
How 3 Kiwis in London Created MedSailors — The Ultimate European Sailing Trip
By Ryan Brown published on 30 April 2025
So, you’re a Kiwi moving to London in search of an unforgettable European summer adventure to island hop, explore, party, and meet other travellers. Maybe sailing Greece or Croatia is dancing through your head as options, but what’s the best way to do it?
If this sounds familiar, you’re in good company, as there are thousands of New Zealand transplants with the same aim. This is also the story of MedSailors, its founders, and the very foundation and soul of the company. A Kiwi-owned sailing company with a big heart for real travel experiences, founded from the desire to make it accessible for others.

Small Beginnings, Big Ambition
Let’s take a stroll down memory lane to 2010, when three Kiwi friends moved to live and work in London. With bucket lists to tick off and a Eurotrip on the mind, the question was how to do it.
Being three yachties at heart, ferries and hostels didn’t hit the mark. Big, crowded Contikis didn’t provide the true island experience, and everything else seemed aimed at booze-filled sail weeks, the bougie luxury crowd, or large cruise ships. Where was the balance? Where was the in-between?
Then, that Kiwi ingenuity lit up. They decided, to hell with it, let’s do something new. So they rented a small yacht to island hop Greece themselves, bouncing from island to island and falling in love with the absolute bliss of the Mediterranean.
The. Best. Week. Of. Their. Lives.

After that trip, there was no going back. Dreams of those sun-soaked coastlines wouldn’t subside, so there was only one logical thing to do: Risk everything to start a sailing holiday company in the Mediterranean and bring other Kiwis in London on the unforgettable experience they had.
Getting local, tick. Mind-boggling history, tick. Wild activities, tick. Awesome friends made, tick. Nights out to remember, bottoms up. Pitching in their savings, time, and energy, they rented some boats and set this epic idea in motion.
And so, MedSailors was born in 2011 with the drive to replicate that “best week of our lives” feel. Born of the desire for a better way to explore. For group trips filled with good humans but not bursting at the seams. For a different way to travel to these destinations with lightly planned itineraries packed with possibilities. And for the most unique European nightlife that’s big on good vibes and endless memories.

A Kiwi Travel Company in London. Still.
That’s right, MedSailors is still owned by the original three Kiwi friends. Since 2011, more than 25,000 people have sailed with MedSailors in destinations like Croatia, Greece, Turkey, Italy, and the Caribbean. Thousands of Kiwis, Aussies, Brits, Americans, Canadians, and countless other nationalities have created moments and memories together on our trips since.
And we can’t wait to see what new moments unfold this summer!

Supporting Small Kiwi Businesses Abroad
As a small Kiwi-owned company operating out of London, our core support is YOU, and those like you. Chasing cultural curiosity, destination dreams, making international friends, breaking out of comfort zones, and getting to know our beautiful world better.
Cheers to the Kiwi and Aussie community, and for those in the past who have sailed or those in the future who are counting down — we can’t wait to see you at sea!
Haven’t booked your trip yet? Don’t miss the boat, book your MedSailors trip with just a €50 flexible deposit and a 25% discount for Kiwis in London and Aussies in London off RRP. Wicked savings for wicked good times to come, use the code KIL25 or AIL 25.