Luxury

Santorini, Greece

Aegean Light: Santorini & the Quiet Cyclades

Caldera mornings, hidden villages, and a private sailing at golden hour.

Duration:

8 days

Group:

Max 10 travelers

Pace:

Relaxed

Rating:

4.9 (214 reviews)

Overview

Eight days across Santorini and its quieter sister islands, timed around light rather than crowds. Sunrise caldera walks, Assyrtiko tastings at volcanic vineyards, a private catamaran below Oia's cliffs, and two nights on an island most visitors never reach.

Trip highlights

Private catamaran sailing beneath Oia at sunset

Sunrise walk from Firostefani to Imerovigli before the crowds

Wine tasting in a 300-year-old canava cellars

Two nights on car-free Folegandros or Milos

What's included

7 nights boutique accommodation

Daily breakfast, 4 dinners, 2 lunches

Private catamaran day with crew

All transfers and ferry tickets

Local English-speaking guide throughout

Not included: international flights, travel insurance, and personal extras. Ask us — we can arrange almost anything.

Day by day

Day 1

Arrival in the caldera

Land in Santorini, transfer to your cave hotel in Imerovigli. Welcome dinner on a terrace above the Aegean.

Day 2

The caldera rim on foot

Sunrise walk along the rim path, Skaros Rock, and an afternoon free for the hot springs or a poolside siesta.

Day 3

Volcanic wines

Santo Wines and a family canava in Megalochori; evening cooking class with a Santorinian chef.

Day 4

Sailing day

Private catamaran around the caldera — swim stops, seafood lunch on board, sunset below Oia's cliffs.

Days 5-7

The quiet Cyclades

Ferry to Folegandros or Milos. Chora alleys, hidden coves, and evenings in tavernas where the grill decides the menu.

Day 8

Departure

Morning swim, ferry back to Santorini, and onward flights — or ask us to extend to Crete.

From

$3,490

/person

4.9 (214 reviews)

Free consultation · No commitment

Fully financially protected

Private departure available

From

$3,490

/person

4.9 (214 reviews)

Free consultation · No commitment

Fully financially protected

Private departure available

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