Italy's Assisi to the Adriatic Bike Tour

Couples, Friends & Solos

Small Group Adventures for:

Couples, Friends & Solos Adults 18+

Women's Adventures Women 18+

30s & 40s Adults 30-49

Families with Young Adults 20s & Beyond Best for ages 20+ (min. age 18)

Families with Teens & 20s Best for ages 16-23 (min. age 14)

Families with Kids & Teens Best for ages 7-17 (min. age 4)

6 days

5 nights

Activity Levels 1-4

We categorize our trips based on a range of activity levels from leisurely (1) to avid (5) with plenty of options in between.

Casual & Deluxe Hotels

Premiere Hotels - Experience the world’s best, from lavish luxury to chic retreats with prestigious alliances.

Deluxe Hotels - Find modern comforts in extraordinary settings, with great ambience and ample amenities.

Casual Hotels - Known for their character, charm and proximity to outdoor adventures and Backroads activities.

Small Luxury Ships - Unpack once and cover more distance on an intimate ship with spacious staterooms and superb amenities.

Italy's Assisi to the Adriatic Bike Tour

Couples, Friends & Solos

Small Group Adventures for:

Couples, Friends & Solos Adults 18+

Women's Adventures Women 18+

30s & 40s Adults 30-49

Families with Young Adults 20s & Beyond Best for ages 20+ (min. age 18)

Families with Teens & 20s Best for ages 16-23 (min. age 14)

Families with Kids & Teens Best for ages 7-17 (min. age 4)

6 days

5 nights

Activity Levels 1-4

We categorize our trips based on a range of activity levels from leisurely (1) to avid (5) with plenty of options in between.

Casual & Deluxe Hotels

Premiere Hotels - Experience the world’s best, from lavish luxury to chic retreats with prestigious alliances.

Deluxe Hotels - Find modern comforts in extraordinary settings, with great ambience and ample amenities.

Casual Hotels - Known for their character, charm and proximity to outdoor adventures and Backroads activities.

Small Luxury Ships - Unpack once and cover more distance on an intimate ship with spacious staterooms and superb amenities.

2025: Jul, Sep2026: May-Jun, Aug-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.

... Read more

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
  • Read More
Italy Tuscany Assisi to the Adriatic Bike Tour map

Italy

StartArezzo

EndBologna

Airports & Travel details*

* Start/End locations may vary. Do not book flights until your trip details are confirmed.

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Itinerary

Guest biking past vineyard.

Days 1-2

Description

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!

Accommodations

Nights 1-2

Borgobrufa Spa Resort
Brufa di Torgiano
*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)

Hotels may vary based on departure. Any variations will be displayed when selecting a departure under Dates & Prices.
Close up of hand tending to red grapes.

Day 3

Description

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.

Accommodations

Night 3

Park Hotel Ai Cappuccini
Gubbio
*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)

Hotels may vary based on departure. Any variations will be displayed when selecting a departure under Dates & Prices.
Wide shot of vibrant blue coast, ocean in distance.

Days 4-6

Description

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.

Accommodations

Nights 4-5

Villa Cattani Stuart
Pesaro
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)

Hotels may vary based on departure. Any variations will be displayed when selecting a departure under Dates & Prices.

Want to learn more about this trip?

Request a Detailed Itinerary! Complete with descriptions of each day, tips on travel arrangements, regional highlights and more, it’s the perfect tool to help you choose. You can easily share it with friends too!

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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.

From $4,399 /person

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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

Borgobrufa Spa Resort
Brufa di Torgiano

*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

Park Hotel Ai Cappuccini
Gubbio

*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

Villa Cattani Stuart
Pesaro

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)

From $4,399 /person

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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.

Bike with drop handlebars and a "New" label on the top left
Backroads Next Generation Performance Road Bike

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
Backroads Touring Bike
Backroads Touring Bike

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
Backroads Electric-Assist Bike
Backroads Electric-Assist Bike

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+

Co-Motion Torpedo Tandem Bike
Tandem Bike
  • $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.

From $4,399 /person

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Reviewed by 5 customers

Beautiful Region of Italy

Submitted October 2024

By Sandy

From Lancaster PA

This trip exceeded my expectations. Backroads guides were exceptional. The Umbria region of Italy is a hidden gem. Walled cities and castles every where. i recommend staying a few days in Arezzo before you start your tour. Would not have found this area without Backroads.

Bottom Line Yes, I would recommend to a friend

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Amazing Bike Trip, Challenging, Rewarding Biking

Submitted March 2024

By Corvette01

From Greenbrae CA

The meeting point in Arezzo was the catalyst to start this journey. Everyone jelled waiting for the bus, during the ride to our bikes, and throughout the tour. The daily routes were challenging, doable, but so very rewarding. This was billed CASUAL, but the hotels were fantastic. Many of the roads were not totally up to par, potholes was the underlying theme during route rap at breakfast. The countryside was beautiful, narrow country roads, few vehicles, vineyards as far as you could see, great lunch stops, fabulous dinners and our guides were/are terrific. Ania and Eleonora are excellent guiding, riding, helping with any problem, always there whenever something needed attention. Explaining each days rides, what to look out for, where to stop for a history moment, snacks that never ended. Marco in the van, was up and down the road being everywhere in case he was needed for support. A truly nice, professional, helpful and funny third guide. A memorable tour, with guides that cared, took pride in their job and all of the participants had a terrific time. Many of us are on other biking trips in 2024, all became biking buddies. This was the tour on September 24- 29, 2023.

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Reunion Trip with Friends Did Not Disappoint!

Submitted October 2023

By Annie

From Philadelphia Suburbs

Our trip was 5 stars amazing from start to finish. Our guides Ania, Bruno, Eleanora, and Massimo were top notch and made sure every aspect from the rides, to the service stops, to the food, to the hotel experiences exceeded expectations. The pre-ride discussions and descriptions of the areas we were going to see went beyond your basic tourist bullet points. The knowledge these four had of the towns we were visiting added to a really special trip. The rides were challenging, yet totally doable for many biking levels. E-bikes were super user friendly and helpful. I could make each ride as challenging as I wanted that day. So many options on each day. Ride before lunch and after, or skip one and take the van back to the fabulous hotel, or explore a town on your own. The guides managed 23 people with seeming ease. We never lost anyone even though every guest was able to customize each day to their desires and abilities. The hotels were AMAZING. We opted for "casual inns." If the Borgobrufo Spa is casual, I'd love to see what "premier" is. I just completed my Backroads survey and had to give 10s to every single question. Don't hesitate, do a Backroads trip. This one in particular was magical!

Bottom Line Yes, I would recommend to a friend

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Umbria/Arezzo to the Adriatic

Submitted September 2023

By danita

From Houston

Best trip ever. The guides Sara and Bruno were Thoth professional and amazing. The group was a special mix and we all quickly clicked.

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Bottom Line Yes, I would recommend to a friend

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Umbria

Submitted June 2022

By lisa

From Toronto

Fantastically well organized trip as always. Leaders were top notch and accommodating.

Bottom Line Yes, I would recommend to a friend

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From $4,399 /person

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Dates & Prices

Click on dates for pricing, itinerary variations (if any) and to book your trip. Price is per person, double occupancy in USD.

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1 adult

1 room, 1 bed

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Want to learn more about this trip?

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From $4,399 /person

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