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Trip Itinerary
Ride through the heart of Italy from the Adriatic Sea to the Mediterranean coast in Tuscany on a thrilling cross-country bike tour.
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Where to Arrive
Airport:
Bologna Airport (BLQ) or Ancona Airport (AOI)
Pick-up location:
Charlie Urban Hotel, Pesaro, Italy
Pick-up time:
9:00 AM
Where to Depart
Airport:
Rome Fiumicino Airport (FCO)
Drop-off location:
Orbetello-Monte Argentario Train Station, Orbetello, Italy
Drop-off time:
12:30 PM
Additional Arrival Information
We suggest that you arrive at least one day prior to your Italy Coast to Coast bike tour, 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 (BLQ) or Ancona Airport (AOI).
If you arrive in Bologna (BLQ), take the Marconi Express train, which is direct from BLQ to Bologna Centrale train station. The ride takes just seven minutes and trains depart every 10 minutes. In Bologna Centrale trains depart hourly to Pesaro and the ride takes about 90 minutes.
If you arrive in Ancona (AOI), take the Raffaello Aerobus to Ancona train station. The ride takes 30 minutes and tickets can be purchased directly on board the bus at a cost of €5.50. In Ancona trains depart frequently to Pesaro and the ride takes about 30 minutes. All train tickets can be purchased on www.TrenItalia.com.
Please note: For your convenience, we highly recommend staying at Charlie Urban Hotel in Pesaro the night before the trip starts, where you will meet your guides the morning of Day 1. The ride starts from the hotel. Please, contact your Trip Consultant for a discount code for your pre-trip hotel stay.
Your Trek Travel guides will meet you in the lobby at Charlie Urban Hotel (Viale Trieste, 281, 61121 Pesaro, Italy) at 9:00 AM on the first day of the Italy Coast to Coast bike tour.
Please, come to the meeting dressed in your cycling clothes and bring along anything you will need for the day’s ride like personal pedals, saddles, personal GPS units, etc. At the hotel your guides will spend some time ensuring you have the perfect fit to your Trek Domane. You'll then head out on your bike to begin your adventure across Italy!
If you will be late for the meeting or are going to miss it altogether, please inform your guides. 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 from Pesaro to the first night’s hotel, Hotel San Domenico in Urbino, for approximately 80 euros. The trip takes 50 minutes.
Additional Departure Information
You will say farewell to your guides at 9:00 AM at Hotel Villa Domizia in Porto Santo Stefano. After a challenging week traversing Italy by bike, we recommend spending your last day enjoying a leisurely morning in order to make the most of the hotel’s wellness facilities. We have made special arrangements so that the hotel will allow you to have a late check-out (at 12:00 noon).
A 10-minute shuttle organized by Trek Travel will take you the train station in Orbetello-Monte Argentario. From here, trains connect to Rome, Pisa, Florence, and other Italian cities. The first available afternoon train to Roma Termini departs the Orbetello train station just before 2:00 PM. Visit www.TrenItalia.com for specific train information. Please let your guides know your intended departure time to help facilitate the coordination of shuttle times.
Explore the UNESCO World Heritage Site of Urbino
Overview
We begin our coast-to-coast journey in the beach town of Pesaro, known as the "Cycling City," where you'll meet your Trek Travel guides and fellow cyclists, followed by a bike fitting and familiarization with your Trek bicycle. This morning’s ride starts from the Charlie Urban hotel heading out of Pesaro towards the countryside of Le Marche region. Climb up to enjoy the panoramic views of picturesque farmlands before beginning your final climb toward Urbino. We'll pause for lunch just outside the defensive walls of this captivating hilltop town. After lunch, a quick ride through the alleys of this beautifully-preserved Renaissance town will take us to our hotel, in the heart of the historical centre. Tonight, we’ll explore Urbino—designated a UNESCO World Heritage Site—and dine in a small bistro along winding cobbled streets, with misty mountains stretching mysteriously beyond, like the background of a Rafael portrait. This is only the beginning so rest up tonight for more incredible cycling tomorrow.
Hotel
Hotel San Domenico
Meals included
Lunch | Social Hour | Dinner
Highlight of the Day
Discover Urbino
What an incredible experience ending your first day's ride pedalling through the stunning Renaissance town of Urbino that has been attracting artists and scholars since the 15th century, from all over Italy and beyond.
