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Next trip:Ibiza·10–17 October 2026 1 spot left Apply
Canary Islands·6–13 February 2027 Early bird open Apply

Sailing Singles runs several times a year

Pick the week that fits you — the page updates to that trip.

Ibiza 10–17 October 2026 1 spot left Canary Islands 6–13 February 2027 Early bird open April–May 2027 Dates to be announced Summer 2027 Dates to be announced

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.
“
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 business
    We've been organizing yacht adventures worldwide since 2018, so we know how to create the perfect sailing week.
  • Small groups
    Expect up to 8-9 like-minded vetted people on one yacht for your comfort and quality networking.
  • A call with the captain
    Get to know who will take care of your vacation and ask questions directly before a trip
  • New clean yachts
    For you, we choose a modern, fully equipped fleet that is up to 5 years old. No smelly and crumbling yachts.
  • Enjoy being a part of the crew and take care of your food on board!
  • Explore caves on a dinghy boat
  • Cook onboard together as a team
  • Visit local restaurants
  • Get lost in the atmosphere of narrow old streets
  • Hike in the morning and watch your yacht from the top
  • Leave your thoughts and just enjoy water splashing
Sailing route
Ibiza (Eivissa)
Ibiza is an island for both "party-club" and nature lovers. You can come 1-2 days before the trip starts and explore it. On the first day, we often dive into the old town. Narrow, busy streets with ice-cream corners and handcraft shops. Ancient fortress and a magnificent view of the port and the city from the top of it at night.
Formentera
We guess many photoshoots for magazines and ads took place here. Just look at the color of the water! We anchor here for a lazy day of swimming, walking barefoot on the beach, and snorkeling. Often, here are many fish in the water as the Poseidonia grows at the bottom.

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: Ibiza capital town (IBZ airport 20 min away)
Schedule: 10 Oct, 1 PM - 17 Oct 9:00 AM
Es Vedra
These mystique cliffs are waiting for us to show their majesty. As we get closer to our yachts, our faces will represent all kinds of positive emotions: curiosity, joy, amazement, and calm. We drop our SUP boards on virgin clean water and explore this location.
Let`s talk about it!
Cala Saona
This bay perfectly represents Ibiza/Formentera. You can stay at the beach club and enjoy cocktails or hike in the pine forest with the viewpoint at the end.

*Fun fact: once, the guest wanted to stay here on board – at the top of the mast :) We have special equipment so the girl safely meditated above the bay.
Sant Antoni de Portmany
There are only three words to explain the cherry on top of this place: sunset, Cafe del Mar, and cocktail. We often hurry to dock in the marina here to catch the sun going down. Cafe del Mar is the famous author of the lounge tracks known worldwide.
We're staying in a wild bay in a national reserve. On the beach, we're going to take some drone footage among the dunes and strange plants.
Espalmador

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
  • Flight tickets
  • 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 Step
€1390 / €1440€1190 / €1340
To reserve your spot you need only €200
(you pay nothing until the call)
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
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.
Let's talk about it!
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 Step
Yacht €1480€1080
Catamaran €1640€1240
Next price increase: 1 Nov '26
To reserve your spot you need only €200
(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
Our home for
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
Or choose the
catamaran, as you wish
Your captain
Hello!

I am Sergey – 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 times

700+ people fell in love with sailing with us

Paul

"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 →
Rafaela

"Traveling with strangers who become family is the magic of the journey."

Rafaela, Photographer & content creator from Brazil

Read the story →
Olof

"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 →
Keo

"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

Read the story →
Ola

"You can't meet that kind of people just on the street or in a pub."

Ola, Copywriter from Poland

Read the story →
Get to know your captain
Before the trip, we do personal interviews with each guest. It allows you to meet the captain—the person who will take care of your entire vacation and your safety. Ask him any questions and tell him your preferences!
Let`s talk!
Not ready to plunge
into sailing now?
Leave your details, and we`ll update
you with the dates of our next trips!

Let our guests tell about us!

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Calendar of our other trips

Ibiza Flotilla Adventure
10-17 Oct, 2026
More details
Sailing Singles: Season 4, Ibiza
10-17 Oct, 2026
More details
Sailing School Course
12-19 December
More details
Ocean Adventure Sailing, Canary Islands
12-19 December, 2026
More details
Learn to sail on a yacht as competent crew
12-19 December, 2026
More details
Caribbean Winter Escape
16-23 January, 2027
More details
Sailing Singles, Canary Islands
6-13 Feb, 2027
More details
Custom trip for you and your friends!
Any week 2026/27
More details
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