This paper focuses its attention on Rosmini’s relationship with art, especially painting. Through the analysis of Rosmini’s Diario dei viaggi [Travel Diary] - a private journal of aesthetic and historico-artistic character, written between the years 1820 and 1854 in many Italian cities (including Venice, Florence, Rome, and Naples) – Rizzioli reveals the little-known profile of a Rosmini connoisseur of art, to whom a reliable, classical taste provides a valid key of interpretation for medieval, Gothic and Baroque works of art.