6 Days • 5 Nights
Santorini Honeymoon: Caldera Cave Suites, Sunsets & Sailing
Tour Includes
About the Trip
Trip Highlights
- A caldera-view cave suite in serene Imerovigli, suspended above the sea, is the romantic heart of this honeymoon. Imerovigli, the highest of the caldera villages, perched on the very summit of the cliffs, is the most peaceful and romantic spot on Santorini, known as the balcony of the Aegean. You settle into a cave suite carved into the cliff in the traditional way, cool and serene, with a private terrace and a plunge pool suspended hundreds of metres above the deep blue caldera, gazing across to the volcanic islets and Oia in the distance.
- A private sunset sailing on the caldera, just for the two of you, is a magical highlight of this honeymoon. You board a private yacht or catamaran 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, swimming and snorkelling in secluded coves and the warm, mineral-rich hot springs. A meal is prepared fresh on board, and as evening comes you drop anchor to watch the sun sink into the Aegean from the water, glass in hand, the finest view of the famous sunset there is.
- Lovely Oia, with its blue-domed churches and the world-famous sunset, is a beautiful and romantic highlight of this honeymoon. Oia tumbles down the northern tip of the caldera in a cascade of white and pastel houses, blue-domed churches, cave dwellings and windmills, the most beautiful and romantic village in all of Greece. You wander its marble lanes and cliff-edge terraces hand in hand, past whitewashed chapels with their signature blue domes framed against the sea, and settle into a caldera-view suite of your own.
- The cliff path from Imerovigli past Skaros Rock and Firostefani is a beautiful, romantic walk. One of the loveliest experiences on Santorini is the caldera path that runs along the very rim of the cliffs, linking the villages. From Imerovigli you can walk out to Skaros Rock, a dramatic promontory that once held a Venetian castle, and to the tiny cliff-side chapel of Theoskepasti with its sweeping views, and stroll south through pretty Firostefani to Fira, past whitewashed chapels, cave houses and terrace after terrace opening over the blue caldera. The views and the romance are magical.
- Candlelit dinners on cliff-edge terraces and at seaside Amoudi Bay are a delicious, romantic highlight. Santorini is made for romantic dining, and you feast at some of the most beautiful tables in the world. You dine by candlelight on caldera-view terraces high on the cliffs, watching the villages light up and the stars come out over the bay, on the island's celebrated cuisine, sweet cherry tomatoes, fava, fresh fish and crisp Assyrtiko wine. You descend to Amoudi Bay beneath Oia for the freshest seafood at a taverna almost on the water, beneath the towering cliffs. The settings and the food are unforgettable.
- Above all, this honeymoon offers the most romantic island in the world, at your own indulgent pace. Santorini is made for romance, and this journey is designed purely for two, a caldera-view cave suite with a private plunge pool in serene Imerovigli, a private sunset sailing on the caldera, the blue domes and famous sunset of lovely Oia, beautiful cliff-top walks and candlelit dinners above the sea, all warmed by Greek hospitality and left to your own unhurried pace. The combination of dazzling white villages perched on a drowned volcano, deep blue sea, private pools, sunset sailings and unforgettable sunsets makes Santorini the ultimate honeymoon.
Day by Day
A detailed day-by-day plan for this 6-day journey.
Your honeymoon on the most romantic island in the world begins as your flight or ferry arrives on Santorini, where you are met and transferred to your caldera-view cave suite in serene Imerovigli, the highest and most peaceful of the cliff-top villages, known as 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 cave suite, carved into the cliff in the traditional way, with its private terrace and plunge pool suspended hundreds of metres above the bay. Spend the rest of the day relaxing together, lazing by your pool and gazing across to the volcanic islets and Oia in the distance. This evening, a romantic welcome dinner on a cliff-edge terrace introduces you to the island's cuisine and crisp Assyrtiko wine. Rest well in your suite above the sea.
Today you explore the beautiful caldera villages together at a gentle, romantic pace. You walk out from Imerovigli along the cliff-top path to Skaros Rock, a dramatic promontory that once held a Venetian castle, and to the tiny cliff-side chapel of Theoskepasti with its sweeping views over the blue caldera. You stroll south along the very rim of the cliffs through pretty Firostefani, past whitewashed chapels, cave houses and terrace after terrace opening over the sea, perhaps pausing for coffee or a swim back at your pool. The rest of the day is yours to relax in your suite, book a couples spa treatment, or simply drink in the beauty. As the day ends, you watch the sunset from your own terrace, the villages glowing gold across the bay. This evening, dine at a romantic caldera-view taverna. Rest well.
