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history · Ancona

Ancona Old City: Private Walking Tour with Art Historian & Wine

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.

Book it with
tourHQ Private Guides — Ancona
From EUR 78–120 per person for a private customised walking tour (2–6 hours); wine and food tasting add-on from EUR 52 per person (small group) or EUR 231 per private group
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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.

Oceania · Oceania Sirena
10 nights · calls at Ancona
from $2,720
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Azamara · Azamara Journey
10 nights · calls at Ancona
from $3,549
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Viking Ocean · Viking Neptune
14 nights · calls at Ancona
from $4,899
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Azamara · Azamara Onward
18 nights · calls at Ancona
from $5,179
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See all cruises to Ancona →
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