6 Days • 5 Nights
Luxury Santorini: Cliffside Suites, Private Touring & Sailing
Tour Includes
About the Trip
Trip Highlights
- Exquisite cliffside suites with private plunge pools, in Imerovigli and Oia, are the indulgent heart of this journey. You stay in some of the finest accommodation on Santorini, cave suites and villas carved into the caldera cliffs in the traditional way, cool and serene, each with its own terrace and private plunge or infinity pool suspended hundreds of metres above the deep blue sea. First in serene Imerovigli, the highest and most peaceful village, the balcony of the Aegean, then in the most beautiful cliff-top eyries of lovely Oia, you wake to the light on the bay.
- Private caldera touring with an expert guide and driver is a rich and effortless highlight of this journey. Every day unfolds at your own pace, in comfort and depth, with your own expert licensed guide and private air-conditioned vehicle. You step into the astonishing Minoan city of Akrotiri, frozen in volcanic ash for 3,600 years, and the Museum of Prehistoric Thira with its beautiful frescoes; you explore the traditional villages of Pyrgos and Megalochori, away from the crowds; you take in the dramatic Red and White beaches and the lighthouse at Akrotiri; and you visit the finest wineries privately. The knowledge, comfort and flexibility are superb.
- A luxury catamaran cruise on the caldera, with swimming and dining aboard, is a magical highlight of this journey. You board a beautiful catamaran, private or in a small exclusive group, and glide out onto the flooded volcanic crater, sailing beneath the towering multicoloured cliffs, past the Red and White beaches and the smoking volcanic islets of Nea Kameni and Palea Kameni. You swim and snorkel in secluded coves and in the warm, mineral-rich hot springs, while a fine meal and island wines are served on board, and you watch the sun sink into the Aegean from the water. The comfort, beauty and freedom are sublime.
- Exclusive winery tastings and private dinners high above the caldera are a delicious highlight of this journey. Santorini is one of the world's most extraordinary wine regions, and you experience it at its finest. You visit its most celebrated wineries privately, such as Santo Wines and the historic volcanic estates, tasting the island's crisp, mineral Assyrtiko and the rare sun-dried Vinsanto among low, basket-pruned vines rooted in volcanic soil, with the whole caldera spread beneath you. You enjoy a curated private dinner on a cliff-edge terrace, course after course paired with island wines as the villages light up. The refinement and flavour are sublime.
- Spa days, seaside seafood at Amoudi and unhurried beauty are a restful, indulgent highlight of this journey. Beyond the touring, this journey leaves ample time for pure indulgence and relaxation. You enjoy spa treatments overlooking the caldera, laze by your private pool with the bay at your feet, and dine on the freshest seafood at seaside Amoudi Bay, at a taverna almost on the water beneath the towering cliffs of Oia. You watch sunset after glorious sunset from your own terrace, and let the beauty and the attentive service work their magic. The relaxation and indulgence are sublime.
- Above all, this journey offers the definitive luxury experience of spectacular Santorini. Santorini deserves to be experienced at its most indulgent, and this journey delivers the very finest, exquisite cliffside suites with private plunge pools, effortless private touring, a luxury catamaran on the caldera, exclusive winery tastings and private dinners, spa days and seaside seafood, every detail curated and every table reserved, warmed by attentive service and Greek hospitality. The combination of dazzling white villages on a drowned volcano, deep blue sea, private pools, fine wine and unforgettable sunsets, experienced at their most exclusive, makes this the ultimate Santorini.
Day by Day
A detailed day-by-day plan for this 6-day journey.
Your luxury journey through spectacular Santorini begins as you arrive on the island and are met and transferred privately to your exquisite cliffside suite in serene Imerovigli, the highest and most peaceful of the caldera villages, the balcony of the Aegean. The first sight of the great flooded crater, ringed by dazzling white villages and deep blue sea, is unforgettable. You settle into your suite, carved into the cliff in the traditional way, with its private terrace and plunge pool suspended hundreds of metres above the bay, and are welcomed with island wine and refreshments. Spend the rest of the day relaxing in refined comfort, lazing by your pool and gazing across to the volcanic islets and Oia in the distance. This evening, a curated welcome dinner on a cliff-edge terrace introduces you to the island's finest cuisine and crisp Assyrtiko. Rest well in your suite above the sea.
Today you tour Santorini privately with your own expert guide and driver, in comfort and depth. You step into the astonishing Minoan city of Akrotiri, a sophisticated Bronze Age town frozen in volcanic ash for 3,600 years and sheltered beneath a vast roof, and visit the Museum of Prehistoric Thira with its beautiful frescoes. You explore the traditional villages of Pyrgos and Megalochori, with their labyrinthine lanes, blue-domed churches and quiet squares away from the crowds, and take in the dramatic Red Beach and the Akrotiri lighthouse. You visit a celebrated winery privately, tasting the island's crisp Assyrtiko and rare Vinsanto with the caldera beneath you. As the day ends, you return to your suite in Imerovigli. This evening, dine at a refined caldera-view restaurant. Rest well in your cliffside eyrie.
