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Sailing Singles
Spend a vacation on a yacht with solos who are open to real connection,
not just another swipe right or left
Apply not just another swipe right or left
Sailing Singles runs several times a year
Pick the week that fits you. The page updates to that trip.
Canary Islands 6–13 February 2027 Early bird open Greece 15–22 May 2027 Early bird open Summer 2027 Dates to be announced
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Concept
For 8 years, couples have been meeting on our sailing trips. Some had short-term fun. Some got married. We decided to support this and created Sailing Singles: a week on a yacht with people who are single and open to new connections.
On board you'll find professionals, startup founders, corporate workers, artists and entrepreneurs from European capitals. 80% of our guests arrive by recommendation, so everyone is on the same wavelength.
Seven days tells you more than seven dates. You see how someone handles challenges, how they treat people, whether they're kind and present.
On board you'll find professionals, startup founders, corporate workers, artists and entrepreneurs from European capitals. 80% of our guests arrive by recommendation, so everyone is on the same wavelength.
Seven days tells you more than seven dates. You see how someone handles challenges, how they treat people, whether they're kind and present.
“
80% of our clients come solo to our trips. This time we made sure that they are all singles :)
How this trip works
You will live and travel on the yacht between the islands to see magnificent landscapes with turquoise water and stunning sunsets.
Meet new friends, potential partners for hobby, business, or even relationship! We are gathering several yachts and will spend some time all together
Get more sailing! We will take the opportunity to catch the wind between islands. If you wish, you can learn sailing from the experienced skipper.
Enjoy pleasant weather – Swim, snorkel, and sunbathe a lot while exploring bays and secret spots, hidden from those who travel by land
Why you will enjoy traveling with us
-
8 years in the sailing businessWe've been organizing yacht adventures worldwide since 2018, so we know how to create the perfect sailing week. -
Small groupsExpect up to 8-9 like-minded vetted people on one yacht for your comfort and quality networking. -
A call with the captainGet to know who will take care of your vacation and ask questions directly before a trip -
New clean yachtsFor you, we choose a modern, fully equipped fleet that is up to 5 years old. No smelly and crumbling yachts.
Sailing route
Agistri
The smallest inhabited Saronic island, pine-covered from hill to shore, with beaches and clear blue water. We tie up in the harbour, go to a small local restaurant at night, and in the morning walk between the pines up the hill for the view.
Methana
A dormant volcano with around 30 volcanic domes, on land and under the sea — and a magma dome still sitting 4–7 km underground, which is what heats the water. Warm therapeutic springs of two kinds, sulfur and sodium-chloride (salt), flow from about 25 spots in the rocks at roughly 28–41 °C. Where the sulfur water meets the sea at the entrance to the spa town, the sea turns a milky colour. In the 1960s Methana was one of Greece's best-known spa towns. A swim in warm volcanic water, then breakfast on board or in a café with local food.
You don`t need any previous experience to join the team for this trip. Route is flexible and can be changed due to weather
Start and finish: Alimos Marina, Athens (ATH airport, ~35 km)
Poros
The pearl of the Saronic, known among skippers as the capital of sailing in Europe. The town sits on a channel only about 200 m wide, facing Galatas on the mainland — boats pass right along the waterfront. Made for arriving by yacht: easy mooring, restaurants along the quay, everything within walking distance. Ten minutes uphill to the 1927 clock tower, with white houses and terracotta roofs at your feet.
Dokos
Nobody lives here. We anchor in Skindos Bay, the main anchorage — a full detox from the outside world, a quiet day or a loud karaoke night, the crew decides. Off its coast lies the Dokos wreck, around 2200 BC — one of the oldest shipwrecks ever found.
Ermioni
An old town on a hill between two bays: open sea on one side, a sheltered harbour on the other. The highlight is Bisti, a pine-forested peninsula with a walk around it — water on one side, pines overhead, the smell of resin the whole way.
Moni
The perfect finish: an uninhabited islet off Aegina where deer and peacocks are the free citizens, together with kri-kri goats. Walk among them, see the deer up close, take selfies, or watch them from behind a tree like a curious child.
Tenerife
It is a really unique location because you can see different climate zones and landscapes during a few hours trip. Enjoy deserts, Mars-like lands, and wet forests in canyons. Feel the magic of a vacation on an island with snow-covered summits over hot beaches and thousand year old eucalyptuses.
La Gomera
The island looks like a big almost perfectly round hat popping out from an ocean. Airplanes with tourists don`t fly here, and we repeat Columbus's route to La Gomera under sails. On the land, we go up over the clouds and do light trekking in an ancient wood and jungle.
You don`t need any previous experience to join the team for this trip. The route is flexible and can be changed due to the weather
Start and finish: Tenerife (TFN / TFS airports)
Schedule: 6 Feb, 1 PM - 13 Feb 9:00 AM
Start and finish: Tenerife (TFN / TFS airports)
Schedule: 6 Feb, 1 PM - 13 Feb 9:00 AM
La Palma
Here we go for a walk near the volcano that recently has been erupting but now is sleeping again. As an option, we can rent 1-2 cars for a short road trip in canyons and forests. Let`s go to a rattling mountain waterfall and then climb to the top to see freshly solidified lava.
