Chillout & adventure sailing trip Greek islands to Mykonos, full service, health chef & DJ incl.! opt. single cabin

Hosted by


Guided trip
TranslateMachine Translated
Ahoy & Moin ! I am Nikolai from Hamburg and organize, charter and skipper (=lead) this sailing trip. I skipper over 10 years in the area with young people e.g. for sailwithus and earlier jointhecrew, windbag, theyachtweek etc.. And from time to time also privately, like now, under my exclusive label "Sail2Dream - Escape Real Life". Here is my Vita where also contact is in it It starts in Athens. We visit the most beautiful Greek islands (Cyclades) to Mykonos and stay overnight in bays or in the ports. We will sometimes cook on board and sometimes we go out and eat local specialties. We are looking for 1-4 more -guests who would like to join us. Of course we will get to know each other in advance via WhatsApp group and have a video call to get to know each other. Then you can make a final decision if you want to join us. Text me on TG under SailorNik Included in the price - free options - Accommodation on board in a double cabin (bunk bed possible) - for 40% extra charge you get your own double cabin - the cost of meals will be shared fairly between us on the spot - Sailing lessons for beginners to advanced sailors incl. mileage confirmation - Skipper training for skipper candidates incl. "Day Skipper" option. - DJ on board - music mix according to mood - Health Smutje (chef) on board - focus on healthy food Exclusive & as a premiere on this cruise I offer the following unique features in any intensity (slow, medium, full speed) - all trademarks of Sail2Dream) : - "MusicAutopilot" - DJ plays the right music to the right mood -SailingAutopilot" : You learn sailing from A-Z without any pressure. - "RelaxAutopilot": You don't have to take care of ANYTHING - not even helping with cooking, washing up, cleaning, laundry.... Everything is taken from you & you do only what you feel like: sunbathing, listening to music, reading, swimming, chilling, eating, drinking, dancing, partying,... What is the mission? Relaxed, chill sailing with like-minded people. We will sunbathe, chill, party, philosophize and listen to music. Of course you can also learn everything about sailing from me. Or do nothing & enjoy life. If you want, you can of course sleep outside under the stars, swim at night and enjoy the total freedom and deceleration. Most do not want to go back....
Your Booking includes free protection from Trip cancellations.
Learn More
Meet Your TripLeader
Phone Verified
Identity Verified
29 Countries
1 Trips Completed

You can chat with Nikolai once you reserve your spot.
Trip Itinerary


Day 1-2
We leave on Saturday afternoon or Sunday morning. If you are there earlier, you could have dinner or go out on Friday evening, there is so much to see there! In any case, it makes sense to arrive on Friday, we book ourselves at the Hotel Poseidon, which is right there at the marina. I would be happy to arrange that for you.


Day 2-3
Kea is a small, partly still little known island and at the same time the gateway to the Cyclades. Here we can not only enjoy the crystal clear waters, but also discover the typical Kean architecture of traditional windmills on land. In Kea, according to Greek mythology, lived beautiful nymphs until jealous gods sent you a lion to drive them away. The statue of the lion of Kea is still visible on the island.


Day 3-4
From Kea we continue to Syros, the unofficial capital of the Cyclades. The island surprises with neoclassical architecture like the town hall with the Miaoulis monument or the church Anastasis. For avid hikers, a stopover in the undeveloped north of the island is mandatory to explore the unique nature and breathtaking beaches on foot. For those who want to take it a bit more relaxed, the numerous beautiful beaches around Galissas are ideal. Later, before heading back to our boat for dinner, we can take a stroll to enjoy the unique blend of neoclassical and traditional architecture.


Day 4-5
On the 4th day of our trip, the third largest island of the Cyclades awaits us : Paros. Here were found the oldest traces of human life in the entire archipelago. The wealth and the entire economic development of the island in ancient times was based on the presence of marble. Since Paros was ruled in the past by different peoples such as the Macedonians, the Romans and the Byzantines, it offers us a unique cultural landscape. Both Lefkes is worth a visit and the beach of Naoussa.


Day 5
Today Serifos is waiting for us! This Cycladic island will surprise you with its charm and originality. Around the port of Livadi numerous beaches like Kalo Ambeli or Livadi invite you to stay. Furthermore, we can explore the small village of Chora, which offers a breathtaking view over the coast. Not so easily accessible, however, are the beaches and bays of Koutalas; but it's worth it!


Day 5-6
The island of Kythnos has so far been spared from mass tourism and has therefore been able to preserve its traditional character. We have the choice between busy sandy beaches or small, quieter pebble beaches. Let's enjoy either Merichas with its lively waterfront and delightful tavernas or stroll through Driopida, which will enchant us with its pretty little houses. On our last day we can also relax in the hot thermal springs during a visit to Loutra. Let's also use the time again to enjoy the excellent Greek cuisine with its specialties of fish and seafood.


Day 6-7
After a great lay sailing trip we run Friday late afternoon back in Athens and end the evening with a great dinner in a great restaurant by the sea with appropriate view. On Saturday from 9 am we have to leave the boat, what you do after that is up to you.... You will definitely remember this trip for the rest of your life...:-)
Trip Summary
7 days trip
Athen, Kéa & 5 more
Questions and Answers

Halo Nikolai, I would be interested in the sailing trip. However, I am 23, is that a problem? Would ... Read More

Or show interest in the trio then I can chat you up

I would be super happy to join... 😍 Is there maybe a way to find another girl my age?

Otherwise check the link to my vita

Perfect. However, I can not enter my number here, email unfortunately also not. Is not possible with... Read More

Write via Telegram search for sailornik

Why JoinMyTrip?
Trusted platform used by 150K+ TripMates
Have A Question?
Live Chat with our experts 24x7
Unique Trips hosted by Experienced Travellers
Secure Payments to ensure your money is always safe