Ride Options
Ride Option 1
TODAY'S RIDE:
Pesaro to Urbino - Approximately 32 mi | 52 km and 3,958 ft | 1,206 m
Tackle the Apennine Mountains to reach the charming town of Gubbio
Overview
Today’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 surrounded by magnificent woods and rich in history, beauty, and charm. We'll experience the authentic Italian hospitality as we 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 short distance from the beautiful medieval town of Gubbio. Enjoy views of the surrounding mountains, including the towering Mount Ingino, from the hotel terrace before indulging in a traditional Umbrian dinner at your leisure at our hotel’s acclaimed Nicolao restaurant.
Hotel
Park Hotel ai Cappuccini
Meals included
Breakfast | Lunch | Dinner
Highlight of the Day
Monastero di Fonte Avellana
Be ready for a hearty, traditional meal at the 11th century Monastery of Fonte Avellana, a historical property located in a magical place and mentioned by Dante in his "Divine Comedy."
Ride Options
Ride Option 1
TODAY'S RIDE:
Urbino to Gubbio - Approximately 59 mi | 95 km and 5,493 ft | 1,674 m
Ride Option 2
SHORT OPTION:
Urbino to Monastero di Fonte Avellana with Shuttle to Gubbio - Approximately 39 mi | 63 km and 3,456 ft | 1,053 m
Ride Option 3
AVID OPTION:
Urbino to Gubbio with Sant'Ubaldo Climb - Approximately 66 mi | 106 km and 6,622 ft | 2,018 m
Discover the famous medieval village of Assisi and relax at the hotel's spa
Overview
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 savor 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 ride to our country resort surrounded by olive groves and vineyards. In the afternoon you have the opportunity to relax, recuperate, and recharge your energy at the hotel's fabulous wellness centre. This evening enjoy a gourmet dinner at the hotel before a restful and well-deserved sleep.
Hotel
Valle di Assisi
Meals included
Breakfast | Dinner
Highlight of the Day
Assisi
Discover St. Francis’s birthplace, a city of art and exquisite architecture. The historic center and Basilica, home to Italy’s finest masterpieces, are highlights of this UNESCO-listed borgo in Umbria.
Ride Options
Ride Option 1
TODAY'S RIDE:
Gubbio to Assisi - Approximately 36 mi | 58 km and 2,900 ft | 889 m
Ride Option 2
AVID OPTION:
Gubbio to Assisi with Eremo climb - Approximately 43 mi | 70 km and 4,395 ft | 1,340 m
Experience the astounding Tufa Cliffs of Orvieto
Overview
Our ride begins with an easy 12 mile (20 km) cruise through the fertile valley below Mount Subasio before the climbing begins. Remember to take photos 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 Todi, an elegant medieval village overlooking the Valtiberina (the Tiber River Valley), and refuel with lunch at a restaurant of your choice. 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 1,500 feet (450 meters) from the floor of the Paglia River Valley, and sits atop almost vertical faces of tufa cliffs. It's surrounded by defensive walls and medieval houses made out of the same tufa rock. It's truly astounding. This evening is yours to find the perfect dinner in town and enjoy a stroll in this enchanting town.
Hotel
Palazzo Piccolomini
Meals included
Breakfast
Highlight of the Day
Orvieto
One of the most striking, memorable, and enjoyable hilltop towns in central Italy, Orvieto’s cathedral is sure to steal your heart!
Ride Options
Ride Option 1
TODAY'S RIDE:
Assisi to Orvieto - Approximately 58 mi | 93 km and 5,512 ft | 1,680 m
Ride Option 2
SHORT OPTION:
Assisi to Todi with Shuttle to Orvieto - Approximately 31 mi | 50 km and 2,479 ft | 755 m
Ride Option 3
AVID OPTION:
Assisi to Orvieto with Rocca Ripesena Climb - Approximately 67 mi | 108 km and 6,744 ft | 2,056 m
Celebratory sunset cocktails overlooking the Mediterranean Sea
Overview
After a freshly baked cornetto and the perfect cappuccino, start your day with a climb from Orvieto to Bagnoregio, where you’ll behold the ancient ghost town of Civita di Bagnoregio, perched precariously upon eroding rock and reached only by a causeway bridge. 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 being welcomed for 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 coast to coast Italian cycling adventure!