Today you sail the flooded volcanic crater aboard a beautiful luxury catamaran. You glide out onto the deep blue caldera, sailing beneath the towering multicoloured cliffs, past the dramatic Red and White beaches and the smoking volcanic islets of Nea Kameni and Palea Kameni. You swim and snorkel in secluded coves and in the warm, mineral-rich hot springs off the volcano, while a fine meal and island wines are served on board by an attentive crew. You take in the whole spectacular sweep of the caldera from the water, the dazzling white villages high on the cliffs above, and end with the sun sinking into the Aegean. The comfort, beauty and freedom are sublime. As the day ends, you return to your suite, glowing from a perfect day at sea. This evening, savour a relaxed dinner in Imerovigli. Rest well.
Today you transfer privately to lovely Oia, the most beautiful village in Greece, at the northern tip of the caldera, and settle into an exquisite cliff-top suite among the cascading white houses and blue-domed churches, with its own terrace and private pool suspended above the sea. You wander Oia's marble lanes and cliff-edge terraces in the beautiful light, past whitewashed chapels with their signature blue domes framed against the sea, the old windmills and the ruined castle, browsing its galleries and boutiques. You might book a spa treatment overlooking the caldera, or simply relax by your pool. In the late afternoon you find your place for the world-famous sunset, the sun sinking into the sea in a blaze of gold and rose. As the day ends, you savour Oia by night. This evening, enjoy a curated private winery dinner above the caldera. Rest well.
Today is yours to savour the very finest of lovely Oia at your own indulgent pace. You might wander the blue-domed lanes for photographs in the beautiful morning light before the crowds arrive, book a couples spa treatment overlooking the caldera, or laze by your private pool with the whole bay at your feet. You descend to Amoudi Bay far below for the freshest seafood at a seaside taverna almost on the water, and a swim off the red rocks beneath the towering cliffs. In the afternoon, relax in refined comfort in your cliff-top eyrie. As the day ends, you find your favourite spot for one last glorious Oia sunset. This evening, share a final memorable dinner high above the caldera, reflecting on the beauty and indulgence of your journey. Rest well in your suite above the sea, for tomorrow you depart.
After a final, unhurried morning in lovely Oia, perhaps a last coffee on your terrace gazing over the caldera or a final quiet stroll among the blue domes, you are transferred privately to Santorini's airport or port for your onward journey. You leave having experienced the very finest of this spectacular island, exquisite cliffside suites with private plunge pools in Imerovigli and Oia, effortless private touring from Akrotiri to the vineyards, a luxury catamaran on the caldera, exclusive winery tastings and private dinners, spa days and seaside seafood. The images stay vivid long after you leave, the dazzling white villages on the drowned volcano, the deep blue caldera, your infinity pool suspended above the bay, and the sun sinking into the sea. Santorini at its most exclusive offers beauty, comfort and indulgence in abundance, and you depart already dreaming of a return to this most refined of islands.
Where You Will Travel
What's inside the package?
Inclusions
- 5 nights accommodation
- Daily breakfast, a welcome dinner, a private winery dinner and a meal aboard a catamaran
- Private airport and port transfers in air-conditioned vehicles
- Touring and sightseeing as per itinerary with expert licensed local guides
- Entrance fees to sites, museums and wineries as per itinerary
- cliffside suite stays with private pools, private touring with an expert guide and driver, a luxury catamaran cruise on the caldera, exclusive winery tastings, an Akrotiri and villages tour, and all entrance fees
Exclusions
- International airfare
- Visa or tourist card fees where applicable
- Travel insurance (strongly recommended)
- Some lunches and dinners not specified
- Optional spa treatments and experiences, and tips for guides, crew and drivers
- Meals not mentioned in the itinerary or inclusions
- Drinks unless specifically stated
- Optional excursions and experiences
- Personal expenses and gratuities
- Anything not specifically mentioned under Package Inclusions
Know when to go.
