Feel the place
A visual film: islands, sails and the Atlantic.
Watch on YouTube ↗
SAILING MAN / AN ATLANTIC EXPEDITION
AZORES
An ocean where you find your people
26 June–3 July / 3–10 July 2027
Come aboard Start: Faial · Finish: São Miguel · 8 days / 7 nights
01 / FIND YOUR SEA
Far away.
Deep green.
Entirely real.
Nine volcanic islands in the Atlantic. Coffee in the cockpit in the morning, ocean passages or moss-lined trails by day, conversation, local food and music in the evening.
We sail from Faial to São Miguel. Along the way: Pico’s silhouette, São Jorge’s green slopes, Terceira’s harbours and a long ocean passage. We live aboard, waking to a different landscape each day.
No experience is needed. Your skipper will help you settle in; try sail handling, steering and crew life at your own pace.
STEP ASHORE. SLOW DOWN. BE AMAZED.
Sometimes the whole plan
is to follow the light.
02 / OUR COURSE
From Faial
to São Miguel
Five islands in our plans for the week. Shorter passages in the central group, followed by a true Atlantic crossing towards the finish.
Our route moves with the ocean.
This is a provisional plan. The skipper chooses stops, which side of each island to sail and departure times according to the forecast. We begin the long passage early enough to leave a buffer before returning the yacht, shortening shore stops if needed.
03 / THE RHYTHM OF THE VOYAGE
Island by island.
Time to slow down ashore.
At sea, there can be long days and a night watch. On the islands, we leave room for walks and encounters.
DAY 01Faial. Where the voyage begins+
Meet in Horta, settle aboard, provision the yacht and get to know the crew. A briefing, first sea stories and a walk past the paintings on the marina walls. Faial is worth exploring before we leave — arrive with time to spare.
DAY 02Pico. Life beneath the volcano+
A short passage across the channel. Black lava, vineyards behind stone walls and Pico’s vast outline above the ocean. We choose our landing and walk according to the weather. A full ascent of the summit needs a separate plan agreed in advance.
DAY 03São Jorge. An island of green slopes+
Set course for São Jorge. Try helming, work the sails and keep a lookout: dolphins and sperm whales inhabit these waters. Ashore, enjoy a walk and dinner in a small harbour.
DAY 04Terceira. A day under sail+
The passage to Terceira gives us a full day at sea. Practise holding a course, change watches and watch the weather. After arriving in Angra do Heroísmo, explore its colourful streets and rest.
DAYS 05–06Night watch. Course set for São Miguel+
We leave in a suitable weather window. Terceira and São Miguel are around 100 nautical miles apart: roughly 18–24 hours at sea, depending on wind and speed. We organise watches and rest aboard, then arrive in Ponta Delgada and recharge.
DAY 07São Miguel. A green finale+
Crater lakes, hot springs and roads lined with hydrangeas. If the passage finishes on schedule, we explore the island ashore. This day also serves as a weather buffer: reaching the finish safely matters more than ticking off every stop.
DAY 08Until the next sea+
Return the yacht in Ponta Delgada in the morning. You can stay on São Miguel for a few more days — it deserves the time. We will agree disembarkation and flight timings before you buy tickets.
04 / ANTON’S STORY
We found
the sperm whales’ home.
We had sailed about ten miles from Horta. There was already more than a kilometre of water beneath us. We were almost ready to turn back when we saw a blow.
Then a sperm whale calf appeared, with an adult we called its nanny. The calf approached the yacht and we could hear clicks. I found myself in the water beside a sperm whale. It is one of those encounters that keeps drawing me back to the ocean.
Moments like these happen on their own. We cannot promise whale sightings or swimming with them. We watch respectfully and follow local rules.
Watch the story in Anton’s film ↗05 / GET A FEEL FOR THE PLACE
Azores.
Two perspectives.
Landscapes, real people and the ocean from our expeditions. Tap a picture to play the film.
Hear the story
Anton’s personal film about travelling through the Azores.
Watch on YouTube ↗06 / OUR HOME ON THE WATER
Jeanneau
Sun Odyssey 519
Five cabins, ten berths and a shared saloon. Our reference boat is Bourbon, operated by Alboran Charter.
