Tuscany, Italy walking and hiking trips from Boundless Journeys
Tuscany & Umbria Walking

Wander your way through Italy's idyllic countryside, walking and hiking on ancient footpaths, sampling its finest food and wine along with its rural pace and way of life.

Italy Walking Tour Overview

The landscape of neighboring Tuscany and Umbria is soul-stirring, with its sweeping vistas of vineyard-cloaked hills and stately cypress trees ringing storied hill towns. The scenery is rich in natural beauty, and reminiscent of early civilizations. Distinguished by its fascinating history, the region is noted for its unique culture and architecture. This is a place where the union of art and nature has been celebrated for thousands of years. This favorite Italy walking tour takes us across the vibrant countryside, down ancient footpaths, across fertile valleys, and through picturesque towns. Tuscany and Umbria is a land of bountiful harvests and flavors, and our journey becomes as much a culinary and Italian wine tour as it is a walking tour. At day's end, we relax in the region's most charming hotels and savor hearty Tuscan cuisine that is complemented by memorable local wines.

Italy Itinerary at a Glance

Italy walking tour mapDay 1: Meet in Florence and transfer to Siena. Enjoy a walking tour through the vibrant pedestrian streets of this fascinating city. Transfer to the lovely town of Montemerano for a wine tasting and dinner.

Day 2: Explore the extraordinary hill town of Pitigliano, and the 7th-century village of Sovana. Learn to make Tuscan specialties in a cooking class and dine on the fruits of our labor.

Day 3: Discover the Rupestrian settlements of Vitozza and San Rocco, and the ancient town of Sorano. Transfer to the charming town of Pienza, a UNESCO World Heritage Site since 1996.

Day 4: Walk along a countryside road with expansive views on either side of wheat fields, olive groves, and ancient farmhouses. Enjoy lunch at a 16th-century farmstead, where we are treated to a tasting of pecorino cheese, as well as homemade jams and olive oil.

Day 5: Amble through vineyards, farmlands, and olive groves to the Abbey of Sant’Antimo and listen to the monks’ Gregorian chants. This afternoon transfer to Umbria, making our home in the hilltop village of Spello.

Day 6: Visit the medieval village of Gubbio and the Basilica of Saint Francis in Assisi.

Day 7: Hike through the natural Park of Monte Subasio, one of the most beautiful landscapes in Umbria.

Day 8: Visit Assisi, the enclosed city full of churches, Roman temples, and castles. Transfer to Foligno for connecting trains and say arrivederci.

The Italian Experience

Italy is a country meant to be savored. Our eight-day Italy walking and hiking tour through the rich regions of Tuscany and Umbria allows sufficient time, and moves at the proper relaxed pace, to experience all that is Italian - scenic countryside, fresh gourmet picnics, exceptional Brunello wines, and luxurious accommodations. If the Italians don't settle for anything but the finest, why should we?


  • A passion for travel. Simply put, we love to travel, and that is woven into every one of our journeys.
  • Unique, award-winning itineraries. Our flexible, hand-crafted journeys have received accolades from the world’s most revered travel publications.
  • Insider connections. There is simply no substitute for traveling with a knowledgeable insider.
  • Small groups. We tread softly, and our average group size is just 6-8 guests.
  • Flexibility to suit your travel style. We offer both small-group departures and Private Collection trips.
  • Customer service that goes the extra mile. There is no request that is too big – or too small.
  • Sustainability. We are committed to traveling responsibly.


Our tours often fill months in advance, and our maximum group size is smaller than most tour operators. It's very quick and easy to reserve a trip. Give us a call at 800-941-8010 or complete the online Reserve a Trip form. We will confirm your reservation with a $500 per person deposit, payable by check or credit card.
If you have any questions about the level of comfort, difficulty, or any activities included in this trip, please call Boundless Journeys at 800-941-8010, or Contact Us by e-mail. Our travel experts look forward to helping you choose the perfect adventure!