Today is given to a magical private sunset sailing, just for the two of you. In the afternoon you board a private yacht or catamaran and glide out onto the flooded volcanic crater, sailing beneath the towering multicoloured cliffs, past the dramatic Red and White beaches and the smoking volcanic islets. You swim and snorkel in secluded coves and in the warm, mineral-rich hot springs off the volcano, while a meal is prepared fresh on board. As evening comes, you drop anchor to watch the sun sink into the Aegean from the water, glass of Assyrtiko in hand, the finest view of the famous Santorini sunset there is. The romance and beauty are unforgettable. As the day ends, you return to your suite in Imerovigli, glowing from a perfect day at sea. Rest well, for tomorrow you move to lovely Oia.
Today you transfer to lovely Oia, the most beautiful and romantic village in Greece, at the northern tip of the caldera. You settle into a caldera-view suite of your own among the cascading white houses and blue-domed churches, then wander Oia's marble lanes and cliff-edge terraces hand in hand, past whitewashed chapels with their signature blue domes framed against the sea, the old windmills and the ruined castle. You descend to Amoudi Bay far below for a swim off the red rocks or a seaside lunch beneath the towering cliffs. In the late afternoon you find a quiet corner to watch the world-famous sunset blaze over the Aegean. As the day ends, you savour Oia by night, the crowds gone and the lanes softly lit. This evening, dine by candlelight above the caldera. Rest well in lovely Oia.
Today is yours to savour lovely Oia together at your own indulgent pace. You might laze by your pool or book a couples spa treatment, wander the blue-domed lanes for photographs in the beautiful morning light before the day-trippers arrive, and browse the galleries and boutiques. You could descend the winding staircase of some three hundred steps to Amoudi Bay for the freshest seafood at a taverna almost on the water, and a swim out to the little chapel islet of Agios Nikolaos. In the afternoon, relax on your terrace with the whole caldera at your feet. As the day ends, you find your favourite spot for one last glorious Oia sunset, the sun sinking into the sea in a blaze of gold and rose. This evening, share a final romantic dinner above the caldera. Rest well, 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 to Santorini's airport or port for your onward journey. You leave having celebrated your honeymoon on the most romantic island in the world, a caldera-view cave suite with a private plunge pool in serene Imerovigli, a magical private sunset sailing on the caldera, the blue domes and famous sunset of lovely Oia, beautiful cliff-top walks and candlelit dinners above the sea. The images stay vivid long after you leave, the dazzling white villages on the drowned volcano, the deep blue caldera, your plunge pool suspended above the bay, and the sun sinking into the sea. Santorini offers beauty, privacy and pure romance in abundance, and you depart, hand in hand, already dreaming of a return.
Where You Will Travel
What's inside the package?
Inclusions
- 5 nights accommodation
- Daily breakfast, a welcome dinner, a private sunset sailing with meal, and a romantic cliff-side dinner
- 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
- a caldera-view cave suite stay, a private sunset sailing on the caldera with swimming and a meal aboard, a guided caldera village walk, an Oia and Amoudi Bay experience with sunset viewing, 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 makes Santorini so good for a honeymoon?
Santorini is the most romantic island in the world, a drowned volcano ringed by dazzling white villages on sheer caldera cliffs, where every terrace looks over the deep blue sea and every evening ends in a glorious sunset. Caldera-view cave suites with private plunge pools, candlelit cliff-edge dinners, private sunset sailings and the blue domes of Oia make it perfect for two. It is intimate, indulgent and impossibly beautiful, and we tailor every detail, from the suite to the sunset dinner, to make your honeymoon unforgettable.
Can you arrange special romantic touches?
Absolutely. We can arrange caldera-view cave suites with private plunge pools, a private sunset sailing with dinner aboard, in-suite champagne and flowers on arrival, couples spa treatments, and a reserved table for a candlelit dinner on a cliff-edge terrace or at seaside Amoudi Bay on a special evening. We can also arrange a private photographer to capture you among the blue domes at sunrise. Just tell us what would make your honeymoon perfect, and we will craft it around 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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