Le Marche offers a cycling paradise as one of the best regions for cycling in Italy. The variety of typography of rolling hills, charming villages, and breathtaking coastal routes, are all just waiting to be explored. From Oliveto Estate, you can embark on unforgettable cycling adventures, immersing yourself in the region’s rich landscapes, culture, and history. Whether you’re a seasoned cyclist or a leisurely rider, Le Marche has a route for every type of cyclist. Guided or on your own, we can organise best in class road bikes to e-bike rentals delivered to your Villa, and can also arrange your own private guided tour and transportation, here are some of the best cycling day trips to enjoy right from your front door.

The beaches of the Adriatic & Natural Reserve of the Conero Riviera

Bike Ride Time: Approximately 2.5 – 3 hours (35 km)
Endurance Level: Moderate
Perfect For: Moderate cyclists and nature lovers seeking both a challenge and beauty. This route offers a perfect mix of coast and mountain, with exhilarating climbs and picturesque views at every turn. The cool sea breeze makes it a great way to enjoy cycling, even on warm days.
Travel Time from Oliveto Estate: 30 minutes (30 km) by car
The protected Natural Reserve of the Conero Riviera is a cyclist’s dream, offering stunning coastal views, quiet roads, and a series of climbs that reward you with jaw-dropping panoramas. Starting in Porto Recanati, this route takes you through the picturesque hilltop towns of Numana and Sirolo, climbing the gentle slopes of Mount Conero. Pedal along scenic roads with views of the crystal-clear Adriatic on one side and lush forests on the other. This route is perfect for cyclists who want a mix of coastal beauty and a bit of mountain challenge.

What to Do En Route:

• Stop at Sirolo, a hilltop town with views of the coastline.
• Take a break or lunch at Mezzevalle beach, a beautiful beach where you can have a quick dip in the crystal waters.

Sibillini Mountains Cycling Adventure

Bike Ride Time: Approximately 4 – 5 hours (50 – 60 km)
Endurance Level: High
Perfect For: Experienced cyclists and adventure seekers who love mountain routes. This route is for cyclists seeking a real adventure—cycling through some of the most dramatic landscapes in Italy, with the challenge of mountain terrain mixed with peaceful countryside.
Travel Time from Oliveto Estate: 1 hour 20 minutes (75 km) by car
If you’re seeking a cycling challenge with spectacular mountain views, the Sibillini Mountains are your destination. This route will take you into the heart of the Sibillini National Park, where you can pedal through lush valleys, past rivers, and along quiet mountain roads. The Gola dell’Infernaccio, with its dramatic gorges and steep cliffs, makes for a memorable stop. This route is perfect for those who want to experience Le Marche’s rugged beauty while challenging themselves with a climb or two.

What to Do En Route:

• Stop for a picnic near Lago di Fiastra, a serene lake surrounded by mountains.
• Take a detour to Pievebovigliana for an authentic rural village experience.

Fermo to Porto San Giorgio Coastal Loop

Bike Ride Time: Approximately 2.5 – 3 hours (40 km)
Perfect For: Casual cyclists, families, and those wanting a mix of history, culture, and coastal beauty. This route offers a balanced mix of cycling through rolling hills and coastal charm, with plenty of opportunities to rest and explore the cultural gems and hilltop town of Fermo along the way.
Endurance Level: Low to Moderate
Travel Time from Oliveto Estate: 35 mins (35 km) by car
This loop takes you from the charming medieval town of Fermo, with its Roman history and panoramic views, to the coastal town of Porto San Giorgio, known for its beautiful beaches and picturesque harbour. Pedal along scenic, flat roads with views of the rolling hills of Le Marche and the Adriatic coast. The mix of culture and coastal beauty makes this route ideal for those who enjoy a relaxed cycling pace with plenty of opportunities to stop and explore.

What to Do En Route:

• Explore Fermo’s historic town center, including its Roman Cisterns and Piazza del Popolo.
• Stop for lunch at one of the seaside cafés in Porto San Giorgio.

Lago di Cingoli (Lake of Cingoli)

Bike Ride Time: Approximately 2 – 2.5 hours (30 – 35 km)
Endurance Level: Low
Perfect For: Families, casual cyclists, and those seeking a peaceful day in nature. A relaxing yet picturesque cycling route through nature reserves and peaceful countryside, offering a real escape from the everyday.
Travel Time from Oliveto Estate: 1 hour (50 km) by car
Lago di Cingoli is a tranquil haven, offering crystal-clear waters and serene views, perfect for a leisurely cycling experience. Pedal along flat, winding paths that circle the lake, all while soaking in the spectacular panoramic views of the surrounding countryside. The peaceful landscape makes it ideal for cyclists who prefer a more relaxed ride, with plenty of time to stop and enjoy the beauty of nature.