Group Size

4-16 guests

Trip Rating (1 Easiest - 5 Most Strenuous)

Description of Trip Ratings

Adventure travel may involve exotic destinations, varying levels of physical exertion, and activities that may be new to you. We want to make sure that you choose the adventure that's right for you from our many one-of-a-kind trips. Each trip is rated on a scale of 1 to 5, with 1 being the easiest, and 5 being the most strenuous. A few of our trips have had a "+" added to the number, indicating something that falls in between. Our Trip Ratings may be found on the trip schedule and on our website. Our detailed itineraries provide additional information on what to expect on the trip you are considering (detailed itineraries are available by mail or e-mail; or you can find them on our website: www.BoundlessJourneys.com). We encourage you to call one of our travel experts with any questions or concerns that you may have. We are happy to assist you in selecting the most appropriate adventure for you.
Our easiest trips are generally hotel-based cultural and nature journeys that offer light activity. Walks and hikes (approximately 2 to 4 hours) are through gentle terrain with little elevation gain or loss. Altitude is not a factor on these tours. Other activities, such as snorkeling or sea kayaking, are optional. Examples: Galapagos Islands Cruise, Tanzania, and Vietnam.
Hotel nights and/or deluxe, safari-style camping. Walking, hiking (approximately 3 to 5 hours), kayaking, or other activities on most days. Trails and paths are through rolling countryside, with occasional steep trails with up to 1,000 feet of elevation gain. Many of our hotel-based walking trips are in this category. Examples: Tuscany & Umbria, Turkey, and Bhutan.
Hotel or inn-based hiking trips, that involve full day hikes (approximately 4 to 6 hours), mostly on unpaved trails and paths through hilly terrain with typical elevation gains and losses of 1,000 to 2,000 feet. There may be occasional steep sections of trail. Examples: Slovenia, Amalfi Coast, Spain.
Full day hikes (approximately 5 to 7 hours) through mountainous terrain with significant elevation gains and losses (2,000 to 3,000 feet). Terrain may be rugged with uneven footpaths. The average altitude is generally no more than 12,000 feet. Vehicle support is limited. These trips may involve some full-service camping or simple accommodations in remote locations. Examples: Tour du Mont Blanc, Peru Trek, Haute Route.
Full-day trekking (approximately 6 to 8 hours) through rugged mountainous terrain with steep climbs and descents and the following present: elevation gains and losses of as much as 4,000 feet, altitude that exceeds 12,000 feet, and rugged uneven footpaths with some exposure. These trips typically offer minimal to no vehicle support and include full-service camping in a remote setting.

Activity Details

Easy to moderate walking and hiking, 3-6 hours per day.

Meeting Point

Florence, Italy 10:00 a.m.

Departure Point

Foligno, Italy 1:30 p.m.

Traveling to and From

Most Convenient Airports:
Amerigo Vespucci Airport in Florence (airport code FLR)

Meeting Time and Place:
10:00 a.m. in front of the Classic Hotel, Florence

Departure Time and Place:
Your guides will provide transportation to the Foligno train station by 1:30 p.m., and from there it is easy to catch trains to other cities in Italy.


Physical Activity
Boundless Journeys’ trips are designed for energetic and flexible individuals who like to be active and have a spirit of adventure and a positive attitude. Tuscany & Umbria Walking is rated 2, easy to moderate, on a scale of 1-5 (with 5 being the most strenuous). It features walks of varying length and difficulty that average 3-6 hours per day. Our van will usually meet us midday, and our luggage is transported for us, so it is always possible to ride in the van if you want to opt out of a day’s walking. Please refer to the detailed itinerary for descriptions of the activities on each day of the trip. 

Preparing for this Trip
The more well-prepared you are for the activities on this trip, the more you will enjoy yourself! Please engage in moderate aerobic activities (walking, jogging, or cycling) for at least 30-45 minutes several times a week for 4-6 weeks before the trip. If you live in a flat area, try to incorporate some stairs into your workout, or use a treadmill with varying incline capability. Consult your doctor before undertaking any new fitness programs. 

What the Trip is Like
Tuscany & Umbria Walking will expose you to some of the finer aspects of these special regions, and allows for an intimate experience as we set out on foot through beautiful landscapes and picturesque hill towns. The accommodations we have chosen are some of the finest in the region, and are in ideal locations offering views of broad valleys and rolling countryside. Our meals are chosen to introduce you to regional specialties and they may be taken as a picnic, in a lively trattoria, or as a multi-course meal in an elegant setting; all will be memorable!

