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From 1,662€ per person
From 1,662 € /person
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Adventure offered by Carlos

Between 8 and 15 days
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Sailing before the Meltemi. When Greece is still calm.

There is a very specific time to sail the Cyclades.

A moment that the Greeks know well... and that most travelers miss.

May and early June are, for us, the best time of year to discover Greece by catamaran.

One of the great moments of the trip is Milos, an island unique in the Cyclades due to its volcanic origin and its spectacular coastline.

Sea caves, natural arches and places accessible only by sea, such as Kleftiko, make Milos one of the most special and memorable stops of the entire journey.

Before the Meltemi arrives, the strong wind from the north.

Before intense heat.

Before the summer crowds.

Only friendly sea, perfect light and the islands in their most authentic version. The trip is carried out with a professional captain and hostess-chef, allowing for a completely relaxed and well-kept experience.

We take care of:

Navigation and safety:

- The daily design of the route according to conditions

- Comfort and life on board.

️ Mediterranean cuisine on board. We offer an on-board dining service, based on a healthy and balanced Mediterranean diet, with Greek influences and recipes from all over the Mediterranean:

- Local product

- Fresh and light cuisine

- Simple and honest flavors

- And, when you feel like it, we combine it with lunch or dinner ashore, in local taverns.

- You just enjoy the sea, the islands and the moment.

⛵ Why sail the Cyclades on these dates?

Gentle and stable winds

Ideal for comfortable, relaxed and safe browsing.

Pleasant temperatures

Sunny days without extreme heat. Cool and quiet nights.

Islands without overcrowding:

Accessible ports, quiet coves, towns that still keep their local rhythm.

The real Greece: Family taverns, empty roads, beaches almost all to ourselves.

We set sail from Lavrion Marina, located at the southeastern tip of the Athens Peninsula, just 35 minutes from the international airport.

This location is key:

- Avoid the traffic and stress of Athens city

- Significantly reduces initial browsing hours

- It allows you to reach the Cyclades from day one

- From Lavrion, the first island is just a few miles away.

- That means more time on the islands and fewer hours of unnecessary traveling.
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  • Plan
    The route is always adapted to the wind and the sea, but this is the ideal itinerary we are looking for in May and June, before the Meltemi.



    Day 1 — Lavrion → Kythnos.



    After boarding, we sailed to Kythnos, a quiet and unexplored island.

    First anchorage in a protected cove, long swim and relaxed night.

    A perfect start to get into a rhythm.



    Day 2 — Kythnos → Serifos.



    Comfortable sailing to Serifos, one of the wildest and most authentic Cyclades.

    Open beaches, high-rise white villages and a Greece with very little makeup.



    Day 3 — Serifos → Milos.



    We are heading to Milos, one of the great moments of the trip.

    The arrival is already spectacular.



    Milos isn't just a pretty island.

    It is a geologically unique island, with more than 70 beaches, volcanic caves and impossible formations.



    Day 4 — Milos in depth.



    This day is only for Milos. And it shows.



    We navigate its coast discovering places such as:



    Kleftiko, accessible only by sea



    Sarakiniko, with its moonscape



    Caves, natural arches and unrealistic blue waters



    Sleeping in Milos, after a day like this, is one of those memories that stay.



    Day 5 — Milos → Sifnos.



    We leave Milos calmly and head to Sifnos, elegant, well-kept and famous for its cuisine.

    Stroll through the village, local taverns and authentic Greek atmosphere.



    Day 6 — Sifnos → Kythnos - Lavrion.



    We return to the east, making a final stop in Kythnos or in some protected cove depending on conditions.

    Short navigation back to Lavrion.

    Convenient and quick disembarkation, without stress or long hours of travel. Arrival at the port Friday around 17h, disembarkation Saturday around 9am.



    Day 7 - Lavrion Marina - disembarkation around 9am.
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Other information
All crew members are welcome, even if they do not know the language spoken on board (catalan, english and spanish)

As in our other sailing experiences (Ibiza, Formentera and the Mediterranean), a common Cashbox is managed on board for 250€ per person during the cruise



This fund is used to cover variable travel expenses, such as:

- Purchase of food and drinks for meals on board

- Ship fuel

- Moorings in harbours and buoys (when not anchoring)

- Water, ice and small consumptions during the week



The Cashbox is distributed equally among all passengers.



Guidance reference:

On this type of trip through the Cyclades, the total cost of food and consumption is usually around 250€ per person for the whole week, depending on the number of meals taken on board and the nights in port.



