Italy's Assisi to the Adriatic Bike Tour
Couples, Friends & Solos
6 days
5 nights
Activity Levels 1-4
Casual & Deluxe Hotels
Italy's Assisi to the Adriatic Bike Tour
Couples, Friends & Solos
6 days
5 nights
Activity Levels 1-4
Casual & Deluxe Hotels
2025: May-Oct
Umbria's Wine Country & the Coastal Charm of Le Marche
Explore a different side of Italy in the magnificently lush and undiscovered regions of Umbria and Le Marche. Undulating bike routes through the incandescent Umbrian countryside. Cappuccino breaks in Montefalco and Bevagna. Learn about the medieval cities of Assisi and Gubbio. Olive groves and vineyards roll down to the Adriatic Sea. The food. The people. The landscape. Experience Italy at its purest.
Highlights
- Bike through timeless towns and enchanting farms nestled in Umbria’s rolling landscape, Italy’s Green Heart
- 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 to the sparkling Adriatic as you reach Le Marche’s sun-drenched coast
- Treat yourself to a post-ride massage at Borgobrufa’s relaxing spa and take in the unbelievable views over Perugia
Start Arezzo
End Bologna
* Start/End locations may vary. Do not book flights until your trip details are confirmed.
Itinerary
Days 1-2
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 in Brufa di Torgiano • 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 timeless towns • Hearty Italian cuisine awaits in the Valle Umbra • Join a guide for a tour of Assisi, a one-time home of St. Francis • Pamper your muscles at our hotel’s legendary spa—it’s one of Umbria’s finest!
Nights 1-2
Sweeping panoramic views over the Umbrian countryside, classic Italian décor and the region's most impressive spa are just a few of the reasons to fall in love with this beautiful resort. (pool, spa)
Day 3
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.
Night 3
This ancient stone monastery has been transformed into a serene retreat nestled into the hillside above Gubbio's historic town center. A Small Luxury Hotels of the World Member. (pool, spa)
Days 4-6
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 village of Trebbiantico • Cycle along the azure Adriatic Sea and climb up the rocky coast for spectacular views high above the shore • Enjoy a sunset walk and freshly caught seafood dinner in the seaside resort town of Pesaro.
Nights 4-5
The classic Italian gardens and olive groves that were once part of this 17th-century villa enhance the already picturesque setting of this elegant family-owned hotel. (pool)
What's Included
See moreStraight 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.
Our exploration of Umbria and Le Marche brings us from rolling countryside to the Adriatic coast. Many routes travel along beautiful country roads, but on occasion, we may encounter rough patches of road due to insufficient maintenance. Because this is such a desirable area, you can expect to encounter some increased traffic as we pass through larger historic towns like Assisi and Gubbio. Along the coast near Pesaro, a summer destination popular with locals, we ride on urban bike paths that sometimes intersect with busier roads. Of course, the van is there to support you if you want a lift.
Hotels
Adventure-Ready Hotels
Ideally located with ready access to trip activities, our Casual hotels are also known for their character and charm.
Hotels may vary based on departure. Any variations will be displayed when selecting a departure under Dates & Prices.
Nights 1-2
*Deluxe Hotel
Sweeping panoramic views over the Umbrian countryside, classic Italian décor and the region's most impressive spa are just a few of the reasons to fall in love with this beautiful resort. (pool, spa)
Night 3
*Deluxe Hotel
This ancient stone monastery has been transformed into a serene retreat nestled into the hillside above Gubbio's historic town center. A Small Luxury Hotels of the World Member. (pool, spa)
Nights 4-5
Casual Hotel
The classic Italian gardens and olive groves that were once part of this 17th-century villa enhance the already picturesque setting of this elegant family-owned hotel. (pool)
Gallery
Bikes
Choose Your Perfect Bike
Our bikes are designed and built with specific cyclists and riding styles in mind, so we can always offer you a perfect ride. Please note that bike requests are subject to availability and prioritized based on the date they're submitted.
Included in your trip price
- Ideal for avid cyclists
- Redesigned for 2024
- Next gen titanium frame with carbon wheels
- Responsive, efficient and comfortable
- Drop handlebars only
Included in your trip price
- Suited for a wide range of cyclists
- Comfortable ergonomic seat
- Long wheel base adds to the bike's control and stability
- Upright handlebars only
Included in your trip price
- One of the lightest e-bikes available
- Provides plenty of power and more than enough battery
- Lower top tubes for easier mounting and dismounting
- Upright handlebars only
- Limited availability on Unplugged Bike Tours; learn more
Min. age to ride e-bike: 16+
- $400 rental fee
- Hand-built frame features Co-Motion's custom-designed Cro-Moly steel tubeset, powerful Avid disc brakes, Shimano Ultegra drive train
- Custom upgraded wheelset
- Best for riders with some tandem experience.
Dates & Prices
Dates & Prices
Click on dates for pricing, itinerary variations (if any) and to book your trip. Price is per person, double occupancy in USD.
Please Select a Group Size
Group size is required to show per-person pricing. Your group size can be approximate and can change.