The weather in late spring and early fall is usually very pleasant, with daytime temperatures that range from low 60’s to upper 70’s, and evening temperatures in the 50’s and 60's. While these months are not in Italy’s “rainy season”, there can be cool breezes or showers at any time.

You may obtain more detailed weather information at www.weatherbase.com.

When to Go
In spring, the wildflowers are in bloom and mauve wisteria cascades over stone walls in village gardens. The countryside is a sea of green slashed with masses of scarlet poppies and scented with fragrant yellow broom. Temperatures are still too cool for swimming, but ideal for walking. In fall, the weather is usually warmer and the hotel pool beckons. Vineyards drip with purple grapes as the harvest begins.

Italy Accommodations

Overview: First-class and charming accommodations in ideal locations with beautiful views.

Nights 1 & 2: Relais Villa Acquaviva
Montemerano-Saturnia, Italy

Tusancy hiking and walking - Relais Villa Acquaviva, Montemerano-Saturnia, Italy A converted villa of former Italian nobility, surrounded by vineyards and olive groves, Relais Villa Acquaviva offers stunning views of the Maremma countryside.

Nights 3 & 4: Hotel Corsignano
Pienza, Italy

Tuscany, Italy hiking & walking - Hotel Corsignano., Pienza, Italy Completely renovated in 2010, Hotel Corsignano is a modern eco-friendly hotel, boasting a convenient location walking distance to the historic center of Pienza. On-site facilities at this charming family-run hotel include a restaurant serving Tuscan specialties, a bar, and a lovely terrace with two outdoor Jacuzzi pools.

Nights 5, 6, & 7: Hotel Palazzo Bocci
Spello, Italy

Tuscany Walking Tour - Palazzo Bocci, Spello Italy Located in the old town center of Spello, one of the most charming medieval towns in Umbria, Hotel Palazzo Bocci is the place where history and art coexist along with modern amenities.


A Boundless Moment in Tuscany...

From a distance, the Abbey of Sant’Antimo came into view, nestled in a hillside flanked by Cyprus trees. Reaching it, we part the heavy wooden doors and are greeted by the soft, ethereal tones of a Gregorian chant, echoing from deep within the naves. Our guide says the monks here have been singing this way for more than 800 years, and today, it seems, the past is very much at hand.


Meet in Florence; transfer to Siena and Montemerano

Walk – easy, 2-4 hours on pedestrian streets.

This morning we meet in Florence and transfer to Siena. After a welcome lunch of Sienese specialties, our exploration of Italy begins with a walking tour through the vibrant pedestrian streets of this fascinating city. Siena preserves its medieval character beautifully, with a mix of Gothic and Romanesque elements. Founded by the Etruscans, Siena later became a Roman colony and flourished during the 13th and 14th centuries. Our visit includes the semicircular Campo, a public square famous for the annual Palio horse race and the focus of Sienese life since 1340, as well as the impressive Duomo Cathedral.

From Siena our journey leads us into the Maremma region, an area known as the “wild west” of Tuscany, with wide rolling hills, golden wheat fields, and rich with Etruscan history. In this off-the-beaten-path region, we may come across Italian cowboys in fedoras riding sturdy horses and herding long-horned Maremmano bulls.

Our home for the next two nights is an elegant villa surrounded by vineyards and olive groves, offering stunning views of the Maremma countryside. We are welcomed with a wine tasting in the Enoteca, an old cellar inside the villa, where vintage wine is maturing in oak barrels.

This evening’s dinner is in the medieval town of Montemerano. After a stroll through the alleys and the central square, with its romantic charm, we dine in an ancient olive oil mill transformed into a delightful Tuscan restaurant.
Relais Villa Acquaviva, Montemerano

Etruscan trails of Pitigliano and Sovana; cooking class

Walk – easy to moderate, 3-5 hours along country roads and trails (approximately 5 miles).

Today we explore the extraordinary hill towns of Sovana and Pitigliano, each rich in Etruscan remains. The Etruscans were mysterious people that settled the Italian peninsula sometime between 800 and 900 BC. The Romans, who were only villagers during the rise of the Etruscan civilization, were heavily influenced by their culture.

