Benchmarked strictly across TripTiming's 5 empirical pillars: Crowds, Weather, Vibes, Prices, and Safety.
Santorini emerges as the optimal May destination with an overall TripTiming Index of 70/100 vs 67/100 for Amalfi Coast (+3 point advantage). Santorini experiences substantially lower visitor footfall and shorter landmark queues (heavy visitor congestion vs peak seasonal crowding in Amalfi Coast). This is reinforced by lower lodging rates (~$401/night vs ~$460/night, saving ~$413 over 7 nights).