monte titano; san marino; hiking Italy

Monte Titano, Italy

Our journey includes hikes to many evocative sites, including Monte Titano, with its spectacular vistas sweeping all the way to the sea.

Photo by Maksim Budnikov

display information about this photo
Rome to Ravenna route-map

Trip Details at-a-Glance

Cost From: $5595  
Length: 12 days
Arrive: Rome, Italy
Depart: Bologna, Italy
Lodging: 11 nights hotels, including historic properties
Meals: All meals included except 3 dinners
Activity: Hiking / Trekking, Cultural Adventures
Trip Level: A mix of moderate walks and hikes, some steep trails, 2-4 hours a day, van support (for luggage or if you wish to skip a day's hike)


  • Walk right along Rome’s Appian Way
  • Orvieto, with its Etruscan caves and spectacular Gothic Duomo
  • Glorious Assisi, the birthplace of St. Francis, Spello’s steep medieval streets and well preserved city walls
  • San Marino, the world’s smallest republic
  • “Urban hike” to see the Byzantine mosaics of Ravenna
  • Marvelous cuisine and fine wines, including Umbria’s Sagrantino and Le Marche’s Verdicchio del Piceno
  • Wonderful hotels, including an estate formerly owned by a nobleman
  • Visits to pottery workshops and a paper-making museum

This trip is in a generally under-appreciated part of Italy that has spectacular hilltowns, great food, and excellent wines! The perfect blend of hiking in beautiful countryside and experiencing the culture, art, and history of the area resulted in a very memorable trip for both of us. Our Trip Leaders greatly enhanced the total experience!Stan and Kathy M.—Lake Oswego, OR

Recent Photo Blog Posts

Choosing the Right Trip

We work hard to help you choose the right trip for you, paying attention to your individual interests, abilities, and needs. If you have questions about the level of comfort or any of the activities described in this itinerary, please contact us.


We are proud to have an exceptionally high rate of repeat travelers. For more information, we would be happy to put you in touch with a client who has traveled with us.

Our captivating hiking and cultural journey across the heart of Italy links two ancient capitals and a spectacular array of treasures, from extraordinary art and evocative archaeological sites to an artist’s palette of exquisite landscapes. We’ve crafted an insider’s experience of this glorious realm, discovering Etruscan tombs and the frescoes of Assisi in the golden hills of Umbria, the hilltop towns, vineyards, and sunflower fields of Le Marche, spectacular vistas in tiny San Marino, and the shimmering mosaics of Ravenna, home to eight World Heritage Sites. Our Trip Leaders’ passion for la cucina italiana is contagious, and our grand adventure features sumptuous meals and distinctive wines, including an unforgettable dining experience at La Bastiglia in enchanting Spello.

Itinerary at a Glance

For a more complete description, Download Full Detailed Itinerary

Days 1-3
Rome / Sutri / Orvieto

After walking along the most famous of Roman roads, the Appian Way, you’ll head to Umbria to hike along the Via Francigena, an ancient pilgrimage path from France to Rome, and explore Etruscan tombs and an astonishing Roman amphitheater carved from tufa rock. In unforgettable Orvieto, soaring a thousand feet above the valley floor, view the glorious façade of the Duomo and hike past hazelnut orchards near Lago di Bolsena.

Days 4-5
Spello / Assisi

Our hike skirting the Tiber River leads to a hilltop restaurant where you’ll taste fine wines while admiring the breathtaking views. From Spello, a medieval walled hilltown hewn of pink stone, explore Assisi’s magnificent 13th and 14th century frescoes in the Basilica di San Francesco. A hike on Mt. Subasio in the footsteps of St. Francis grants a breathtaking panorama of golden Umbrian hills and towns.

Days 6-9
Fabriano / Urbino / San Marino

In Le Marche, set between the sunny shores of the Adriatic and the 6,000-foot peaks of the Apennines, you’ll explore the Frasassi Caves, full of stalactites and stalagmites. Our hike along an old Roman road leads right into the walled town of Urbino, designated a World Heritage Site for its superb Renaissance art and architecture. The Republic of San Marino’s medieval streets reveal a timeless world, and a hike on Monte Titano offers spectacular vistas sweeping all the way to the sea.

Days 10-12
Verucchio / Ravenna

In Emilia-Romagna, known for its Byzantine and Renaissance art, Romanesque churches, and fabulous food, you’ll hike to the hilltop town of Verucchio, then head to Ravenna, celebrated for its exquisite golden mosaics, the world’s crowning achievement of Byzantine art. Depart on Day 12 via Bologna.

