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+

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

Families with Older Teens & 20s Best for ages 17-23 (min. age 14)

Families with Kids & Teens Best for ages 9-17 (min. age 4)

From $4,299 - $4,499 /person

View dates for specific pricing

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+

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

Families with Older Teens & 20s Best for ages 17-23 (min. age 14)

Families with Kids & Teens Best for ages 9-17 (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.

2024: Oct 2025: May-Oct

From $4,299 - $4,499 /person

View dates for specific pricing

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.

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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
Italy Tuscany Assisi to the Adriatic Bike Tour map

Italy

Start Arezzo

End Bologna

Airports & Travel details*

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

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Itinerary

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.

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.

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.

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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)

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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.

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.
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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.

Unplugged dates are perfect for guests who want to ride an acoustic bike.
E-bikes are available to travel companions by request only.

Your guest & room selections

1 adult

1 room, 1 bed

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Please Select a Group Size

Group size is required to show per-person pricing. Your group size can be approximate and can change.

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!

Download & Share

Book with Confidence

Backroads provides flexible booking policies so that you can plan your vacation with complete peace of mind.

Learn more