Sail & Hike Greece: Athens to Mykonos

Sail, hike, swim, repeat on this Aegean adventure from Athens to Mykonos

Spend eight sun-kissed days island-hopping, swimming and hiking your way through the Cyclades. Kick things off in the port town of Lavrio near Athens, then set sail across the Aegean on a private yacht. Dropping anchor at some of Greece's lesser-known islands, you’ll hike through sleepy villages and along craggy cliffs, share a homemade dinner with a local family in Syros and uncover the stories of ancient civilisations on the UNESCO-listed Delos. With an experienced skipper leading the way, daily sea dips and plenty of free time to soak up the slower rhythm of island life, this is the Cyclades at their best.

Start: Lavrio, Greece

End: Mykonos, Greece


Duration
8 days
Group size
1 to 11
Minimum age
15 years old
Style
Original
Theme

Our themes categorise trips based on a common interest or activity, while showcasing the highlights of a destination.

Sailing, Walking & trekking
Physical rating

Indicates how physically exerting a trip is, and how fit you will need to be to enjoy it. More info on physical ratings


From
CAD $2,722
CAD $2,082
Trip code: ZSRL

Where you’ll stay

Ocean Star 56
11 passengers

The Ocean Star 56  is a classic sailboat, combining timeless design, exceptional seaworthiness and unmatched comfort. Fashioned with a traditional wood interior, the Ocean Star 56 has an impressive saloon and offers spacious [for a sailing boat] cabins. Equipped with 2 double cabins, 2 twin cabins and 1 triple cabin,  the Ocean Star 56 is the perfect yacht for novices to learn the ‘ropes’.

Explore yacht

Why you'll love this trip

  • Experience life at sea with a local skipper and a crew of adventure-keen travellers aboard a private yacht. Wake up to ocean views, sunbathe on deck and snorkel in quiet bays far from the crowds.
  • Hike trails that take you into the heart of the Cyclades. Walk past grazing goats and whitewashed chapels, say kalimera (hello) to farmers and climb to the medieval Castle of Oria for amazing Aegean views.
  • Join a local family for a home-cooked dinner at their home in Syros to get an authentic taste of Greek hospitality.
  • Watch the Cyclades’ famous tangerine sunsets from the deck of your yacht, cold drink in hand, while the waves lap against the hull.
  • Step back in time on Delos – one of Greece’s most significant archaeological sites. Wander the Avenue of Lions, visit the House of Cleopatra and imagine ancient crowds at a 5000-seat theatre.

Itinerary

Map of Sail & Hike Greece: Athens To Mykonos including Greece

We’re in the process of figuring out how much CO2-e this trip generates. In the meantime, learn more about our climate commitment.

Inclusions and activities

Transport

Boat

Accommodation

Overnight boat (7 nights)

Included activities

  • Kea - Ioulida Village to Otzias Beach guided walk
  • Serifos – Chora Village hilltop guided walk
  • Kythnos – Castle of Oria guided walk
  • Syros – Traditional Greek dinner in family home
  • Delos - Archaeological Site

Optional activities

  • Syros – Ermoupoli & Ano Syros self-guided walk - Free

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Before you book you should know

Dates and prices

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Prices can change anytime
Our prices drop or increase based on demand, seasonality, availability and market conditions.
Learn more about pricing
Prices can change anytime
Our prices drop or increase based on demand, seasonality, availability and market conditions.
Learn more about pricing
Loading trip dates and availabilities...

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Peter
Traveled May 2026
Maya
Traveled May 2026
Aisling
Traveled May 2026
paul
Traveled May 2026
Shannon
Traveled May 2026