Yacht Charter Itinerary for Greece

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Cyclades Islands Yacht Charter

7-Night Cyclades Bareboat Yacht Charter Itinerary

The Cyclades offer a perfect blend of blue waters, golden anchorages, and historic towns — all within reach of Athens.
For bareboat sailors, the islands’ short passages, predictable winds, and sheltered bays make this itinerary ideal for beginners or families, while still providing daily adventure and discovery.

From bustling ports to tranquil coves, your week unfolds at your pace — sails hoisted, lines ready, and the horizon stretching endlessly ahead.

Day 1 — Athens Embarkation

Settling aboard your yacht

Embark at Alimos Marina around 17:00. Spend the evening familiarising yourself with your yacht: checking lines, sails, and systems.
Enjoy your first Greek dinner ashore in Athens or a quiet meal on board. Sailing officially begins the next morning.

Day 2 — Athens to Kea (Tzia) ~25 nm

The first passage and island charm

Set off early across the Aegean to Kea, a scenic first leg with moderate winds and easy navigation.
Anchor in Vourkari Bay or moor in the picturesque port.
Explore cobbled streets, sample local cheeses, and soak in your first true Cycladic sunset.

Day 3 — Kea to Kythnos ~22 nm

Sailing between tranquil islands

Today’s passage is an ideal opportunity to refine your helm and line-handling skills.
Arrive at Kythnos, anchoring in Loutra Bay or mooring at Merichas Marina.
Enjoy swimming from secluded beaches or wandering the village streets before a relaxed evening onboard.

Alternative: If weather or preference dictates, consider Serifos for its rugged landscapes and quiet bays.

Day 4 — Kythnos to Syros ~30 nm

Midweek culture and lively harbours

Sail to Syros, the administrative heart of the Cyclades, famous for Ermoupoli’s neoclassical architecture.
Anchor in Galissas Bay or moor at Ermoupoli Marina.
Spend the afternoon exploring cafes, historic squares, and waterfront tavernas.

Alternative: Sifnos offers tranquil anchorages and traditional villages for those preferring a more relaxed pace.

Day 5 — Syros to Paros ~20 nm

Anchorages, nightlife, and seaside charm

A short sail to Paros gives you time to enjoy the Aegean breeze.
Anchor near Naoussa or moor in Parikia.
Explore narrow streets, boutique shops, and enjoy fresh seafood along the waterfront. Evening cocktails aboard or at a taverna complete the day.

Day 6 — Paros to Naxos ~12 nm

Sailing to the heart of the Cyclades

Today’s passage is ideal for practicing upwind sailing in gentle Aegean conditions.
Naxos’ long sandy beaches and historic villages make it a perfect stop for both sailing and sightseeing.
Moor in Naxos Town or anchor in a nearby bay. Enjoy a swim, or hike inland to explore ancient ruins.

Alternative: Visit Ios for quiet anchorages and stunning sunsets if you prefer.

Day 7 — Naxos to Mykonos ~15 nm

The final leg and glamourous harbours

A short, scenic passage brings you to Mykonos, known for its iconic windmills and lively waterfront.
Anchor at Ornos Bay or moor at Mykonos Marina.
Spend your evening wandering charming streets, watching sunsets, or enjoying a festive Greek taverna.

Day 8 — Mykonos to Athens ~40 nm

Return to the mainland

Begin the final leg back to Athens early to allow a relaxed arrival.
Moor at Alimos Marina in the evening, ready for disembarkation the following morning.
Reflect on a week of island-hopping, sunny anchorages, and daily sailing adventures.

Why Sail the Cyclades Bareboat

  • Short-to-moderate daily passages suitable for all skill levels
  • Mix of lively ports and secluded bays
  • Stunning anchorages with safe holding and sheltered waters
  • Flexibility to swap islands based on weather or preference
  • Hands-on sailing experience at your own pace

Best Time to Sail

  • May–October for warm seas and steady breezes
  • June or September for fewer crowds and ideal winds

Plan Your Bareboat Cyclades Adventure

High Tide Yacht Charters will match you with the right yacht and provide all guidance for a safe and exhilarating bareboat holiday.
Enquire today to sail the central and northern Cyclades under your own command.

Charting the Course Behind the Scenes

This page hasn’t quite made it out of the harbour yet. We’re still charting the final details, but your next great adventure is just over the horizon.
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