You reached out about a trip — this page is my way of getting you something useful right away, while we talk. Below are a few ideas worth booking early in the destinations I know best, with links where you can explore and reserve them yourself. Anything you book through these links is handled by trusted operators I work with; everything else — hotels, itineraries, the connective tissue that makes a trip effortless — is what I do personally.
The caldera · best May–June, Sept–Oct
Sunset catamaran cruise. The one thing I tell every couple to lock in early — the good boats sell out weeks ahead in high season.
Winery afternoon. Santorini’s volcanic Assyrtiko is unlike anything else in Greece. Book a guided tasting with a driver.
Fira–Oia caldera hike. Free, iconic, and best started early — finish with lunch in Oia.
The wild one · boat days essential
Kleftiko boat excursion. Milos is an island you experience from the water — the sculpted white cliffs of Kleftiko are the reason you came.
Sarakiniko at golden hour. The moonscape beach. Go early or late; bring water shoes.
The icon · reserve everything early
Delos day trip. The ancient island next door — go with a licensed guide in the morning before the heat.
Private boat to Rhenia. The swimming day the beach clubs can’t give you.
Beach club reservations. Scorpios and its peers book out — decide your days early.
The gateway worth 2–3 nights
Private Acropolis tour. An expert guide at opening time changes the entire experience.
Athens Riviera day. Beach clubs and seaside lunches thirty minutes from the center.
The quiet sophisticates
Sailing day from Paros. South-coast sailing to Despotiko’s empty beaches — the day my clients talk about most.
Sifnos food walk. The culinary island of the Cyclades — eat your way through Apollonia and Kastro.
Italy · France · Mexico · beyond
Tours & experiences worldwide. For any destination, my Project Expedition link covers vetted tours and activities globally — cooking classes in Tuscany, snorkeling in Cabo, guides in Kyoto.
Island hopping by helicopter. For Greece, I arrange private helicopter transfers through my partnership with Hoper.
The links above are the self-serve version. Tell me where and when, and I’ll do the rest.