Fira to Oia caldera walk & volcanic beaches & catamaran
“6 nights in Santorini, Greece — Settle into the Old Town base and ease in with a clifftop sunset.”
6 nights in Santorini, Greece, mapped out day by day through Old Town and Uptown — a place to sleep and something worth doing on every one of the 6 days.
Good to know
- Best season
- 12-18 May
- Pace
- Busy, back-to-back plans
- Where you sleep
- Machiya townhouse and 1 more
- Getting around
- Trains, transit, and walking
- Length
- 6 days
- Budget
- €1,067
Loved on Google
- Views of Santorini & Caldera4.8(391)
- Taverna Cretekou4.5(1.1K)
- Fira to Oia Walk4.8(743)
- Above Bistro4.8(241)
- Picturesque Blue Dome Santorini4.5(851)
via Google
The trip, day by day
- 1
Arrival & first caldera sunset
Fly AMS to Santorini on Finnair, transfer to Old TownCheck in to the Machiya townhouse and unpackStroll the quiet back streets away from the cruise crowdsFirst caldera-view sunset with a glass of AssyrtikoCasual welcome dinner at a family taverna - 2
Fira to Oia caldera walk
Morning coffee on the caldera edgeHike the Fira–Firostefani–Imerovigli–Oia trail (approx 3-4 hrs)Lunch stop in Imerovigli with caldera viewsExplore Oia's blue domes and marble lanesSunset dinner in Oia (reserve ahead to beat the crowds) - 3
Volcanic beaches & catamaran
Visit Red Beach near AkrotiriRelax at Perissa or Perivolos black-sand beachAfternoon catamaran cruise around the calderaSwim at the hot springs by the volcanoOnboard BBQ dinner at sunset - 4
Move to Uptown & wine country
Late checkout and short transfer to the Uptown Garden villaSettle into the garden villaAfternoon wine tasting at Santo or Venetsanos winerySample Vinsanto and Assyrtiko with caldera panoramasRelaxed dinner near the villa - 5
Ancient Akrotiri & Pyrgos
Guided visit to the prehistoric site of AkrotiriLunch in the traditional village of MegalochoriWander the hilltop lanes of PyrgosClimb to Profitis Ilias viewpointSunset dinner in Pyrgos, away from the Oia crush - 6
Slow morning & departure
Leisurely breakfast in the villa gardenLast-minute shopping for local wine and giftsFinal caldera photo stopTransfer to Santorini airportReturn flight to AMS
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Arrival & first caldera sunset
Settle into the Old Town base and ease in with a clifftop sunset. Fly AMS to Santorini on Finnair, transfer to Old Town and Check in to the Machiya townhouse and unpack.
- Flights
- €305
- Stay
- €762
- Per night
- €178
Estimates — the booking site shows the real price.
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Fira to Oia caldera walk
Walk the iconic clifftop path between the caldera villages. Morning coffee on the caldera edge and Hike the Fira–Firostefani–Imerovigli–Oia trail (approx 3-4 hrs).
Volcanic beaches & catamaran
Trade the cliffs for black and red volcanic sand and a caldera cruise. Visit Red Beach near Akrotiri and Relax at Perissa or Perivolos black-sand beach.
Move to Uptown & wine country
Relocate to the greener Uptown base and tour Santorini's volcanic vineyards. Late checkout and short transfer to the Uptown Garden villa and Settle into the garden villa.
Ancient Akrotiri & Pyrgos
Dig into the island's history then catch sunset from a hilltop village. Guided visit to the prehistoric site of Akrotiri and Lunch in the traditional village of Megalochori.
Slow morning & departure
A relaxed final morning before the flight home. Leisurely breakfast in the villa garden and Last-minute shopping for local wine and gifts.
Make this trip yours
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