Greece
Whitewashed cliffs, caldera views, and sunsets worth flying across the world for.
Santorini is the most photographed destination in the Mediterranean, and for good reason. But the experience varies dramatically based on where you stay. Oia has the famous sunsets but is extremely crowded. Imerovigli is the highest point on the caldera — same views, half the crowds. Fira is the most affordable with the best nightlife.
Book a cave hotel with a private plunge pool and caldera view. That is the Santorini experience. Do NOT book the cheapest room without a view — you will spend the entire trip wishing you had the view. Splurge on the room, eat cheap at local tavernas. That is the formula.
- Jay Jayyusi, 30+ years in hospitalityHand-picked travel videos to get you in the mood — and help you plan smarter.
Santorini Travel Guide — Is It Worth It?
Mark Wiens
Santorini 4K — The Most Beautiful Island in Greece
Nick Manoudakis
Oia vs Fira vs Imerovigli — Where to Stay in Santorini
Flying The Nest
A glimpse of Santorini — attractions, neighborhoods, food, and atmosphere.
Oia Sunset — The Most Famous View
Caldera Catamaran Cruise
Cave Hotels & Infinity Pools
Akrotiri Archaeological Site
July 2026
August 2026