Ancona offers more than just stunning sea views; it’s also a fantastic place to explore Italy’s wine heritage. While many travelers focus on coastal sights, the region’s wineries and local wine culture deserve attention. One standout is the chance to visit Le Marche’s oldest wine estate, where history and tradition come together in every glass. We also love the idea of wandering through Ancona’s streets with a guided tour, combining history, scenery, and tastings into a single memorable outing. If you’re curious, check out the Wine Tour and Tasting at Le Marche’s Oldest Wine Estate for an intimate look at Italy’s wine roots.
In this list, we’ve gathered two of the best wine-related experiences in Ancona, each offering something different. One is a short but immersive visit to a historic vineyard, perfect for those interested in authentic wine production. The other is a broader urban tour that pairs sightseeing with wine and food tasting—ideal for travelers wanting cultural insights plus local flavors. Keep reading for specific details on each.
1. Wine Tour and Tasting at Le Marche’s Oldest Wine Estate

At number 1 on our list, this personalized wine tasting tour takes you to Le Marche’s oldest winery, established in 1850. For around $34.39 per person, you get about an hour of guided access to a privately owned historic site, where production methods have remained unchanged for more than a century. The tour includes a visit to the original wine cellar, filled with antique barrels and stone walls, giving you a real sense of Italian tradition.
What makes this experience stand out is the chance to sample three native wines—each representing the region’s unique grape varieties—either outdoors among the vineyards or in the atmospheric cellar room. The tasting is paired with a savory platter of local meats and cheeses, making it a relaxed way to enjoy regional flavors. The reviews praise the host’s warmth and the authenticity of the site, with one visitor remarking, “The wine cellar was so interesting and we loved seeing the old wine barrels in their original state.” For lovers of history and wine, this small-group experience offers great value and a chance to connect with Italy’s wine past.
Bottom Line: If you’re after an intimate, historical wine experience with excellent tastings, this tour delivers. It’s perfect for those interested in traditional wine-making and regional food pairings.
2. Ancona: Urban Trek Tour with Wine and Food Tasting

For a more active day that mixes city exploration with wine and food, the Ancona: Urban Trek Tour is a fantastic choice. This 4-hour guided walk takes you through the streets of Ancona, a port city with roots dating back to 387 BC. Along the way, you’ll enjoy stunning views of high cliffs overlooking the sea while learning about the city’s 2400 years of history.
This tour includes tastings of local wines paired with regional snacks, giving you a taste of Marche’s culinary traditions. It’s especially suited for travelers who want a cultural overview combined with small bites and local wine. The guide shares personal stories and insights, making the experience feel authentic rather than touristy. Although reviews are limited, they highlight the genuine passion of the guide and the pleasure of discovering hidden city corners.
Bottom Line: This option is perfect for those who like walking, history, and food, with the added bonus of discovering Ancona’s coastal views and local flavors all at once.
How to Choose Between These Two Wine Tours
Picking the right experience depends on what kind of trip you’re after. If you’re a history buff or wine enthusiast craving a deep dive into Italy’s traditional wine-making, the Wine Tour and Tasting at Le Marche’s Oldest Wine Estate offers a quiet, informative look at historic wine production with a delicious tasting. It’s best for those who appreciate authentic, small-scale wineries and don’t mind a short tour.
On the other hand, if your idea of fun involves active sightseeing combined with wine and local food in a lively city environment, the Ancona: Urban Trek Tour with Wine and Food Tasting hits the mark. It’s ideal for travelers who enjoy walking, want to see a variety of city sights, and taste regional wines in a casual setting.
Consider your time, budget, and interests—are you seeking a quick, immersive visit to a historic estate or a full afternoon exploring city streets with tastings along the way? Both tours offer excellent value and memorable experiences, just targeting different kinds of travelers.
Final Thoughts
Ancona’s wine scene may not be as famous as Tuscany or Piedmont, but it offers authentic experiences that won’t disappoint. The historic Le Marche estate provides a glimpse into Italy’s wine-making roots, ideal for those wanting a quiet, educational taste of tradition. Meanwhile, the urban walking tour lets you soak up the city’s atmosphere with wine, food, and scenic views all in one package.
If you love history and wine, book the estate visit early—especially since it’s such a well-reviewed, intimate experience. For travelers craving city life combined with local flavors, the urban trek offers a flexible way to enjoy Ancona’s sights and tastes. Whichever you choose, these experiences give a genuine taste of Marche’s rich wine and cultural heritage.



