The concept
Two things make this week different.

Where it is:
The water every sailor eventually wants to have sailed — trade winds, real ocean. Short passages between islands, and something at every stop you can only reach from the water.

What it does to you:
A week long enough to think about something important. People go home with new ideas, sometimes real changes — 800+ guests say it themselves.

One week, in the middle of a grey January. You leave the routine in Europe and come home with something better.
How does this trip work
You will live and travel on a catamaran between the British Virgin Islands, anchoring in bays and coves that can only be reached from the water.
Mostly solo travellers from across Europe. Everyone is vetted through a call with the captain before booking, so the group works.
You don't need any experience. Sailing tuition with the captain runs all week and it's entirely optional — take the helm or don't.
January in the Caribbean is dry, steady trade-wind season. Swim and snorkel daily — caves, reefs, The Baths — unreachable by land.

Why you will enjoy traveling with us

  • 8 years of group sailing trips
    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
  • Modern clean yachts
    For you, we choose a modern, fully equipped fleet, mostly 5 years old. No smelly and crumbling yachts.
Sailing route
Tortola
Your Caribbean adventure begins here, the heart of the British Virgin Islands. Bustling yet beautiful, Tortola welcomes you with palm-lined beaches, reggae rhythms, and crystal-clear anchorages.
Norman Island
Legends say it inspired Treasure Island, and when you sail into its secret coves, you’ll see why. Swim into caves with shimmering light, snorkel with tropical fish, and toast the sunset on the deck. This island whispers mystery and feels like stepping into a storybook.
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: near Road Town, Tortola. 30 minutes away from the nearest airport: Beef Island (EIS)
Cooper Island
The Baths
Home of slow mornings and starlit evenings. We anchor close to Cooper Island Beach Club, craft cocktails, good vibes, and reef snorkeling just a dinghy ride away. If you like your sailing days with a side of comfort, this stop is for you.
If you’ve ever seen those dreamy boulders on Instagram, this is the place. Climb, crawl, and swim your way through ancient granite caves and hidden pools. Virgin Gorda feels like nature’s playground and yes, it’s even better in person.
Jost Van Dyke
The Soggy Dollar Bar on White Bay has no dock. You anchor off, swim in, and pay with wet money — which is exactly where the name comes from, and where the Painkiller was invented in the 1970s. On the wild north coast, the Bubbly Pool: a rock channel where the Atlantic swell breaks through and turns a natural pool into a jacuzzi.
Wow-Places to Explore on Land
Coming early or staying longer? These are the places you don’t want to miss:
Missed the live webinar? Watch the replay
Turn this video into your reality
Common zones in the cockpit, on the deck, upper level, and inside
Salon with equipped kitchen: fridge, freezer, cooker, oven
Cold and hot water, generator, air conditioning, water maker (desalinator)
Cabins: 4
Outer zones: 3
Our home for
7 days of adventures
Sail and motor catamaran, fully equipped for autonomy in the seas and oceans
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
guests on one yacht in average
8-9
years of experience
in sailing with teams
8+
people felt in love with a yachting with us
800+
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

Book a call with the captain →
Rafaela

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

Rafaela, Photographer & content creator from Brazil

Book a call with the captain →
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

Book a call with the captain →
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

Book a call with the captain →
Ola

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

Ola, Copywriter from Poland

Book a call with the captain →
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!

Invest in your impressions

Included:

  • Yacht charter (+ motor boat)
  • Yacht insurance
  • Licensed captain
  • Learning to steer the yacht and the art of sailing
  • Freediving masterclass
  • Final cleaning
  • Bed linen and towels

Additional budget:

  • Food, drinks, fuel (shared onboard kitty): €280-360
  • Flight tickets
  • Security deposit for a yacht €250 (refundable)
  • Additional activities on land (restaurants, tours etc)
Cost per person €2070 €1670 Next price increase: 13 Nov '26
To reserve your spot you need only €200
Not ready to say yes now?

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!
Let our guests tell you about us!

Robert Muller, Frankfurt

Dan Drumea, London

Paula Burt. USA

Micah Neville, USA

Elena, Switzerland

Salvatore, Amsterdam

Alina, Switzerland

Victoria, Stockholm

Diana, Romania

Andi, Colombia

Robertas, Dublin

Hermian, USA

Giulio, Spain

Fernando, Spain

Not ready to plunge
into sailing now?
Leave your details, and we`ll update
you with the dates of our next trips!
Trips Calendar

Frequently asked questions

Which airport, and how do I get to the boat?

Beef Island (EIS) on Tortola, about 30 minutes from the marina near Road Town, where the trip starts and finishes. It runs 16-23 January 2027. We help coordinate transfers and connect you with other guests arriving the same day.

Do I need sailing experience for an ocean trip?

No. You don't need any previous experience to join. Sailing tuition with the captain runs all week and is entirely optional — take the helm or don't. January in the Caribbean is dry, steady trade-wind season, and the passages between islands are short.

Where do we sail, and what's at each stop?

Tortola to start, with palm-lined beaches and clear anchorages. Norman Island, said to have inspired Treasure Island, where you swim into caves full of shimmering light. Cooper Island for reef snorkelling a dinghy ride away. The Baths on Virgin Gorda, where you climb and swim through ancient granite boulders and hidden pools. And Jost Van Dyke, where the Soggy Dollar Bar has no dock — you anchor off, swim in and pay with wet money, which is how it got its name and where the Painkiller was invented in the 1970s.

What boat is it, and how comfortable is it?

A sail-and-motor catamaran, equipped for autonomy in open ocean: four cabins, three outer zones, common space in the cockpit, on deck, on the upper level and inside, a salon with a full galley (fridge, freezer, cooker, oven), cold and hot water, a generator, air conditioning and a water maker. Eight to nine guests.

Is anything included beyond the usual?

Yes — a freediving masterclass is included in the price, alongside the usual seven days aboard, licensed captain, yacht insurance, final cleaning, bed linen and towels.

Why is the food budget higher than on your European trips?

Budget €280-360 for the shared food, drinks and fuel kitty here, against €180-240 on our European trips. The Caribbean is simply more expensive to provision — most of what you buy on the islands has been shipped in. Everything else works the same way: flights, a refundable €250 yacht deposit, and whatever you spend ashore.

Who comes on this one?

Mostly solo travellers from across Europe. Everyone is vetted through a call with the captain before booking, so the group works. Eight to nine guests on the catamaran.

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