“I'd never sailed before and was nervous joining solo. By Day 2 it felt like I'd known the crew for years. The islands, the swimming stops, the dinners, it's the trip I keep telling people about.”
4.9Sailing Trip
Sailing in Croatia
7 days · Just 14 guestsIsland-hopping the Adriatic
5 of 14 spots leftApply
As featured in
What guests say
“The food on board from the private chef was AMAZING. We wanted to bring the chef home with us.”
“I surf at intermediate level and they gave me my own instructor which was huge. Actually got better instead of just paddling around. Every evening there was something different going on, bar nights, kayaking, windsurfing, never a dull moment.”
“It was the perfect mix of luxury and genuine connection. If you want a trip that's a little extra and a lot of fun, you have to check them out.”
“I've done two Hidden Jam trips now, a surf one and this sailing one. Both unforgettable. The only problem is you can't get enough.”
“As a solo female traveller I was nervous booking. Ended up one of my favourite trips ever.”
What's included
Everything's taken care of. You just show up.
From €2,490 all-in
Skippered sailing
7 days island-hopping the Adriatic with an experienced skipper. No sailing experience needed.
Trip photos
Professional shots from the week: the sailing, the islands, the in-between moments.
Private chef
A high-level dinner by a private chef with wine and local ingredients (catamaran option).
Swimming & snorkelling stops
Crystal-clear Adriatic water, hidden coves you can't reach by land.
Island experiences
Blue Cave at Vis, winery on Korčula, zipline over Cetina Canyon.
Farewell dinner
The last night, done properly.
We're picky about who joins. We hope you are too.
This isn't for everyone.
For you if…
You've never sailed and that's exactly why you want to try. The boat is skippered, you can do as much or as little as you like.
You're ready for the unexpected. Sailing is about spontaneity. We stick to our route, but sometimes a toilet breaks, the weather turns, plans shift. If you can roll with that and laugh about it, you'll love this.
You're coming alone. 80% of our guests do. The group is up to 14 people, and by Day 2 no one feels alone.
You care who's at the dinner table. We don't take everyone. Every guest goes through a 15-minute call before confirming a spot.
You want to meet people you'd actually stay in touch with. Founders, creatives, and people running their own things, mostly from New York, London, Paris, Berlin, Tel Aviv. We truly welcome everyone, regardless of age or background.
Not for you if…
You're looking for a party-week-on-water. This is more swimming, sunsets and conversation than clubs and 4 a.m.
You want every hour scheduled. There's structure: sailing legs, free time on islands, slow mornings at anchor.
You'd rather skip the intro call and just book. We don't book without one. It's how we keep the group right.
Apply
If you're nodding through the left column, apply.
Schedule
Seven days, day by day.
Day 1Trogir
Morning
Meet up in Trogir Marina to kick off the trip.
Afternoon
Explore the city and stock up on provisions. Settle into the yacht and get a quick sailing briefing from your captain.
Evening
Welcome dinner and introductions.
Day 2Brač
Morning
Fresh breakfast, then set sail to Brač with swimming stops off the yacht in the crystal-clear Adriatic.
Afternoon
Hike up to Vidova Gora, the highest peak in the Adriatic, stopping at an ancient cliffside monastery, for panoramic views.
Evening
Sunset from one of the most beautiful sandy beaches in the region.
Day 3Vis & the Blue Cave
Morning
Breakfast in a charming village on Vis, then head towards the island of Biševo.
Afternoon
Time our arrival to catch the brightest light inside the Blue Cave, a natural wonder of dazzling blue water.
Evening
Sail to Hvar and watch the sunset from the ancient fortress overlooking the town.
Day 4Hvar
Morning
Breakfast, then hop on scooters to explore Hvar's scenic coastal roads.
Afternoon
Swim in a hidden bay surrounded by cliffs, then a laid-back lunch at anchor. Sail toward Vela Luka bay.
Evening
Dancing under the stars and celebrating life on the water.
