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Sailing and rock climbing week around the island of Kalymnos in Greece

Spend 8 days climbing and sailing around Kalymnos, in Greece, and discover a paradise for these activities along with experienced mountain guide Matteo.

Duration8 days
Offer periodOct, Nov
Skill LevelBeginner
Fitness LevelOpen to everyone
Type of tripGroup


  • Discover a paradise for sailing and climbing in Greece.

  • Spend the nights in a boat on the sea.

  • Contemplate stunning sea landscapes.


Have a fantastic time climbing and sailing all around the island of Kalymnos, a wonderful paradise for these activities. Follow me on this 8-day adventure in Greece.

During this program, we will explore the gorgeous islands, beaches and bays surrounding Kalymnos and spend the nights in a sailing boat. Also, we will enjoy climbing in beautiful spots and get to see incredible views right next to the sea.

Our boat will be available during the first two weeks of October, so you can choose the most suitable date for you in this period. It is a sailboat from 12 meters to 6 seats and it is divided into 3 cabins with two bathrooms.

For a more detailed description of the itinerary, take a look below.

Kalymnos is a paradise for the quality of the rock, the beauty of the sea landscapes and its food. Would you miss it? Send the request to book your place on this program now.

I also lead a rock climbing trip in Kalymnos. Check it out!


Sailing boat.

More info

BOOKING: until the end of August

Meeting point

Milan, Italy.




Day 1: Milan - Kos - Mastichary - Myrties

Flight Milan – Kos – taxi transfer to the port of Mastichary where we welcome the boat – transfer to Myrties – dinner on board.

Day 2: Telendos

Transfer to the island of Telendos and climbing on its walls. Dinner on board and night in the coast of Telendos.

Day 3: Emporios

Sailing to Ambelly Beach and climbing in the new Vasillissa sector. Dinner on the beach and night on radar at Emporios.

Day 4: Sikati

Sailing up to the beautiful bay of The Beach sector – climbing the sea and from here boat transfer in the beautiful Sikati Cave. Dinner on the beach with bonfire, night on radar at Sikati bay.

Day 5: Palionnisos Bay

Sailing to Palionnisos Bay and climbing – dinner on board and night on radar.

Day 6: Vathys

Sailing in the Vathys fjord – deep water only – dinner on board and night in the small port of Vathys.

Day 7: Sailing on the island of Pserimos

Day 8: Return to Kos - Mastichary - taxi transfer to the airport and flight to return to Italy

Equipment you will need to bring

Climbing skins



Belay device


Water bottle

About the guide

guide profile img

I live in the mountain for 300 days every year, I'm expecialized in trip around the world from Jordan (Wady rum for climbing) to Himalaya summit, during the summer I usually to work in the Alps (Mont Blanc and Monte Rosa) but during the autumn is a must to fly in Kalymnos to climbing.

I'm a guide from 2006 and from 2008 I work in Italy in mountain rescue Helicopter and I specialized in avalanche explosive working-from 2015, I become a teacher of italian mountain guide.

For booking assistance

Have any doubts? Talk directly with an Explore Share assistant.
The Concierge service is a great tool for when you still haven't decided what kind of Adventure you're looking for and you're open to suggestions

Prices per person

Group of 1

EUR 5568 each

Group of 2

EUR 2887 each

Group of 3

EUR 2578 each

Group of 4

EUR 2062 each

Group of 5

EUR 1856 each

Group of 6

EUR 1753 each

Want a different number of travellers?

Price includes

• Guiding fee

• Accommodation

• Flight to the start of the trip

• Meals: Breakfast, Dinner

Price details

• The price includes the flight from Milano to Kos, sailing boat for the week, mountain guide for the period, food for dinner and breakfast during all the period and climbing equipment. A minimum of 2 participants is required.

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