Our day begins in the 7th-century village of Sovana. The sand-colored streets, battle-worn but effortlessly characteristic buildings, and unassuming old center are honest and simply beautiful. From here, we continue to the neighboring town of Pitigliano, once one of the most densely Jewish-populated towns in Italy. After fleeing Rome in the 15th century, many Jewish families formed a community in this Maremma town, which became known as “Little Jerusalem.” While only a few Jewish families remain in Pitigliano today, the important role the community had in the town’s history has been kept alive. We enjoy lunch in one of the more noted restaurants in town, savoring locally produced white wine.

After returning to our hotel in the late afternoon, we head to Manciano. Here we enjoy a cooking class of Tuscan specialties at La Filanda, situated on the outskirts of the old village. Preference is given to Tuscan products such as Cinta Senese pork and Maremmana meats, handmade pasta, ewe’s milk, and goat cheeses. After immersing ourselves in the kitchen, we enjoy the fruits of our labor as we dine on our creations.
Relais Villa Acquaviva, Montemerano

Rupestrian settlements of Vitozza and San Rocco, and the town of Sorano; transfer to Pienza

Walk – easy to moderate, 3.5 hours along trails (approximately 4.5 miles); optional afternoon walkeasy, 1 hour along trails (approximately 1 mile).

This morning's hike from the small village of San Quirico di Sorano winds along a track through Etruscan vie cave, roads carved through volcanic tuff more than 2,000 years ago, to the rupestrian settlement of Vitozza. Inhabited from the 12th to the 18th century, this complex is composed of approximately 180 grottos entirely dug out of the rocky bank on which they stand.

After exploring this extensive settlement, we continue our walk down to the valley of the Lente River, where we pass through woodlands to the town of Sorano. Entering through the lower gate, or Porta dei Merli, we explore the charming medieval center, and walk through a maze of characteristic side streets up to the Masso Leopoldino - a fortress built in the 18th-century offering stunning views over Sorano, and the surrounding river valley.

Midday, we enjoy lunch in a local family-run trattoria before continuing our hike across the Lente River and up the far side of the gorge - following one of the best preserved vie cave in the area (Via Cava di San Rocco). The narrow road, with steep rock faces on both sides, winds its way through volcanic rock, hidden by lush vegetation, to a natural balcony with spectacular views. Located here is the smaller rupestrian settlement of San Rocco where we find a number of caves dug along the cliffs overlooking Sorano.

This afternoon we transfer to Pienza, originally called Corsignano. Pope Pius II had the entire village rebuilt as the first-ever planned Renaissance town. A UNESCO World Heritage Site since 1996, Pienza is the only town center in Italy to have survived the centuries almost perfectly intact.  

Tonight we celebrate la dolce vita in high style as we dine at one of the finer restaurants in Tuscany. After a walk through the charming streets of a nearby town, we are treated to a dinner of Tuscan delicacies, such as Florentine steak, tiramisu, and panna cotta, as well as a sampling of fine wines from the region.
Hotel Corsignano, Pienza

Country walk to Il Cerreto; optional visit to Bagno Vignoni

Walk – easy to moderate, 3-4 hours along country roads and trails (approximately 5 miles).

Today’s excursion on a countryside road affords us breathtaking views of the Orcia Valley and the Crete Senesi (Sienese hills). We walk past ancient farmhouses, wheat fields, and grazing sheep. Our path ends at a 16th-century farmstead where we are treated to a tasting of pecorino cheese, as well as homemade jams and olive oil.

The afternoon we may enjoy a short walk or drive to the thermal baths of nearby Bagno Vignoni, known for its curative waters. These baths were enjoyed by the Romans, who consecrated them to the Nymphs. In the 12th and 13th centuries, Bagno Vignoni became a stopover point for Christian pilgrims traveling this route on their way to Rome.

After wandering the village, we can soak our feet in the natural warm water ravine or else take a soak in a more formal pool (at additional expense). In the late afternoon, we will return to Pienza where you can enjoy the quaint shops and picturesque alleys.  

This evening for dinner you are free to explore one of the many lively trattorias only a short walk from our hotel.  
Hotel Corsignano, Pienza

Day 5
Pienza to the Abbey of Sant’Antimo

Walk – easy to moderate, 3-4 hours along country roads and trails (approximately 5 miles).

