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Italy Coast to Coast Bike Tour

Ride across Italy from the Adriatic coast to the Mediterranean Sea

Tour Duration

6D / 5N

Trip Style

Cross Country

Rider Level

3, 4

Hotel Level

Combined

Bikes

Trek Domane SL 7
Trek Electric-Assist Verve+

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Starting from

$3,999.00 per person

See dates

Ride through the heart of Italy from the Adriatic Sea to the Mediterranean coast in Tuscany on a thrilling cross-country bike tour.

Come and ride across Italy with us on this quintessential cross-country journey 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. You’ll cover an incredible 280 miles and climb over 24,000 feet. Along the way, you'll indulge in sumptuous cuisine, world-renowned wines, and see 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!

Trip Wows
  • Traverse the rugged, misty Apennine mountains, which form the spine of Italy

  • Ride over 280 miles (450 kilometers) and climb over 24,000 feet (7,300 meters) as you go from coast to coast in five incredible days

  • Wander the twisting alleyways of the medieval town of Gubbio, beautifully set on the lower slopes of Mount Ingino

  • Savour fresh green olives and the crisp, dry, white wines of Orvieto

  • Enjoy a spontaneous gelato and the allegria of Italians' renowned hospitality

Happy cyclists in a medieval town square

Ancient towns of Umbria

Riding through the narrow cobbled streets and medieval piazzas of ancient towns in the Umbria region makes for an unforgettable Italian journey.


What Guests are Saying

I wanted a challenging ride and an opportunity to experience some Italian culture. It happened well beyond my expectations.

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Gerald, Trek Travel Guest

I’m hooked! This felt extravagant but now I realize how important that extravagance was for having a great experience vs. a stressful experience. The guides made all the difference. I like the fact that there are different levels so we weren’t feeling held back or that we were holding up the group. The guides were all very professional about getting us to the finish each day still feeling confident about our rides…even if we were the last ones in.

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Sandie, Trek Travel Guest

IT:disg of pasta

The food was fantastic. I thoroughly enjoyed getting to sample the local fare from each area.

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Hollee, Trek Travel Guest

I saved for this trip for a long time, and I could not be more thankful for the guides and the experience. This was truly the trip of a lifetime and just the first in many more to come!!!!

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Jeremy, Trek Travel Guest

This was a great trip. I am glad I did it but it was tough. Because of your guidance, I think I was well prepared. Italy was the star—riding through intimate landscapes on relatively untraveled roads was delightful. Your preparation and staff made it even better.

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Barbara, Trek Travel Guest

Truly an amazing and inspiring experience from start to finish. I would happily do this trip again.

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Ryan, Trek Travel Guest


Great Ride

A century ride from Orvieto to the Orbetello Peninsula

What an epic day in the saddle! Achieve a great sense of fulfillment as you reach the Mediterranean Sea and toast with drinks on the beach!


Dates & Pricing

Book early for the best price

  • Guaranteed

  • Join Waitlist

  • Private

  • Limited Availability


Itinerary
Rider Information

Hotels
Hotel room with modern furnishings
Hotel courtyard dining patio
Breakfast buffet
Urbino, Italy
Hotel San Domenico
Explorer

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

...

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Outdoor pool on the terrace near lush hillside
Exotic indoor pool with glowing lights
Park Hotel ai Cappuccini
Luxury hotel room with leather headboard and fine linens
breakfast room made of stone walls and fine furnishings
Gubbio, Italy
Park Hotel ai Cappuccini
Luxury

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

...

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Gubbio, Italy
Castello di Petroia
Luxury Hotel Variation. See dates for details.

Castello di Petroia is a 12th-century medieval fortress. It is settled on a hilltop, surrounded only by woods and green. You can lose yourself admiring the endless landscapes, walking along the trails, and feeling the quietness of nature.

...

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Hotel room with wood floors and gold linens
Spa pool with orange and blue lighting
Night scene on the dining terrace
Hotel La Bastiglia
Marble bathroom
Spello, Italy
La Bastiglia
Explorer

Perched in the highest and most panoramic part of the enchanting medieval village of Spello, this charming hotel combines refinement and modern design. Housed in a magnificent 17th-century building that was a former mill, the hotel features a number of interesting works of art and the rooms boast breathtaking views over the rolling Umbrian hills, also works of art in their own right.

...

