Watch Sailing & Boating Adventures Around the World – Page 2 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 25-48 of 170 results
Episode 285 – Wild & Free Skinny Dipping while Sailing the World!
Sailing Pickle Family

Episode 285 – Wild & Free Skinny Dipping while Sailing the World!

What an amazing day! Exploring new locations, eating yummy Spanish food, sailing to quaint little deserted anchorages where we are lucky enough to hang out, Go wild naked swimming and snorkelling and even do a bit of fishing with Bear! its a perfect day living the sailors life, we watch the sun set ...
Episode 282 – Free & wild with the Sailing Pickle Family
Sailing Pickle Family

Episode 282 – Free & wild with the Sailing Pickle Family

It really doesn't take much to get back into sailing life! It is such a pleasure to be able to take you guys sailing again, enjoying the wind in my hair and the warm sun on my skin! Join us his week as we sail, explore deserted beautiful coves and settle nicely back into the sailing lifestyle w...
Episode 281- Sailing the World Again… & Having Adventures!
Sailing Pickle Family

Episode 281- Sailing the World Again… & Having Adventures!

Sailing again brings a whole different feel to life! Sailing to new destinations and exploring new places is absolutely awesome! This week we will take you through ancient ruins and explore the beautiful historic town of Almeria, enjoying great food and lots of fun and silliness along the way. Than...
Episode 280 – Freedom of Sailing!
Sailing Pickle Family

Episode 280 – Freedom of Sailing!

After so long doing boat work it is an absolute pleasure to be out here on the water, sailing, exploring, diving, snorkelling, spear fishing and sooo much more! 😃 come and join us this week for a look into the life of a family just loving boat life! Thank you to our wonderful patrons, you are ...
Episode 279 – HOUR SPECIAL! We Finally Set Sail For Wild Adventures!
Sailing Pickle Family

Episode 279 – HOUR SPECIAL! We Finally Set Sail For Wild Adventures!

We've FINALLY set sail guys! Im soooooo excited 🤗 Its been a long hard year on the hard doing oodles of boat work, from fully gel-coating our previously painted boat to new rigging and copper-coat, all while dealing with a MAJOR spinal injury, its been ALOT! But we got through it, and it's...
Episode 278 – We are Finally Back in the Water! After a Year of Boat Work!
Sailing Pickle Family

Episode 278 – We are Finally Back in the Water! After a Year of Boat Work!

After a year on the hard and months of extremely hard boat work, spinal injuries, delays, problems and mishaps we have finally done enough to be lifted back in and it feels sooooo good! 🤗 Thank you to our wonderful patrons, you are really helping to make all this possible! Don't forget to pop ...
Episode 262 – Day Off From Boat Work… Loving Boat-Life!
Sailing Pickle Family

Episode 262 – Day Off From Boat Work… Loving Boat-Life!

Finally we take a day off! It is some well needed fun, rest and relaxation guys! Nice meal, few beers and time at the beach being free and wild. Hope you enjoy this episode guys and all our silly antics as well as lots more boat jobs, and poor old Nicky is back to the hospital sadly for a brain scan...
Episode 261- Grinding and Gel-Coating Our Catamaran!
Sailing Pickle Family

Episode 261- Grinding and Gel-Coating Our Catamaran!

It's another tough week guys! We have so many boat jobs happening, where shall we start! Chris is sanding and Gel-coating and Nicky is grinding and gel-coating along with all the usual jobs which need doing! We most definitely have a few more weeks of this but we are trying our hardest to get t...
Episode 260 – Our Rudder is Full of Water! Boat Work Nightmare!
Sailing Pickle Family

Episode 260 – Our Rudder is Full of Water! Boat Work Nightmare!

Not only do we tackle yet another unforeseen job when we find our rudder is full of water, we also have a million other things which need our time and attention! Im still meant to be rehabilitating from my lower spinal damage, but so much needs doing! And now I have crazy episodes of trigeminal neur...
Episode 258 –  We’re Gel Coating Our Boat! And Bear’s gone Coconuts!
Sailing Pickle Family

Episode 258 – We’re Gel Coating Our Boat! And Bear’s gone Coconuts!

After months of bent stainless steel solar arch on the back of our catamaran, we finally get in fixed by a really great company who actually look like they know what they're doing! We have now officially started GelCoating our entire boat, it's a huge job... but we're going to do it! ...
Episode 257 – Doing Boat Work Butt Naked!
Sailing Pickle Family

Episode 257 – Doing Boat Work Butt Naked!

