Watch Sailing & Boating Adventures Around the World – Page 10 of 35

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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What Were We THINKING?! – Onboard Lifestyle ep.339
Onboard Lifestyle

What Were We THINKING?! – Onboard Lifestyle ep.339

On this embarrassing episode Of Onboard Lifestyle, the crew settles in to life back on basik. In just a few short weeks, the Panama weather had made a mess both inside and out. A multiday scrub was in order to make life just a bit more comfortable. With musty clothes and linens, fixing our ailing wa...
The Truth About Our Boat Buying & Selling Journey
Sailing Big Lost

The Truth About Our Boat Buying & Selling Journey

We bought a catamaran. Then we sold it. Now we’re living the landlubber life in Florida… while working our way through the contract contingencies on our next catamaran. ⛵️🌴 Yep, it’s been a journey — full of wild lessons, emotional decisions, and a whole lot of growth. In this video, we’re opening ...
Episode 243 – Sailing Corsica to Sardinia and finding some Awesome Caves!
Sailing Pickle Family

Episode 243 – Sailing Corsica to Sardinia and finding some Awesome Caves!

We find some awesome caves and one has this amazing open top like a giant sink hole! The dog and kids play freely in this beautiful isolated tranquility, then we have some cool sails from Corsica to Sardinia and work our way back to a favourite anchorage to swim with dolphins again! Come and join us...
BIG Changes On Basik! – Onboard Lifestyle ep.338
Onboard Lifestyle

BIG Changes On Basik! – Onboard Lifestyle ep.338

On this week's episode of Onboard Lifestyle, the Captain puts basik in "stow mode" and flies back to reunite with his crew in the states. Family, fun, and food made time go by way too fast. With our sights set on returning to Panama, the crew has a heartfelt sit down talk about our fu...
We Made an Offer! Boat Life Decisions & Florida Thrills
Sailing Big Lost

We Made an Offer! Boat Life Decisions & Florida Thrills

🚨 Big News! In this episode, we travel to Georgetown, South Carolina to check out a boat we've had our eyes on—and things get real when we decide to put it under contract! 😱⚓ But it's not all business... After a huge boat life milestone, we surprise the kids with a special family adventur...
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...
WANAKA’S Hidden Gem Rob Roy Glacier Is A MUST SEE! | Ep 97
Sailing Paradise Falls

WANAKA’S Hidden Gem Rob Roy Glacier Is A MUST SEE! | Ep 97

This week of van life we discover Wanaka's hidden gem, Rob Roy Glacier, in this must-see episode! Explore the beauty of Mt. Aspiring and other South Island, New Zealand attractions like Lake Tekapo and Wanaka lavender farm. We stop to smell the lavender at Wanaka Lavender Farm, hike the most A...
Basik Gets Her Mast BACK…Sort Of? – Onboard Lifestyle ep.337
Onboard Lifestyle

Basik Gets Her Mast BACK…Sort Of? – Onboard Lifestyle ep.337

On this week's episode of Onboard Lifestyle, the Captain scrambles to put the finishing touches on basik's mast. Unfortunately, time runs out as the crane shows up for the big lift before everything that needed to happen could happen. Last minute temporary changes had to be implemented to ...
Never a dull moment aboard. ep95   HD 1080p
Motherload sailing

Never a dull moment aboard. ep95 HD 1080p

Another rough week at anchor---dragging Boats, Onboard injury & Endless Boat Projects! Life aboard our Lagoon41 with a family of sevens never dull! This week, we faced another round of sailboats dragging anchor in the night, dealt with an injury onboard, and tackled an ever-growing list of boat ...
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 ...
Hidden Secret Treasure – Onboard Lifestyle ep.336
Onboard Lifestyle

Hidden Secret Treasure – Onboard Lifestyle ep.336

On this week's episode of Onboard Lifestyle, the Captain buttons up the mast step refit and hides a special treasure that won't be seen for years. With the mast lift just a few days away there is plenty to do to prepare for the big event. Come back next week as this project hits a major mi...
A week of Sunshine aboard! Finally some progress & Fun! After Stormy Weather!  Episode 94  HD 1080p
Motherload sailing

A week of Sunshine aboard! Finally some progress & Fun! After Stormy Weather! Episode 94 HD 1080p

After weeks of battling high winds and squally weather, the sun is finally shining! Our family of seven aboard our Lagoon 41 takes full advantage of the good weather- getting things done, enjoying time with friends, and making progress toward our goal of setting sail in May. The Caribbean, Panama, a...
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...
Figuring Things Out! – Onboard Lifestyle ep.335
Onboard Lifestyle

Figuring Things Out! – Onboard Lifestyle ep.335

On this week's episode of Onboard Lifestyle the work continues on basik's mast step refit. With the old holes repaired it is time to make some new and improved ones. The project is certainly evolving as the unknowns are becoming knowns as the Captain keeps pushing on. The mast goes up soo...
Another windy week on Anchor-Life aboard our 410 Lagoon ep93   HD 1080p
Motherload sailing

Another windy week on Anchor-Life aboard our 410 Lagoon ep93 HD 1080p

The wind just won't quit! Living at anchor has its ups and downs, and this week has been no exception. With strong winds keeping us on edge-will our boat drag? will another boat drag into us?-we're. doing our best to stay positive, keep up with our routines, and push forward to our goal of...
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...
RAIN or SHINE the Project Continues! – Onboard Lifestyle ep.334
Onboard Lifestyle

RAIN or SHINE the Project Continues! – Onboard Lifestyle ep.334

On this week's episode of Onboard Lifestyle, the Captain is running out of time to complete the epoxy groundwork necessary to step the mast. Everything can be done if the weather cooperates, unfortunately, mother nature always has something to say. Come back next week to see if everything comes...
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...
Finding A Hidden Treasure! – Onboard Lifestyle ep.333
Onboard Lifestyle

Finding A Hidden Treasure! – Onboard Lifestyle ep.333

On this week's episode of Onboard Lifestyle. The Captain shifts gears and starts the deck work phase of our rigging refit. With the crane to step the mast on the calendar, a strict schedule must now be kept. And, an interesting little treasure was discovered during the process of re-engineerin...
It’s Project time ep91   HD 1080p
Motherload sailing

It’s Project time ep91 HD 1080p

Life aboard our 41' catamaran is always busy, but this week we took some time to catch up, enjoy some fun family moments and keep making progress on our projects. With our goal of setting sail in May for our circumnavigation, every little task brings us one step closer! Join us as we balance bo...
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...
Mast Electrical & Crew Update – Onboard Lifestyle ep.332
Onboard Lifestyle

Mast Electrical & Crew Update – Onboard Lifestyle ep.332

On this week's episode of Onboard Lifestyle, the Captain continues the mast refit and concentrates on the electrical phase of this project. The girls check in from the States and give an update on Linh's ankle injury. With the mast nearly complete, it will be time to shift gears and start...
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...
An Unwelcome INTRUDER! – Onboard Lifestyle ep.331
Onboard Lifestyle

An Unwelcome INTRUDER! – Onboard Lifestyle ep.331

On this week's episode of Onboard Lifestyle, the Captain continues the electrical phase of our mast refit only to be distracted by a "disgusting" act by an unwelcome intruder. Now knee-deep in his project, he must take a little time to get out of his new ankle-deep situation. Come ba...
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