- 10+ Guests Price as advertised*
- 8-9 Guests +$500 per person to trip price*
- 6-7 Guests +$1,000 per person to trip price*
- 4-5 Guests +$1,500 per person to trip price*
- 2-3 Guests +$2,500 per person to trip price*
We start the journey in the beach resort of Rimini, where you'll meet your Trek Travel guides. After a short shuttle to the medieval village of Verrucchio, your guides will fit and familiarize you to your Trek bicycle and you’ll enjoy lunch. This afternoon you’ll pass through the Republic of San Marino and picturesque farmlands before climbing into Urbino. This beautifully-preserved Renaissance town has been attracting artists and scholars from all over Italy and beyond the 15th century. Tonight, we’ll explore this UNESCO World Heritage Site and dine in a small bistro along winding cobbled streets. It is almost a step back in time, where houses and palaces of weathered brick and pantiles cluster around steep narrow streets, with misty mountains stretching mysteriously beyond, like the background of a Leonardo portrait. It's only the beginning of our odyssey, but one you won't soon forget.
Verrucchio to Urbino
Approximately 34 miles with 4,300 feet of climbing
Hotel San Domenico
Lunch | Social Hour | Dinner
This morning's ride takes you into Umbria and the Parco del Monte Cucco before tackling Passo Madonna della Cima, our first pass in the Apennine mountains. We'll stop for lunch at an 11th Century Monastery where you can refuel with a fresh pasta of the region or "Torta al testo", a typical Umbrian flatbread. This afternoon's ride winds through the jagged cliffs of the Monte Cucco, and to our luxurious hotel which is situated just a few kilometers from the beautiful medieval town of Gubbio. Enjoy views of the mountains and Mount Ingino from the hotel terrace before joining the group for a traditional and delicious Umbrian dinner at the acclaimed Nicolao restaurant.
Urbino to Gubbio
Approximately 60 miles with 5,665 feet of climbing
Urbino to Monastero di Fonte Avellana, shuttle to Gubbio
Approximately 40 miles with 3,470 feet of climbing
Park Hotel ai Cappuccini
Breakfast | Lunch | Dinner
Enjoy an active recovery day today. The ride starts with a gentle warm up and then climbs along forgotten roads through tiny Umbrian villages. Experience the tranquility of the woods mixed with views of rugged farmland and olive groves, then a relaxing descent as you inhale the views of Assisi from above. This stunning medieval village is best known as the birthplace of Saint Francis, Italy’s patron saint, and it is your lunch destination for this afternoon. Choose your own lunch at one of Assisi’s many trattorias and take some time to explore its Roman ruins and sacred shrines. After lunch, it’s a short descent to the quiet hillside town of Spello, our home for the evening. Admire it’s well-preserved Roman gates as you seek out traditional Umbrian fare featuring salami, wild asparagus or strangozzi (a local ribbon pasta) with black truffles for dinner this evening.
Gubbio to Spello
Approximately 39 miles with 3,280 feet of climbing
Gubbio to Assisi, shuttle to Spello
Approximately 31 miles with 2.800 feet of climbing
Gubbio to Spello w/ San Giovanni Climb
Approximately 50 miles 4,800 feet of climbing
Our ride begins with an easy 20 km cruise through the fertile valley below Mount Subasio before the climbing begins. Remember your camera today as there is no shortage of views, including hilltop towns and hidden fortresses, as we ride through the very heart of Umbria. Take a break when you reach the Todi, an elegant medieval village overlooking the Valtiberina (the Tiber River valley). Stroll to one of central Italy’s most photogenic places, Piazza del Popolo, and duck into a pizzeria or cafe for lunch along the way. Leaving Todi, we will descend to the Tiber River and then work our way back up to the picturesque ridge that delivers us to Orvieto. Built on Etruscan ruins, this town rises 1500 feet from the floor of the Paglia River valley, and sits atop almost vertical faces of tufa cliffs. It's surrounded with defensive walls and medieval houses made out of the same tufa rock. It's truly astounding. Tonight enjoy a stroll in this enchanting town, where you're free to explore the local flavors for dinner.
Spello to Orvieto
Approximately 59 miles with 5,300 feet of climbing
Spello to Todi, shuttle to Orvieto
Approximately 31 miles with 2,600 feet of climbing
Rocca Ripensena Climb
Approximately 68 miles with 6,500 feet of climbing
La Badia di Orvieto
After a warm brioche and the perfect cappuccino, start your day with climb from Orvieto to Bagnoreggio, where we’ll behold the ancient ghost town of Civita di Bagnoreggio. Your ride continues with a few rolling climbs until you descend to the serene shore of Lago di Bolsena, the largest volcanic lake in Europe. Enjoy a quiet break here before lunch at an agriturismo and your final climb into the region of Tuscany through the forested slopes up to Manciano. Finish your epic journey on the stunning Orbetello peninsula. It's time to dip a toe into the Mediterranean and celebrate in style with a sunset cocktail and toast to a week-long Italian adventure!
Orvieto to Porto Santo Stefano
Approximately 82 miles with 4,950 feet of climbing
Orvieto to Farnese shuttle to Porto Santo Stefano
Approximately 40 miles with 3,300 feet of climbing
Torre di Cala Piccola
Breakfast | Lunch | Social Hour | Dinner
This morning linger over a second Cappuccino with fresh fruit and enjoy a leisurely morning soaking in the gorgeous views from the breakfast patio. Lounge by the infinity pool overlooking the Mediterranean Sea or wander down to the Grotto. Before you bid your farewells, stroll through the grounds of the hotel one last time and savor the picturesque, peaceful landscape of Italy and the Orbetello peninsula.
