Getting Between Stops
Fly from the US to Athens, then connect on a short domestic flight to Santorini (JTR). Most US travelers connect in Athens or another European hub.
Between the islands, take the ferry. High-speed boats link Athinios on Santorini with Mykonos several times a day in summer. Book once schedules are published and keep the tickets on your phone. Strong summer winds sometimes delay sailings, so plan nothing fixed for the afternoon you arrive.
From Mykonos, fly to Athens in around 25 minutes and connect home. On both islands, taxis are limited, so arrange transfers through your hotel. Buses run from Fira on Santorini and from Mykonos Town to the main beaches, but they are crowded in summer. Sea taxis shuttle between beaches on Mykonos's south coast.
Where to Stay
On Santorini, stay on the caldera rim. Katikies Santorini is the classic Oia choice, with white cave suites cascading down the cliff and three infinity pools. Canaves Oia Epitome sits above Ammoudi Bay, with every suite and villa facing west over its own pool. Grace Hotel Santorini in Imerovigli has 23 rooms and the widest views from the highest point of the rim.
On Mykonos, Cavo Tagoo, on a cliff just north of the Chora, is the island's best-known design hotel, with a saltwater infinity pool and suites with private pools or hot tubs. Santa Marina, a Luxury Collection Resort on Ornos Bay, has a private sandy cove, pool villas with butler service and a kid-free infinity pool.
Staying near town on Mykonos puts restaurants at your fingertips. Staying on the south coast puts the beach at your door.
When to Go
Late May, June and September are best. The sea is warm enough for swimming, ferries run frequently and both islands are lively without the full summer crush. September often has the warmest water.
July and August are hot, crowded and expensive. Santorini's sunset spots are packed and the meltemi wind blows hard, which can make boat trips choppy and delay ferries. Mykonos is at its most energetic, which suits some couples.
April and October are quieter, with cooler water. Many hotels on both islands close from November to March and ferry connections thin out, so this route works best between late spring and mid-autumn.
Budget and Booking
These are Greece's two most expensive islands. Plan on roughly $600–1,500 a night for two in good boutique to luxury hotels. Top caldera suites on Santorini and pool villas on Mykonos can run well above that in July and August. These figures are approximate.
Book Santorini first, since the best caldera rooms sell out early. Reserve the catamaran sail, sunset dinners and the Mykonos boat charter when you book the hotels.
Other costs: domestic flights, the ferry, private transfers and a driver on Santorini, Delos tickets, beach club loungers on Mykonos and a nightly accommodation tax at each hotel. Dinners at well-known restaurants on both islands are expensive, so mix them with tavernas.
Make It Shorter or Longer
With only five or six days, pick one island. Santorini suits couples who want views and quiet evenings; Mykonos suits couples who want beaches and nightlife.
With ten days, add a quieter island in between. Naxos or Paros sit between Santorini and Mykonos on the ferry routes and give you three nights of beaches, villages and lower prices. Or end with two nights in Athens to see the Acropolis and its museum before flying home.
With two weeks, add Milos after Santorini for boat days to sea caves, then continue to Athens and finish with Mykonos last, flying out via Athens.
Honeymoon Tips
Pack light. Santorini's cave suites often sit far down long staircases from the lane and you will carry bags on and off the ferry.
Skip the sunset crowd at Oia's castle. A caldera-view terrace in Imerovigli or Firostefani, or a boat at sea, is more romantic and much calmer.
On Mykonos, beach club prices can surprise you, so ask about lounger and minimum spend rates before you sit down. Sun and wind are strong on both islands. Bring high-factor sunscreen, hats and a light layer for evenings and boat trips. Pack comfortable shoes for the cobbled lanes of both towns and the uneven paths on Delos.

