels, including a former monastery and a 15th-century palazzo, with comfortable en-suite rooms and modern amenities.
ClimateMay, June, and October have higher chances of precipitation, while summer months are dry and warm. July is the warmest months with temperatures in the 80's. August and September are pleasant with temperatures in the upper 60's and 70's.
Is this a hardcore hiking trip?No. All of our trips are active, and therefore you should be comfortable walking in the outdoors up to 3 hours on varying terrain, including cobblestone, unpaved roads, and vineyards.
Can I skip a day, if I am tired?Yes. You are always welcome to skip a day to relax or explore on your own. On some days, you will need to transfer to our next accommodation.
Do I need hiking boots for this trip?No. The best footwear for this trip would be cross-training shoes or low-ankle hiking or walking shoes.
I am gluten intolerant. Will I be able to find enough meal choices and variety of foods on this trip?Yes. Tuscany and Umbria have plenty of options for gluten free, delicious food.
Is Wi-Fi available at all of the hotels?Yes, you will have access to Wi-Fi every day, if you choose.
Are dinners formal?No. Lunches are casual, and dinners are smart casual.
Silvia Giacon
Silvia was born and raised in Venice, and now lives in the Tuscany region of central Italy. While she is an architect by training, with an MA in History of Architecture, Silvia has more than 20 years of experience as a professional trip leader. She lived in Toronto, Canada, for over a decade and, since then, she has led both walking and bicycle trips throughout Europe. Now she guides trips in Tuscany and southern Italy—sharing her passion for her country with MT Sobek travelers. Silvia speaks Italian, English, and French.
Alessandro Perrone
Born and raised in Puglia, Alessandro has expert knowledge of this Mediterranean region, known as the “heel of Italy’s boot” and is a fully licensed tour guide, food lover, olive oil taster, wine sommelier, and naturalistic guide. Known for his empathic personality and enthusiasm for his profession, Alessandro is the perfect host to share with you the beauty, the flavors, and the soul of beautiful Puglia.
Inclusions
Expertise and services of our experienced adventure guides
All accommodations as noted in the itinerary
All breakfasts, almost all lunches and dinners as noted in the itinerary
Snacks and water between meals
Additional regional guides and experts where needed
Comprehensive Trip Planner with detailed pre-trip information
Private guided tours at historic sites, museums, wineries and other select attractions as noted in the itinerary
Special events and other select attractions as mentioned in the itinerary
All gratuities at hotels and restaurants
Equipment and experienced guides for activities as described in the itinerary
Park and other entry fees (unless otherwise noted in the Trip Planner)
Fares for trains, ferries and other modes of travel as listed in the itinerary
Select transfers as mentioned in the itinerary
Baggage transfers and porterage
Exclusions
International airfare, airport taxes, and excess baggage fees
Alcoholic beverages (MT Sobek provides wine at select events)
Gratuities for MT Sobek guides and guide-drivers
Travel Protection Program
Personal expenses
Arrival airport transfers
Reason #01
This perfectly paced weeklong adventure blends active hiking and cultural immersion, getting you to the heart of Tuscany and Umbria.
Reason #02Our hiking adventures in Italy benefit from over 40 years of continuous refinement and offer local guides that quickly connect you to the heart of the region.
Reason #03You'll enjoy genuine experiences, from local-favorite restaurants and working farms to family-run wineries and historic hotels, so you can enjoy every moment.
ActivitiesLeisurely hiking for 2-3 hours per day on gently rolling terrain. Cultural touring with stops at historic sites, farms, and wineries.
LodgingLuxury historic hotels, including a former monastery and a 15th-century palazzo, with comfortable en-suite rooms and modern amenities.
ClimateMay, June, and October have higher chances of precipitation, while summer months are dry and warm. July is the warmest months with temperatures in the 80's. August and September are pleasant with temperatures in the upper 60's and 70's.
Is this a hardcore hiking trip?No. All of our trips are active, and therefore you should be comfortable walking in the outdoors up to 3 hours on varying terrain, including cobblestone, unpaved roads, and vineyards.
Can I skip a day, if I am tired?Yes. You are always welcome to skip a day to relax or explore on your own. On some days, you will need to transfer to our next accommodation.
Do I need hiking boots for this trip?No. The best footwear for this trip would be cross-training shoes or low-ankle hiking or walking shoes.
I am gluten intolerant. Will I be able to find enough meal choices and variety of foods on this trip?Yes. Tuscany and Umbria have plenty of options for gluten free, delicious food.
Is Wi-Fi available at all of the hotels?Yes, you will have access to Wi-Fi every day, if you choose.
Are dinners formal?No. Lunches are casual, and dinners are smart casual.
About MT Sobek
To feed your spirit of adventure, Mountain Travel Sobek offers a wide range of unique and perfectly paced itineraries led by incredible local guides. We keep groups small, usually fewer than 10 people, and seek out great food and characterful accommodations everywhere we go.
Beyond the seamless logistics and careful attention to detail, our aim is to create a space for truly special moments in unforgettable places.
We are the Adventure Company—come explore with us.
About MT Sobek
To feed your spirit of adventure, Mountain Travel Sobek offers a wide range of unique and perfectly paced itineraries led by incredible local guides. We keep groups small, usually fewer than 10 people, and seek out great food and characterful accommodations everywhere we go.
Beyond the seamless logistics and careful attention to detail, our aim is to create a space for truly special moments in unforgettable places.
We are the Adventure Company—come explore with us.