What to Do En Route:

• Cycle around Lago di Cingoli, soaking in the tranquil views.
• Explore the peaceful trails in Gola della Rossa Nature Reserve, perfect for a break and some light hiking.

Monte San Vicino & Monte Canfaito & Elcito

Bike Ride Time: Approximately 4 – 5 hours (50 – 60 km)
Endurance Level: High for those wishing to focus on Mon San Vicino, challenging, rewarding ride through lush forests, mountain views, and ancient villages, perfect for cyclists who want a true connection to nature. Intermediate for those wishing to cover Monte Canfaito & Elcito, perfect for families with kids and e-bikes, this tour pairs quiet roads, hilltop towns and off road trails through the Canfaito forest.
Perfect For: Experienced cyclists and nature enthusiasts seeking a more challenging and remote adventure for Monte San Vicino. Should you wish to take a more leisurely ride you could pair Canfaito with Elcito – beautiful in November when the leaves turn to their spectacular autumn shades.
Travel Time from Oliveto Estate: 1 hour 15 minutes (65 km) by car
If you love a good cycling challenge, this route through the Monte San Vicino and Monte Canfaito area offers stunning views of Le Marche’s countryside, paired with invigorating climbs. The area is known for its untouched beauty, with trails weaving through dense forests, offering cyclists a tranquil and scenic ride. The Monte Canfaito forest is particularly striking, known for its majestic beech trees and pristine air, when you pair this with Elcito, the Tibet of Le Marche, a historic and ancient village in the middle of nowhere, you will discover the best of both of nature and hilltop towns.

What to Do En Route:

• Take in the views from the hilltop village of Staffolo, where you can stop for a coffee.
• Explore Cerreto d’Esi and its beautiful historic center.

Lago di Fiastra & Lamme Rosse (A Combined Day Trip)

Bike Ride Time: Approximately 3.5 – 4 hours (45 – 50 km) including Lamme Rosse. For a more simple route, take a 2 hour ride around the Lago Di Fiastra.
Endurance Level: Moderate
Perfect For: Nature lovers and cyclists seeking variety and beauty in a single day.
Travel Time from Oliveto Estate: 1 hour 15vminutes (80 km) by car
Lago di Fiastra is an idyllic spot, perfect for a peaceful ride around its glistening waters. As you cycle around the lake, enjoy panoramic views of the surrounding mountains. Afterward, head toward Lamme Rosse, where the landscape takes on a surreal quality, with striking red clay cliffs and valleys offering a unique experience. It’s a perfect day for cyclists looking for a mix of relaxing lakeside cycling and jaw-dropping landscapes.

What to Do En Route:

• Stop at Fiastra for a lakeside break and picnic.
• Explore the stunning red-hued cliffs of Lamme Rosse.
• Why It’s Special: This combined route offers a beautiful blend of tranquil lakeside views and striking natural beauty, making it ideal for those looking for both relaxation and adventure.

Castelluccio di Norcia (Best During Fiorita – Flower Bloom)

Bike Ride Time: Approximately 3 hours (30 km)
Endurance Level: Intermediate, easier with e-bikes
Perfect For: Cyclists and families who want to experience nature at its most stunning, especially during the iconic wildflower bloom.
Travel Time from Oliveto Estate: 1hr 45 hours (120 km) by car
If you’ve ever dreamed of cycling through fields bursting with vibrant wildflowers, Castelluccio di Norcia during the Fiorita (flower bloom) is an absolute must-see. This extraordinary event, typically in late May to early June, transforms the plains into a vibrant tapestry of color. Cycling here during the Fiorita is a dream, offering stunning scenery and a once-in-a-lifetime experience.

What to Do En Route:

• Stop in Norcia for a bite of famous prosciutto di Norcia.
• Explore the stunning wildflower fields around Castelluccio di Norcia.
• Why It’s Special: The Fiorita is a spectacle that transforms the landscape into a living painting, making this cycling trip a once-in-a-lifetime opportunity for nature and photography enthusiasts.

Each of these cycling routes offers a unique experience of Le Marche’s stunning landscapes, from coastal beauty and serene lakes to challenging mountain climbs and rolling countryside. Whether you’re looking for a relaxing ride or a more challenging adventure, these routes promise unforgettable views and a true connection with the natural beauty of the region. Interested to include cycling in your stay? Connect here for more info.