Catamaran CharterGreece
— Route · 7 days · one-way
Catamaran charter route · Cyclades

Santorini
via Milos & Paros.

Catamaran charter Greece — 7-day Santorini to Milos & Paros Cyclades route. Volcanic Vlychada start, Sarakiniko, Sifnos, finish at Paros.

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The route

Day-by-day route

Click any pin on the map or any day in the Route summary below to see the daily stop, narrative, and photos.

Ios
Day 1

Santorini (Vlychada Marina) → Ios

Cast off from Vlychada and run 18 nm N to Ios — comfortable beam reach with the Meltemi typically on the port side. Morning Red Beach swim before departure; arrive at Ios by lunch.

Distance

22 NM

Sailing

~4.4h at 5 kn

Route at a glance

Best season

May – early October (peak Jun & Sep)

Duration

7 days · Sat – Sat

Departure

Santorini

Sailing area

Cyclades

Route summary

Click any day to jump back to the map and see its photos, narrative, and mooring tip.

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The full story

Day-by-day journey

Named anchorages, restaurants, and route notes for every leg of the week — written by sailors who've actually run this passage.

Day 1 / 7
Ios
1
Day 1

Santorini (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.

Things to do

Morning swim at Red Beach

Climb to Homer's Tomb at sunset

Long swim at Mylopotas turquoise shallows

Late ouzo in Chora alleyways

Snorkel small caves north of port

Mooring tip

Stern-to on Ios town quay (free, fills by 16:00 in season). Anchor option: Manganari on the south coast (sand 5–8 m), much better in fresh Meltemi.

Paros
2
Day 2

Ios → 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.

Things to do

Visit Panagia Ekatontapiliani 4th-c. church

Lunch astakomakaronada in Naoussa

Swim Kolymbithres rock pools

Lefkes vineyard Assyrtiko tasting

Sundowner at Parikia waterfront

Mooring tip

Stern-to on Parikia main quay (free, busy with ferries — keep clear of the channel) or alongside the south mole. Anchor option: Krios bay just N of port (sand 5–8 m).

Serifos
3
Day 3

Paros → 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.

Things to do

Zigzag walk up to Chora

Lunch revithada on a cliffside terrace

Swim Livadakia & Karavi beaches

Visit the abandoned iron mines

Sundowner on the chora ridge

Mooring tip

Stern-to on Livadi town quay (free, lazy lines on inner side) or anchor in 5–6 m sand off the beach. Bay open to E swell — fine in normal N flow.

Kamares
4
Day 4

Serifos → 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.

Things to do

Hike the Chrysopigi monastery cape

Lunch on mastelo at Artemonas

Pottery-studio visit (Sifnos clay)

Snorkel rocky shore north of Kamares

Sunset stroll above Apollonia

Mooring tip

Anchor west side of Kamares Bay (5–8 m sand, decent holding) or stern-to on the small ferry quay if free. Bay fills by noon in August — drop hook early. Open to W swell when wind backs.

Milos
5
Day 5

Sifnos → 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.

Things to do

Sarakiniko white-rock anchor & swim

Snorkel Papafragas sea caves

Photograph Klima syrmata at golden hour

Grilled octopus at Mandrakia

Sundowner from Plaka village ridge

Mooring tip

Stern-to on Adamantas town quay (free, helpful local boatmen) or anchor inside the inner bay (4–6 m, soft mud — set well). Sarakiniko anchorage open to N — day-stop only.

Vlychada
6
Day 6

Milos → 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.

Things to do

Morning swim at Tsigrado ladder beach

Sail past the Caldera cliffs (light wind)

Sundowner at an Oia cliff-edge taverna

Candlelit stroll through Fira

Final dinner of fava dip & seafood

Mooring tip

Vlychada Marina (south coast) — small, lazy lines, fee. Book ahead in summer. NO caldera anchorage (300+ m). Plan arrival before dark; entrance is narrow with cross-current.

Paros
7
Day 7

Paros → Santorini

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.

Things to do

Last swim at Perissa black-sand beach

Breakfast spanakopita at a cliff café

Pack and sweep cabins

Refuel before hand-back

Technical hand-over with company

Mooring tip

Return to Vlychada by 17:00 the day before for the agreed hand-back; sleep aboard the final night, disembark by 09:00. Vlychada has fuel & water at the inner mole.

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