This 10-day sailing itinerary around Crete is a fantastic way to explore Greece’s largest island, with its stunning coastlines, historic ports, secluded beaches, and charming villages. Here's a suggested itinerary that balances sailing, exploration, and relaxation. You can start from either Heraklion or Chania, depending on where your rental begins — this plan assumes a Heraklion start, sailing clockwise:
⚓ 10-Day Sailing Itinerary Around Crete (Clockwise from Heraklion)
🗓 Day 1 – Heraklion → Agios Nikolaos (approx. 34 NM)
Highlights: Sail past Dia Island; stop for a swim.
Explore: The cosmopolitan town of Agios Nikolaos, local tavernas, marina.
Overnight: Marina Agios Nikolaos.
🗓 Day 2 – Agios Nikolaos → Sitia (approx. 26 NM)
Highlights: Rugged coastline, lesser-known villages.
Explore: Traditional Cretan town with laid-back charm.
Optional: Visit Toplou Monastery inland.
Overnight: Port of Sitia.
🗓 Day 3 – Sitia → Vai Beach / Itanos Bay (anchorage, approx. 10 NM)
Highlights: Famous palm forest beach.
Relax: Swim and snorkel in crystal-clear water.
Overnight: Anchorage in a calm bay near Vai or Itanos.
🗓 Day 4 – Vai → Kasos Island (approx. 35 NM)
Off the Beaten Path: Cross to this quiet Dodecanese island.
Explore: Tiny villages, local food, and traditional architecture.
Overnight: Fry Port (Kasos).
🗓 Day 5 – Kasos → Elafonisi Beach (SW Crete anchorage, approx. 38 NM)
Longer sail, but worth it!
Swim: Pink sands and turquoise shallows of Elafonisi.
Overnight: Anchorage (good weather required).
🗓 Day 6 – Elafonisi → Paleochora (approx. 10 NM)
Explore: Charming seaside town, fortress ruins, lovely cafes.
Stock Up: Supplies, water, and fresh produce.
Overnight: Paleochora harbor.
🗓 Day 7 – Paleochora → Loutro (approx. 20 NM)
Hidden Gem: Car-free village, only accessible by boat.
Activities: Hiking, tavernas, snorkeling.
Overnight: Anchorage or small dock.
🗓 Day 8 – Loutro → Chania (approx. 24 NM)
Sail Along: Scenic north coast of western Crete.
Explore: Venetian harbor, old town, lively atmosphere.
Overnight: Chania Marina.
🗓 Day 9 – Chania → Rethymno (approx. 30 NM)
Cruise past: Beaches and coves of northwestern Crete.
Explore: Beautiful old town, fortress, and nightlife.
Overnight: Rethymno Marina.
🗓 Day 10 – Rethymno → Heraklion (approx. 35 NM)
Final leg: Early start for a full day sail.
Return & Relax: Explore Knossos or the archaeological museum if time allows.
Overnight: Heraklion Marina.
✅ Tips for the Trip
Prevailing Winds: Meltemi winds can be strong, especially in summer (N/NE). Sailing clockwise helps with downwind legs.
Weather Check: Always check forecasts and adjust plans if needed.
Ports & Fuel: Fuel is usually available in Heraklion, Agios Nikolaos, Chania, and Rethymno.
Provisions: Stock up in larger towns — smaller ports may have limited supplies.
Would you like help planning your next trip?
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