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Orvieto, Italy
Hotel Palazzo Piccolomini
Explorer

Set within a renovated medieval building in the heart of Orvieto, Palazzo Piccolomini is a 4-star hotel that once belonged to the Papal family Piccolomini. History, art and architecture are magically forged together in this place, which is rich in charm and culture. Situated just a 5-minute walk from the Cathedral it’s in a perfect location to explore charming Orvieto.

...

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Orvieto, Italy
Grand Hotel Italia
Explorer Hotel Variation. Please see dates for details.

Located in Orvieto’s historic heart beside the Palazzo del Capitano del Popolo and close to the Cathedral, Grand Hotel Italia, a 19th-century antique palace, offers guests a unique vantage point with its terraces and hanging gardens overlooking the medieval city’s landmarks. The hotel features 46 elegant rooms, most with balconies providing captivating city views, along with modern amenities such as air conditioning, satellite TV, and free Wi-Fi. Guests can enjoy a lavish buffet breakfast and unwind in the hotel’s cozy lounges.

...

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Porto Santo Stefano, Italy
Hotel Villa Domizia
Luxury

Hotel Villa Domizia offers stunning sea views of Porto Santo Stefano from its position on the Monte Argentario peninsula. This 4-star hotel features tastefully furnished rooms with modern amenities, a private beach, a pool with a lawn, and a restaurant overlooking the bay. Ideal for relaxation, guests can enjoy the terrace, garden, and the enchanting seaside ambiance, making it a perfect getaway destination.

...

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Bikes & Gear
Ride the Best Bikes in the Industry
New in 2023 Domane SL 7 Road
Trek Domane SL 7

Experiencing your cycling vacation of a lifetime is not complete without a world-class bike and the latest Trek Domane is the best way to enjoy the ride. It raises the bar to deliver incredible endurance road bike comfort without sacrificing performance and features highly responsive disc brakes and electronic shifting. This new bike is lighter than ever before, and carbon wheels come standard on every bike. The road-smoothing IsoSpeed technology lets you ride as long as you want with less fatigue. The bike you ride on a biking vacation matters. That is why we provide the newest and best bikes in the business.

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Verve+ electric assist lowstep bike E-Bike
Trek Electric-Assist Verve+

Fun from the first pedal stroke, our e-bikes give you the boost you want to venture further on your bike tour. With its low-step frame design, hopping on and off the Trek Verve+ is super easy. The front suspension will take the edge off any bumps in the road and the Bosch system will keep you smiling from ear to ear. The integrated battery keeps this bike looking sleek as you pedal through amazing terrain, with energy to spare.

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Two cyclist and one rider

Trek Travel Guides

The World’s Best

From the moment you meet our guides, you'll understand the difference. You'll feel the genuine care they take to make your vacation perfect. From their expert support to sharing their favorite hidden spots, they tailor every moment to you.

Certified Guides

Additional Gear
  • Trek Travel Santini cycling jersey to keep
  • Trek Travel water bottles to keep
  • Cinch sack day bag to keep
  • Bontrager saddle
  • Bontrager helmet
  • Bontrager front and rear Flare R lights
  • Garmin Edge 1030 GPS computer with pre-loaded routes
  • Shimano SPD-SL road style pedals, Shimano SPD mountain style pedals, caged, or flat pedals
  • A flat pack containing a tube, levers, and a CO2 cartridge with inflator
  • For the most comfortable ride, we recommend you bring your own saddle. If you prefer, you can bring your own pedals and helmet on the trip and our guides will install your gear on the first day during your bike fit.
A collage of cycling gear guests will use on a Trek Travel Classic Bike Tour.

Trip Inclusions

Additional Details

Know Before You Go!

We want you to be fully prepared for your cycling vacation of a lifetime. This involves making sure that you choose the appropriate trip for you and that every aspect of your experience is flawless. Each Trek Travel trip is unique to ensure maximum enjoyment every time.

Your Trip Need to Knows:

  • Road conditions: We want to make sure you have a comfortable and enjoyable experience on this trip, so it’s important to note that while some of the roads we’ll be riding on will be quiet and picturesque, they can be rough in some sections. So we will run into some bumpy pieces of pavement and some inevitable traffic, it’s part of the adventure!
  • Packing: There isn’t much chance for laundry on this trip so we highly recommend that you bring a clean cycling kit for each day.
  • Riding skills: The trip crosses the Apennines mountains and spans the regions of Le Marche, Umbria, Lazio, finishing on the Mediterranean coast of Tuscany in only five riding days. The rides are long, hilly with steep pitches, so advanced fitness and bike handling skills are needed for this trip.
  • E-bikes: To properly support this Cross-Country trip, availability of our Verve e-bikes is very limited and on a first-come, first-served basis. Speak with your Trip Consultant for details.