This morning our walking route brings us from Pienza to the Abbey of Sant’Antimo, perhaps the largest and most fine example of Romanesque architecture in Tuscany. From Montalcino, we walk along what was once a Roman road through vineyards, farmland, olive groves, and small hamlets. The surroundings are beautiful and wildflowers line the path. The road we walk is part of the pilgrimage route linking Canterbury to Rome. According to legend, the lovely Abbey of Sant’Antimo was founded in the 9th century by Charlemagne when a local herbalist miraculously cured his troops of an illness. We arrive in time to hear the soft sound of the monks’ Gregorian chants, which evoke a sense of history and mystery that transports us back to the Middle Ages.

After lunch at a nearby restaurant, we say goodbye to Tuscany and head south into Umbria, the “Green Heart of Italy.” Umbria is rich in natural treasures, but also in great and ancient civilizations. It is a land whose rolling hills are dotted with castles, fortresses, and watchtowers, and whose valleys are laced with countless gleaming rivers and splashed with colorful wildflowers. Umbrian cuisine is simple but delicious, based on locally-grown ingredients perfected over the centuries.

Our home for the next three nights is the Roman and medieval hill town of Spello. A walk through town is a feast for the eyes, as cobblestone passageways open into intimate closed piazzettas, and lead to Roman arches and Romanesque churches.

This evening we enjoy a grand welcome in Umbria with a special dinner prepared in an upscale local restaurant.
Palazzo Bocci, Spello


Walk – easy to moderate, 3-5 hours along country roads and trails (approximately 5 miles).

A short drive from Spello brings us to Gubbio, a remote part of Umbria dramatically perched on a hill overlooking the ruins of its Roman theater. This classically picturesque and proud mountain outpost has retained its medieval charm and authentic flavor. The austere grandeur of the much photographed central square, the Piazza Grande, makes it hard to imagine the harsh atmosphere of medieval life.

Today’s walk begins on the outskirts of town. We follow an old cart track which leads us through a small ravine to an isolated country shrine. Our walk continues uphill slowly, arriving eventually at the Sanctuary of Saint Ubaldo. After visiting this venerated place, and learning more about the Corsa dei Ceri - the famous “Candle Race" which has been run uninterrupted every May 15th since the 12th century - we take a funicular ride down to the center of town, where we enjoy lunch in a traditional restaurant.

In the afternoon, we head back towards Assisi for a guided visit of the Basilica of Saint Francis. The upper and lower churches of the Basilica were built in the 13th century to house the body of St. Francis, patron saint of Italy and the most beloved of all saints for the Italians. The greatest masters of the time – Cimabue, Giotto, Simone Martini, and Pietro Lorenzetti – were called here to create frescos, rendering this church one of Italy’s most outstanding art museums.

This evening you are free to continue your exploration of Spello, as dinner is on your own.
Palazzo Bocci, Spello

Monte Subasio

Walk – easy to moderate (with a moderately strenuous option), 4-6 hours along country roads and trails (approximately 8 miles).

A short drive this morning brings us to the natural park of Monte Subasio for a return walk to Spello. Our trail, one of the most beautiful in Umbria, winds through olive groves and ancient oak and chestnut trees, traversing the cultivated lower slopes of Monte Subasio, with astonishing views across Umbria to the hills of Tuscany. Our route descends along forested trails and up through open pastures, where we may pass grazing horses, sheep, and cattle.

Eventually, we come upon the small, picturesque village of Collepino, where we stop for lunch. Our final descent follows the aqueduct that brought water to the town from the mountain during the Roman Empire, and we make a triumphant entrance as we pass through the gates of this walled city and return to our hotel.

Upon our return to Spello, the outdoor terrace of our hotel beckons us for an apertivo prior to a final celebratory dinner at an exclusive restaurant.
Palazzo Bocci, Spello

DAY 8  
Assisi; departure from Foligno

Walk – easy, 1-2 hours on city streets.

Today we continue to explore the great spiritual and artistic treasures of Assisi. Its narrow and steep lanes are picturesque and reveal plenty of surprises: a hidden restaurant, a faded fresco, a stunning view. Occasional olive trees are spotted among the stairways and rooftops, where shy cats creep out of sight of passers-by.

There are many interesting buildings along the main street, including the 12th-century Romanesque facade of the Cathedral of San Rufino, and the town’s art gallery, the Pinacoteca Comunale. We visit the Basilica di Santa Chiara, the Temple of Minerva, and the city hall on the Piazza del Comune, Assisi’s main piazza.

