Blackbury TravelPrivate journeys
Sunset over Oia, Santorini

Southern Europe

Greece

Island houses, a boat for the day, and dinners by the water.

Photo: Navin75 · CC BY-SA 2.0

Why go

Private Greece holidays: villas on the Cyclades and the Peloponnese, private boats between islands, and tables booked before you arrive.

Greece works as one island done properly or two connected by a private boat. The houses are the point: whitewashed, open to the wind, and a short walk from the water.

We avoid the busiest harbours in August and look to the quieter islands and the Peloponnese for families who want space.

Greece rewards travellers who go beyond the famous islands. A villa on Paros, Sifnos or Hydra, a private boat for a day or a week, and a couple of nights in Athens for the Acropolis at opening time make a very complete fortnight.

Late May to June and September to early October have the best balance of weather, sea temperature and quiet. The meltemi wind blows hardest in July and August, which matters if you plan to sail.

Best time
May to June and September to early October. July and August are hot and busy on the famous islands.
Journeys
Designed on request

What to see and do

The Greece we would show you

  • Villas on Paros, Antiparos, and the quieter Cyclades
  • The Peloponnese for families
  • A private boat for a day or a week
  • Tables by the water, booked ahead

Ways to travel here

Greece by the kind of trip

The harbour and whitewashed houses of Hydra island, Greece
Villas

Greece villas

A whitewashed house, a boat for the day, and dinners by the water.

Children playing at the edge of the waves
Family holidays

Greece for families

An island villa with a pool, a boat day and beaches with shallow water, planned around the ferries.

Two people walking along a beach at dusk
Couples and honeymoons

Greece for couples

A quiet island house, a boat for a day and a mainland finish, planned around the ferries and the wind.

Whitewashed terrace above the caldera at Oia, Santorini, looking across the Aegean
Celebrations

Greece celebrations

A villa for the whole party on an island or the mainland, with a boat day and the dinner by the sea.

From the journal

Planning notes

Good to know

Questions about Greece

Which island for a family?

The quieter Cyclades or the Peloponnese. Sandy beaches, shallow water, and short transfers.

Can we island-hop?

Yes, by private boat or ferry. Two islands in a week is comfortable; three is rushed.

Which islands suit a family?

Paros, Naxos and Crete for beaches, space and easy logistics; Corfu for green hills and villas with pools. Santorini and Mykonos are better for couples or short celebrations.

Can you arrange a yacht?

Yes, from a crewed gulet for a few days to a week-long charter between islands, combined with a villa at either end.

Plan a private journey to Greece

A specialist replies personally with a first private proposal: stays, pacing, and a guide price. No obligation for the first conversation.