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From Riccione to Bologna - Coastlines and Castle Towns
Discover the best of Emilia-Romagna, from coastal breezes to spectacular vistas. Ride from the Adriatic shores of Riccione, through the gentle, vineyard-covered hills of Faenza, 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.
Overview
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DURATION
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Starting from Riccione, you’ll explore the Adriatic coastline, passing through Rimini, Pesaro, and 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 Faenza, world-renowned for its ceramics. 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, where one final test of true grinta (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.
* Click Book Now to view specific dates and prices
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I was more than satisfied and had a terrific time. The riding, routes, hotels, the Giro watching spots, dinner spots…all top notch. It felt very "bespoke" without being stuffy. Bob and Caterina and Puppers…Italy’s best hosts. I will return…Stelvio next!
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"CyclingHero: really, the best cycling experience of my life, bar none."
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"If you want to book a cycling trip in Italy in the Dolomites and Prosecco Hills region, then CyclingHero is the tour company for you! The personal touch and attention to detail will allow you to enjoy your vacation and experience the Italian culture."
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"What a great trip! We were comfortable from start to finish with the itinerary, logistics, routes, directions, app, places to go post-ride, etc. What an experience. Across the board it was awesome and we are planning on taking another tour."
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"This CyclingHero adventure was absolutely amazing - I saw parts of Italy that I'd never likely see during a normal tourist visit, all while doing what I love more than anything - cycling! The terrain was incredible, the vistas unforgettable, and the organizers are highly experienced, and thus have thought through all the fine details of a cycling adventure of this sort."

"Everything a cycling trip should be with a twist of technology!"
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"What an incredible experience. High end, fantastic hotels, and incredible scenery. I love the concept. I'm not one for organized events with people that I don't know. There can be too much starting, stopping, waiting, and indecision when you have a group of different people of different abilities that don't know each other."
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"The selection of hotels, bars and restaurants recommended were top notch, and the whole trip was delivered at a great price considering the high-end nature of the itinerary."
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"Without a doubt, the CyclingHero tour was the best cycling week of my 20+ years of cycling. A real challenge, but perfectly curated, and with excellent support throughout the trip."

"The itinerary was very well thought out and rides built on each other, culminating in a spectacular climb of the Monte Grappa. A memorable experience - highly recommended!"
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Day-to-Day Schedule
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After a short transfer from Bologna to the Emilia Coast, we continue our explorations by bike with a pilgrimage to Cesenatico and an optional visit to the Spazio Pantani Museum. Relive the career of il Pirata through displays of memorabilia and archive footage. Ride back along the coast and soak in the relaxed atmosphere with an evening Aperitivo.
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 for the climb up to San Marino, one of the world's oldest and smallest republics.
The route today takes in several sections of the Granfondo Nove Colli, considered the grandfather of all Granfondos with the first edition dating from 1971. The last climb of the Novi Colli or 'Nine Hills' is the first one to be tackled, the so-called 'Stelvio di Romagna' up to Sogliano di Rubicone, mercifully not nearly as tough at the original Stelvio climb. The final climb of the day is up to the charming town of Bertinoro, from where it's a mostly downhill run into Faenza.
In addition to being an epicentre for ceramics (faience is derived from the french equivalent of the town's name), Faenza also offers amazing riding on it's doorstep. The main challenge on the longer loop is the Passo dell'Eremo, a long but gradual climb taken on at about the halfway point as the route dips into Tuscany, while the shorter loop takes on the less ambitious but equally scenic Passo Beccugiano. Both ride options include a quick detour through Brisighella, a medieval town considered one of the most beautiful in the region, where you are invited to linger before pedalling the last mostly flat stretch back to Faenza.
For this final day of riding you can choose to take it easy with a start in Dozza and only a stepped climb up to Montecalderaro before Bologna, or leave it all on the road with an epic route that includes the Passo di Zattaglia and the Passo del Prugno. Reaching Bologna, a last optional loop takes on the infamous San Luca climb, a fixture of the Giro del'Emilia cycling race, and the finale of Stage 2 of the 2024 Tour de France 'Grand Depart'. Soak in the fantastic views from the Santuario della Madonna di San Luca at the top before descending back down into Bologna for a final evening in this lively and historic city.
Prolong your visit of Bologna, take in other parts of the rich Emilia-Romagna region, or head to places further afield. A la prossima!
* Click Book Now to view specific dates and prices
Why CyclingHero
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Life is busy. Your vacation should fit your schedule and preferences. As your locally-based cycling concierge, we will customise an unforgettable trip for you in spectacular Northern Italy, where we live and ride every day.
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A good night’s sleep and a proper breakfast are fundamental to an enjoyable day of riding. But a great place to stay is also about connecting with where you are, and having an authentic experience.
Let Us Help You Create the Perfect Cycling Adventure
Tell us about your dream tour, and we'll be in touch with our customised recommendations just for you.