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Ride Across Italy

Italy Coast to Coast

Discover the essence of the heartland of Italy. Join us as we dip our toes in the Adriatic sea and traverse the enchanting regions of Le Marche, Umbria, Lazio and Tuscany to the Mediterranean coast. Along the way, you'll indulge in sumptuous cuisines, world renowned wines and charming medieval towns. You'll ride across the rugged, misty Apennine mountain range, roll through vine-covered landscapes and climb up to the towering tufa mesas of Umbria before you celebrate your journey's end on the stunning Orbetello peninsula in Tuscany with a sunset cocktail. This is truly the once-in-a-lifetime experience for lovers of all things Italian!
From:
$3699 Per Person
Duration:
6 Days & 5 Nights
Rider Type: ?
3 / 4 - Active / Avid
Hotel Style: ?
Explorer
Bike Included:
Trek Domane SL 7 More options available
Reviews:
From $3699 per person View All Details
Trip Wows
Ride across the rugged misty Apennine mountains which form the spine of Italy
Ride over 280 miles and climb over 24,000 feet as you go from coast to coast in 5 short days
Wander the twisting alleyways of the medieval town of Gubbio, beautifully set on the lower slopes of Mt. Ingino
Savour fresh green olives and the crisp, dry, white wines of Orvieto
Enjoy a spontaneous gelato and the allegria of Italian hospitality
Watch the Experience
I found the guides that supported our trip to be exceptional and knowledge of the geography we were riding each day but just as important to me they were intelligent and very likable.
-Robert

Dates & Prices

The earlier you book, the greater the rewards

We reward our guests with lower pricing and more dates to choose from the earlier you book. Rest assured, once you book, your price and date are guaranteed.
Guaranteed
to run
?
Sold Out/
Waitlist
?
Private/
Reserved
?
Limited
Availability
?

Single Occupancy from: +$600
?
Group
Discounts
?
Apr 21  – Apr  26
Guaranteed
$3699 / Person, Double Occupancy Book this date
Apr 28  – May  3
Guaranteed
$3699 / Person, Double Occupancy Book this date
May 5  – May  10
Guaranteed
$3699 / Person, Double Occupancy Book this date
May 12  – May  17
Guaranteed
$3699 / Person, Double Occupancy Book this date
Don't see your ideal travel date?
Call us at (866) 464-8735 for custom date availability
Looking for a one of a kind, once in a lifetime experience?
Look no further. All you need to do is pick any open trip date, get your group together and we will do the rest. Private trip pricing is as follows:
  • 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*
*Pricing, availability and guest minimums are all subject to change at any time. Certain dates have a minimum number of guests required, please contact us for details. Private pricing is not available on Ride Camp, Race, Special Edition or Cross Country style trips.

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.

Today's Ride:

Verrucchio to Urbino
Approximately 34 miles with 4,300 feet of climbing

Hotel:

Hotel San Domenico

Included Meals:

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.

Today's Ride:

Urbino to Gubbio
Approximately 60 miles with 5,665 feet of climbing

Short Option:

Urbino to Monastero di Fonte Avellana, shuttle to Gubbio
Approximately 40 miles with 3,470 feet of climbing

Hotel:

Park Hotel ai Cappuccini

Included Meals:

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.

Today's Ride:

Gubbio to Spello
Approximately 39 miles with 3,280 feet of climbing

Short Option:

Gubbio to Assisi, shuttle to Spello
Approximately 31 miles with 2.800 feet of climbing

Avid Option:

Gubbio to Spello w/ San Giovanni Climb
Approximately 50 miles 4,800 feet of climbing

Hotel:

Palazzo Bocci

Included Meals:

Breakfast

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.

Today's Ride:

Spello to Orvieto
Approximately 59 miles with 5,300 feet of climbing

Short Option:

Spello to Todi, shuttle to Orvieto
Approximately 31 miles with 2,600 feet of climbing

Avid Option:

Rocca Ripensena Climb
Approximately 68 miles with 6,500 feet of climbing

Hotel:

La Badia di Orvieto

Included Meals:

Breakfast

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!

Today's Ride:

Orvieto to Porto Santo Stefano
Approximately 82 miles with 4,950 feet of climbing

Short Option:

Orvieto to Farnese shuttle to Porto Santo Stefano
Approximately 40 miles with 3,300 feet of climbing

Hotel:

Torre di Cala Piccola

Included Meals:

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.

Included Meals:

Breakfast

Hotels

hotel image

Hotel San Domenico

Urbino, Italy

Standing in the main square of the small village of Urbino, the hotel is a careful restoration of a 16th century religious complex, offering an excellent combination of modern with long-standing traditions. Its mix of modern luxury and rich history is sure to enchant you.
hotel image

Park Hotel ai Cappuccini

Gubbio, Italy

Lying on the outskirts of Gubbio, in the heart of the Umbrian countryside, is the Park Hotel ai Cappuccini. A carefully restored Capuchin monastery of the 17th century. The hotel captures an incredible mix of ancient and new for your comfort and rejuvenation.
hotel image

Palazzo Bocci

Spello, Italy

Just south of Assisi, in the charming medieval town of Spello, this beautifully refurbished 17th century palace is now elegantly restored into a refined 4 star hotel. Be sure to explore the hanging garden with two century-old palm trees and its spectacular Hall of Frescoes before enjoying an aperitif on the garden terrace.
hotel image

La Badia di Orvieto

Orvieto, Italy

This elegant and discreetly luxurious five-star hotel is suspended between the sky and sea. With fragrant gardens, a soothing spa and spectacular views of the Tyrrhenian sea, you are sure to have an unforgettable stay.
hotel image

Torre di cala Piccola

Porto Santo Stefano, Italy

This elegant and discreetly luxurious four-star hotel is suspended just 100m above the Mediterranean Sea. With spectacular 360 degree views of the Argentario peninsula, a private swimming cove and gourmet restaurant, you are sure to have an unforgettable stay.
hotel image

Hotel Variation | Castello di Petroia

Gubbio, Italy

Castello di Petroia is a beautifully restored castle of the 11th century nestled in the heart of the Umbrian countryside. Enjoy a stroll in the private estate of 800 acres or relax with a cocktail by the pool. You will stay at this hotel in place of Park Hotel ai Cappuccini on select dates.

