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 250 – Annapolis Sail Boat Show with The Sailing Pickle Family!
Sailing Pickle Family

Episode 250 – Annapolis Sail Boat Show with The Sailing Pickle Family!

We attend the Annapolis Boat Show guys... And it's so much fun!! 🤩 After a bit of a rush to get Pickle lifted out the water in Spain for well needed boat work in a few weeks, we have the usual crazy road trip back to the UK, where we leave Buddy with my eldest daughter Bryony and Fly out to Am...
Episode 233 – Naked Sailors!
Sailing Pickle Family

Episode 233 – Naked Sailors!

Naked Sailor this week guys! Anyone else out there cook naked? we have lots of fun this week, free diving, hiking, sailing, exploring and hanging out on our beloved Pickle... Welcome aboard! Thank you to our wonderful patrons, you are really helping to make all this possible! Don't forget to p...
Episode 232 – The Italian Boatyard Wrecked Our Boat!!!!!
Sailing Pickle Family

Episode 232 – The Italian Boatyard Wrecked Our Boat!!!!!

This week guys we will show you all the damage the Italian Boat Yard in Crotone did to our beloved Pickle! It's shocking, these guys are major scammers and bodge artists!!! And we are left thousands out of pocket and with major works to now fix! Pickle is literally worse than when we took her i...
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 229 – Boat-Life! Sailing Adventures in Sardinia, Deserted Beaches and Isolated Anchorages!
Sailing Pickle Family

Episode 229 – Boat-Life! Sailing Adventures in Sardinia, Deserted Beaches and Isolated Anchorages!

Chris is back and we are heading out to explore some of these fantastic anchorages in Sardinia! We check out beautiful white sandy beaches, isolated coves and have calm lovely sails between these fab bays. Come and join us for this week's fun and adventures! Thank you to our wonderful patrons,...
Episode 228 – Final Week Sailing the World Alone with My Kids!
Sailing Pickle Family

Episode 228 – Final Week Sailing the World Alone with My Kids!

Epic sails to beautiful locations, enjoying sailing solo for our last week of freedom before Chris flys back into Sardinia after his successful hernia operation and joins us again for more fun and giggles 🙌 We experience lots of weird and wonderful weather this week, with the thickest fog I've...
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 226 – Chris is Leaving the Sailing Pickle Family!
Sailing Pickle Family

Episode 226 – Chris is Leaving the Sailing Pickle Family!

This week guys, in this fabulous Sardinian anchorage, Chris and Beau go on a very long hike to find some data. We do some cool little sails to new anchorages checking out these amazing turquoise waters, Chris LEAVES the Pickle family!!!! And I finally get my Man badge for killing a fish... very begr...
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 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...
Episode 222 – Hour Special! Noisy Italian BoatYard, Engine Service and Horrifying Bodged Repairs!
Sailing Pickle Family

Episode 222 – Hour Special! Noisy Italian BoatYard, Engine Service and Horrifying Bodged Repairs!

We are stuck in this Italian boat yard in Crotone for 3 weeks!!! it was meant to be 10 days to get the repairs done, for all those scratches and cracks caused from the big boat which dragged onto us last year! Every job which we were promised was delayed and then when they did carry out the work it ...
Episode 219 – Sailing Life – Planes, Trains and Automobiles….. And Jet boats!! Isles of Scilly.
Sailing Pickle Family

Episode 219 – Sailing Life – Planes, Trains and Automobiles….. And Jet boats!! Isles of Scilly.

We travel back to the UK from Pickle after getting her all snug and winterised in our winter marina in Italy. Then we embark on a crazy trip to the Isles of Scilly, which involves train journeys, a the night riviera sleeper train, buses, planes, taxis and jet boats... It's quite the fun adventu...
Episode 218 – Washing Wet Weather Gear and Winterising the Boat!
Sailing Pickle Family

Episode 218 – Washing Wet Weather Gear and Winterising the Boat!

Winterising jobs are top priority this week! We made it to our winter marina and start to do the hundreds of jobs to ready Pickle for the winter when Chris has to leave, the car has broken down and the Italian garage is useless so we end up doing some crazy flying and driving to get everyone back to...
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...
Episode 214 – Sailing Greece in the Calm before the Storm!
Sailing Pickle Family

Episode 214 – Sailing Greece in the Calm before the Storm!

We have a very needed break in these crazy weeks of storms! We discover the gorgeous calm surroundings and explore for miles on white sandy beaches, then manage to sail on along the Greek coast and cross to Kefalonia in huge swell, where we take shelter for further nasty strong winds that are on the...
Episode 213 – At Anchor in a Beaufort 9 Stormy Weather, in the Winter Mediterranean!
Sailing Pickle Family

Episode 213 – At Anchor in a Beaufort 9 Stormy Weather, in the Winter Mediterranean!

We leave one anchorage to have a pretty great sail compared to a lot these last few weeks! Arriving in time to avoid the strong winds which were coming! Predicted a Beaufort 9 for 2/3 days straight! We take shelter in beautiful bay which has a lot of shelter from the changing and strong wind condit...
Episode 212 – Winter Storm Sailing in the SouthEast Mediterranean
Sailing Pickle Family

Episode 212 – Winter Storm Sailing in the SouthEast Mediterranean

It's all about the sailing this week guys!! After hiding out in a sheltered Military Naval bay away from some big storms, we finally set sail again, nervously passing through live firing grounds into open water and after a strong day sail find ourselves sailing through the night in absolutely h...
Episode 211 –  Winter Sailing in the Mediterranean! Seeking Shelter in a Scary Naval Harbour!
Sailing Pickle Family

Episode 211 – Winter Sailing in the Mediterranean! Seeking Shelter in a Scary Naval Harbour!

We have some great sails this week in-between some very strong winds in the beautiful winter mediterranean! We explore further our isolated anchorage and finally find a trail to follow to a gorgeous little church before night sailing on to a naval harbour with a scary entrance! Thank you to our wo...
Episode 210 – Storm Sailing in the Med at Winter then finding ourselves lost in the Greek Wilderness
Sailing Pickle Family

Episode 210 – Storm Sailing in the Med at Winter then finding ourselves lost in the Greek Wilderness

There are some serious storms about in the Winter in the Mediterranean! And we seem to encounter a few this year! Which is ok but you have to find safe sheltered anchorages when it gets really nasty, and that isn't always as easy as it sounds! After some stormy sailing and the only marina for h...
Episode 209 – Sailing the Aegean Sea and finding Paradise! PLUS BIG ANNOUNCEMENT!
Sailing Pickle Family

Episode 209 – Sailing the Aegean Sea and finding Paradise! PLUS BIG ANNOUNCEMENT!

BIG ANNOUNCEMENT!!!!!!!!! We are appearing at the Annapolis SailBoat Show from the 10th - 14th October 2024. We will be part of the Cruisers Creating Content Stand (YouTubers) We will be there everyday throughout the Sailboat show and there is lots to see and do and events to get involved in, so pl...
Episode 208 – Splitting up the Sailing Pickle Family! Beau’s Leaving!
Sailing Pickle Family

Episode 208 – Splitting up the Sailing Pickle Family! Beau’s Leaving!

The Sailing Pickle Family takes you along on their latest sailing adventure, showcasing their experiences with a new rugged phone, dealing with cold weather, and making their way through beautiful destinations like Lindos. Watch as they share the struggles and joys of life aboard their ship, the �...
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