Love Italy
About the Tour
Fall in love with Italy: this itinerary will make you ride, dream and taste the Italian Dolce Vita. This tour offers a 360-degree experience between nature, history and food. You will travel along the seaside, ride up and down hills and medieval castles, crossing the border to the Republic of San Marino. All this accompanied by old traditions and good food: truffle, wine and cheese.
From the Adriatic beaches of Cattolica you will venture inland, discovering two of Italy's greatest road experiences. Ride the scenic Via Panoramica and visit Gradara castle, connected to Dante's story of Paolo and Francesca. Experience a wine tasting at the renowned Enio Ottaviani winery, a cave-aged cheese tasting in Mondaino and a truffle-based lunch in Acqualagna — known worldwide for its white truffles. Ride through the spectacular Gola del Furlo canyon on the ancient Roman Via Flaminia, visit the UNESCO city of Urbino, and conclude in the mountaintop Republic of San Marino.
Bike note: Suitable for e-bike, MTB and gravel bikes. Rental premium bike available at €360 per person.
Included / Excluded
- 6 nights accommodation in 4★ hotel (double room)
- 6 breakfasts
- 5 cycling days
- 5 dinners
- 3 tasting experiences: wine, cheese (formaggio di fossa) and truffle
- 1 transfer by van from Acqualagna on Day 5
- Luggage transfers between hotels
- Laundry service for cycling clothes
- Navigation app & 24-hour assistance
- Flights
- Travel insurance
- Bike rental (optional, +€360/person)
- Tour leader
- Drinks and meals not in programme
- City taxes
- Entry fees
- Airport transfers
Day-by-Day Itinerary
Transfer from Bologna on request. Arrival at your hotel in Cattolica. Dinner at the hotel.
Meals: dinner
Breakfast and bike fitting if renting our bikes. On your ride today you will reach the beautiful town of Gradara. Learn about the lovestory of Paolo and Francesca, noble families of the 13th century. A story so profound that Italian poet Dante Alighieri included in his masterpiece The Divine Comedy. You will cycle along secondary roads until you reach the charming Via Panoramica road, considered one of the most scenic roads in Italy, located in the San Bartolo Natural Park and traversed daily by many cyclists. Do stop at some viewpoints to admire the view. You will then head back to the hotel with some free time to enjoy the town. Dinner at the hotel.
Meals: breakfast, dinner · Route: 40km / 500m+
Today you will start pedalling through the beautiful countryside of San Clemente, the town of wine. In just a few kilometers you will come across many wineries where visitors can taste local products perfectly paired to get the best out of each tasting. You will visit the Enio Ottaviani winery, which stands out for its quality products and family history. Here you will stop for a delicious tasting and lunch among the vineyards. You will then head back to the hotel. Dinner at the hotel.
Meals: breakfast, lunch, dinner · Route: 50km / 560m+
Today you will dive into local history, passing through two medieval hamlets and fortresses, Saludecio and Mondaino. By walking through the alleys, still well protected by the mighty walls, you will discover corners and landscapes worthy of a postcard. Mondaino awaits you for a special local cave-aged cheese tasting, formaggio di fossa. The fresh cheese is placed in special maturing pits and will only come out after 90 days. Its flavor will give you enough energy to continue your journey to your next destination: a colonial house immersed in nature, where you can enjoy a delicious light lunch with local products. Free time to relax by the pool surrounded by green hills.
Meals: breakfast, lunch, dinner · Route: 32km / 460m+
Today you will leave in the direction of Urbino, a beautiful UNESCO site, a collection of history, architecture and impressive charm. Take some time to stroll through its streets and hillsides. Then head towards the wonderful Gola del Furlo, a nature reserve where the river has carved out deep canyons. Crossing the canyon on the famous Roman road Via Flaminia, you will arrive in the town of Acqualagna where a delicious truffle-based lunch awaits you. This quiet little town is known worldwide for its truffles and culinary delights. We will arrange your return to the hotel by van.
Meals: breakfast, lunch, dinner · Route: 43km / 650m+
Today you will ride towards San Marino, another destination in another country. It is an independent republic, the oldest in the world located on the Italian peninsula, with its own government and law. San Marino has always been independent, despite the power struggles that have taken place over the years. How was this possible? You'll find the answer here, surrounded by a unique landscape, from the top of its 750 metres of altitude and the peak between the Marecchia and Conca valleys.
Meals: breakfast · Route: 38km / 1160m+
Breakfast and transfer on request. Rimini is only 20km from San Marino. We recommend spending a day visiting the town of Rimini or taking one of the frequent trains and heading to Bologna.
Meals: breakfast
Practical Information
30% deposit to confirm the booking. Balance due 60 days before departure.
Up to 60 days: €150/person. 30–59 days: 30%. Under 30 days: 100%.
Group discount available for 4+ people on the same departure. Routes are 30–65km per day with 400–1000m elevation. The final itinerary may be subject to changes due to availability.
Photo Gallery
