Athens · Sifnos · Milos · Santorini — August 21–September 6, 2026
Sixteen nights, four islands, one plan. Every hotel, transfer, excursion, and dinner reservation arranged in advance — so all Grace & Owen had to do was pack. This is the kind of itinerary I build for every client, start to finish.
Greek island transfers are their own kind of planning — ferry schedules shift with the wind, and the right connection turns a travel day into part of the trip. Here's exactly how I moved Grace & Owen between four islands in sixteen nights, from high-speed catamaran ferries to a private boat charter booked for comfort over convenience.
A Seajets high-speed catamaran from Piraeus Port, about 2 hours 30 minutes, with VIP seating booked for a smoother ride out of the capital.
Rather than work around a limited public ferry schedule, I arranged a private boat transfer directly between the two islands — a faster, more scenic crossing timed entirely around Grace & Owen's day.
A second Seajets catamaran from Adamantas into Santorini's old port, about 2 hours 30 minutes, with luggage and port transfers arranged on both ends.
For clients who'd rather skip the sea altogether, I can book private helicopter transfers through Hoper — Athens to Santorini in under an hour, with the Cyclades laid out below.
Every transfer — ferry, private boat, or helicopter — is booked, confirmed, and timed around the rest of the day before a client ever leaves home.
Where You'll Stay
A private pine-covered peninsula on the Athens Riviera, with a beach club and villa pools, minutes from the city center.
The Highlights
Where You'll Stay
A whitewashed hillside retreat above Apollonia, arranged with private port transfers.
The Highlights
Where You'll Stay
Quiet, design-forward, and close to the island's volcanic beaches.
The Highlights
Where You'll Stay
Caldera-view suites in Oia to close out the trip in style.
The Highlights
"We didn't plan a single thing ourselves — and every place we stayed, every table we sat down at, felt like it was chosen just for us."
Grace & Owen, Honeymoon ClientsHoneymoon, anniversary, or a first trip to Greece — tell me what you have in mind and I'll take it from there.
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