Lunches or dinners ashore are not included in the Cashbox and are paid directly at each restaurant or tavern. Greece is still a destination where you can eat very well, healthily and at reasonable prices, especially in May and June.
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Itinerary
Carlos
Meet Carlos, the skipper
7 reviews At Sailwiz since 2023
I'm Carlos Asencio, boss. I design author trips by sailboat and catamaran to experience the sea without haste. I have traveled to 45 countries, I have crossed the Atlantic and I have spent more than 30 weeks sailing in different Mediterranean destinations, in addition to ocean sailing.
Neurosurgeon and advanced diver.
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Contact the skipper
Response rate: 94%
Response time: Less than a day

Boat details

The Bali 4.2 catamaran, consisting of 5 cabins, was built in 202. It can accommodate 9 people in a single cabin, four double cabins and a lounge with two extra beds. Blankets and pillows included in the price.



The Catamaran is equipped with 5 bathrooms with showers.



This Bali sailing catamaran is equipped with a large sail with sabers, electric winches, solar panels, generator, GPS plotter in the lounge and grill. It also has a flat-screen TV, heating, air conditioning, sound system and outdoor speakers. The kitchen is fully equipped and includes a freezer, coffee maker, refrigerator, oven and stove.
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Specifications
  • Model: Bali - Bali 4.2
  • Capacity: 9 spots
  • Length: 12.71 m
  • Cabins: 5
  • Year: 2023
  • Bathrooms: 4
Features
  • GPS
  • Life jackets
  • VHF
  • Sounding line
  • Electric windlass
  • Autopilot
  • Wind equipment
  • EPIRB
  • Generator
  • Tender
  • Shower
  • Bimini
  • Wifi
  • TV
  • Equipo de snorkel

Additional Information

Included
  • Insurance
  • Final cleaning
  • Costs of mooring and anchoring
  • Meals on board
  • Professional skipper
  • Bed linens
  • Gas
  • Snacks
  • Paddle Surf
  • Tender
  • Equipo de snorkel
  • Towels
  • Hostess
  • Waiter/Cook
Not included
  • Airport transfer
  • Travel to the boat
Payment methods
  • Credit/debit card
  • Wire transfer

5 · 7 reviews

  • Balearic Bliss: Ibiza y Formentera en Catamarán con Hostess/Chef
    avatar
    September of 2025
    Outstanding. We felt very comfortable and warmly welcomed and were pampered from the beginning. Every day was exactly how we wanted it to be, all with total relaxation and lots of laughter. Cynthia's excellent cooking also deserves a special mention. So delicious! We will remember this trip for a long time. Thank you!
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  • Cerdeña en Catamarán con Hostess/Chef: Isla Maddalena y Costa Esmeralda
    avatar
    June of 2025
    A fantastic week with the delightful Carlos and Cintia sailing in the beautiful aquamarine Sardinian waters . Great food company laughter and care .
    Full confidence in Carlos as skipper . Very kind and thoughtful to the clientele . Great communication before the trip .
    We look forwards to the next one !!
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  • Cerdeña en Catamarán con Hostess/Chef: Isla Maddalena y Costa Esmeralda
    avatar
    June of 2025
    Super pleasant experience with Carlos and Cynthia showing us all the nooks and crannies of the La Magdalena Archipelago and also south of Tavolara Island.
    With his lively company, and his well-planned routes and menu, the week on board flew by.
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  • Balearic Bliss: Ibiza y Formentera en Catamarán con Hostess/Chef
    Avatar
    June of 2024
    Our first catamaran trip was an unforgettable experience. With Carlos and Cintia we have felt cared for and safe all the time. We have seen incredible places that we will always keep in our memories. Top food! Highly recommended!
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  • Skipper Training. Formación Náutica en Catamarán por Ibiza y Formentera
    avatar
    March of 2024
    The Training greatly exceeded our expectations! 1000% recommended: at the level of learning as a human. Carlos has innate pedagogy, he lets you practice a lot in complete safety, very good at a technical level in addition to being a charming person. Thank you Cintia for taking care of us so much, cooking so well and being so kind! Merciii
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  • Balearic Bliss: Ibiza y Formentera en Catamarán con Hostess/Chef
    Avatar
    September of 2023
    The experience has been excellent and wonderful. The boat was in perfect condition, both Captain Carlos and Cintia were always willing to please us in everything and take us to the best coves to enjoy them and the journey, everything was perfect. Highly recommended.
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Next dates

  • 23 May · 8 days
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    11500 € /boat
  • 23 May · 15 days
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    First places
    3500 € 3325 € /person
    21000 € /boat
  • 30 May · 8 days
    Confirmed, places available Confirmed, available
    First places
    1850 € 1757 € /person
    12500 € /boat
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Response rate: 94%
Response time: Less than a day
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