Greece
Paros is the best all-around Greek island for most travelers, and the one we keep going back to. Antiparos is its quieter neighbor, seven minutes away by ferry. Mykonos is the scene and prices accordingly. Santorini is the view, and it is genuinely worth seeing once, though it is the wrong island for young children. Ios has quietly outgrown its party reputation. For the Greece that existed before the ferries got crowded, the Small Cyclades get closest. Go in June or September. Every hotel on this page was paid for out of our own pocket. Greece is endlessly compelling and endlessly debated. Which island? Which village? Santorini or Mykonos? Paros or Antiparos? The answers depend entirely on what kind of traveler you are, and the Cyclades reward people who look past the obvious two. We have spent significant time across these islands, with kids and without, and nothing here is sponsored. If you want the wide view before narrowing down, start with the best Greek islands for luxury travel, or the best Greek islands for families if you are traveling with children. Our picks across every island are collected in the best luxury hotels in the Greek islands.
Paros
Our favorite all-around Greek island. Paros strikes a balance almost nothing else in the Cyclades manages: swimmable beaches, a genuinely good restaurant scene, a harbor town in Naoussa that is charming rather than merely photogenic, and an island small enough to drive coast to coast in twenty minutes. It does not have Santorini's cliff drama or Mykonos's nightlife, and it is a considerably better place to actually spend a week. Start with the full Paros travel guide, then work out your base. Where you stay shapes the entire trip here, because the difference between Naoussa and Parikia is significant in atmosphere and walkability, and we break that down in where to stay in Paros alongside the property-by-property picks in the best hotels in Paros. For the rest of the trip, the best restaurants in Paros covers where to book and where to walk in, and the best beaches and best beach clubs in Paros is the guide we get the most email about. Traveling with children, Paros with kids has the hotels that genuinely work and the beaches with shallow entry.
Antiparos
Paros's smaller, quieter neighbor, reachable in about seven minutes by ferry from Pounda on the west coast. Not from Parikia, which is the mistake everyone makes. Antiparos has become a magnet for people who want the Cycladic experience without the crowds: chic but understated, car-free in the village, with a stronger dining scene than an island this size has any right to. The Antiparos travel guide covers the full picture, where to stay in Antiparos covers the hotels and villas, and Antiparos with kids is based on going there with ours at five and eight. If you are choosing between the two, we wrote a full Paros vs. Antiparos comparison.
Mykonos
Mykonos is the island people love to dismiss and then book anyway. The hotel landscape is one of the most recognizable in Greece, and it has become increasingly polarized between properties that genuinely earn their rates and ones coasting on the name. We sort out which is which in the best hotels in Mykonos. The beach clubs are the real reason most people come, and they range from genuinely excellent to expensive theater, which is what the best beach clubs in Mykonos is for. Worth saying plainly: this is the least family-friendly major island in the Cyclades, and if you are debating it against Paros, our Paros vs. Mykonos comparison will probably talk you out of it.
Santorini
Santorini delivers the single most dramatic setting in Greece and charges for the privilege, and where you stay by village changes the experience more here than on any other island. Oia, Imerovigli, Fira and Firostefani are four different trips. The best hotels in Santorini breaks it down village by village. Go for two or three nights, go without young children, and combine it with a second island rather than making it the whole trip.
Ios
Long written off as a party island for young Brits, Ios has quietly become one of the more interesting destinations in the Cyclades. Dramatic hilltop views, genuinely excellent beaches with shallow entry, and a food scene that has improved sharply. It is forty minutes by ferry from Santorini and one to two hours from Paros, which makes it easy to fold into a multi-island trip. Our Ios guide for families is written for the people most likely to have crossed it off the list.
Milos
More than just Instagrammable rock formations, Milos is full of culture, incredible food and calm seas. Read our guide for the Best Hotels in Milos before you book.
Zakynthos
The Ionian alternative to the Cyclades, with better beaches, shorter airport transfers and lower rates for comparable five-star hotels. Base yourself on the east coast at Tragaki or Tsilivi for the best hotels, and see our guide to the best hotels in Zakynthos for where to stay by area.