There’s a certain kind of alchemy that happens when you step aboard a luxury cruise bound for the Greek Islands. The chaos of modern life peels away. You are no longer tethered to schedules or screens. Instead, you’re following ancient maritime paths on a journey designed for indulgence and discovery.
This isn’t your average Mediterranean cruise. This is slow travel, elevated. Yacht-like elegance, but with the soul of a storyteller. Welcome to your ultimate Greek Islands itinerary — realized aboard the refined vessels of Explora Journeys.
Your Dream Voyage: A Day-by-Day Greek Islands Itinerary
Day 1–2: Athens (Piraeus) – Embarkation and Immersion
Start your journey in the timeless capital of Athens. Before boarding, take time to explore the Acropolis, stroll through Plaka, or enjoy rooftop cocktails with a Parthenon view. Then step aboard Explora I, a ship designed not just to take you places, but to be a destination in itself — complete with ocean-facing suites, a world-class spa, and six culinary experiences reflecting global flavors.
Dine that evening under the stars on fresh-caught seafood, and let the rhythms of the sea lull you into the pace of life aboard.
Day 3: Mykonos – Cycladic Icon with a Quiet Side
Arriving in Mykonos, you’ll see why it has captured imaginations for decades. Think whitewashed windmills, labyrinthine alleys, and crystal waters. While the island is known for its jet-set energy, Explora’s curated excursions offer a more personal, culturally immersive experience.
You might take a guided tour of Delos, the mythic birthplace of Apollo, or enjoy a private cooking class at a local farmhouse. Explore boutiques in Mykonos Town or enjoy a slow coffee at a harborside café before returning to the serenity of the ship.
Day 4: Syros or Paros – A Taste of Hidden Greece
Depending on the specific sailing, your next stop could be Syros, the cultural capital of the Cyclades, or Paros, with its bohemian energy and artistic soul.
In Syros, admire the neoclassical elegance of Ermoupoli, visit an open-air market, or hear live rebetiko music in a historic taverna. In Paros, stroll through the marble lanes of Naoussa or enjoy a vineyard lunch in the hills above the sea.
Either way, the pace is unhurried — a reflection of the Explora philosophy of slow travel.
Day 5: Santorini – A Postcard Come to Life
The first glimpse of Santorini’s caldera from the ship’s Observation Lounge is a moment. It’s hard to resist taking a hundred photos — though the scene is best savored, not snapped.
Skip the crowds with an early-access tour to Oia, followed by a chef-led farm-to-table brunch at a cliffside estate, where heirloom tomatoes and soft goat cheese redefine your idea of a Greek salad.
That afternoon, take a dip in the volcanic hot springs or enjoy a private wine tasting in Pyrgos, known for its Assyrtiko grapes and panoramic views. Back onboard, toast to the horizon with a glass of vintage Champagne at Explora Lounge, where the lighting always seems to catch the Aegean just right.
Day 6: Patmos or Volos – Spiritual & Natural Beauty
On select itineraries, Explora sails to Patmos, often called “the Jerusalem of the Aegean,” where St. John is said to have written the Book of Revelation. Visit the Monastery of St. John, perched high above the town, and wander its whitewashed lanes with a local guide.
Alternatively, explore Volos, a mainland port that offers access to Meteora’s cliffside monasteries or the traditional villages of Pelion, where mountain meets sea.
Each port offers a distinct perspective of Greece — spiritual, natural, and authentic.
Day 7: At Sea – Wellness and Reflection
One of the unexpected highlights of an Explora Journey is a day at sea, where the ship itself becomes your sanctuary. Wake up slowly. Join a yoga class on deck, indulge in a detoxifying ritual at the spa, or enjoy a chef-led tasting menu paired with Mediterranean wines.
This is your moment to breathe it all in — the sunlight, the breeze, the gentle reminder that you’re between worlds.
Day 8: Athens – Return and Reflect
Back in Athens it’s tempting to rush to the airport. But we suggest one final indulgence – a night on the Athenian Riviera, or a seaside lunch at the Four Seasons Astir Palace, overlooking the Saronic Gulf. Because some journeys, even once they end, stay with you.
Why Choose Explora Journeys?
Explora Journeys invites travelers into a new mode of exploration — where comfort never compromises curiosity, and where luxury is defined by time, space, and meaningful encounters.
With a curated blend of marquee ports and hidden gems, flexible itineraries, and a ship that feels more like a luxury resort than a cruise, this is Greek island-hopping redefined.
Your Greek Islands escape awaits. Call us now on 888 717 5074 to reserve your journey or speak with one of our travel advisors.
Let the Aegean unfold — beautifully, slowly, and entirely on your terms.
Book Your Explora Journeys Cruise
Frequently Asked Questions (FAQs)
Q: How long is the typical Greek Islands voyage?
A: Most itineraries are between 7–10 nights, depending on departure date and route.
Q: What makes Explora Journeys different?
A: Explora offers yacht-like ships, all ocean-facing suites, an emphasis on holistic wellness, fine dining, and immersive shore experiences — ideal for travelers seeking a slower, more refined kind of cruise.
Q: Can I customize excursions?
A: Yes. Explora offers a variety of small-group and private shore excursions, and guests can request bespoke experiences depending on availability.
Q: When is the best time to cruise the Greek Islands?
A: May–June and September–October are ideal for pleasant weather and fewer crowds, offering the perfect blend of climate and calm.