Short answer
Choose cloth for the places and seasons where you expect to wear these wardrobe chapters. Ask the tailor about fibre, weight, weave and care for the specific options; a city's name alone does not determine the right cloth.
The wardrobe conversation reserves cloth across the whole programme in one sitting, balancing weights and colours so every garment agrees with every other.
October and November plan the southern spring—summer; March closes the season with transitions.
The full cloth books span fresh open weaves through four-season high-twist to winter flannels and cashmere blends. Bring the tailor your calendar; the shortlist comes back two or three cloths wide.
The itinerary is a proposal: months are planned, dates and venues confirmed individually. Final quotations are confirmed in writing before you commit.