- Visa & entry: Santorini is part of Greece and the Schengen area, and travellers from the US, UK, Canada, Australia and many other countries can enter visa-free for up to 90 days in any 180-day period; a passport valid for at least three months beyond your stay is required, and the EU's ETIAS travel authorisation is being introduced. Requirements can change, so we confirm the exact process for your nationality before you travel
- Currency: The currency is the Euro (EUR); cards are widely accepted in hotels, restaurants, wineries and shops across Santorini, but carry some cash for small tavernas, village kiosks, markets, tips and the occasional cash-only spot. ATMs are available in Fira, Oia and the larger villages, though queues can be long in peak summer, so withdraw in good time
- Best time to visit: late April to June and September to October are ideal on Santorini, with warm, sunny days perfect for the caldera villages, wineries, beaches and boat trips, softer light and thinner crowds; July and August are hot, dry and lively, the peak season, when Oia's sunset and the cruise-ship days are busiest; winter is mild and quiet, with many caldera hotels and some tavernas closed, though the island keeps a peaceful, local charm
- Language & etiquette: the language is Greek, and English is widely spoken across Santorini's tourism, making travel easy; Santorinians are warm and hospitable, and a little politeness goes a long way. Dress is relaxed and beachy, but cover shoulders and knees when visiting churches and monasteries, and take care and be considerate on the narrow caldera paths, cliff-edge terraces and the many steps of Fira and Oia
- Getting around: the island is small, and we arrange private air-conditioned transfers between your hotel, the airport, the port and the sights, along with your guided touring, boat trips and any ferries or flights to neighbouring islands; the caldera villages of Fira, Firostefani, Imerovigli and Oia are largely pedestrian, linked by scenic cliff-top paths and, in Fira, a cable car and the old donkey steps down to the old port
- Health & safety: Santorini is very safe and relaxed, and travel here is easy and rewarding; we monitor conditions and follow official advice. The strong summer sun and the reflective white villages call for sun protection, a hat and water, and the caldera's many steps and uneven cobbles mean comfortable, sturdy shoes are essential; the volcanic beaches can have sharp rocks and dark sand that grows very hot, so bring water shoes and sandals
- Sites, sunsets & boats: the archaeological site of Akrotiri, the wineries, the Museum of Prehistoric Thira and the boat trips to the volcano and hot springs adjust their hours seasonally, and Oia's famous sunset draws big crowds, so we time your visits and reserve sunset spots, dinners and catamaran cruises in advance; our licensed guides bring the island's Minoan past, volcanic story and wine culture vividly to life
- Power & plugs: power is 230V with European type C and F two-pin plugs, so bring an adapter for UK, US and other devices. Tap water on Santorini is largely desalinated and generally used for washing rather than drinking, so bottled or filtered water is recommended for drinking; hotels provide bottled water, and your guide advises at each stage of your stay
Frequently Asked Questions
What kind of accommodation can I expect on this luxury journey?
You stay in some of the finest suites on Santorini, cave suites and villas carved into the caldera cliffs, each with a private terrace and plunge or infinity pool suspended high above the sea, first in serene Imerovigli and then in the most beautiful eyries of Oia. We work with the island's most celebrated cliffside hotels and can tailor the choice to your taste, from intimate boutique suites to full villas with butler service. Every stay offers refined comfort, attentive service and a spectacular caldera view.
Is everything private and tailored?
Yes. Every transfer is private, your island touring is with your own expert guide and driver at your own pace, the catamaran can be private or an exclusive small-group charter, the winery tastings and dinners are curated, and every table is reserved in advance. We tailor the entire journey around your interests and pace, whether you want more sailing, more wine, more spa time or more quiet days by your pool. This is Santorini experienced at its most exclusive, comfortable and effortless, with every detail handled for you.
What meals are included?
Daily breakfast is included, along with any meals named in the itinerary (typically a welcome dinner, winery tastings or a meal aboard a cruise). Santorini's food is a highlight, from the island's sweet cherry tomatoes, white aubergine, fava and caper leaves to fresh seafood at Amoudi Bay and crisp Assyrtiko wine, and we usually leave most lunches and dinners free so you can explore the caldera-view tavernas, village kitchens and seaside fish spots we recommend at every stage.
Are the tours private or in a group?
Your journey is private by default, with your own expert licensed local guide and air-conditioned vehicle for touring, and carefully arranged boat trips, tastings and any ferries or flights, giving you flexibility, depth and a pace tailored to you; small-group and shared catamaran options can be arranged if you prefer. Santorini's knowledgeable guides bring the caldera, the Minoan site of Akrotiri, the volcanic vineyards and village life vividly to life, greatly enriching every day.
Do I need a visa for Santorini?
Santorini is part of Greece and the Schengen area, and travellers from the US, UK, Canada, Australia and many other countries can enter visa-free for up to 90 days in any 180-day period, with the EU's ETIAS authorisation being introduced. We confirm the exact, current requirements for your nationality, advise on the best option, and help with any paperwork, so entry is smooth. A passport valid for at least three months beyond your stay is required.
Is Santorini safe to visit?
Santorini is one of the safest and most welcoming destinations in Europe, and travel here is relaxed, easy and deeply rewarding. We continuously monitor conditions, use trusted local guides and boat operators, and follow official guidance at all times. The main things to mind are the strong sun, the many steps and cliff-edge paths, and the summer crowds at peak sunset times, all of which we help you navigate comfortably and safely.
When is the best time to visit?
Late April to June and September to October are ideal on Santorini, with warm, sunny days perfect for the caldera villages, wineries, beaches and boat trips, beautiful light and thinner crowds than the peak. July and August are hot, dry and lively, the height of the season and the busiest for Oia's sunset, while winter is mild and quiet, with many caldera hotels closed. We advise on the best timing for your interests and the experiences you most want.
Can the itinerary be customised?
Absolutely. We can adjust the balance of caldera villages, wineries, beaches and boat trips, upgrade to a caldera-view cave suite with a private plunge pool, add a private sunset sailing or a catamaran cruise to the volcano, include the Minoan site of Akrotiri and the museums, and add a stopover in Athens or a neighbouring island such as Mykonos, Naxos, Paros or Crete. Every itinerary is a flexible starting point for your ideal journey through beautiful Santorini.
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