Weekday mornings are when the road is a public space rather than a retail one: coffee, dog walkers, people reading under the shade structures, and the terraces not yet set.
Sunday morning is the exception worth planning around. A farmers and growers market has run on the road for years, with produce, plants, prepared food and a genuinely local crowd, and it changes the character of the eastern blocks completely for a few hours.
Midday, any day, in summer. This is the one place in South Beach where the shade is architectural and reliable. Lapidus put the structures where he put them for a reason. If the beach has beaten you, Lincoln Road is where to come down.
Evenings are busy, loud and the terraces are full. Good for a drink, poor for looking at anything.
Thursday to Sunday in season the street performers are out along the eastern blocks — the crowd-drawing kind that need a ring of onlookers, which slows the whole road.
One timing note that catches people: Lincoln Road runs east-west, so it gets sun down its length morning and evening and shade across it at midday. That is the inverse of Ocean Drive, which is lit in the morning and backlit by afternoon. The two are twenty minutes apart on foot and want opposite halves of the day.