Yes guys I 100% end up stripping off Butt Naked while fibreglassing! You'll have to watch the whole episode for that escapade! It's all about getting the fibreglass done this week guys, and trying to manage my very serious spinal damage/rehabilitation and not make it worse, but continuing ...
Episode 253- Shore Time! Final week in the UK exploring Cornwall before returning to our Sail Boat!
Sailing Pickle Family

Episode 253- Shore Time! Final week in the UK exploring Cornwall before returning to our Sail Boat!

Hour Long Movie for you this week guys! We love making these big episodes for you, it's also nice to sometimes share our shore time with you guys and explore some amazing places with you as we go on our final adventure in Cornwall UK before we head back to our catamaran in Spain, its a great tr...
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 249 – Last Sunrise at Anchor Guys before we tackle Major Boat Repairs!
Sailing Pickle Family

Episode 249 – Last Sunrise at Anchor Guys before we tackle Major Boat Repairs!

Hello my most favourite people in all the world! It's my last sunrise at anchor on our gorgeous little catamaran Pickle, then we sail into the lifting dock and get Pickle put on the hard so we can tackle some MAJOR repairs due to a accident and bodged repair done by an Italian boatyard!!! But n...
Episode 248 – Sailing Life… We’re just Winging it! Storms in Southern Spain!
Sailing Pickle Family

Episode 248 – Sailing Life… We’re just Winging it! Storms in Southern Spain!

As you may know we have some standing rigging issues and our Genoa was damaged in a storm along with breaking our furling system track so we are still sailing under reduced sails, but it's ok we are dodging storms, taking refuge when necessary and exploring the quaint little places along the so...
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 245 – Hundreds of Miles from Land in all Directions!
Sailing Pickle Family

Episode 245 – Hundreds of Miles from Land in all Directions!

The experience of Sailing in the middle of nowhere is wonderful, free from land and all its stresses, free from mobile signals and social media, what a fantastic experience! Come along this week guys as we take you from beautiful Sardinia, Italy towards Balearics, Spain. We do some very light wind s...
Episode 244 – Naked Boat Maintenance and we go Climbing in Sardinia!
Sailing Pickle Family

Episode 244 – Naked Boat Maintenance and we go Climbing in Sardinia!

Great few days sailing the east and north coast of Sardinia, with a few water intake problems on our engine along the way. We arrive at the most fabulous anchorage in all the Mediterranean, and whilst waiting for a weather window to sail to the Balearics, we get to hang out in tranquility and explor...
Episode 242 – Extended Ep – Part 2 of Kids in Change of the Sail Boat! Plus underwater adventures!
Sailing Pickle Family

Episode 242 – Extended Ep – Part 2 of Kids in Change of the Sail Boat! Plus underwater adventures!

Epic episode this week guys, we had so much fun making this for you! Firstly it's the second part of the kids in charge! They sail us along the east coast of Corsica and we moor up at the beautiful town of Bonifacio, this historic town boasts dramatic cliffs, beautiful medieval streets, and pan...
Episode 241- Exciting week SAILING WITH THE KIDS IN CHARGE! part 1
Sailing Pickle Family

Episode 241- Exciting week SAILING WITH THE KIDS IN CHARGE! part 1

So much fun this week guys, we leave the kids in charge! They've done lots of research and planning and now they get to put it all into action and sail us towards our destination! Which was a great opportunity for the weather to teach them some valuable lessons, with big winds unpredicted from ...
Episode 240 – Sailing the World with a Wakeboarding Champion! 🤪
Sailing Pickle Family

Episode 240 – Sailing the World with a Wakeboarding Champion! 🤪

This week is so frustrating.... AND exciting!!! After crummy chores and trekking miles running errands we finally get to have some fun Wakeboarding! Oh my gosh was it frustrating!!! We were sooo bad, I started obsessing, until...... We got to try again, and wow was it a different story!! It's a...
Episode 239 – Will I lose my bikini being pulled behind the boat? Sailing from Sardinia to Corsica!
Sailing Pickle Family

Episode 239 – Will I lose my bikini being pulled behind the boat? Sailing from Sardinia to Corsica!

Great Sails this week guys from Sardinia to Corsica, and along the beautiful Corsican coast too, where we have loads of fun being pulled behind the boat whilst sailing! 😃 We visit some very beautiful locations and have fun playing in the huge sand dunes on this fabulous soft white sandy beach. Than...
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 237 – Swimming with Dolphins and Exploring the UnderWater World!
Sailing Pickle Family

Episode 237 – Swimming with Dolphins and Exploring the UnderWater World!

What an amazing experience! We swim with dolphins guys!! These dolphins turn up everyday, several times a day in this particular anchorages, so we took a chance dived in and the experience was fantastic! They were so friendly, so inquisitive and extremely beautiful, graceful creatures! We spent a lo...
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