Santorini - Milos - Paros
Day 1
Santorini (Vlychada Marina) - Ios
Day 2
Ios - Paros (Parikia Harbor)
Day 3
Paros - Serifos (Livadi)
Day 4
Serifos - Sifnos (Kamares Harbor)
Day 5
Sifnos - Milos (Adamantas Port)
Day 6
Milos - Santorini (Vlychada Marina)
Day 7
Checkout
Detailed Itinerary by days
Day 1Santorini (Vlychada Marina) - Ios
Starting your trip in the Vlychada Marina of Santorini, where volcanic cliffs loom like a lunar scene, With a morning swim at Red Beach, grab a last look over the caldera; the rust-colored sands sparkle under the Aegean sun. Sail north to Ios, where electronic nightlife meets golden beaches. Anchor in the harbor then climb to Homer's Tomb for breath-stealing sunset views. Enter Chora's labyrinth of cobblestone streets as night falls; ouzo pours, DJs spin, and the air smells grilled octopus.
Day 2Ios - Paros (Parikia Harbor)
Replace the fun of Ios with Paros's ageless appeal. Dock at Parikia, where the Panagia Ekatontapiliani church from the fourth century guards over whitewashed alleyways. Wander to Naoussa for a relaxing lunch of astakomakaronada (lobster pasta) alongside the fishing boats, then sink into Kolymbithres's sculpted granite pools. Local secret: Sip Assyrtiko wine from a Lefkes vineyard with old marble quarries framing the vineyards.
Day 3Paros - Serifos (Livadi)
Go to Serifos, the tough underdog of the Cyclades. Anchor at Livadi, a crescent of golden beach washed in blue waters. Refuel at a cliffside taverna with zigzag route to Chora, a whitewashed town clinging to a volcanic mountain, and revithada, lemony chickpea stew. The viewpoint is infinite sea, no people—pure Cycladic magic.
Day 4Serifos - Sifnos (Kamares Harbor)
The island of foodies and potters, Sifnos welcomes you to Kamares. Trek to the Chrysopigi Monastery, its stone arches challenging the breaking waves, then feast on mastelo—lamb slow-cooked in clay pots with red wine and dill—in Artemonas. Not missed is a pottery class where artists shape Sifnos's renowned clay into ageless masterpieces.
Day 5Sifnos - Milos (Adamantas Port)
Bone-white coves, peach-pink sands, and Klima's rainbow fishing cottages flash Milos with color. After kayak Sarakiniko snorkel the Papafragas Caves, have grilled octopus in Mandrakia, where the sea laps at your table legs. Kayak Sarakiniko's moonlike bays Sunset? Go to Plaka, where the village sparkles like honey under a lavender sky.
Day 6Milos - Santorini (Vlychada Marina)
Return to Santorini by a morning swim at Tsigrado Beach, reachable only via ladder. Docked by 17:00, sail by the cliffs of the Caldera. Toast your journey at an Oia cliffside taverna where the sun melts into the sea like molten gold. Stroll the candlelit streets of Stroll Fira; taste the fava dip from Santorini still on your mouth.
Day 7Checkout
Before saying goodbye, one last swim in the Aegean's embrace maybe at Perissa's black-sand coast. Breakfast on Greek coffee and spanakopita at a cliffside café, the caldera below visible. Disembark with hair stained with salt, a heart full of island light, and a commitment to come back.
