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

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Rome to Ravenna route-map

Trip Details at-a-Glance

Cost From: $5895  
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 tired feet), team of up to 3 Trip Leaders


  • 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 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

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.

Departure Notes

Once you have signed up on the trip, we send a complete packing list, relevant health information, and required travel documents.

Significant Currency Discount Available for this Trip!

The US Dollar has strengthened dramatically against the Euro, and we want to pass the savings on to you! The amount of the discount will be calculated on the day you sign up, and will be locked in at that rate, no matter how many months away your trip dates are. Call or email us to find out today’s discount, or with any questions you may have. This is the year to visit Europe — Call soon! The US Dollar may not maintain this level of strength for long.

Our captivating hiking and cultural journey across the heart of Italy links two ancient capitals and a spectacular array of treasures, from evocative archaeological sites and extraordinary art 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. Our grand adventure features sumptuous meals and fine 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 / Orvieto

After hiking the most famous of Roman roads, the Appian Way, head to Umbria to explore Etruscan tombs, an astonishing Roman amphitheater, the glorious façade of Orvieto’s Duomo, and hike past hazelnut orchards near Lago di Bolsena.

Days 4-5
Spello / Assisi

Our discoveries include Spello, a medieval hilltown hewn of pink stone, and Assisi’s magnificent 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, our hike brings you 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, 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

Apr 20-May 1, 2015

Jun 1-12, 2015
Sep 21-Oct 2, 2015

Trip Cost

Prices are for 2015
$5895 (13-15 members)
$6195 (10-12 members)
$6495 (6-9 members)
Single supplement: $630
Forced single supplement: $430
more on pricing

Trip Payment Schedule

At time of reservation: $500
120 days prior to departure: 20% of trip cost
60 days prior to departure: Balance

Cancellation and Transfer Fee Schedule

More than 90 days prior to departure: No charge!
90-46 days prior to departure: 25% 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 arriving to Rome, Italy, and departing from Ravenna, Italy. For more detailed information, including transfers, please download the Detailed Itinerary.

Please do not purchase your tickets until you are confirmed on the trip and have reviewed your proposed air schedule with our office. Once your tickets have been purchased, please send us a copy of your airline schedule.

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 ...
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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 ...
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Hotel La Bastiglia

Hotel La Bastiglia

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

The Hotel La Bastiglia is set at the top of the medieval town of Spello at the foot of Mt. Subasio, where St. Francis walked. Comfortable guest ...
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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, ...
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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 ...
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Hotel Sant' Andrea

Hotel Sant' Andrea

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

With eight UNESCO World Heritage sites, Ravenna is an incredible gem of Byzantine history and art. Hotel Sant' Andrea puts you within walking ...
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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).

Gianluca Canalicchio

Departure Dates: April 20-May 1, 2015

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: April 20-May 1, 2015, June 1-12, 2015, September 21-October 2, 2015

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 ...
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Sergio Mastroberardino

Departure Dates: June 1-12, 2015

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 ...
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Ellen Santucci-Masi

Departure Dates: September 21-October 2, 2015

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 ...
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Client Comments

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 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 A well balanced trip. Good food, great sights, nice small hotels, and excellent local guides. Jay H., Montgomery Center, VT
Outstanding trip. The mix of history and hiking was superb. All the leaders were great! Mike B., Santa Fe, NM 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 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