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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 and meeting with the guide, 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. Dinner and 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. Dinner and 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. Dinner and 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. Dinner and 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. After exploring these fascinating sites, return to Ascoli Piceno for a dinner and 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
Cycling among golden fields and gentle hills along the Tronto River means discovering the authentic soul of the Marche region — a land where nature, culture, and tradition blend harmoniously. Wine & Ride is a tour designed for those who wish to explore the Piceno area sustainably, combining the pleasure of sport with rich food, wine, and cultural experiences.
From the Adriatic coast of San Benedetto del Tronto to the historic city of Ascoli Piceno, the route winds its way through white roads, scenic trails, and charming villages. Each stage offers the chance to immerse yourself in rolling landscapes, passing vineyards and local farms where you can taste the best regional wines: Rosso Piceno, Passerina, Pecorino, and Falerio.
The tour, suitable for gravel bikes, touring bikes, and E-bikes, is perfect for travelers who love exploration and the slow pace of discovery. Along the way, you’ll encounter places that preserve the history and traditions of the region — Offida, famous for its traditional lacework, Acquaviva Picena, Appignano del Tronto, and Ascoli Piceno, a city of art and refined beauty. The landscape continuously accompanies cyclists with views that alternate between the Adriatic coast, the wine hills, and the valleys of the Tronto, creating a varied and captivating experience.
The package includes half-board accommodation with dinner as indicated in the program, wine tastings in selected cellars, a final sparkling wine toast, and the assistance of a guide and tour leader throughout the experience. Not included are travel to and from the starting point, beverages not specified, optional or extra activities, tips, and personal expenses.
“Bring a Friend” Promotion: for each additional participant, €30 discount for both!
LIMITED SPOTS AVAILABLE: enjoy an authentic experience among rolling hills, vineyards, and timeless villages in the most genuine and peaceful heart of the Marche region.
Upon request, the tour can also be organized independently, without guide or dinners, with GPS tracks provided.
Contact us for a personalized quote!
What’s Included in Your Trip
- 5 Dinners (without drinks)
- Phone assistance
- Sparkling wine, final night
- Breakfast
- Wine tasting at a winery
- Travel document
- Tour Operator Guarantees
- Overnight stay in a Double Room
- Guide and escort service for the entire duration of the tour
- 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: Exit A14 San Benedetto del Tronto
By train: San Benedetto del Tronto railway station
By plane: Abruzzo Airport and Ancona Airport