That Passport Life with Kevin McCullough

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SANTORINI: The Jewel of the Aegean

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Destination: Santorini, Greece

There are places on this planet that feel like a postcard, places that demand you pause, breathe deeply, and simply let the view imprint itself on your soul. Santorini, the dazzling Greek island of cliff-hugging villages, cobalt-domed churches, and crimson sunsets, is one such place. It’s a destination that doesn’t just live up to the hype—it shatters expectations.

You arrive in Santorini chasing that archetypal Cycladic magic. And it delivers—on every level. Whether you’re sipping wine on a breezy terrace in Oia, plunging into the Aegean’s crystal-blue waters, or navigating the winding alleys of Fira, there’s a sense that time is slower here. Intentionally so. Santorini doesn’t want you to rush. It wants you to stay, taste, see, and savor.

Where to Eat


Daytime Delight: To Briki Cafe

Nestled just off the beaten path in Firostefani, To Briki is a brunch lover’s dream with the kind of view that forces you to put your phone down and just… stare. Order the Greek Breakfast Plate—a generous spread of olives, tomatoes, feta, local honey, and just-baked bread. Their fresh-squeezed orange juice tastes like sunshine. And the coffee? Greek, strong, and perfectly foamy. It’s an unpretentious gem where locals and travelers alike soak in the serenity with a side of spanakopita.

Elegant Evenings: La Maison

For your golden-hour culinary pilgrimage, make a reservation at La Maison in Imerovigli. This isn’t just dinner—it’s a memory. Executive Chef Aris Sklavenitis crafts plates that are as artistic as they are flavorful. Think sea bass carpaccio with citrus foam or slow-cooked lamb with Santorini fava. The wine list is locally sourced and expertly paired, the service is attentive without hovering, and the sunset views over the caldera? Breathtaking. Dress up. Linger over dessert. This is why you came to Greece.


Don’t Miss: Santorini’s Signature Experiences


  1. The Caldera Hike: Fira to Oia
    This 6-mile cliffside walk offers sweeping views and photo ops around every turn. Take it slow. Stop for espresso. And wear good shoes—it’s not a flip-flop hike.
  2. Sunset in Oia
    Cliché? Absolutely. But no less sublime. Get there early and find your perch before the crowds swarm. When the sun dips below the sea, the entire village applauds. You’ll understand why.
  3. Ancient Akrotiri
    Often dubbed the “Pompeii of the Aegean,” this Minoan Bronze Age settlement, preserved in volcanic ash, is a haunting and awe-inspiring glimpse into ancient civilization. A must for history lovers.
  4. Volcanic Boat Tour + Hot Springs Dip
    Hop aboard a traditional kaiki and sail into the caldera. Hike the Nea Kameni volcano, then take a dip in the sulfur-rich hot springs. It’s rustic, raw, and oddly rejuvenating.
  5. Wine Tasting at Santo Wines
    Santorini’s volcanic soil gives its Assyrtiko wine a crisp minerality you’ll crave long after leaving. The terrace at Santo Wines offers panoramic views and flights that hit every note.

Where to Stay

Canaves Oia Epitome


If you’re going to do Santorini right, rest your head somewhere unforgettable. Canaves Oia Epitome is that place. It’s not just a hotel—it’s an experience. Set just outside the bustle of Oia, it’s a cocoon of calm with architecture that mirrors the cliffs and pools that stretch to the sea. Each suite offers sunset views, and some come with private plunge pools or outdoor dining patios. The design is clean and modern but deeply rooted in Greek tradition. It’s lavish, yes, but not gaudy. The staff seem to anticipate your needs before you voice them. If Santorini is a dreamscape, Epitome is where you wake up in it.

Final Thoughts

Santorini isn’t just another Greek island—it’s the island. It’s the kind of place where your morning coffee comes with a cliffside breeze and your nightcap is a glass of wine under constellations. Whether you’re a romantic, a history buff, a foodie, or a weary traveler needing restoration, this island meets you where you are and elevates you.

So go. Taste the sea in every dish. Get lost in Oia’s alleyways. Let the island charm you in a way that only Santorini can.

Because some postcards? You just have to live in.

 

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