Uncover Roman arches, Byzantine mosaics, and medieval hilltop cathedrals in the intimate company of a private local art historian, finishing with a curated tasting of Marche's finest wines and cured meats. The ideal immersive introduction to a city most travellers completely overlook.
What to expect
Begin at the majestic Arch of Trajan on the ancient harbour mole — one of the Roman Empire's finest surviving triumphal arches — before ascending through the Parco del Cardeto to the Cathedral of San Ciriaco, whose rose window commands one of the Adriatic's most sweeping panoramas. Your guide threads in stories of Ancona's Greek founders, its Crusader-era role, and its WWII scars. The tour concludes in a historic enoteca in the Piazza del Plebiscito, where a curated flight of Verdicchio and Rosso Conero wines arrives alongside local salumi and pecorino. The whole experience runs 4–5 hours — perfectly calibrated for a port day.
Good to know
The port is walking distance from the Arch of Trajan — no transfer needed. Book your private guide directly via tourHQ to guarantee an English-speaking art historian. The Cathedral of San Ciriaco may have restricted access during Mass (mornings). Wear comfortable walking shoes — the old city is hilly.
Sail there
Luxury cruises that call at Ancona — book through us, the fare is identical and your concierge stays on your side.
More to do in Ancona
- Frasassi Caves: Italy's Most Spectacular Underground World
- Urbino: A Private Day in the Ideal Renaissance City
- Conero Riviera Sailboat: Private Charter Along the Adriatic Cliffs
- Loreto: Private Audience at Italy's Most Sacred Pilgrimage Shrine
- San Marino: Private Access to the World's Oldest Republic