Sail the Adriatic with someone who actually knows it.
One week. Your boat. A local skipper who knows every anchorage worth stopping at. From €600 per person — private charter, whole boat, skipper included.
Sail With Me grew out of a sailing school. Most of our skippers are certified instructors — so you can pick up real skills on the water, or simply sit back and let them handle everything.
Sailors who teach. Instructors who sail.
We run a sailing school, so most of our skippers are certified instructors. You get someone who genuinely knows how to share the water — not just navigate it.
Most are certified instructors
The majority of our skippers teach at our sailing school. They know how to read a crew, explain a manoeuvre, and make complex things simple — whether you want to learn or just watch.
Local knowledge, not just a chart
Our skippers grew up sailing these waters. They know the secret bays, the best morning anchorages, and which meltemi to dodge.
English-speaking, every time
No language barrier. Every skipper communicates clearly so you understand what's happening, where you're going, and why.
Your trip, your pace
Want to pick up real sailing skills or just enjoy the ride? Say the word. Instructor-skippers adapt to your group — this is not a classroom unless you want it to be.
Got a group in mind? Let's talk about dates.
Inquire on WhatsAppBareboat or skippered?
Both give you the whole boat. The difference is who's at the helm.
Bareboat charter
For qualified sailors who want full independence
- ✓You skipper the boat yourself
- ✓Full freedom — your route, your schedule
- ✓Lower total cost
- !Sailing licence required (RYA, IYT or equivalent)
- !You handle navigation, anchoring, weather calls
- ★We share the best spots and insider advice
Skippered charter
For anyone who wants the experience without the stress
- ✓Certified instructor-skipper included
- ✓No sailing licence needed
- ✓Local knowledge — hidden bays, best anchorages
- ✓Learn to sail if you want, or just relax
- ✓English-speaking, every time
- ✓We handle weather, navigation, everything
Two seas. Both unforgettable.
Adriatic
Croatia · Montenegro · Slovenia
Crystal-clear water, medieval walled towns, and a thousand islands to anchor behind. Split, Hvar, Dubrovnik, the Kornati — one week barely scratches the surface.
Greece
Ionian · Aegean · Dodecanese
Ancient ruins visible from the cockpit. Turquoise coves with no one else in them. Tavernas at the end of the dock. Greece delivers the sailing fantasy.
From €600 per person
Based on a group of 6. Private charter — the whole boat is yours, skipper included. Often cheaper than a package holiday, with none of the tradeoffs.
Inquire on WhatsAppMoments from the sea
Igor
Co-founder · Instructor · Charter advisor
“Most days I'm somewhere between the helm and a coffee. If I don't reply straight away, I'm probably tacking. But I read every message myself at the end of the day — you'll hear from me, not an inbox robot.”
I've been sailing the Adriatic for 30 years and teaching for most of them. When you reach out, you're not talking to a booking engine — you're talking to someone who will actually be on the water with you, or personally handpick the skipper who will.
You reach out
WhatsApp or the form below. Tell us roughly when, how many people, and what you have in mind — even just "Adriatic, July, 6 friends" is enough to start.
Igor replies personally
Same day. We'll ask a few questions about your group's experience and expectations so we can suggest the right route and skipper.
We build your trip
Route options, available dates, skipper profile, honest pricing — all in one clear message. No surprises later.
You confirm and we handle the rest
Boat, skipper, briefing, everything. You show up at the marina and start sailing.
Tell us what you're imagining.
No commitment. We'll come back with route ideas, available dates, and an honest quote. Most inquiries get a reply within a few hours.
Prefer to chat directly?
WhatsApp is fastest. We usually respond within an hour during the day.
Inquire on WhatsAppWe never share your details. No spam, ever.
Igor
Co-founder · Sail With Me
Hi, I'm Igor. Any questions about routes or availability? Just ask.
Ask on WhatsApp