Sailing route
Invest in your impressions
Cost per person
Included:
- Yacht charter (+ motor boat)
- Yacht insurance
- Licensed captain
- Learning to steer the yacht and the art of sailing
- Final cleaning
- Bed linen and towels
Additional budget:
- Food, drinks, fuel: €180-240
- Flights to and from Tenerife (TFS / TFN)
- Security deposit for a yacht €250 (refundable)
- Additional activities on land (restaurants, tours etc)
Bonus:
Helping with the planning of the trip: tickets, transfers to a marina.
Next StepInvest in your impressions
Cost per person
Included:
- 7 days living and sailing aboard the yacht or catamaran
- Yacht charter and yacht insurance
- Licensed captain
- Sailing and steering lessons for anyone who wants them
- Final cleaning, bed linen and towels
- Activities on board and on land
Additional budget:
- Food, drinks and fuel (shared onboard kitty): €180–240 per person
- Flights to/from Athens (ATH)
- Refundable yacht security deposit: €250
- Optional extras on land (restaurants, taxis, entrance fees)
Yacht €1480€1080
Catamaran €1640€1240
To reserve your spot you need only €200
(you pay nothing until the call)
(you pay nothing until the call)
Yacht €1390€1190
Catamaran €1540€1340
To reserve your spot you need only €200
(you pay nothing until the call)
(you pay nothing until the call)
Turn this video into your reality
common zones in the cockpit, on the deck, and inside
salon with equipped kitchen: fridge, freezer, cooker, oven
cold and hot water, generator
Cabins: 4
Sleeping places: 9
Sleeping places: 9
Our home for
7 days of adventures
7 days of adventures
common zones in the cockpit, on the deck, front deck, 2nd level, and inside
salon with equipped kitchen: fridge, freezer, cooker, oven
cold and hot water
Cabins: 5
Sleeping places: 10
Sleeping places: 10
Or choose the
catamaran, as you wish
catamaran, as you wish
Your captain
Hello!
I am Sergy – Skipper, with 8 years of experience. I got a license in Ireland after passing the Royal Yacht Association (RYA) program and I'm ISSA licensed too. Navigated 25 000+ nautical miles on yachts in the seas and Atlantic, Indian and Pacific oceans.
I live my life like you and organize soulful trips on seas and oceans in Europe, Asia, and America.
My goal is to open a world of a completely different and unique type of adventure as sailing is to as many people as possible. It happened to me 8 years ago, and now I want to show you how majestic the world can be from a yacht view.
If you want to become my colleague and become a skipper, I have an official permit to educate you and issue a license.
Look how it was with us last time
700+ people fell in love with sailing with us
"I've already booked my second trip, this time bringing along my partner, whom I met on the first adventure!"
Paul, Financial and Investment advisor from Great Britain
Read the story →
"Traveling with strangers who become family is the magic of the journey."
Rafaela, Photographer & content creator from Brazil
Read the story →
"It's quite extraordinary how you can take 8 to 10 people, complete strangers and over a few days, build an incredibly strong crew or team... it's very special."
Olof from Sweden, works in Agriculture
Read the story →
"It's a trip for anyone looking to connect with nature, other people, experience something new, try sailing, and live on the sea."
Keo, IT operations from Malta
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"You can't meet that kind of people just on the street or in a pub."
Ola, Copywriter from Poland
Read the story →Not ready to plunge
into sailing now?
into sailing now?
Leave your details, and we`ll update
you with the dates of our next trips!
you with the dates of our next trips!
Let our guests tell about us!
Salvatore, Amsterdam
Diana, Romania
Hermian, USA
Robert Muller, Frankfurt
Dan Drumea, London
Paula Burt. USA
Micah Neville, USA
Elena, Switzerland
Alina, Switzerland
Steven, Hawaii
Andi, Colombia
Robertas, Dublin
Giulio, Spain
Fernando, Spain
Check out some of our past trips
Not ready to say yes now?
Stay tuned with us!
Stay tuned with us!
Follow our captain`s blog on Instagram and Facebook to learn more about us and get a notification about the next trip!
Calendar of our other trips
12–19 Dec 2026
Become a skipper: ISSA Inshore license
Become a skipper: ISSA Inshore license
12–19 Dec 2026
No theory or homework, Competent Crew license included
No theory or homework, Competent Crew license included
12-19 Dec 2026
Real sailing and volcanic hikes, beginners welcome
Real sailing and volcanic hikes, beginners welcome
16-23 Jan 2027
Winter sun and island-hopping in the Caribbean
Winter sun and island-hopping in the Caribbean
6-13 Feb 2027
For singles: Valentine's week in eternal spring
For singles: Valentine's week in eternal spring
6–13 Feb 2027
Learn by sailing, no exams. Competent Crew license included
Learn by sailing, no exams. Competent Crew license included
6-13 Feb 2027
Sails up and real waves, no experience needed
Sails up and real waves, no experience needed
20-27 Feb, 2027
An exotic week with a local chef on board
An exotic week with a local chef on board
10–17 Apr 2027
Learn by sailing, no exams. Competent Crew license included
Learn by sailing, no exams. Competent Crew license included
10–17 Apr 2027
Become a skipper: ISSA Inshore license
Become a skipper: ISSA Inshore license
15–22 May 2027
Our biggest sailing week of the year
Our biggest sailing week of the year
15–22 May 2027
For singles: your crew by day, the whole fleet by night
For singles: your crew by day, the whole fleet by night
Any week 2026/27
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