
The wild Southern Pelopponnese
Greece:
Peloponnese
Duration:
7 days - 7 nights
Max number of passengers:
7 people
Available:
June
Suitable for travellers:
Boarding from:
Kalamata
What's included
Cancellation policy

New
Organised by:
Alessio C.
Member since 2025 -
Organisation
New
German
English
Spanish
French
Italian
This experience, in a nutshell
We start from Kalamata, the gateway to the Southern Peloponnese, for an itinerary away from the beaten track, among authentic villages, hidden bays and still intact landscapes. The journey ends with a stunning sailing crossing to Milos in the heart of the Cyclades.
Kalamata is a lively and genuine city, where the sea, culture and Greek tradition still coexist in perfect balance.
Kardamyli captivates with its discreet elegance: stone houses, flower-filled alleys and a relaxed atmosphere that invites you to slow down.
Gerolimenas is one of the most evocative places in the Mani. A small port surrounded by arid mountains and crystal clear sea, where time seems to have stopped.
Porto Kagio is a remote and wild landing, enclosed in a protected bay. Here Greece shows its most authentic face, between silence, nature and transparent waters.
Elafonisos offers beaches of light sand and turquoise sea. A small paradise where you can spend days of pure relaxation.
Monemvasia appears as a vision of the sea: a fortified medieval city built on a huge rock, one of the most fascinating in all of Greece.
Milos: a volcanic island that takes your breath away, where the land lights up with incredible colors and the fishing villages seem to be painted on the water. Between chalk cliffs, caves and inlets accessible only from the sea, the first stops in the roadstead serve to get into the rhythm, between swimming and short navigations.
An itinerary full of contrasts and wonders, where each stage has a story to tell and each anchorage offers a different panorama. The perfect balance between navigation, discovery and relaxation, ideal for both those who love the sea and for those approaching a sailing holiday for the first time.
€890
Per person
What's included
Cancellation policy
€890
7 days - 7 nights



13+
Show all
Boat & Classes of Service
Ocean Yachts OceanStar 51.2 - 2009
Type
Sailboat
Length
15.6 m.
Toilets
4
Cabins
4




23+
Show all
Our itinerary
Our trip starts here:
Kalamata.
Check-in: 5:00 PM
Our trip ends here:
Milos.
Check-out: 8:00 AM
What's included in the price
Boat equipment and facilities
Final cleaning
Tender and outboard
Bedding kit
Onboard staff
Skipper
What you'll have to pay during the experience
Below are the additional expenses you will incur during the experience.
Common Fund
€200 - €300 Per person
On average, each participant spends around €240 per week. Costs may vary depending on the number of people on board, their needs, and weather conditions.
Galley
Food for the skipper
Food for the crew
Alcoholic drinks
Mooring fees
Embarkation and disembarkation mooring fees
Fuel (boat/tender)
What's NOT included in the price
Below are the services that are not included in the price of the experience, including any available optional services that you may pay directly to the organiser (we advise you to inform the organiser prior to departure in case you wish to purchase such services and arrange the payment terms directly with him).
Excluded
Meals/drinks consumed ashore
Optional Services
Towels kit • €10 per person
Frequent questions
Other trips that may interest you
Let's talk Sailsquare!



Secure payments



© 2025 Sailsquare Srl SB • All rights reserved - VAT IT07860990964