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Italy's Assisi to the Adriatic Bike Tour

Umbria’s Wine Country & the Coastal Charm of Le Marche

Explore a different side of Italy in the less-traveled regions of Umbria and Le Marche. Olive groves roll down to the Adriatic Sea. Undulating bike routes wind through the incandescent countryside. The food. The people. The landscape. Experience Italy at its finest.

6 days, 5 nights

Deluxe Hotels

Activity Levels 1-4

Couples, Friends & Solos

From $4,499 - $4,599/person

Itinerary Where You’ll Stay What to Know Bikes Reviews

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Trip at a Glance

Highlights

Bike through the timeless hill towns of Montefalco and Bevagna, winding past enchanting farmsteads in Umbria’s rolling countryside—the true Green Heart of Italy.
Step back in time as you approach the ancient stones of Gubbio and discover the World Heritage city of Assisi
Cross the wild Apennine mountains through the spectacular Gola del Furlo to the turquoise Adriatic as you reach Le Marche’s sun-drenched coast
Have a post-ride salt bath or an ancient Etruscan massage at Borgobrufa’s legendary spa
Experience a culinary journey from Umbria’s hearty farm-to-table fare to Le Marche’s freshly caught seafood

Sample itinerary. Trip details may vary by departure.

Start Arezzo Airport & Travel Details

Discover the quiet roads and undulating hills of the Umbrian countryside by bike
Meet our local friends at their farm and enjoy lunch fresh from the garden
Arrive at our scenic retreat and soak up a dazzling 360-degree view over Perugia
Ride tranquil back roads flanked by bright red poppies, cypress trees and picturesque hills
Follow a route through the towns of Bevagna and Montefalco
Hearty Italian cuisine awaits in the Valle Umbra
Pamper your muscles at our hotel’s renowned spa—it’s one of Umbria’s finest
Take an evening stroll through Assisi, the storied birthplace of St. Francis.

Borgobrufa Spa Resort

(Deluxe Hotel, 2 nights)

Activity Options & Terrain

hotel dining room with view of the mountains at sunset

Nights 1-2

Borgobrufa Spa Resort

Brufa di Torgiano

Deluxe Hotel

Contemporary design mingles with traditional Umbrian elements at this adults-only retreat near Torgiano. Its expansive wellness center—one of the largest in Umbria—includes multiple indoor and outdoor pools, saunas and treatment areas. Panoramic views over the surrounding countryside complete the experience. (pool, spa)

Hotels may vary on select departures. Click View Dates and choose a departure to see any variations.

A scenic climb brings you to lost-in-time lands where shepherds still tend their flocks
Follow breathtaking forgotten roads to hilltop Gubbio, a millennia-old stone village and the cradle of Umbrian civilization
Savor traditional fare and regional wines at a ristorante in one of Gubbio’s impressively preserved medieval buildings.

Park Hotel Ai Cappuccini

(Deluxe Hotel, 1 night)

Activity Options & Terrain

Exterior evening shot of Park Hotel Ai Cappuccini

Restaurant dining hall with tables full of bread and food on trays, with large stone ceilings

Outdoor rooftop balcony, with a pool on a lower level balcony

Sky view of a rustic, stone building surrounded by tall, green trees

Restaurant with brown, cushioned chairs and white cloths on dining tables

Night 3

Park Hotel Ai Cappuccini

Gubbio

Deluxe Hotel

This ancient stone monastery, now a serene retreat and Small Luxury Hotels of the World member, sits in the hillside above Gubbio’s historic town center—perfect for exploring on foot. (pool, spa)

Hotels may vary on select departures. Click View Dates and choose a departure to see any variations.

Journey over the Apennine mountains—Italy’s geographic spine—to Le Marche through the unique Gola del Furlo
Enter an off-the-beaten-path landscape filled with sprawling vineyards, silver-green olive groves and golden wheat fields
Be greeted by the radiant Adriatic coast
Unwind at a 17th-century villa in the countryside overlooking Pesaro
Cycle along the azure Adriatic Sea and climb up the rocky coast of the San Bartolo Coastal Park for spectacular views high above the shore
Enjoy a sunset walk and a just-caught seafood dinner on the Adriatic Riviera waterfront.

Villa Cattani Stuart

(Deluxe Hotel, 2 nights)

Activity Options & Terrain

Sky view of stone building, with an outdoor garden and an outdoor pool

Exterior of stone building, with staircases on either side leading to an outdoor pool

Indoor lobby with white, cushioned chairs and open doors leading to an outdoor garden

Outdoor garden with trimmed bushes, and stone barricades and statues

Nights 4-5

Villa Cattani Stuart

Pesaro

Deluxe Hotel

Set in the countryside near Pesaro, Villa Cattani Stuart is an elegant family-run hotel housed in a 17th-century villa. Historic gardens and surrounding olive groves reflect the property's long heritage, while classic interiors and a pool offer a relaxed place to unwind near the Adriatic coast. (pool)

Hotels may vary on select departures. Click View Dates and choose a departure to see any variations.

End Bologna Airport & Travel Details

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This trip has an activity level range of 1-4

Route & Terrain Notes

Biking routes on this trip follow paved roads from the rolling countryside of Umbria to the Adriatic coast. The terrain is mostly rolling, with occasional short and steep climb, and bigger climbs available on the long options. Most routes are on quiet and well-paved roads, but some sections are on poorly maintained roads with potholes and rough pavement. As we pass through larger towns and areas popular with tourists, there is heavier car and foot traffic.

Day 1

Biking

Level 1

15 miles

900 ft. gain

Level 2

19 miles

1300 ft. gain

Level 3

27 miles

2100 ft. gain

Day 2

Biking

Level 1

24 miles

500 ft. gain

Level 2

30 miles

1200 ft. gain

Level 3

42 miles

1300 ft. gain

Level 4

48 miles

2000 ft. gain

Day 3

Biking

Level 1

16 miles

900 ft. gain

Level 2

20 miles

1700 ft. gain

Level 3

42 miles

3400 ft. gain

Day 4

Biking

Level 1

18 miles

1000 ft. gain

Level 3

37 miles

2800 ft. gain

Level 4

42 miles

3300 ft. gain

Day 5

Biking

Level 1

14 miles

1100 ft. gain

Level 2

24 miles

1900 ft. gain

Level 3

30 miles

2300 ft. gain

Level 4

41 miles

3600 ft. gain

Level 4

44 miles

4200 ft. gain

Day 6

Biking

Level 1

11 miles

1100 ft. gain

View Dates & Prices From $4,499/person

What to Know

What's Included

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Straight Talk

We want to make sure you're on the trip that's right for you. Every Backroads trip is unique and this one is no exception.

Terrain & Traffic

The routes on this trip take us through a variety of riding conditions, including sections of poor pavement, potholes and rough riding surfaces. As we reach the coast, we pass through several busier towns. The rides also include some urban sections, such as a bike path through the beach town of Pesaro on Day 5, which frequently intersects with streets and crosswalks and experiences heavy vehicle and pedestrian traffic. Of course, you’re always welcome to jump in the shuttle to avoid the busier or rougher sections of the route.

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