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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.
Arrival in the afternoon, followed by testing of the rented bikes. Walking tour of the historic area in the “Paese Alto,” featuring the ancient fortified village and the Gualtieri Tower, an old command post dating back to the 12th–13th century. Welcome drink. Overnight stay.
A stage that will take you from the Adriatic coast to the surrounding hills, offering a perfect combination of sea and mountains. We will visit medieval Acquaviva Picena before reaching Offida, following the “tombolo route” along the Piceno wine road. (Visit to the Church of Santa Maria della Rocca, the 19th-century De Castellotti-Pagnanelli Palace, which houses the Bobbin Lace Museum featuring the dress worn by Naomi Campbell in London in 1997, Piazza del Popolo, and the Collegiate Church of Santa Maria Assunta). Wine tasting in a local winery in the village. Overnight stay in a farmhouse.
A splendid ride through the wine hills between Appignano del Tronto, Castel di Lama, Colli del Tronto, and Castorano, with visits to historic villages and local wineries, including a stop for a tasting amid the Tronto’s hills and coastline, with views of the Sibillini Mountains. Return to the farmhouse. Overnight stay.
We head toward Ascoli Piceno. Along the way, you are surrounded by the Ascoli hills, with gullies and vineyards in the land of “Rosso Piceno Superiore.” Passing through beautiful villages rich in history and culture, the view of the Sibillini National Park accompanies us throughout the journey. Wine tasting in a local winery. Visit to the historic center (Solestà Bridge, Palazzo dei Capitani, Ventidio Basso Theatre, and the famous Piazza del Popolo with a stop at the historic Caffè Meletti). Possible visit to the museums of the Papal Paper Mill. Overnight stay.
After a good breakfast, set off to discover Ascoli Piceno and its charming surrounding villages. The route will take you through the Castellano River Park, along trails that wind beside the clear waters of the "green" river. Cycling, you will reach the picturesque village of Castel Trosino, an ancient Lombard stronghold that still preserves its medieval charm. The next stop will be the Eremo di San Marco, nestled in the rocky face of the hill of the same name, a place of great spirituality and natural beauty. Overnight stay at the accommodation.
After breakfast, depart from Ascoli Piceno towards your respective destinations. If you wish, you can take the train connecting Ascoli Piceno to San Benedetto del Tronto, to continue your journey home or pick up your car. The tour concludes here, leaving you with unforgettable memories of the Marche hills, its historic villages, and its enogastronomic traditions. End of services.
Travel Tour Overview
Bike & Wine Tour Marche: From San Benedetto to Ascoli Piceno
Cycling through golden countryside and rolling hills along the Tronto River means discovering the authentic soul of Marche—a region where nature, culture, and traditions blend harmoniously. The Bike & Wine Tour Marche is designed for those who wish to explore the Piceno area sustainably, combining active travel with rich food, wine, and cultural experiences.
From the coastal town of San Benedetto del Tronto to historical Ascoli Piceno, the route winds along gravel roads, scenic trails, and charming villages. Every stage offers the chance to immerse yourself in rolling hill landscapes, riding alongside vineyards and farms to taste the best of local winemaking: Rosso Piceno, Passerina, Pecorino, and Falerio.
Suitable for gravel, touring, and e-bikes, this tour is tailored for lovers of slow travel and discovery. Along the way, you’ll visit places rich in history and local traditions, such as Offida—famous for its bobbin lace art—the fortress of Acquaviva Picena, Appignano del Tronto, and the elegant art city of Ascoli Piceno. Throughout the journey, the scenery unfolds with constant views alternating between the Adriatic coast, vineyard-covered hills, and the Tronto valleys.
TOUR HIGHLIGHTS:
- From the Sea to Art: Scenic ride from the coast of San Benedetto del Tronto through the Piceno hills to the travertine marble square of Ascoli Piceno.
- Piceno Villages: Visits to historical villages including Acquaviva Picena, Offida (renowned for bobbin lace craft), and Appignano del Tronto.
- Wine & Taste: Guided winery visits and tastings featuring local DOC/DOCG wines (Rosso Piceno, Passerina, Pecorino, Falerio).
- Varied Route: Rolling gravel roads, cycle paths, and low-traffic secondary roads—ideal for Gravel, Touring, and E-Bikes.
- Tour Formats:
On request – Self-guided tour: Includes GPX tracks, luggage transfer, B&B accommodation, and scheduled experiences.
Fixed departure dates – Guided group tour: Includes a tour guide, support van, half-board (HB) accommodation, and scheduled experiences.
EXCLUSIVE NEW FEATURE – DISCOVER THE EXOSKELETON (OPTIONAL ADD-ON):
We want to make cycle touring truly accessible to everyone. When booking, you can choose to add the rental of an innovative wearable exoskeleton: cutting-edge technology designed to boost, support, and protect your physical strength while pedaling. Note: Bike and exoskeleton rentals are not included in the base tour price and can be added directly at checkout.
What’s Included in Your Trip
- 3 Wine tasting
- Phone assistance
- Breakfast
- Travel document
- Tour Operator Guarantees
- Overnight stay in a Double Room
- Stay in a 3-star establishment or similar
- GPX Tracks
- Luggage transport
- Videobriefing
- Please read the Terms and conditions before making your booking
Must-Know Details
By car: Exit A14 San Benedetto del Tronto
By train: San Benedetto del Tronto railway station
By plane: Abruzzo Airport and Ancona Airport