Is this alley a dead end?
VI-co-lo CIIE-co — stress on first syllable of each. The 'ci' in cieco is /tʃ/ as in 'church'.
Ask this before committing to a narrow alley in a historic city centre, to avoid having to backtrack.
Vicolo (alley/lane) — a narrow street in a historic centre. Cieco (blind/dead end) — vicolo cieco literally means 'blind alley'. This is the standard Italian term for a dead end street. The same word cieco also means blind (as in visually impaired).
Questo vicolo porta dove?
Where does this alley lead?
Porta dove (leads where) — asks the destination of the alley
Passa dall'altra parte?
Does it go through to the other side?
Passa dall'altra parte (goes to the other side) — checking for a through-route
Come esco da questo labirinto?
How do I get out of this maze?
Labirinto (labyrinth/maze) — humorous or exasperated description of winding streets
Italian historic centres are typically a network of narrow vicoli (alleys) that can confuse even experienced navigators — local knowledge of shortcuts and cut-throughs is valuable and Italians share it freely when asked.