Watch Sailing & Boating Adventures Around the World tagged “Sailingfamily” – Page 7 of 30

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 145-168 of 720 results
Mast & Crewmember Both Go DOWN! – Onboard Lifestyle ep.325
Onboard Lifestyle

Mast & Crewmember Both Go DOWN! – Onboard Lifestyle ep.325

On this week's episode of Onboard Lifestyle, team basik is suddenly incomplete. During the mad dash to prep basik for our mast removal, Linh takes a hard tumble off the stern and injures her ankle. With a helping hand from Shelter Bay Marina, the rest of t...
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 wea...
Rain Or Shine, Getting Some Work DONE! – Onboard Lifestyle ep.324
Onboard Lifestyle

Rain Or Shine, Getting Some Work DONE! – Onboard Lifestyle ep.324

On this week's episode of Onboard Lifestyle, the crew jumps right on preparing basik after getting the news that she is getting her mast pulled in 2 days! With the weather not cooperating, we still manage to get things done. Come back next week to see if w...
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 Sar...
Back to Civilization! – Onboard Lifestyle ep.323
Onboard Lifestyle

Back to Civilization! – Onboard Lifestyle ep.323

On this week's episode of Onboard Lifestyle, basik picks up anchor and say goodbye to the San Blas Islands. It's a bittersweet moment for the crew, but a necessary one. On our trek back to civilization, the crew lands a nice fish and has a peaceful night o...
We sail into Cuban Waters EP83 4K
Motherload sailing

We sail into Cuban Waters EP83 4K

Trapped off Cuba: Sailing as a family of seven is always an adventure, but this journey pushed us to the edge. Tackling relentless headwinds and towering seas, we clawed our way through the infamous Windward passage aboard our 50' Sailboat. As we approac...
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 ...
Last Days In San Blas! – Onboard Lifestyle ep.322
Onboard Lifestyle

Last Days In San Blas! – Onboard Lifestyle ep.322

On this week's episode of Onboard Lifestyle, the crew settles in to life at anchor in the Lemon Cays. Every anchorage , basik becomes a giant plug-in cell phone charger for the local Guna community, this stop was no exception. We sub out our bottom scrapin...
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! W...
SCAMMED In Paradise! – Onboard Lifestyle ep.321
Onboard Lifestyle

SCAMMED In Paradise! – Onboard Lifestyle ep.321

On this week's episode of Onboard Lifestyle, the crew has a rare bad experience with a not-so-honest Guna entrepreneur. Basik has been in the San Blas Islands now for nearly two months. With everyone being so warm and kind, we unwittingly let our guard dow...
Episode 224 – Sailing through the Messina Strait to Vulcano Island, where we  jump ship to explore!
Sailing Pickle Family

Episode 224 – Sailing through the Messina Strait to Vulcano Island, where we jump ship to explore!

Wow what a very cool few days we have! We have a long but fantastic sail from Taormina, Sicily through the Messina Strait and sail through the night to arrive in Vulcano, where we continue the adventure with all the bubbly water and under water springs and...
Life At Anchor – Onboard Lifestyle ep.320
Onboard Lifestyle

Life At Anchor – Onboard Lifestyle ep.320

This episode of Onboard Lifestyle, puts basik at anchor just feet away from Dupwala in the Coco Bandero Cays of the San Blas Islands. With Emma buried in schoolwork, the rest of the crew tackle a bit of routine maintenance before Linh whips up, pun intende...
Ep 223 – Big Stormy Sails and exploring Taormina, Sicily! #sailingadventures #sailing #sailingfamily
Sailing Pickle Family
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...
Ep 222 – Noisy Italian BoatYard, Engine Service and Horrifying Bodged Repairs!  #sailingfamily
Sailing Pickle Family
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 a...
Finally… A Glimpse Of Sunshine! – Onboard Lifestyle ep.319
Onboard Lifestyle

Finally… A Glimpse Of Sunshine! – Onboard Lifestyle ep.319

On this week's episode of Onboard Lifestyle, the crew makes friends with a Guna Yala family on the island of Orduptarboat. With the weather 95% gloomy we get to enjoy the rare 5% of perfect conditions as the whole family visits a "Compass-sized" island, an...
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...
Should We Even Be HERE? – Onboard Lifestyle ep.318
Onboard Lifestyle

Should We Even Be HERE? – Onboard Lifestyle ep.318

On this week's episode of Onboard Lifestyle, basik anchors off Isla Orduptarboat in the Coco Bandero Cays. Some Guna Yala fishermen seek aid from our crew in between the persistent rainy-season squalls. We are gifted some seafood from a local family so L...
Diving into to San Blas ep79
Motherload sailing

Diving into to San Blas ep79

Join our family of seven as we explore the breathtaking San Blas Islands of Panama! From spear fishing fresh meals, feeding sharks up close, to discovering hidden caves, we're living our off-grid sailing dream. Get a firsthand look at life aboard our 50' s...
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 Bea...
What REALLY Happens When You Sail from Levuka to Savusavu?
Sailing Paradise Falls

What REALLY Happens When You Sail from Levuka to Savusavu?

What REALLY Happens When You Sail from Levuka to Savusavu? We arrive in Fiji to the sleepy fishing town of Levuka and were greeted by some of the nicest people we have met! After checking into the country by visiting several offices we toured this tiny tow...
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 ...
Don’t Miss Out on the BEST Yellow Fin Tuna Sailing Experience in Fiji!
Sailing Paradise Falls

Don’t Miss Out on the BEST Yellow Fin Tuna Sailing Experience in Fiji!

On this episode, we depart the Vava'u group in Tonga and head 415nm west to Levuka, Fiji. The weather is not the best and the wind comes and goes but we get a little excitement when we sail through a huge school of yellow fin tuna! Rob slows the boat and h...
Epic water experiences, one click away.

Something AWESOME is coming!
Be the FIRST to know⛵

Sign up for exclusive updates and be the first to hear when we go live!
Get sneak peeks, exciting announcement, and special content straight to your inbox!

We don’t spam! Read our privacy policy for more info.


WeBoating
Logo
Shopping cart