For a more complete description, Download Full Detailed Itinerary

What the Trip is Like

This trip is Level 2+, Moderate. We enjoy day walks and hikes of 2-5 hours over variable hill and mountain trails, with occasional short, steep sections. This is particularly true for Days 3, 5, and 7, when hiking poles and sturdy, well broken-in hiking boots are necessary for the rugged terrain. We will carry just a daypack with trailside essentials such as jacket, water bottle, and camera. The meals included in the itinerary will be taken at the hotels where we are staying or at restaurants in the towns. For dinners “on your own,” the Trip Leader will be happy to recommend local restaurants and trattorias. Please note that in Europe, the dinner hour is considerably later than what it is in the US. We do our best to secure early reservations for our groups, but most often the evening meal will be at 7:30 pm.

In an effort to capture the spirit of old Europe, the hotels we use are often family-run converted villas or inns, full of ambiance and colorful local history. Although the rooms are not always of uniform or international size, our leaders try their best to assign rooms in a fair way so that all participants experience an equal advantage throughout the trip as a whole.

Explanation of Trip Levels


Departures & Leaders

Jun 5-16, 2016

Sep 18-29, 2016   Giampiero Faga

Trip Cost

Prices are for 2016
$5595 (11-15 members)
$5995 (6-10 members)
Single supplement: $550
more on pricing

Trip Payment Schedule

At time of reservation: $600
90 days prior to departure: Balance

Cancellation and Transfer Fee Schedule

Up to 91 days prior to departure: No charge!
61-90 days prior to departure: 25% of trip cost
46-60 days prior to departure: 50% of trip cost
45 days or less: 100% of trip cost

Trip Cost Includes:

  • Expert leadership of a Wilderness Travel Trip Leader and local guides
  • Accommodations in comfortable 3- and 4-star hotels
  • All meals included except 3 dinners
  • A glass of wine or beer with dinner
  • Entrances to all sites, museums, and ferries
  • Transfers to Bologna airport at designated times at the conclusion of the trip

Trip Cost Does Not Include:

International airfare, any meals not specified after each itinerary day in the Full Trip Brochure, airport departure taxes, optional tipping or gratuities to leaders or staff, additional hotel nights that may be necessitated by airline schedule changes or other factors; pre-trip expense of medical immunizations (if any), travel insurance or passports, and other expenses of a personal nature (alcoholic beverages, laundry, etc.).

Arrival & Departure Information

You are responsible for your own transportation to the arrival and from the departure cities listed below. For more detailed information, including transfers, please download the Detailed Itinerary.

Please do not purchase your tickets until you are confirmed on the trip. Once your tickets have been purchased, please send us a copy of your airline schedule.

2016 Departures

Meeting Place:
Rome, Italy
Date: Day 1

Suggested Arrival Airport:
Rome Leonardo da Vinci-Fiumicino Airport (airport code FCO)
Suggested Arrival Time: by 8:00 am if arriving on Day 1, or anytime if arriving a day or more prior to Day 1
Ravenna, Italy
Date: Day 12

Suggested Airport for Departure:
Bologna, Italy (airport code BLQ)
Suggested flight departure time: 11:30 am or later

Hotel Forum

Hotel Forum

Day 1 (1 night), Rome, Italy

The location of the Hotel Forum can’t be beat—it’s right in the heart of Rome’s centro historico, directly across ...
Click here for full description and more photos

Hotel Palazzo Piccolomini

Hotel Palazzo Piccolomini

Days 2 to 3 (2 nights), Orvieto, Italy

This elegant 16th-century palace-turned-hotel, formerly owned by the pontifical Piccolomini family, is set in the historical center of ...
Click here for full description and more photos

Hotels near Assisi

Days 4 to 5 (2 nights), Assisi, Italy

Near Assisi, we stay at one of the following properties:

Marchese del Grillo

Marchese del Grillo

Days 6 to 7 (2 nights), Fabiano, Italy

This stately villa, a 20-room country estate formerly owned by the 18th century nobleman Marquis Onofrio del Grillo, features quiet, ...
Click here for full description and more photos

Hotel Titano

Hotel Titano

Days 8 to 9 (2 nights), San Marino, Italy

While most tourists visit San Marino just for the day, we like to spend extra time here to discover the picturesque back streets and enjoy good ...
Click here for full description and more photos

Villa Santa Maria in Foris

Villa Santa Maria in Foris

Days 10 to 11 (2 nights), Ravenna, Italy

A stay at the Villa Santa Maria in Foris, a beautiful 13-room boutique hotel at the edge of Ravenna’s pedestrian-only zone, is like a trip ...
Click here for full description and more photos

Note: Listed above are our signature accommodations for this trip. Although it is highly unlikely, we may make substitutions when necessary.

