Watch Sailing & Boating Adventures Around the World – Page 3 of 8

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.

Showing 49-72 of 170 results
Episode 236 – Boat Life – Busy Day Aboard Pickle!
Sailing Pickle Family

Episode 236 – Boat Life – Busy Day Aboard Pickle!

Come and join us exploring guys, it's just another day living life on a sail boat! We do everything from provisioning, exploring new cities, docking in new marinas and town walls, swimming with dolphins in isolated anchorages and watching awesome sunsets with sun downers... can Boat life get an...
Episode 235 – Nicky and the Kids Leave Chris alone Aboard Pickle! Boat Life
Sailing Pickle Family

Episode 235 – Nicky and the Kids Leave Chris alone Aboard Pickle! Boat Life

Nicky and the kids leave Chris and Buddy on a mooring buoy in Sardinia and fly back to the UK for some medical appointments, flying back with more crew for Pickle, as Ben, Beaus boyfriend joins us for the summer! Within a day of being back onboard we are out exploring again, and enjoying the beautif...
Episode 234 – Skinny Dipping Off Our Sail Boat!
Sailing Pickle Family

Episode 234 – Skinny Dipping Off Our Sail Boat!

Easy episode this week guys, We swim with dolphins and play a little game of pass the seaweed before a lovely sail to another beautiful anchorage, where we go and explore with the dog and finish our day off with a amazing nighttime swim... butt naked of course! 😃 Thank you to our wonderful patron...
The ULTIMATE Shakedown Sail
PAT | FRANKIE

The ULTIMATE Shakedown Sail

This was the moment we had been waiting for—our first real test sail to see if everything was working and if this boat still felt right for us. ⛵️ We sailed to Gran Canaria, anchored for two nights, but the first night brought trouble—our anchor dragged! The sail back was unforgettable, with shifti...
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 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 ...
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 220 – New Sailing Season & New Sailing Pickle Family Adventures!
Sailing Pickle Family

Episode 220 – New Sailing Season & New Sailing Pickle Family Adventures!

As usual we are in a Pickle, we have all sorts to sort out in the Uk and then head back to our boat Pickle, travelling across Europe again, enjoying the beautiful scenery and stopping off at Verona for a once in a life time peek at Juliets balcony, (as Beau is studying Romeo and Juliet for her GCSEs...
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 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 �...
Episode 207 – Swimming with horses off the Boat for Beaus Birthday in Rhodes, Greece!
Sailing Pickle Family

Episode 207 – Swimming with horses off the Boat for Beaus Birthday in Rhodes, Greece!

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...
Episode 206 – We Have cheeky fun with guests aboard Pickle while sailing Rhodes, Greece.
Sailing Pickle Family

Episode 206 – We Have cheeky fun with guests aboard Pickle while sailing Rhodes, Greece.

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.
Episode 205 – Checking Out of Turkey and into Greece! Discovering Rhodes.
Sailing Pickle Family

Episode 205 – Checking Out of Turkey and into Greece! Discovering Rhodes.

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...
Episode 204 – WANTED CRIMINAL!! CAN’T LEAVE THE COUNTRY! SAILING BLACKLISTED!
Sailing Pickle Family

Episode 204 – WANTED CRIMINAL!! CAN’T LEAVE THE COUNTRY! SAILING BLACKLISTED!

Watch the full video now: 'WANTED CRIMINAL!! CAN'T LEAVE THE COUNTRY! SAILING BLACKLISTED!' The team at Sailing Pickle Family experienced an unsettling situation with Turkish officials who tried to blacklist their boat. This led to several challenges preventing them from leaving Turke...
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