What's Included

For us, the details matter most

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.

bike

Trek Domane SL 7

Trek’s latest innovation has led to the best bike on the road—a light weight, stable and technologically advanced machine to make even the hardest roads seem easy. Ride confidently, comfortably and longer in the most beautiful destinations around the world. Upgrade your bike with carbon wheels for only $200.

Starting in 2019, we’re upgrading 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. Upgrade your bike with carbon wheels for only $200. Learn More

bike

Trek Electric-Assist XM700+

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

Trek 7.6 FX Hybrid

Trek 7.6 FX Hybrid
is also available on this trip

WHAT'S INCLUDED

  • 5 nights of accommodation at handpicked hotels
  • Two experienced guides to provide local knowledge, support, and camaraderie
  • Daily route support with both guides and our support van
  • Daily breakfast, 3 lunches and 3 dinners
  • 2 social hours of drinks and hors d'oeuvres
  • Ride a Trek Domane SL 7, Trek's newest Electric-Assist, or a Trek 7.6 FX Hybrid
  • Up to three daily route options on riding days
  • Snacks and drinks for each day's ride
  • Trek Travel Bontrager cycling jersey to keep
  • Trek Travel water bottles to keep
  • Each bike is equipped with a Garmin Edge 1030 GPS computer, flat pack, front and rear Bontrager Flare R lights, a Bontrager saddle and pedals (Shimano clipless road pedals, Shimano clipless mountain pedals, caged or flat pedals)
  • All gratuities for drivers, local experts and hospitality staff
  • All luggage transfers and transportation during your trip
  • A personalized photobook of your trip
  • Entrance fees for all activities, private tours and events

GEAR

  • Trek Domane SL 7 carbon road bike with Shimano Di2 electronic shifting or Trek 7.6 FX Hybrid bike
  • Trek Electric Assist XM700+ also available in a limited quantity
  • Trek Travel Bontrager cycling jersey to keep
  • Trek Travel water bottles to keep
  • Shimano clipless road pedals, Shimano clipless mountain pedals, caged or flat pedals
  • Bontrager helmet and saddle
  • Bontrager front and rear Flare R lights and a flat pack
  • Garmin Edge 1030 GPS computer
  • Upgrade your bike to include carbon wheels (+$200)
  • Coupon valued up to $500 off a new Trek Bicycle. Your coupon will be delivered via email prior to your trip.
  • You may bring your own pedals and saddle on the trip. Your guides will install your gear on the first day during your bike fit.

WHAT'S NOT INCLUDED

Gratuities for your Trek Travel guides are not included in your trip price. We recommend tipping 7.5-10% of your trip price for the guide team. Local currency is preferred and unless you want to tip separately, guides will divide tips amongst themselves. Please tip your guides at your discretion, based on their level of professionalism, guest care and service.
  • Airfare and transportation to and from the trip pick-up/drop-off locations
  • Lodging before and after the trip
  • Personal items purchased during the trip
  • Optional activities not scheduled by Trek Travel
  • On select trips some meals are not included. On these trips, Trek Travel invites you to explore the local cuisine at your leisure.

More Information

Rider Level: 3/4 - Active, Avid?

AVERAGE DAILY MILEAGE:
46 miles
TOTAL MILES:
274 miles
AVERAGE DAILY ELEVATION:
3,916 feet
TOTAL ELEVATION:
23,495 feet
TERRAIN: HILLY
The terrain is consistently hilly, with quiet, narrow and winding roads. Many towns sit atop hills and ascents and descents can be steep. Ride Across Italy is best suited for our Type 3 and Type 4 Riders. Our Trek Travel guides can also easily accommodate Type 3 Riders, who seek less mileage or fewer uphills, with a boost in the van. Those who wish to ride every mile but are concerned about their physical ability may want to try our electric bike option—you still get a workout but can climb alongside even the strongest rider.
NON-RIDING ACTIVITIES:
This destination is best suited to guests who want to cycle every day. Because of the terrain and/or remoteness of the hotels and riding routes, there are few, if any, non-riding options available. If a non-rider wants to accompany a rider guest on this trip, they would need to spend many hours in the van and/or at the hotels on the trip. Due to this, we strongly discourage non-riders from this destination. As an alternative, call a Trek Travel Trip Consultant at 866.464.8735 for trip suggestions where more non-rider activities are available, such as:
  • Tuscany
  • Piedmont
  • Costa Brava
  • Barcelona Villa

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.

Travel Details

How to Get There

FLY INTO:
Bologna Airport in Bologna (BLQ) or Rimini Airport (RMI).
MEETING TIME:
10:30 AM
MEETING LOCATION:
Grand Hotel Rimini, Rimini, Italy

Say Farewell

FLY OUT OF:
Rome Fiumicino Airport (FCO)
DEPARTING TIME:
9:30 AM
DEPARTING LOCATION:
Orbetello-Monte Argentario Train Station, Orbetello, Italy

Arriving

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

Leaving

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

Planning For Your Trip

Packing and Weather

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

Before and After Your Trip

before

Before: Rimini, Italy

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:

after

After: Rome, Italy

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:

Customer Reviews

Why Trek Travel

Our Bikes

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

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.

Your Day. You Decide.

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.

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