Watch Sailing & Boating Adventures Around the World

Explore sailing, boating, and water sports through our curated video archive. From epic sea voyages to serene diving escapes, discover unforgettable adventures from top YouTube creators. Start your journey. Dream big. Sail far.

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Episode 246 – Caught Out in a Unpredicted Storm at Sea!
Sailing Pickle Family

Episode 246 – Caught Out in a Unpredicted Storm at Sea!

Sailing from Sardinia, Italy to the Balearic, Spain we are caught in a unpredicted storm which blows up to nearly 50 knots so quickly and as we try and reef our sails the furling line for our Genoa (headsail) snaps and the full 140% headsail bellows out and sets our boat onto a cause we did not plan...
Episode 238 – Nudist while Sailing Sardinia!
Sailing Pickle Family

Episode 238 – Nudist while Sailing Sardinia!

After an extremely fun sail tacking up the channel with a zillion other boats we finally drop anchor in a fabulous spot with a huge group of nudists. But that doesn't stop us having a fantastic time celebrating Bears birthday! Thank you to our wonderful patrons, you are really helping to mak...
Episode 231 – We’re Running Out of Water on our Sail Boat and have a Wild Beast Onboard!
Sailing Pickle Family

Episode 231 – We’re Running Out of Water on our Sail Boat and have a Wild Beast Onboard!

This week guys we are on the search for water, which isn't always easy to get whilst sailing the world! Some countries are easier than others, but this week we sail to a couple of different marinas in search of water and finally get some at a big fuel dock with a bit of fuel. All the while we g...
Episode 230 – Streaking Around Naked on my Sail Boat!
Sailing Pickle Family

Episode 230 – Streaking Around Naked on my Sail Boat!

I Love Sardinia! We are having so much fun guys!!!! So many beautiful anchorages to check out, so many white beaches to hang out on, and so many turquoise waters to swim in! AND its so hot and so chill who needs any cloths... Not ME! 😅 Thank you to our wonderful patrons, you are really helping to...
Episode 227 – Chris left! I’m Sailing Solo with the kids!
Sailing Pickle Family

Episode 227 – Chris left! I’m Sailing Solo with the kids!

Its all about the sailing this week guys! Sailing, sailing and more sailing, I am a Sailing Solo Mumma this week with the kiddos, they are actually getting to learn to set sails, lift anchor, navigate and do all the fun jobs with me as I sail us up the Sardinian east coast towards Olbia. It is sooo ...
Episode 225 – 3 Day Sail Vulcano to Sardinia! Encounters with Whales and we catch Tuna & Mahi Mahi!
Sailing Pickle Family

Episode 225 – 3 Day Sail Vulcano to Sardinia! Encounters with Whales and we catch Tuna & Mahi Mahi!

Super sail from Vulcano stopping off at another little island for fuel then carrying on for three days to Stunning Sardinia! We see dolphins, Whales, catch Tuna and Mahi Mahi!! Then reach the beautiful deserted anchorage and explore our new surroundings! With amazing turquoise waters and sandy beach...
Episode 224 – Sailing through the Messina Strait to Vulcano Island, where we  jump ship to explore!
Sailing Pickle Family

Episode 224 – Sailing through the Messina Strait to Vulcano Island, where we jump ship to explore!

Wow what a very cool few days we have! We have a long but fantastic sail from Taormina, Sicily through the Messina Strait and sail through the night to arrive in Vulcano, where we continue the adventure with all the bubbly water and under water springs and exploring the Vulcano Island, It's so ...
Episode 223 – Big Stormy Sails and exploring Taormina, Sicily!
Sailing Pickle Family

Episode 223 – Big Stormy Sails and exploring Taormina, Sicily!

After an extremely poop week with crappy boatyard work, we have sailed on leaving Beautiful Italy behind and having a busy, windy sail over to Sicily. Sadly our boat work is failing already as we had feared would happen, but we don't let that stop us going to shore and exploring the beautiful T...
Ep 221 – Night Sails and Engine failure!
Sailing Pickle Family

Ep 221 – Night Sails and Engine failure!

Busy week as ever! We get the last couple of essential jobs done before night sailing to another part of Italy so we can get Pickle lifted out the water to repair the damage from the crash last year in Turkey! But as ever we have a minor engine problem, as we leave the marina in the darkest of night...
Episode 217 – Last Sail of the Season and we Lose our Anchor!
Sailing Pickle Family

Episode 217 – Last Sail of the Season and we Lose our Anchor!

After last weeks episode where we get our quotes for repairs and have a knees up, we are finally ready to leave Crotone, in the dark, sailing onto Roccella along the boot of Italy. We have a final amazing sunrise at sea get ourselves in some heavy weather and choppy seas, then we lose our anchor mid...
Episode 216- Engine Failure, Crushed Boats and a Drunk Captain!
Sailing Pickle Family

Episode 216- Engine Failure, Crushed Boats and a Drunk Captain!

Well yet again we're in a Pickle! After the last months constant storm sailing we finally had engine failure in last weeks episode, Thankfully engine stripping and rebuilds is becoming something we're quite good at! So this week guys Chris is yet again pulling the engine out to replace a d...
Episode 215 – Winter Sailing from Kefalonia, Greece to Italy and Dodging Storms!
Sailing Pickle Family

Episode 215 – Winter Sailing from Kefalonia, Greece to Italy and Dodging Storms!

We're doing it guys!! We're just bloody well doing it! There is no two day window to cross from Greece to Italy so we have to just go for it, we leave in one storm and arrive in another, throw in engine failure at the end and you get the jist of this mad, crazy storm sailing episode with a...
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