Hotel
Hotel Villa Domizia
Meals included
Breakfast | Lunch | Social Hour | Dinner
Highlight of the Day
Reaching the Orbetello peninsula
What an incredible achievement dipping your toes in the Mediterranean Sea after spending five days of cycling through four regions of central Italy!
Ride Options
Ride Option 1
TODAY'S RIDE:
Orvieto to Manciano with shuttle to Santa Liberata - Approximately 57 mi | 92 km and 4,593 ft | 1,400 m
Ride Option 2
SHORT OPTION:
Orvieto to Farnese with Shuttle to Santa Liberata - Approximately 42 mi | 68 km and 3,382 ft | 1,031 m
Ride Option 3
AVID OPTION:
Orvieto to Santa Liberata - Approximately 83 mi | 133 km and 4,896 ft | 1,493 m
Farewell cappuccinos overlooking the Mediterranean
Overview
This morning, linger over a second cappuccino with fresh fruit and soak in the gorgeous views from the breakfast patio. A late check-out time (at 12:00 PM noon) will allow you to lounge by the pool overlooking the Mediterranean Sea. 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. You'll never forget this incredible experience of your bike trip across Italy!
Meals included
Breakfast
Highlight of the Day
Relax in the panoramic pool
Enjoy a well-deserved morning at the pool with incredible views over the Mediterranean Sea
If a date is marked as Private, it is reserved for a private group.
Don’t see exactly what you are looking for or looking for a custom date?
Call our trip consultants at 866-464-8735
Savor some of the most spectacular, 5-star properties in the world. Exuding luxury and elegance, these one-of-a-kind accommodations offer the chance to rejuvenate at award-winning spas, dine at Michelin-starred restaurants, and more.
Enjoy luxurious accommodations handpicked for a refined experience. From signature spa treatments to delicious local cuisine, you’ll be more than provided for; you’ll be pampered.
These handpicked hotels provide relaxation and fun in a casual and comfortable environment. Delicious cuisine and great service mix perfectly for a memorable stay.
On select cycling vacations, you’ll stay at a mix of Explorer and Luxury hotels. Rest assured, no matter which hotel level you’re at, our trip designers carefully select every accommodation.
Road: 1-3 hours of riding. Up to 25 mi (40 km). Up to 1,000 ft (300 m).
Gravel: 1-3 hours of riding. Up to 20 mi (35 km). Up to 1,000 ft (300 m).
Hiking: 1-3 hours of hiking. Up to 5 mi (8 km). Up to 1,000 ft (300 m).
Road: 2-4 hours of riding. 20-35 mi (35-60 km). Up to 2,500 ft (750 m).
Gravel: 2-4 hours of riding. 15-30 mi (25-45 km). Up to 2,000 ft (300 m).
Hiking: 2-4 hours of hiking. 4-8 mi (6-12 km). Up to 1,500 ft (450 m).
Road: 3-5 hours of riding. 25-55 mi (40-85 km). Up to 4,500 ft (1,500 m).
Gravel: 3-5 hours of riding. 20-40 mi (35-60 km). Up to 3,000 ft (900 m).
Hiking: 3-5 hours of hiking. 6-10 mi (9-16 km). Up to 2,000 ft (600 m).
Road: 4+ hours of riding. 40-70 mi (60-110 km). Up to 8,000 ft (2,400 m).
Gravel: 4+ hours of riding. 30-50 mi (45-80 km). Up to 4,000 ft (1,200 m).
Hiking: 4+ hours of hiking. 7-15 mi (11-24 km). Up to 4,000 ft (1,200 m).
Savor the finer things as you relax in luxurious 5-star accommodations and wine, dine, and ride in some of the most unforgettable destinations around the world.
Explore beautiful destinations by bike, enjoy extra inclusions, savor delicious local cuisine, and enjoy the perfect mix of accommodations.
Enjoy a casual cycling vacation with fantastic routes and comfortable accommodations.
Train like the pros in some of their favorite riding destinations.
See the pros in action at the biggest cycling events of the year.
Tackle an epic adventure that takes you point-to-point across mountains, countryside, and more.
Enjoy a bike tour on your schedule with just your chosen travel companions.
Sometimes it’s more convenient and comfortable to have your own room while on vacation. We understand and that’s why we offer a Single Occupancy option. The additional price guarantees a private room all to yourself