August Cruise: From Milos to the Peloponnese with a Hostess on …

An 8-day itinerary designed to escape the high-season crowds and discover an authentic and surprising Greece.

A Volcanic and Flexible Start: The week kicks off with the unique magic of Milos. Boarding is scheduled for 3:00 PM, and if the crew is full and weather conditions permit, we'll set sail immediately, heading to the iconic bay of Kleftiko to enjoy the first sunset and a night at anchor.
Otherwise, departure for the crossing is scheduled at dawn the next day towards Monemvasia.

We begin a week of peaceful and scenic sailings towards the Peloponnese, crossing the border between the Aegean and Ionian Seas. Medieval villages (Monemvasia), Caribbean-like bays (Elafonisos), and the wild magnetism of the Mani (Porto Kagio, Limeni) await.

The itinerary is accessible to everyone, but includes a stretch of real sailing (Milos-Monemvasia), always with the safety of Commander Omar and the hospitality of Enrica.

️ Logistics and Dates

Period: 14 – 21 August 2026 (8 days / 7 nights)
Boarding: Friday, August 14th, from 3:00 PM
Disembarkation: Friday, August 21st, by 9:00 am

What to Expect from Your Onboard Experience:

• A route that combines the charm of the Cyclades Islands with the history and wild nature of the Peloponnese, offering one of the most complete and rewarding sailing experiences.
• Exciting Sailing: The itinerary, crossing the waters separating the Aegean from the Ionian, is designed to offer beautiful and rewarding sailing. Whenever conditions permit, you'll experience the thrill of true sailing and feel the wind at your back, always with the utmost safety guaranteed by the skipper.
• Family Hospitality: A familiar and welcoming atmosphere awaits you on board. Omar manages the route and safety; Enrica offers hearty breakfasts, light lunches, and seafood and meat dinners. Forget formalities and relax completely.

Who is this experience perfect for?

• Couples or friends who want to explore a less traveled but incredibly fascinating part of Greece.
• Lovers of the sea, sailing and quiet bays.
• Those who want relaxed sailing but with some more stimulating sections, ideal for those who want to feel part of the crew on board.
• Also perfect for families or small groups exclusively: possibility of customizing stops and travel times.
• GREAT FOR 15-DAY HOLIDAYS: This itinerary is the ideal continuation (week 1) of the route from Kalamata to Lefkada (week 2). Contact us for details on the complete crossing!

Plan

A strategic 8-day one-way trip that combines the volcanic charm of Milos with the history and authenticity of the Peloponnese, escaping the most crowded routes of August:

Flexible Start in Milos: The adventure starts from Milos, with the option of an early afternoon departure to magnificent Kleftiko (weather permitting) for the first night at anchor.

Main Route: Strategic navigation towards the Peloponnese, touching the medieval village of Monemvasia and the sheltered bays of Kythira.

Caribbean Paradise: A must-see stop is Elafonisos (Simos Bay), famous for its white sand and turquoise waters, an oasis of tranquility in August.

The Heart of Mani: Exploring the wild coast of Mani, with authentic landings at Porto Kagio and Limeni/Oitylo to savor the hospitality of the local taverns.

Arrival: The journey ends with the arrival in Kalamata in the Gulf of Messinia

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Other information

All crew members are welcome, even if they do not know the language spoken on board (english and italian)

Available places: 6 in 3 double cabins (2 aft and 1 owner's cabin forward)
The generously sized bow cabin (available on request) has a supplement of €60 per person

On-board expenses:

There is no common fund but a flat rate of €200.00 (per person per week to be paid in cash upon boarding) is required for the cost of the galley which includes:
- Breakfasts
- Lunches
- 3 dinners on board
- Non-alcoholic drinks, beer, and 3 bottles of white wine
- Fuel
- Mooring fees
- Water and gas

Additional bottles of wine, prosecco and spirits are not included in this fee and must be requested before departure or purchased during the cruise in agreement with the other crew members (cost varies between €10 and €50 per person).

Next dates

Square by square

Complete boat

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Boat details

Our sailboat is a bit like our home and is particularly comfortable and habitable, there are 3 large double cabins available to guests: an incredibly generously sized master cabin in the bow and two double aft cabins, a cabin is reserved for the crew with bunk beds, there are also 2 large bathrooms and a cozy dinette that can comfortably accommodate 8/10 people.
Outside, it offers a comfortable cockpit protected by a sprayhood and awning, seats equipped with cushions and an extendable table that allow you to enjoy lunches and dinners at anchor. The stern swimming platform is equipped with a shower with hot and cold water and at your disposal SUPs, inflatables , masks and fins.

In 2019 our sailboat underwent a refit becoming even more comfortable and welcoming:
Inside, new cushions, reading lights and USB sockets in each cabin to charge your devices.
Outside, new sprayhood, awning, cockpit cushions and very comfortable hammock and sunbathing mattresses in the bow.
Complete equipment with CD stereo, GPS, VHF, dinghy with outboard engine, autopilot, electric windlass, hot water, solar panels.

Specifications