Tip Nº 01
Book rooftop time at least two hours before sunset in May-September. The magic hour fills up from 18:30 in winter, 20:00 in summer, and the last ten minutes (Duomo dome catching final light) is the photo everyone posts. Arrive late, stand at the back.
Tip Nº 02
YellowSquare and Plus pools both open May-October. If you're travelling November-April, those two hostels lose half their rooftop argument — pick Emerald Palace, Ostello Bello Firenze or Ostello Archi Rossi instead for the year-round sunset-terrace format.
Tip Nº 03
Buy your own wine on the way up. Conad supermarkets inside Mercato Centrale and on Via Nazionale sell decent Chianti for 5-7 EUR; a rooftop bar cocktail in Florence starts at 11 EUR. Most hostel roofs allow outside drinks if you're not at the bar.
Tip Nº 04
For the absolute Duomo view, you want Emerald Palace (closest, directly east of Brunelleschi at 350 metres) or the top-floor private rooms at Ostello Bello Firenze (partial view through Via Faenza roof-line). YellowSquare and Plus have great views but of the ridge-line rather than the dome — different photo.
Tip Nº 05
Rooftop dinner is rarely worth it — hostels cook standard pasta up there for 12-15 EUR. Eat downstairs at Mercato Centrale (5 min from most hostels) for 10 EUR and save the rooftop for drinks.