Athens - Kea - Syros - Hydra
Day 1
Athens - Cape Sounion
Day 2
Cape Sounion - Kea (Vurkari)
Day 3
Cape Sounion - Syros (Ermoupoli or Finikas)
Day 4
Syros - Serifos (Livadi)
Day 5
Serifos - Hydra
Day 6
Hydra - Poros
Day 7
Poros - Athens
Detailed Itinerary by days
Day 1Athens - Cape Sounion
Set off your journey where the sea meets folklore. After a little espresso in Athens' dark Plaka alleys, sail along the Attica coast and see the cliffs blushed gold in the afternoon light. Anchor under the Temple of Poseidon at Cape Sounion, where the sea deity appears to still rule the waves. Swim in the reflection of the temple at nightfall; then, at a breezy taverna, feast on grilled lavraki, sea bass; the columns above radiate like old sentinels.
Day 2Cape Sounion - Kea (Vurkari)
Allow the dawn light to lead you north to Kea, the best-kept secret in the Cyclades. Drop anchor at Vourkari's horseshoe bay, where elegant yachts bob next to fishermen boats. Trekking uphill to Ioulida, a town with terracotta roofs and secret archways, search for the mysterious stone lion cut 2,500 years ago. Join residents at a riverside mezedopoleio by dusk for fried smelts, or stories of shipwrecks buried in the cobalt depths.
Day 3Cape Sounion - Syros (Ermoupoli or Finikas)
Sail into the pulsing heart of Ermoupoli, a symphony of Venetian palaces and neoclassical magnificence. In the marble-paved Vaporia area, where captains' homes point angrily toward the sea, lose yourself. Likes silence? Slink into Finikas Bay, a protected port surrounded with tamarisk tree line. Climb Ano Syros's steep stairs to a cliffside church, then savor the day with a soumada (almond drink) while the twin characters of the island—Catholic and Orthodox—blend into the evening.
Day 4Syros - Serifos (Livadi)
Trade Syros's grace is matched by Serifos's wild soul. Enter water so pure you will count the pebbles as Livadi's golden beach opens out. Trekking the zigzag road to Chora, a whitewashed colony of cube homes anchored to a volcanic mountain. While granny wants you try her homemade tsipouro, in a family-run kafeneio savor a bowl of revithada, the slow-cooked chickpea anthem of the island. Greece without filters is what this is.
Day 5Serifos - Hydra
Let the Aegean sweep you to Hydra, where time moves to the clang of harbor bells and donkeys rule over vehicles. Under the sunset-pink mansions of Hydra Town, there meander cobblestone paths polished by generations of sailor boots. At Spilia Beach Bar, where the Aperol spritzes flow and the jet set mingles with salted sea dogs, claim a rocky seat. Follow the smell of jasmine to a secret kantina for octopus so delicate it melts like nightfall.
Day 6Hydra - Poros
Sail west to Poros, a pine-scented island split along a canal dotted with lemon groves. Anchor under the shadow of the clock tower and plunge directly into the emerald hug of Love Bay. By afternoon, either ascend to the ruins of the Temple of Poseidon or lose the throngs at Russian Bay—a crescent of stones and turquoise silence—yes, him once more. Join the hubbub along the waterfront for saganaki cheese flambéed tableside at evening, then dance barefoot to rembetika music as the harbor lights sparkle like fallen stars.
Day 7Poros - Athens
Dolphins rushing your bow as Athens's skyline rises in the distance sail one last sunrise across the Saronic Gulf. If time permits, have a last plunge in Aegina's secret coves; else, linger over a lazy lunch of pasta salata topped with anchovy-studded lemon gardens. Already planning your exit, back in Piraeus celebrate your odyssey with ouzo and honey-drenched baklava; the Aegean never really lets you go