Our Trip Leaders

Here are the Trip Leaders scheduled for this journey (please note that leader assignments are subject to change).

Amy Barnes

Amy Barnes was raised in France, Germany, and Turkey until the age of seven. While working on a Liberal Arts major at the University of South Florida she traveled to Italy in 1978. Visiting a friend in Florence she met the fellow next door, an Italian documentary film maker. The encounter was ...
Click here for a full bio and list of all upcoming trips

Gianluca Canalicchio

Departure Dates: June 5-16, 2016

Gianluca Canalicchio was born and raised in Rome, where his parents moved in 1960 from Umbria, when they left their life of hard work on their farm in search of new opportunities. He has a degree in accounting, speaks four languages (Italian, Spanish, French, and English), and loves dancing, ...
Click here for a full bio and list of all upcoming trips

Giampiero Faga

Departure Dates: September 18-29, 2016

Giampiero Faga was born in Calabria in the far south of Italy and attended university in Rome. He indulged his passion for international travel during more than 20 years of service for Alitalia as a chief purser, and is a wonderful storyteller and engaging travel companion. Giampiero speaks five ...
Click here for a full bio and list of all upcoming trips

Sergio Mastroberardino

Sergio Mastroberardino was born in the town of Avellino in southern Italy. He is a Certified Alpine Ski Instructor and during the winter season works full time with various ski schools and as a professional ski guide. Sergio has lived and taught skiing in Aspen, Colorado, Val D'Isere, France, and ...
Click here for a full bio and list of all upcoming trips

Ellen Santucci-Masi

Departure Dates: June 5-16, 2016

Ellen Santucci-Masi was born and raised in New Jersey, but always knew she would travel someday, and she did. She studied French, Spanish, German, Italian, and Latin, knowing that languages would allow her gather insights into different cultures. She eventually settled in Florence, Italy, where ...
Click here for a full bio and list of all upcoming trips

Client Comments

This trip is in a generally under-appreciated part of Italy that has spectacular hilltowns, great food, and excellent wines! The perfect blend of hiking in beautiful countryside and experiencing the culture, art, and history of the area resulted in a very memorable trip for both of us. Our Trip Leaders greatly enhanced the total experience! Stan and Kathy M., Lake Oswego, OR Our trip leaders were terrific, performing all diverse duties with apparent ease. The hikes were through beautiful country, with profuse wildflowers along the trails and acres of scotch broom whose fragrance filled the air. The food was generally wonderful, and in out of the way places not in the guidebooks. Plus, we had two picnic lunches that could easily have graced the pages of a gourmet magazine. Julia R., Santa Fe, NM This was a wonderful and memorable trip! Every trip I've taken with Wilderness has exceeded my expectations. Martha K., Park City, UT One of the best trips we have ever been on. The food and itinerary were outstanding and the leaders were super. Bill T., Los Angeles, CA This is an outstanding, beautifully designed trip balanced between hikes in the morning and cultural activities in the afternoon with great restaurants for lunch and dinner. One of the best trips in my many, many trips in all parts of the world. Karen T., Los Angeles, CA I loved this trip! It was first class all the way. The abundance of food and drink was impressive, and the hotels were great. Abby W., Woodbury, CT
The trip provided a nice balance between hiking in the countryside and exploring city sights. Our Trip Leaders had an outstanding knowledge of the area and were able to share it with the group in an enthusiastic and entertaining manner. We learned and did much more than if we had traveled on our own. Laura S., Palo Alto, CA Outstanding trip. The mix of history and hiking was superb. All the leaders were great! Mike B., Santa Fe, NM A well balanced trip. Good food, great sights, nice small hotels, and excellent local guides. Jay H., Montgomery Center, VT This trip is so rich, the area so full of marvels, it cannot be overemphasized. We saw a part of Italy with few if any crowds, and sights to see that rival Rome and Florence and Venice (well, close anyway). I still dream of the villages and the vistas and the splendid hotel rooms, and both the new and familiar foods that were inimitably fresh and Italian. Lynn M., Great Falls, VA This trip provided a good balance between hiking through the countryside (me) and visiting historical sites (my husband). For us a perfect combination! Jane S., Mill Valley, CA

Recent Photo Blog Posts