For the best view of the town, we continue to Rocca Maggiore, a large fortress towering above Assisi. In addition to the town itself, there are spectacular views of the surrounding plains, hills, and valleys.

Following our tour of Assisi, you will have time to enjoy lunch in town before a short drive to the Foligno train station. From here you can make train connections to Rome, or other destinations throughout Italy, to catch flights home.

Please note that this is a typical itinerary, and actual activities may vary to take advantage of weather conditions, local events, and to allow serendipity to play a hand in your experience. Accommodations are as outlined in the itinerary, although we reserve the right to change these should the need arise.

Trip Length

8 Days

Trip Dates

Upcoming Trips:

  • Sep 05–12, 2015
  • Oct 04–11, 2015
  • Sep 04–11, 2016
  • Oct 02–09, 2016

Prefer a group departure?
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2015 Land Cost

$4,495 per person

2016 Land Cost

$4,495 per person

Single Supplement

2015: First two reserved on each departure: $0; Additional singles: $425
2016: First two reserved on each departure: $140; Additional singles: $640

View Single Supplement Policy

Single Supplements:

Accommodations (hotels, tents, cruise cabins) are based on double occupancy. A single supplement is paid by participants who specifically request single accommodations, subject to availability. If you reserve at least 120 days prior to departure, you may be eligible for a reduced or free single supplement.* This is generally limited to the first one or two solo travelers to reserve, and the reduction is outlined in the pricing for each trip. Please note, free or reduced single supplements are not combinable with other offers or promotions.

If you are traveling alone and wish to share accommodations, we will try to match you with a roommate of the same gender. If you reserve at least 120 days ahead and a roommate is not available, you will only be charged a “forced” single supplement in the amount of 50% of the standard single supplement* (unless otherwise noted in the detailed itinerary). Single accommodations are limited so you are encouraged to reserve early!

*This does not apply to cruises in the Galapagos Islands. Please see these trip pages for more details.

What's Included

  • Expert leadership
  • All accommodations
  • Wine and cheese tastings
  • Tuscan cooking class
  • All meals except one lunch and two dinners
  • Table wine with included meals

Please complete the following information to request a reservation. A trip deposit of $500 per person is required to confirm your reservation (payable by check or major credit card). Once we receive your request we will contact you within one business day to confirm availability and answer any questions you may have.

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About our guides
With a Boundless Journeys guide, your experience is that of friend and local adventurer. We believe strongly in working with local guides, experts in the areas to which we travel, and they hold the keys to unlocking the hidden delights of your chosen destination. Although you will never know they are at work – the mark of a truly great leader – our guides make magical things happen and add a dimension to your trip that you could not experience on your own.

Over the years we have forged bonds with some of the best guides in the world, and we typically work with a small team of guides in each region. You will be informed of the guide for your trip one month prior to your departure.

Featured Guides

Sicily Tour guide - Alex Gullo - Boundless JourneysAlex Gullo: Since 1998, Alex has been a walking guide throughout Italy, from the Dolomites to Sicily, enjoying sharing Italy from all points of view - the natural beauty, the food, the wine, and the historical sites, with a particular look at the Italians of today. In return, he most enjoys the guests sharing a week of their life with him. Educated in the U.S. as well as Italy, he is a certified guide of historic monuments in certain Italian regions. He combines his charming personality with a vast knowledge to make our Italian adventures more than memorable.

Boundless Journeys Italian Guide - Keegan AlagnaKeegan Alagna: With an American mother and an Italian father, Keegan grew up in a bilingual home enriched with insights into two cultures and two countries. He grew up on a working farm in the Assisi countryside, and developed a passion for the natural world and the outdoors at a young age. During Keegan’s post-graduate work in geology at the Università di Perugia, his research often took him abroad where he consulted on volcanic phenomena. Keegan continues to pursue his interest in geology and the outdoors through participation in hiking programs with the Club Alpino Italiano, and in creating geology programs for the Italian schools. Keegan currently lives in Orvieto, and enjoys leading walking tours with a focus on Italy’s history, its natural wonders, and the Italian people.

