YouTube Videos

Wishful Thinking is hauled out on Leros island in eastern Greece for the European winter. We pack away the sails, service the engine and seacocks, fog our dinghy outboard and do lots of other jobs to prepare to leave her for the winter. We engage a technic...

In this season, we show you the kaleidoscope of experiences a sailing lifestyle offers - not only will you gain a true account of what relationships go through & boat life is really like here in Greece but you’ll also learn about many other factors (...

After all the trials and travels of seasons before, we thought it would be nice to get back to some good old simple sailing. In this episode we show you the best way to sail across Greece (East to West) and also share info and advice on some useful sailin...

🌎 Get 4 months for free on a 2-year plan here⇢ https://nordvpn.com/shb It’s risk-free with Nord’s 30-day money-back guarantee! ✌️ In this episode we sail from the Greek island of Leros to Kalymnos - the infamous 'Climbers Island' - where sky-...

Get 70% OFF on your next Huusk knife! https://huusk.club/SHB Hey guys and WELCOME to Season 3! of our sailing adventures aboard our sailing yacht HOLLY BLUE! Today we reminisce a little - taking you on a flashback through our winter Boat Life....fast for...

This is the last Sailing episode of our Season 2 & we’re going out with a bang! BOAT LIFE in autumn is quite the contrast to summer here in the Aegean and our tenacity is once again tested as the weather becomes very unpredictable… Leave us a com...

Hauling out our 38ft sailboat home by tractor for the first time ever, and removing our centreboard. Also, this was Tiny Cats first stay in a house. What do you think she prefers, land life or sailboat life!? Like and subscribe if you enjoyed :) Find ...

Our life on a tiny sailboat home. We get stuck at anchor for three weeks during a lockdown in Greece, and this is what it was really like! Like and subscribe if you enjoyed :) Find out more.... We've spent months putting together EVERYTHING we've learn...

Hey Everyone! Prepare yourselves for a bumpy ride as we finally head North on our Greek Island live aboard adventures...this time we sail towards the beautiful Greek gem - Lipsi Island! It's love at first sight after a turbulent trip and we celebrate Noa...

Hello Everyone and welcome back! In this episode Ross experiences the stoke of a perfect sail, Laura celebrates a milestone and hits her ‘naughty forties’, we celebrate with a family day out and explore the gorgeous Greek town on Agia Marina... Final...

Hi Guys! In this episode Laura has an encounter of the slithery-kind, Ross takes us on a trip up the coast after making a snap decision to up-anchor and we show that boat life isn't always the heavenly sunny situation it might appear to be on our sail boa...

Welcome to SEASON TWO of Sailing The Greek Islands! In this first episode, after spending the winter in Leros Marina and 3 MONTHS in LOCKDOWN, we are finally set free to sail and get back to one of what is arguably one of THE BEST feelings ever....anchor l...