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.
We left Syvota and sailed through the Ionian Sea to Meganisi, then on to Palamos for what should have been a quiet stop — but the night turned wild with strong wind, swell, and a very uncomfortable anchorage.
From there we moved on to Kalamos and Kastos, chasing better shelter and calmer water, be...
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...
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...
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...
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...
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...
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...
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...
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...
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 ...
Celebrating B's 15th birthday in style, the Pickle Family takes a hike to a beautiful observation tower, makes new animal friends including horses and cats, and even swims with the horses for an unforgettable day on the island of Rhodes, Greece. Learn more about their incredible sailing adventu...
We explore Milos and then have a hectic 13 hour sail across to beautiful Kythira. After a quick stop at Elafonisos island, we have another sporty sail around the Peloponnese to Methoni. We explore epic Venetian fortresses at Methoni and Pilos, as well as what we thought was an abandoned lighthouse o...
Discover the beauty of Rhodes, Greece through the lens of the Sailing Pickle Family. Immerse yourself in their sailing adventures, exploration of ancient sites, and cultural experiences in this must-visit destination.
Embark on a thrilling adventure with the Sailing Pickle Family as they discover the wonders of Rhodes, Greece! Watch them expertly navigate their sailboat, drop anchor at stunning locations, and explore hidden gems like never before. Join them on Episode 205, 'Checking Out of Turkey and into Gr...
We have some rather wet and wild sailing while traveling to our exit port in Greece and finally arriving to check in, in Turkey! We certainly have it all this week, tough sails, crazy checking out processes and major scammers when we're trying to check into Turkey! Come and join us for all the ...
We have a very early start this week as we sail our way to our final Greece island of Kos, we encounter some big winds and slowly tack our way into a safe little anchorage, where we get to hang out for a few days and explore parts of the beautiful Island, we will be sailing on next week checking out...
We always seem to find some mischief somewhere to get up too! and this week is no different, after a sneaky drink and quite half hour child free as we shop for drinking water AGAIN, we then head off have another fab sail between Greek Islands and find ourselves in a deserted isolated anchorage, with...
We always seem to find some mischief somewhere to get up too! and this week is no different, after a sneaky drink and quite half hour child free as we shop for drinking water AGAIN, we then head off have another fab sail between Greek Islands and find ourselves in a deserted isolated anchorage, with...
We have great sails in these Greek Island with or without wind! This week we heave to during a very hot sail to swim in the very deep, cool, blue Aegean Sea which is hundreds of meters down and quite spectacular to swim in! Much later after our cool down we complete our sail into a fabulous little b...
The Big winds have finally settled down, so we sail away from the huge wildfires, wishing mainland Greece all the luck in the world to get a handle on all the craziness which is happening across this beautiful country and we sail onto some very cute and isolated anchorages! We get some dodge salty w...
Scary, scary episode guys! We had a good sail on from Athens hitting some big winds, but managing to take shelter in a pretty little anchorage, and all was well until A huge wildfire started and as you will see we end up surrounded by toxic smoke and scary fiery conditions! water planes and helicopt...
Love this week, we have sooo much fun! Join us for some Epic sails, as we fly along whizzing under a huge bridge, which is a first for us and sail on to find some cute little anchorages and finally traverse the Corinth Canal! What an experience, all the history and architecture behind the canal make...
We have some absolutely stunning anchorages on beautiful Greek islands to show you this week! We have fantastic sails with good winds and calm seas, warm sunny weather and crystal clear warm waters to swim in..... could life get any better than this?! Join us for wonderful chilled out boat life.
Th...
Another busy week aboard Pickle this week guys! It's tricky when you're trying to achieve so much and travel so far to catch it all on camera, but I definitely try my best! hope you enjoy this weeks episode guys showing good old everyday boat life for us, Big Sails after early starts, Spea...
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