Watch Sailing & Boating Adventures Around the World tagged “Sailing with family”
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.
ROBBED AGAIN! and a visit to PRISON - OUR FINAL DAYS SAILING SOUTH AFRICA
We're back aboard in spectacular, windswept Hout Bay, Cape Town, wrapping up our sailing adventure through South Africa with joy, chaos, and some bittersweet goodbyes.
Rob returns ...
SAILING the WORLDS MOST DANGEROUS HARBOUR ENTRANCE
We sailed our live aboard family yacht into South Africa's out dangerous harbour entrance, the legendary Knysna Heads, on a cold, foggy and squally day. With disability low and 25knots of wind hitting jus...
On this episode, WE bring along with our family as they come down south of the boarder to enjoy a week away on the boat with us in the beautiful Sea of Cortez.
Making time for family is important to us. So when family comes aboard we want to soak in ever...
Guess how many people can we fitin our small sailboat? This is the most people who have ever slept and eaten aboard.
Right after finishing work we met up with Cory's family. We got wet on the Lady of the Mist under the Horseshoe Falls and explored the Bird...
We're finally sailing on Lake Erie after completing our anchor locker project. Cory's family came to visit us for 5 days so we shared with them our sailboat life and toured them around.
We also start upgrading our boat to LED lighting so that we can be mo...
Before Jason’s mom said goodbye in Tahiti, we sat her down, gave her some beers and asked YOUR burning questions.
There's WAAAAYYYYYYY more on our website: https://www.gonewiththewynns.com/sundowner-questions-mom
We curated the questions from Instagram,...
A Perfectly-Bittersweet finale of Sailing, Diving and Paddleboarding. It's my Mom's last few days in Moorea & Tahiti.
JOIN OUR SAILING CREW ⛵ http://bit.ly/join-gwtw
MORE DEETS on the BLOG post: https://gonewiththewynns.com/wonder-sea-sailing-goo...
No, It's not Girls Gone Wild. It's my Mom going WILD in the jungles of French Polynesia. A little Hiking, a beautiful viewpoint and some sailing as we continue to show mom the salty life in Moorea.
MORE DEETS on the BLOG post: https://gonewiththewynns.co...
There's nothing better or more entertaining than sailing on Lake Erie with a baby on board. Alex's brother Nico and his family join us for a few days on our sailboat. Plus we finally get a well needed upgrade.
#sailinglakeerie #agmbattery #wildlyintrepid
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This is perhaps the most idyllic, perfect, amazing, sailors-dream-sorta-day we’ve ever had aboard CURIOSITY, and the fact we get to experience it with Jason's Mom makes it all the sweeter.
MORE DEETS on the BLOG post: https://gonewiththewynns.com/mom-s...
Wow we are finally sailing on our own for the first time. And to top it off it's Canada Day and we decide to anchor off Nickel beach.
Afterwards Alex's parents come for a visit and we take them sailing and explore Niagara falls for some more fireworks.
#...
In this video we start fitting our Vinyl decals so that our boat name and registration number will no longer be written by hand on masking tape! We then take you for a walk around the historic village of Upnor in Kent, UK, where we have a look around with ...
In this episode of Cruising Off Duty, we show you why we think having a cruising sailboat is a better option than a cottage.
#1) We show you how you can never get bored of your view as your sailboat can move to multiple anchorages in one day. No more n...
We’re sailing to Las Perlas Islands with the fam. Sharks, rays and a touch of seasickness. What a trip!
Join our crew on Patreon and become a BIGGER part of the adventure: http://bit.ly/patreon-wynn
Get all the Details of our trip here: https://gonewi...
If you're planning to have family on your sailboat, or you've had them in the past, you'll get a kick out of our newbie experience.
Get all the Details on our site here: http://www.gonewiththewynns.com/sailing-with-family-our-mistakes
Join our crew on Patr...
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