Before and After Your Trip

Weather

Average monthly temperature and precipitation

Jan Feb Mar Apr May Jun Jul Aug Sep Oct Nov Dec
High (°F) 49.0° 52.0° 59.0° 64.0° 73.0° 81.0° 88.0° 88.0° 78.0° 69.0° 57.0° 49.0°
High (°C) 9.4° 11.1° 15.0° 17.8° 22.8° 27.2° 31.1° 31.1° 25.6° 20.6° 13.9° 9.4°
Low (°F) 34.0° 34.0° 39.0° 44.0° 51.0° 57.0° 62.0° 63.0° 57.0° 51.0° 43.0° 36.0°
Low (°C) 1.1° 1.1° 3.9° 6.7° 10.6° 13.9° 16.7° 17.2° 13.9° 10.6° 6.1° 2.2°
Rain (in) 0.49° 0.7° 0.78° 1.62° 0.99° 1.05° 0.35° 0.28° 1.08° 1.26° 1.52° 1.02°
FAQs

Fall in the heart of Italy is usually clear and sunny, with warm daytime temperatures ranging from 65-75ºF (18-24ºC) 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 as we bike across Italy. View our Packing List

To reserve your space on a trip, you can either call us at 866-464-8735 to speak with an expert Trip Consultant or book online any time by clicking the “BOOK THIS TRIP” icon near the upper right of each destination’s overview page.* Once you have submitted your reservation online, a Trip Consultant will contact you within one business day to answer any questions you may have and to confirm space, bike, and room availability on your desired trip. Your booking will be finalized once your no-risk deposit is paid. If you make a reservation more than 90 days prior to the trip, a $750 no risk deposit is due at the time of booking.** If you reserve your trip less than 90 days prior to the departure, the full balance is due at the time of booking. Once your booking is complete you will receive an email confirmation with important information pertaining to your trip.

*Please note that select trips cannot be booked online at this time. For those trips, please call a trip consultant at 866-464-8735.

**Deposit amounts vary for all Race, Cross Country, Special Edition, Ride Camp, Discover, and Self-Guided tours. Please confirm deposit amounts for all trips with your Trip Consultant at time of booking.

When a trip is booked, a guest confirmation email is immediately sent out. One week prior to the trip start, you’ll receive an email containing your trip start meeting location reminder and any last-minute information that you’ll need to know. You will also receive instructions to download the Ride with GPS app before your trip to provide you the day to day plan and daily route guides.

With one person booked on a date, the trip becomes guaranteed.*

In the case where trips are at one or two guests, we will contact you prior to final payment to give you the following options:

Pay a small trip fee of $500 per person for two guests or $1000 for one guest, which ensures your preferred trip date will run. If there are three or more guests before departure date, the fee will be refunded in full.

or

Switch to a different trip or different departure date. Should there be any difference in trip price between your original trip and the new one, you will be expected to pay the difference, or we will refund you accordingly.

Offer only valid if Trek Travel contacts a guest to discuss these specific options. Trips with fewer than three guests may operate with only one guide. The guide will support all rides with a Trek Travel van. If you would like to discuss the option of having two guides, please speak with your trip consultant.

The small trip supplement for Ride Camps is as follows – for two guests an additional $250 or for one guest an additional $500.

*Cross Country, Discover, Race, and Special Edition trips as well as a small number of select departures have a minimum guest count to guarantee. Please check with your Trip Consultant for more information.

Unforeseen events may make it necessary to cancel or modify a trip. Our Guest Services team will update you with any changes. We reserve the right to cancel departures in cases of force majeure or the failure of third parties—such as hotels—to honor their reservations, in which case all payments received to date will be refunded, which constitutes full settlement. Trek Travel is not responsible for expenses incurred in preparation for any canceled trips, such as airline tickets, or for costs that are incurred due to travel delays, flight cancellations, or illness. We strongly encourage Travel Protection for complete coverage.