Every moment of a Trek Travel bike trip has more than you could have ever dreamed. More romance. More scenery. More choice. It's the little additions to every Trek Travel cycling vacation that make it truly special. And that's how we help you create more memories.
It isn’t the cycling vacation of a lifetime unless you have the industry’s best bike to match. In 2019 we upgraded our fleet to feature the award-winning Domane SL 7 with Shimano Ultegra Disc brakes. Because when you combine the lightweight stability and comfort of the Domane with the superior safety and stopping power of disc brakes, you get a match made in cycling heaven. And the best part? It’s included in the trip price. Ride confidently, comfortably and longer in the most beautiful destinations around the world with the new Domane SL 7. Learn More
It’s lightweight and equipped with an adjustable pedal-assist motor that helps riders of all skill levels stay together, play together and make some great memories together. Included at no additional cost, these bikes will be available on a first-come, first-served basis, so reserve yours when you book today. Learn More
See itinerary for specific daily ride distances and elevation options. On all of our vacations, Trek Travel strives to find quiet, paved secondary roads or bike paths to experience a region; busy roads are avoided as much as possible. Our itineraries are an approximation of our trips. Trek Travel strives to offer every guest a vacation of a lifetime on every trip. At times routes, hotels, activities, etc. listed here may change at the discretion of the trip designer or guides to improve the trip experience.
Averages and totals are calculated from our Today’s Ride/Avid Ride options.
We suggest that you arrive at least one day prior to the trip start, which will enable you to adjust to the time zone and minimize the risk of missing the trip start due to flight-related delays. We recommend that you fly into Bologna Airport in Bologna (BLQ) or Rimini airport (RMI).
Once you have arrived in Bologna, there is a direct shuttle bus to Rimini train station that leaves every 2 hours. Alternatively, you can take a shuttle bus to Bologna Centrale train station and catch a train to Rimini which leave every 30 minutes. From Rimini airport taxi’s, are readily available for a short transfer in to the city center.
Your Trek Travel guides will meet you at the Grand Hotel Rimini (Parco Federico Fellini - 47921 Rimini, Italy) at 10:30 AM on the first day of the trip. After a 30-minute shuttle, your guides will spend the morning ensuring you have the perfect fit to your Trek Domane. You'll then enjoy a light lunch before our first ride of the week. Please have your first day’s riding gear handy and separate from your other luggage to facilitate the bike fitting and ride.
If you will be late for the pick-up or are going to miss it altogether, please inform your guides. You will receive an email a week before the trip start with their names and contact details. If you cannot reach them, please call our first hotel, Hotel San Domenico (+39 0722 2626), and leave a message with your expected arrival time and contact details. You may take a taxi to the first night’s hotel, Hotel San Domenico in Urbino, for approximately 70 euros. The trip takes 60 minutes from the center of Rimini.View our pre hotel recommendations
You will say farewell to your guides at 9:00 AM at Hotel Torre di Cala Piccola, Porto Santo Stefano. You’ll depart by private shuttle for the train station in Orbetello-Monte Argentario, arriving close to 9:30 AM. From here, trains connect to Rome, Pisa, Florence and other Italian cities. Trek Travel will also provide a second shuttle to the train station to accommodate later departures. Please let your Trip Consultant know your intended departure time to help facilitate the coordination of shuttle times. Please do not book train tickets before 10:30 AM. Visit www.TrenItalia.com for train information.View our post hotel recommendations
Spring and fall in the heart of Italy is usually clear and sunny, with warm daytime temperatures (65F-75F) and evening temperatures 10-15 degrees cooler. A jacket or wrap will be useful in the evening. Rain is always a possibility, however, so be prepared with wet-weather gear in order to best enjoy your vacation. Packing List
Dating back 2000 years, Rimini boasts long sandy beaches on the Adriatic Sea and a historic center with Roman remains and a beautiful Renaissance cathedral. The town now attracts a mostly Italian crowd and was home to the famous film director Federico Fellini. We recommend the following accommodations for your pre-trip hotel:
Rome is a powerhouse of stunning architecture and ancient history, beautifully told through its ruins and buildings. It seems that every street you walk down provides another unexpected glimpse of ancient times, yet modern bustle and energy abounds as well. The Coliseum, the Forum, Vatican City, and the Pantheon are some of the must-see attractions. Be sure to linger on the Spanish Steps one afternoon and take advantage of great shopping and fantastic cuisine. We recommend the following accommodations for your post-trip hotel:
Our unrivaled selection of Trek Bikes sets the bar for quality and comfort. From the all-new, ultra smooth Trek Domane SL 7, to the new Trek Electric-Assist XM700+ and the comfortable Trek 7.6 FX Hybrid, to our numerous upgrade options, you deserve the best ride on your vacation.
Our guides are trained to make your trip magical. They aren't just experts in riding; they're trained in delivering uncompromising service in ways you won't believe. We know that it's the unexpected surprises that make a trip magical. That's why our guides pride themselves on anticipating your needs before you ask.
Our vacations are built to deliver the ultimate in flexibility, from extreme relaxers to hard-core roadies. You pick your mileage, itinerary and experiences. We take care of the rest.