Day 5Korčula & the islands
Morning
Sail through the archipelago, swimming in crystal-clear waters and soaking in the views.
Afternoon
Optional winery tasting and a wander through charming coastal towns.
Evening
Drop anchor in a secluded bay and fire up a beach BBQ, island style.
Day 6Omiš
Morning
Set sail early to swim in the crystal-clear waters of Brela Bay, then head inland for a day in the mountains.
Afternoon
Lunch, then hike up the dramatic canyon cliffs and soar across the valley on a zipline.
Evening
Sunset overlooking the ancient town of Omiš below.
Day 7Split
Morning
Sunrise swim straight from the boat, then sail toward the island of Čiovo.
Afternoon
Try your hand at fishing and gather bamboo torches for the evening.
Evening
Beach barbecue under the stars, barefoot in the white sand, surrounded by firelight.
Day 8Trogir
Morning
Slow breakfast by the sea and a stroll through the charming alleyways of Trogir.
Afternoon
One last swim in the warm Adriatic before it's time to head home, sun-kissed, salty, and full of memories.
Our boats
Two ways to sail the same route. Choose your style.
Luxury Catamaran · from €2,990 · private chef on board
Sailing Yacht · from €2,490 · the crew cooks together
Past guests
We bring together exceptional people: founders, leaders, creatives, those with presence, big ideas, and a deep appreciation for meaningful connections.
Trip cost
Apply below to confirm your spot. We reply within 24 hours.
September 19–26 · 7 days
From €2,490
What's included
- Skippered sailing, 7 days island-hopping the Adriatic
- Trip photos
- Private chef: breakfast & one main meal (catamaran option)
- Introductory sailing lesson
- Motorboat transfers to the islands
- Blue Cave, winery tasting & zipline experiences
- Swimming & snorkelling stops
- A trip organizer with you throughout
- Farewell dinner
Not included: flights · travel insurance · shared boat expenses (~€300–400 p.p.)
FAQ
Everything you might want to know before booking.
What's included?
- A spot in a double cabin (girls with girls, guys with guys; couples get their own private cabin)
- The expertise of an experienced captain
- Two meals a day from our private chef: breakfast and either lunch or dinner (catamaran option, €2,990)
- Introductory sailing lesson
- Motorboat transfers from the yacht to the islands
- A trip organizer accompanying you throughout
What's not included?
- Flights
- Travel insurance
- Lunches ashore
- Alcohol outside of group meals
- Optional activities
- Shared boat expenses (marinas, fuel, and alcohol fund), usually around €300–400 per person
Do I need any sailing experience?
No. The boat is skippered by an experienced captain. You can help sail if you want to learn, or just relax, it's up to you.
What if I get seasick?
The Adriatic in September is calm and we sail close to the coast, hopping between islands rather than crossing open ocean. If the forecast predicts waves, we'll share a few useful tips on how to avoid seasickness.
What are the boat options?
Two: a luxury catamaran with a private chef (from €2,990) or a sailing yacht where the crew cooks together (from €2,490). Same route, same group, same islands, you choose the style and comfort level. We'll walk you through it on your intro call.
Who will be joining?
A group of up to 14 guests, founders, creatives, and professionals, from across Europe, the US, and beyond. About 80% come solo. We have a 15-minute intro call with everyone before booking.
Is this trip for solo travellers?
Yes, most guests come solo. The group is small, you eat together, and the schedule is built around shared moments. By Day 2, no one feels alone.
Where should I fly to?
Fly to Split (SPU), Croatia. The marina in Trogir is a 30-minute drive from Split airport.
Can you accommodate dietary needs?
Yes. On the catamaran, the private chef accommodates all diets. On the sailing yacht, we plan the shared meals around the group's needs. Just tell us when you book.
Will there be WiFi? Can I work from the trip?
There's mobile signal at most anchorages and in port. Some guests check emails in the morning. But the point is to disconnect, most people do.
Can I bring a friend or partner?
Absolutely. Mention it on the intro call and we'll book you together.