We understand things happen in life and sometimes you have to cancel or change your bike tour. We want to make it as easy as possible to do so and below you’ll find our timeline.

Have a question? Just give us a call, 866-464-8735.
Read our Cancellation Policy

Trek Travel recommends that you purchase a travel protection plan to help safeguard you and your travel investment against the unexpected. We offer a travel protection plan through Arch RoamRight that provides coverage for unforeseen events that could affect your ability to travel with us. Learn more about our Travel Protection

We've collaborated with a specialized travel agency committed to delivering tailored vacation planning, ensuring your entire Trek Travel journey is nothing short of unforgettable. Learn more about our Travel Services

Sharing the joy that comes with wow moments

Trek Travel guides are dedicated to making moments that last a lifetime, and we invite you to thank them with a trip gratuity. These are customary and at your own discretion, to recognize service, hospitality, and the little extras that surprise and delight. For this Cross Country trip, we recommend $300-$360 per guest.

Like everything else about your vacation, the Trek Travel team is here to make this experience easier for you. While local currency is preferred, you may also tip through the following options:

Via PayPal (please have this account set up in advance when possible) or with your guest services representative on the phone before or after the trip.

Gratuities will be divided among the guide team, so feel free to leave your gratuity with whomever you choose at the end of your trip.

You cannot put a price on a wow. But you can show your thanks for an exceptional experience.

Didn't find what you were looking for? Check out our General FAQs section. You will find answers to the most common questions that don't necessarily pertain to a specific trip. See FAQs


Guaranteed Trips

Our trips are guaranteed to run once we have one confirmed booking on the trip. Click here to view our full guarantee policy.

Trek Travel reserves the right to cancel trips with zero guests, therefore you must book with Trek Travel before making travel arrangements for the trip. We are not responsible for travel arrangements made prior to confirming your Trek Travel Trip. Select trips are not guaranteed.

Sold Out/Waitlist

This trip is currently sold out, but you may be added to the waitlist in the case of availability.

Limited Availability

If a date is marked with Limited Availability, there are few spots left to book. We will secure additional rooms from our hotels before confirming your reservation.

Looking to travel with a small group? Ask our trip consultants about private trips and learn more.

What are your trip styles?

Classic - Reserve:

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.

Classic - Signature:

Explore beautiful destinations by bike, enjoy extra inclusions, savor delicious local cuisine, and enjoy the perfect mix of accommodations.

Classic - Discovor:

Enjoy a casual cycling vacation with fantastic routes and comfortable accommodations.

Ride Camp:

Train like the pros in some of their favorite riding destinations.

Pro Race:

See the pros in action at the biggest cycling events of the year.

Cross Country:

Tackle an epic adventure that takes you point-to-point across mountains, countryside, and more.

Self-Guided

Enjoy a bike tour on your schedule with just your chosen travel companions.

Private

If a date is marked as Private, it is reserved for a private group.

Looking to travel with a small group or looking for a custom date?
Call our trip consultants at 866-464-8735

What is the Difference?

Ultimate Luxury:

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.

Luxury:

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.

Explorer

These handpicked hotels provide relaxation and fun in a casual and comfortable environment. Delicious cuisine and great service mix perfectly for a memorable stay.

Combined

On select cycling vacations, you’ll stay at a mix of hotel levels, from Explorer to Luxury to Ultimate Luxury. Rest assured, no matter which level of hotel you’re at, our trip designers carefully select every accommodation.

Activity Level

Level 1:

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).

Level 2:

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).

Level 3:

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).

Level 4:

Road: 4+ hours of riding. 40-70 mi (60-110 km). Up to 8,000 ft (2,400 m).

Gravel: 3-5 hours of riding. 30-50 mi (45-80 km). Up to 4,000 ft (1,200 m).

What are your trip styles?

Classic - Reserve:

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.

Classic - Signature:

Explore beautiful destinations by bike, enjoy extra inclusions, savor delicious local cuisine, and enjoy the perfect mix of accommodations.

Classic - Discovor:

Enjoy a casual cycling vacation with fantastic routes and comfortable accommodations.

Ride Camp:

Train like the pros in some of their favorite riding destinations.

Pro Race:

See the pros in action at the biggest cycling events of the year.

Cross Country:

Tackle an epic adventure that takes you point-to-point across mountains, countryside, and more.

Self-Guided

Enjoy a bike tour on your schedule with just your chosen travel companions.

Single Occupancy

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