Sea · Music · People

Sailing school, journeys you dream of
and a festival on the water
where you find your people.

Find your adventure
Yachts, islands and music —
all part of one story
Message Anton ↗

01 \ A Little About Me

Anton Timokhin in a marina

Anton Timokhin · skipper, instructor
and founder of Sailing Man

Yachts on the water at sunset
Encounters that stay with us
Stromboli volcano erupting
Stromboli · Sicily

Hello,
I’m Anton

Sailing Man flag

I’m building a community of people who love the sea. I believe everyone should try sailing at least once. Helping you take that first step is why I do this.

With us, you can become a skipper and take a yacht or catamaran out with friends and family. Or join an expedition far from the everyday — to the Azores, Japan or Norway.

If you love festivals and live music, and feel a connection with Burning Man culture, come to Sailing Man. We’ll discover the world from the water and find our people along the way.

7–14 / 14–21 November 2026

Autumn Maples

Japan
MOMIJI 🇯🇵

Like arriving on another planet — and finding a warm welcome. We explore the Goto Islands from the water: red and golden maples, small towns and a Japan far from the usual tourist routes.

Sailing and islands by day; hotels, hot onsen baths and fresh sushi in the evening. A chance to try sailing, if you’d like.

3900 €

per person

Explore
Japan · MOMIJI 🇯🇵 — 1 Japan · MOMIJI 🇯🇵 — 2 Japan · MOMIJI 🇯🇵 — 3

2–9 January 2027

Expedition

Canary Islands 🇪🇸

Black beaches, landscapes that feel like Mars, tropical greenery and the extraordinary snow-capped peak of Mount Teide. A warm ocean with dolphins alongside, a mountain observatory, twelve climate zones in a week — and plenty of time for a siesta.

1 900 €

per person

Explore
Canary Islands 🇪🇸 — 1 Canary Islands 🇪🇸 — 2 Canary Islands 🇪🇸 — 3

23–30 January 2027

Wild Home

Sailing Man
Thailand 🇹🇭

Our fifth year returning to the Thailand we love. Nine yachts and catamarans, around a hundred people and a week to feel at home among friends.

Islands, sailing and warm seas by day. Live music, beach parties and visits to neighbouring boats by night. Inspired by Burning Man culture, each crew can create its own camp.

from €1,900

per person · 8 days / 7 nights

Festival programme ↗
Sailing Man · Thailand 🇹🇭 — 1 Sailing Man · Thailand 🇹🇭 — 2 Sailing Man · Thailand 🇹🇭 — 3

30 January–6 February 2027

Children welcome

Catamaran
Chill Week 👶

Thailand at a gentler pace: one spacious Lagoon 42, a small group and islands to explore without rushing.

Snorkelling, a jungle waterfall, walks and quiet beach landings. Children discover sailing while adults unwind. Each cabin has its own shower and toilet.

2 100 €

per person

4 000 €

per double cabin

Discover our relaxed sailing week
Catamaran · Chill Week 👶 — 1

20–27 February 2027

Premium · частный катамаран

Bora Bora

Французская Полинезия в камерном формате Sailing Man Premium. Частный катамаран Bali 4.2, три острова и персональная подготовка путешествия.

Планируем борт 2024–2025 года. Райатеа, Таа и Бора-Бора, коралловые сады и снорклинг с мантами с местным гидом — если позволят условия. Поможем добраться из Москвы, США и Азии.

3 900 €

per person · 8 days / 7 nights

Открыть премиальную поездку ↗
Bora Bora — 1 Bora Bora — 2 Bora Bora — 3

6–13 March 2027

+ Special guest

Seychelles 🇸🇨

Granite islands in the Indian Ocean, giant tortoises and beaches you will not want to leave. We swap winter for summer: swimming, exploring islands and watching sunsets from the water.

Modern catamarans, starting with the Lagoon 42, spacious cabins and the option to sail with a cook on board. Plus a special guest — more on that soon.

2 500 €

per person · with a cook on board

3 500 €

per person · sailing with Anton

Explore
Seychelles 🇸🇨 — 1 Seychelles 🇸🇨 — 2 Seychelles 🇸🇨 — 3

1–8 / 8–15 April 2027

Spring From the Sea

Japan
SAKURA 🌸

Imagine cherry blossoms without the rush or the crowds. We approach old castles from the sea, as if sailing into the pages of Shōgun, and discover Japan’s small islands.

