Fira
Practical for the bus and the way back. The cliff edge packs tight in the evening.
2–3 days · Early June and September
Sunset is one plan, not the whole island.
The Santorini postcard is taken in Oia, and it ends there if you give that terrace the whole day. The island is wider: a cove, a walk, and a lunch that is not selling you a view.
Reserve the sunset table before you arrive. Ask what they mean by a view. Not every table faces the caldera.
Practical for the bus and the way back. The cliff edge packs tight in the evening.
The postcard is here. It is a fine place to stay. Getting back after dinner can be hard.
Between the two. You can walk to Fira, and it is quieter.