Elizabeth NamackBoundless Journeys Tuscany & Umbria Guide - Elizabeth Namack: Elizabeth first came to Italy 20 years ago as an American college student to study Art History and Italian Literature. She quickly fell in love with all things Italian! Her interest in regional wine and cuisine – coupled with her academic background in art history and painting restoration – make her a delightful traveling companion. Elizabeth lives with her husband and son a block away from the Arno River in Florence. In addition to a strong love of the outdoors, she is an official guide for the city of Florence. When not leading guests along the picturesque backroads of Tuscany and Umbria, she leads engaging art tours in this marvelous city.

What other Boundless Journeys guests have said about our Tuscany & Umbria guides:

Alex, our guide, was not only very professional but became one of us and made our journey totally fantastic; the tour was well structured and organized; the walks were different every day and each one was more beautiful than the other!!! The landscapes and views of Tuscany and Umbria were all breathtaking; the hotels, food, wines etc were all extremely well chosen and of the highest quality. In summary it was one of the most memorable and precious adventures and journeys we have ever had and we will treasure it for the rest of our lives!!! Thank you for your help and for giving us this incredible opportunity . . . really, we can’t thank you enough!!!”  – M.W. & J.W., Boca Raton, Florida

"The entire trip was exceptional.  Our guide was terrific. You could tell how much he enjoyed his work and his country, and how much he enjoyed telling people about it! Of course the weather certainly helped make the trip one-of-a-kind – 75 degrees and sunny every day.  Did you guys arrange that too?!" – G.H. & C.B., Boston, MA

"Our guide set the tone; her passion, expertise, sense of humor and openness made for a wonderful experience! Grazie mille!"  – L.Z., Alberta, Canada

"Alex went out of his way to create opportunities for us to experience local culture – meeting a friend who invited us into his home for a glass of wine, getting a spontaneous tour of a private palazzo in Gubbio, meeting a medievalist scholar in his small apartment in Assisi – these enriched our days, already rife with interesting commentary." – R.W. & L.W., Huntingdon Valley, PA

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Picture Yourself Here:

Daily walks through beautiful landscapes with vineyards, olive groves, cypress trees, and ancient hill towns

Visits to the medieval towns of Montalcino, Pienza, Assisi, and Spello

Maremma region of Tuscany, with its Etruscan sites and Italian cowboys

Tuscan cooking class, wine and cheese tastings, and fine accommodations

Upcoming Trips:

  • Sep 05–12, 2015
  • Oct 04–11, 2015
  • Sep 04–11, 2016
  • Oct 02–09, 2016

You may also be interested in:

What others have said...

When I planned to take a walking trip to Italy I knew I wanted to feel it as much as see it. I was hoping to eat good food, drink great wine, and then hike off all those calories. I did just that, while getting vast knowledge about the art, grapes, and architecture. Our guides Alex and Christopher are an asset to your company. We all agree it exceeded our expectations. I have begun my own ‘Boundless Journey'.

- D.C., Centerport, NY

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Recently I was talking to an otherwise enthusiastic world traveler who was experiencing what I’ll call, “Bucket List Fatigue.” She’d brainstormed all of her dream destinations and had been energetically checking them off: the Eiffel Tower, the Grand Canyon, the Great Pyramids of Giza.

For Your Valentine: Three Exciting Adventures for Two

Happy Valentines Day, from all of us at Boundless Journeys! Be it a far-flung tropical paradise or a luxurious safari in the heart of Southern Africa, there’s no better way to celebrate the most romantic of holidays than by having a special adventure with the one you love.

Secret Amalfi: Unlocking Italy’s Seaside Treasure

Every summer people pack the Amalfi Coast’s winding cobblestone streets and rocky beaches. But there is a way to avoid the madness: visit in May or September, when beautiful weather prevails and the crowds have departed.

Record Snow on the Tour du Mont Blanc – and a Job Well Done!

I had a once in a lifetime opportunity to ski the Haute Route this winter, a hut to hut traverse of the high Alps from Chamonix to Zermatt, with a small group of family and friends. To our pleasant surprise, we chose a year that was experiencing record levels of snowfall (the most in more […]

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Botswana Private Safari"Thank you, thank you for your most diligent efforts, meticulous attention to details, and most of all, patience with dozens of emails and calls, questions, and changes-of-mind.  Jim and I are looking forward to a wonderful trip, knowing that everything is flawlessly planned. We appreciate all your efforts!"
- Alison Forbes, Botswana Private Adventure

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