Epic 10-day Greek Islands sailing adventure

 

Here’s a suggested epic 10-day Greek Islands sailing adventure that blends iconic spots, hidden gems, ancient ruins, and turquoise waters. This route is ideal for a chartered yacht or sailboat, starting from Athens: -

Day 1: Athens → Kea (1-2 hrs sail)

Kick off with a short sail to Kea, a laid-back island with charming villages. Walk to the Lion of Kea or dine harborside in Korissia.

Day 2: Kea → Kythnos (1.5 hrs)

Sail to Kythnos for hot springs and quiet beaches. Anchor in Kolona Bay — a double beach strip with water on both sides. Magical sunset spot.

Day 3: Kythnos → Serifos (3 hrs)

Cruise to Serifos, an island with wild landscapes and a postcard-perfect hilltop Chora. Great beaches: Livadi for vibes, Vagia for chill.

Day 4: Serifos → Sifnos (1.5 hrs)

Foodie heaven! Sifnos is full of authentic tavernas, pretty villages like Apollonia and Kastro, and epic hiking paths. Don't miss the Church of the Seven Martyrs.

Day 5: Sifnos → Milos (2-3 hrs)

Get ready for Milos, a volcanic marvel with surreal rock formations and over 70 beaches. Explore the lunar landscape of Sarakiniko and pirate coves like Kleftiko.

Day 6: Milos (explore more)

Rent scooters or a 4x4 to check out the island’s interior, catacombs, and old fishing villages like Klima.

Day 7: Milos → Folegandros (2 hrs)

One of the Cyclades’ best-kept secrets. Folegandros has dramatic cliffs, a clifftop Chora, and a serene vibe. Hike up to the Church of Panagia for sunset.

Day 8: Folegandros → Ios (2 hrs)

A mix of party and peace. Chill at Manganari Beach or enjoy the vibrant nightlife. The old town is gorgeous, with whitewashed stairs and views.

Day 9: Ios → Santorini (2-3 hrs)

End with a bang. Sail into the caldera of Santorini — one of the most stunning approaches by sea. Dock in Ammoudi or Vlychada. Explore Oia, Fira, and do a sunset catamaran tour around the volcano.

Day 10: Santorini → Athens (optional ferry/flight return)

Wrap it up with a flight or fast ferry back to Athens — or extend your adventure from Santorini!

Tips: -

Best time: May to October (June and September are sweet spots).

If you’re skippering, check wind patterns (Meltemi winds can hit hard in summer).

Want help booking a route with a skipper or bareboat ?

Please let us know about your sailing experience and where you're planning to go by using our Contact Form on this Blog, with your requirements to receive immediate help and assistance and using our Vast Knowledge and Experience to Help and Guide You.

WITH 12,000 RENTAL YACHTS ACROSS 60 COUNTRIES WHICH ONE WILL YOU CHOOSE ?

#yachts2rentnow

Chios is a hidden gem

 

The Island of Chios is a hidden gem in the Aegean, famous for its masticha (mastic), medieval villages, and clear waters here is a 7 Day suggested Sailing Adventure.

 

🚤 Day 1: Chios Marina (Chios Town) → Lagada (NE Chios)

Sailing Distance: ~7 NM (1.5–2 hrs)

Highlights:-

Provision in Chios Town, visit the Chios Castle and local market.

Sail to Lagada, a picturesque fishing village.

Onshore:-

Dinner by the water in a local taverna.

Short hike to Agrelopos Hill for sunset views.

🏖 Day 2: Lagada → Oinousses Island

Sailing Distance: ~9 NM (2–3 hrs)

Highlights:-

Explore the lesser-known island of Oinousses, home to Greek shipping magnates.

Onshore:-

Visit the Maritime Museum and Monastery of Evangelismos.

Swim and snorkel at Bilali Beach.

Quiet anchorage or moor in the tiny harbor.

🏝 Day 3: Oinousses → Vroulidia Beach (South Chios)

Sailing Distance: ~25 NM (4–5 hrs)

Highlights:-

Long sail south, stopping for a swim at Komi Beach.

Onshore:-

Vroulidia is secluded and ideal for swimming.

BBQ on the beach or dine in Emporios, a nearby fishing village.

🏰 Day 4: Vroulidia → Mesta Port

Sailing Distance: ~5 NM (1–2 hrs)

Highlights:-

Anchor or moor near the port of Mesta.

Onshore:-

Visit the medieval village of Mesta, a UNESCO candidate.

Explore narrow alleys, taste masticha liqueur, and visit the church of Taxiarchis.

Dinner in a traditional village square.

🌿 Day 5: Mesta → Limenas Lithiou (West Coast)

Sailing Distance: ~12 NM (2–3 hrs)

Highlights:-

Sail to the west coast for more remote anchorages.

Onshore:-

Swim in Lithi Beach.

Try fresh seafood at a waterfront taverna.

Optional short taxi trip to Olympoi Cave.

🛶 Day 6: Lithi → Elinta Bay → Kardamyla (North Chios)

Sailing Distance: ~18 NM (4 hrs total with a stop)

Highlights:-

Morning stop at Elinta Bay for a swim in turquoise waters.

Afternoon sail to Kardamyla, a charming northern village.

Onshore:-

Visit the windmill ruins, or hike to Pyrgi viewpoint.

Sunset cocktails at Port of Marmaro.

⚓ Day 7: Kardamyla → Chios Marina

Sailing Distance: ~16 NM (3 hrs)

Highlights:

Leisurely return to Chios Town.

Onshore:-

Visit Nea Moni Monastery (UNESCO World Heritage Site).

Last dinner in the town – try mastelo, local cheeses, and Chian wine.

⛵ Tips:-

Best season: May–October (ideal wind: Meltemi can pick up in July–August).

Most anchorages are sheltered, but check charts for rocks near Oinousses.

Rent a catamaran or monohull (skippered or bareboat).

Consider adding kayak/SUP for small beach exploration.

Would you like help planning your next trip?

Please let us know about your sailing experience and where you're planning to go by using our Contact Form on this Blog with your requirements to receive immediate help and assistance and using our Vast Knowledge and Experience to Help and Guide You.

WITH 12,000 RENTAL YACHTS ACROSS 60 COUNTRIES WHICH ONE WILL YOU CHOOSE ?

#yachts2rentnow