Sailing, temples, hot onsen baths, fresh sushi and nights in hotels. The kind of Japan that makes you want to stay another day.

3900 €

per person

Explore
Japan · SAKURA 🌸 — 1 Japan · SAKURA 🌸 — 2 Japan · SAKURA 🌸 — 3

8–15 May 2027

An Exploratory Voyage

Ithaca 🇬🇷
Catamaran Chill

Lefkada, Kefalonia, Ithaca. We follow in the footsteps of Odysseus aboard a spacious Bali catamaran, exploring legends, finding beautiful bays and dining in Greek tavernas by the water.

Plenty of swimming, walks and time to settle into the rhythm of the Ionian Sea. For those interested, there is also more intensive catamaran handling practice.

Explore the voyage
Ithaca 🇬🇷 · Catamaran Chill — 1

26 June–3 July / 3–10 July 2027

Atlantic Expedition

Azores 🇵🇹

Nine volcanic islands in the Atlantic — a place I call the home of sperm whales. We’ll look for whales and dolphins, admire Pico, swim in ocean pools and explore green islands lined with hydrangeas.

Ocean passages, Portuguese hospitality and music: sets among volcanic landscapes and flowers. We start on Faial; fly into Horta.

2 900 €

per person · sailing with Anton

2 400 €

per person · on the second boat

Explore
Azores 🇵🇹 — 1 Azores 🇵🇹 — 2 Azores 🇵🇹 — 3

30 July–6 August / 6–13 August 2027

Northern Norway

Lofoten 🇳🇴

Sharp mountain peaks, fishing villages and long northern evenings. We’ll sail into Trollfjord, climb Reinebringen for that unforgettable view and look for sperm whales and orcas — we’ve been lucky on previous expeditions.

Sailing, cod fishing, waterside saunas and shared dinners with a cook on board. Optional offshore training is available.

€3,400 with a cook on board

per person

Explore
Lofoten 🇳🇴 — 1 Lofoten 🇳🇴 — 2 Lofoten 🇳🇴 — 3

18–25 September 2027

Our Main Festival

Sailing Man
Ithaca 🇬🇷

Our big gathering in the Ionian Sea. Kefalonia, Ithaca and ancient Greek myths become part of one story, with sailing, music and people from around the world.

International artists, live sets, art boats, camps and warm evenings in Greek tavernas. We’ll keep a few surprises to ourselves for now.

Be the first to hear
Sailing Man · Ithaca 🇬🇷 — 1
See all upcoming adventures

03 \ JOURNEYS IN PHOTOGRAPHS

Stories
We Love
Returning To

Norway trip review, summer 2024

@yakovlev_eugen

Turkey trip review, September 2024

@alyona_ivanova97

Italy trip review, September 2023

Anonymous review

Azores trip review, September 2023

@di.matveeva

Azores trip review, September 2023

@di.matveeva

Canary Islands trip review, spring 2024

@senya.g

Turkey trip review, September 2024

@drugkitten

Azores expedition review, summer 2024

@nastya.markovich

04 \ SAILING SCHOOL

Become
a Skipper

Want to charter a yacht anywhere in the world? Create your own adventures, invite your friends and explore somewhere new? Or turn a hobby into work that brings both joy and an income?
Let me show you how.

Explore

Online TheoryNavigation, yacht systems,
passage planning and radio communication
Starts 13 October 2026

Practical Training in Turkey 🇹🇷8 days aboard with an instructor:
mooring, sail handling and navigation
Starts 20–27 February 2027
27 February–6 March 2027

SAILING MAN CINEMA / DOCUMENTARY

イチゴイチエ

One Encounter — One Chance
Enter the cinema ↗
Japan. イチゴイチエ — One Encounter — One Chance. A yacht against the Japanese sun. Watch the trailer

Two years looking for a yacht, one encounter and a friendship that connected Japan and Russia. A film about the sea and the people who make a distant country feel close.

The story of one encounter ↗

SAILING MAN CINEMA / 10:52

The Canaries.
See You on the Ocean.

We made a film about the history of the Canary Islands and what it is like to sail here. The Atlantic, volcanoes and islands we keep coming back to.

If you’re ready for a little adventure right now, press play.

Watch the film on YouTube ↗
The Canary Islands Under Sail — a film by Anton TimokhinATLANTIC · VOLCANOES · ISLAND STORIES

05 \ GOOD TO KNOW

Questions
& Answers

About our trips and sailing
Life and facilities on board
Visas, flights and insurance