isy0022
What You’ll See on Your Trip
Trip Itinerary
More information regarding the time and meeting point for the first/last day will be provided after the booking.
Upon arriving in Rimini, you will have the opportunity to explore its historic center, renowned for its historical landmarks and monuments. As you stroll through its charming streets, you can admire iconic sites such as the Arch of Augustus, the Tiberius Bridge, and Castel Sismondo, a symbol of the Malatesta family and its history. After a day of exploration, enjoy a free dinner and overnight stay.
After breakfast, you will depart from Rimini and cycle towards Bellaria and San Mauro Pascoli, crossing the picturesque Uso River cycle path. The next stop will take you to Villa Torlonia before continuing towards Savignano sul Rubicone, famous for its Roman bridge. You will then ride through the hills covered with vineyards and olive groves, until you reach Santarcangelo di Romagna, a charming medieval village. After a day immersed in history and nature, enjoy a free dinner and overnight stay.
You will start the day with a hearty breakfast before departing from Santarcangelo di Romagna and cycling through the Rimini countryside, between the Uso and Marecchia rivers, until you reach the Rocca di San Leo. The route will take you along scenic hill roads, passing through Pietracuta, and continuing on country roads until you arrive at San Leo, one of the most charming villages in the Rimini hinterland, located in the heart of Montefeltro and Alta Valmarecchia. Free dinner and overnight stay.
You will begin the day with breakfast before departing from San Leo for an exciting journey that crosses three borders: that of the Republic of San Marino, Romagna, and Marche. The route winds through Monte Cerignone, Monte Carpegna, Monte Grimano Terme, and Mercatino Conca, ultimately reaching the historic Republic of the Titano. A trip that combines nature, breathtaking landscapes, and villages rich in history. Free dinner and overnight stay.
After breakfast, you will depart from San Marino for a day filled with beauty and history. The first stop will be Saludecio, the famous "city of painted walls," followed by Mondaino and Montegridolfo, two charming villages suspended in time. The route will continue towards the Castello di Gradara, one of the most impressive medieval fortresses, before reaching Pesaro, a city rich in art and culture. Free dinner and overnight stay.
After a hearty breakfast, you will begin your day cycling along the Strada Panoramica, one of the most beautiful cycling roads in Italy. The Strada Panoramica di Gabicce Monte crosses the Monte San Bartolo Regional Natural Park, connecting Pesaro to Gabicce Monte, passing through Fiorenzuola di Focara and Casteldimezzo. The route will then take you into Romagna, where you will arrive in Rimini, the city that marks the end of our tour through the Malatesta lands. Free dinner and overnight stay.
After breakfast at the hotel, depart for your respective destinations. End of services.
Travel Tour Overview
The Riviera of Rimini is not just about the sea: behind the coastline lie the enchanting valleys of the Conca and Marecchia rivers, where lush green landscapes alternate with remarkable historical and artistic landmarks that make the villages and towns of this area truly unique. Malatesta and Montefeltro is an itinerary that crosses lands contested during the Middle Ages and the Renaissance by Sigismondo Pandolfo Malatesta, Lord of Rimini, and Federico da Montefeltro, Duke of Urbino. The fortresses and fortified villages recount the tumultuous past of these two noble houses, whose rivalry lasted until their deaths and involved the most powerful families in Italy.
The route begins in the historic Malatesta Lands, with stops in Rimini, Santarcangelo di Romagna, and San Leo, along the scenic Val Marecchia. Continuing into the heart of Montefeltro, the journey follows roads skirting Monte Carpegna and traversing the picturesque Val Conca. The itinerary includes a visit to the Republic of San Marino, offering the opportunity to stay and explore the treasures of this small state. The journey concludes in the Marche region, among charming villages and along the panoramic Via del Monte San Bartolo, offering views of extraordinary beauty over the surrounding landscape.
A cycling experience that combines history, art, and nature, allowing you to discover a region of unparalleled character.
UPON REQUEST, THE TOUR CAN BE ORGANIZED INDEPENDENTLY, WITHOUT A GUIDE OR DINNERS, WITH GPS TRACKS PROVIDED. REQUEST A PERSONALIZED QUOTE!
Closing date for bookings: 20/06/2026What’s Included in Your Trip
- 6 Dinners (drinks not included)
- Phone assistance
- Breakfast
- Travel document
- Tour Operator Guarantees
- Guide
- Overnight stay in a Double Room
- Stay in a 3-star establishment or similar
- GPX Tracks
- Luggage transport
- Please read the Terms and conditions before making your booking
Must-Know Details
By Car: A14 Rimini Exit
By Train: Rimini Railway Station
By Air: Rimini and San Marino Federico Fellini Airport