5 CABINS / 10 BERTHS / 3 HEADS
Your place
for the week
Four double cabins and one with bunk beds. Showers and toilets are shared by the crew. There is a galley, storage for your belongings and a motorised dinghy for going ashore.
Photographs show Alboran’s Bourbon. The layout is the five-cabin Jeanneau 519. We confirm the actual boat and cabin allocation when you book; equipment may vary.
See Bourbon at Alboran ↗
07 / PEOPLE YOU FEEL AT HOME WITH
On the same wavelength.
On the same yacht.
Come solo, as a couple or with friends. Before long, you will have shared jokes, a favourite mug and stories only your crew understands.
We cook, go ashore, share watches and experiences. Curiosity, care and respect for personal space matter here. That is Sailing Man.
A long passage is a chance to practise making decisions at sea, beyond simply sailing from marina to marina.
- Passage planning, forecasts and choosing a weather window.
- Watchkeeping, night navigation and working as a crew.
- Sail trim and reducing sail in good time.
- Safety, yacht preparation and procedures when things go wrong.
Training is optional. For a separate course, we will discuss your experience, the programme, price and qualification requirements in advance. Taking part in the expedition does not automatically result in a licence.
09 / EVERY PLACE HAS ITS OWN SOUND
Set to SAIL
Music that feels right, right here.
SAIL is Anton Timokhin’s music project. Sails, a camera, a DJ setup and places reached by water. We have already filmed a set in the Canaries — watch it to get a feel for the idea.
We plan to film something similar in the Azores: a new landscape, new music, green slopes and a volcanic coast. Inspiration and conditions will guide the place and moment.
Watch SAIL Canary Islands ↗
SAIL / CANARY ISLANDS ↗10 / GETTING TO THE START AND HOME
Fly into Faial.
Fly home from São Miguel.
The start and finish are on different islands. Keep this in mind when choosing flights.
Horta
Take a taxi from the airport to Horta Marina. We recommend arriving the day before so you can settle in and allow time for connections.
Airport → marina ↗Ponta Delgada
We return the yacht here. Stay a few more days if you can, for lakes, hot springs and island walks.
Airport on the map ↗Before you book flights, we agree the dates and times for joining and leaving the yacht. Flights, ground transfers and hotels before or after the expedition are paid separately.
11 / SUMMER IN THE ATLANTIC
Layers of clothing.
Flexible plans.
22–24°average daytime high
in Horta in June–July
in Horta in June–July
Average nights are 17–19°C. Wind and humidity feel stronger on passage. Rain, ocean swell and fog are possible even in summer.
IPMA climate averages for 1991–2020, not a forecast for the trip.
What to pack
- Waterproof jacket and trousers, a fleece and a warm layer for night watches.
- Non-slip deck shoes and comfortable footwear for trails.
- Swimwear, sunglasses, a hat and sunscreen.
- A head torch, chargers, power bank and waterproof pouch.
- Personal medication, documents and travel insurance covering sailing.
- A soft bag that is easy to stow in your cabin.
We check Portugal’s entry requirements for your nationality before booking.
12 / CHOOSE YOUR WEEK
Your place
in the Atlantic
26 June–3 July / 3–10 July 2027
Price per person, per week
ABOARD WITH ANTON
2 900 €Travel with Anton Timokhin,
creator of the expedition and SAIL.
ON THE SECOND YACHT
2 400 €In the same flotilla,
with a skipper from our team.
Included
A berth, yacht charter, skipper, an introduction to sailing, a motorised dinghy, bed linen and towels, final cleaning and the travel programme.
Budget separately
Flights, transfers and hotels before or after the week. Shared groceries, fuel and marina fees are divided between participants at cost. Restaurants, shore activities and personal purchases are paid separately.
An offshore course is arranged separately. We will send an up-to-date estimate of additional expenses before you book.
SAILING MAN / ANTON TIMOKHIN
See you
on the ocean.
Message “Azores” — we will help you choose a week and yacht,
answer your questions and get ready for the trip.