
Emilia-Romagna Cycling Exploration: from Cesenatico to Bologna, from Coasts to Castles | Classic Italy Cycling Tour
Discover the best of Emilia-Romagna, from coastal breezes to spectacular vistas. Ride from the Adriatic shores of Cesenatico, through the vineyard-covered hills of beautiful Brisighella, and into the historic heart of Bologna. Enjoy a great blend of coastal beauty, rural charm, and cultural depth, all woven together with some outstanding riding.
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Bike Tour Overview
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The riding starts in Cesenatico, birthplace of Marco Pantani. Over the next days, you'll be riding the very roads that shaped il Pirata's legendary career.
As you head inland, the terrain shifts to rolling vineyards and orchards on the approach to Brisighella, considered one of the most unique and picturesque towns in all Romagna. From there, the serene Apennine foothills await, with quiet roads winding through medieval villages, offering a rewarding mix of challenge and scenery.
The journey’s grand finale leads to Bologna, with one final (optional) test of true grinta or grit: the ascent to the San Luca Sanctuary. This short but brutal climb, with its infamously steep gradients, is a proving ground for elite cyclists and the dramatic finale of the Giro dell’Emilia pro cycling race. From its summit, you’ll be rewarded with panoramic views over Bologna’s historic rooftops, marking a triumphant finish to an unforgettable journey through the cycling heartland of Emilia-Romagna.
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"This trip was perfectly organized for our group. The cycling route choices accommodated cyclists looking for a casual ride and those looking for a brisk club-like workout."

"This is the second time I have done the Maratona with CyclingHero and I wouldn't hesitate to use them again. Their passion for cycling in beautiful parts of Italy shines through."

"The Maratona and Stelvio Bormio Gavia extension was a bucket list trip and so glad that CYCLINGHERO were there to guide and support. The CH team are Italy Cycling experts."

"Best cycling tour/trip I have ever taken! Cycling Hero nailed every aspect for having a wonderful time. The DOLOMITES!!! Most beautiful mountains I have ever seen, let alone ridden through."

"Bob and Caterina went above and beyond, providing not only the essentials but also a personal touch that made the journey even more special. This trip to Italy will always hold a special place."

"Bob and Caterina were wonderful and the trip exceeded my expectations. The support was fantastic and they did an amazing job of adapting to some crazy weather interruptions."

"Bob & Caterina's support was top-notch and we rarely had to worry about anything. The CyclingHero app is fantastic for communications, routes, and after bike recommendations."

"The CyclingHero team provided exceptional customer service from pickup in Treviso to the drop off at the Venice airport. Overall, I highly recommend CyclingHero to participate to Maratona."

"Using the CyclingHero app to plan our routes every day was awesome. It was like 'choose your own adventure.' But best of all, the trip made me a better and more confident cyclist."

"Bob and Caterina are passionate and it shows. They have extensive knowledge of the routes and region. They provide the right balance of support and self-riding. Highly recommend."
Day-by-Day Cycling Itinerary

The Romagna Riviera and Spazio Pantani
After a short transfer from Bologna to the Emilia Coast, continue your explorations by bike with a loop ride to Cesena and an optional visit to the Spazio Pantani Museum. Relive the career of il Pirata through displays of memorabilia and archive footage.
Along the coast to Pesaro, or into the Nine Hills
For those preferring a coastal experience, follow the route that passes through Cattolica and the rolling hills of Monte San Bartolo all the way to Pesaro before returning along the same route. If you're looking for a bit more of a challenge, head inland and follow part of the route of the 'Nove Colli', considered the grandfather of all Granfondos with the first edition dating from 1971.
Through Cesena and Faenza to Brisighella
Heading inland from Cesenatico, quiet roads lead to lively Cesena then continue through Faenza to Brisighella. The main climb of the day is up to the charming town of Bertinoro, from where it's a mostly flat run into enchanting Brisighella. For those interested in a bit more riding, an additional short loop out of Brisighella offers fantastic views of the Apennine foothills.
Exploring the Apennine Foothills
This day starts with a flat run into Faenza for further exploration and a coffee on its massive main square. The route continues to Modigliana, a beautiful town known for its wine and the Ponte della Signora, a medieval bridge located just outside of the center.
From Modigliana, the shorter loop starts with the main challenge of the day, the Passo Beccugiano, while the longer option ascends first the Monte Chioda, followed by the Monte Busca and finally the relatively short but challenging Monte Corno. Return to Brisighella and perhaps taste some wines from the vineyards you passed earlier in the day.
From Brisighella to Bologna and up the Epic San Luca Climb
For this final day of riding you can choose to take it relatively easy with only a few climbs along the way and the easier way up to the San Luca Sanctuary in Bologna, or leave it all on the road with an epic route that includes the Gallisterna and the Monte Calderaro before taking on the infamous San Luca climb above Bologna, a fixture of the Giro del'Emilia cycling race, and the finale of Stage 2 of the 2024 Tour de France 'Grand Depart'.
Both routes also include a visit to the Imola race car track, which hosted the finish of the 2020 World Cycling Championships won by Julian Alaphillipe.
Bologna reached, soak in the fantastic views from the Santuario della Madonna di San Luca before descending back down into town for a final evening in this lively and historic city.
Arrivederci Romagna Bella!
Prolong your visit to Bologna, take in other parts of the rich Emilia-Romagna region, or head to places further afield. A la prossima!
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