Watch Sailing & Boating Adventures Around the World tagged “Gone With The Wind Sailing” – Page 9 of 9

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 193-199 of 199 results
BIG CHANGES Are Coming
Gone with the Wynns

BIG CHANGES Are Coming

We got some BIG news that is going to bring BIG changes our way. Plus, help us plan our 15th Wedding Anniversary: http://bit.ly/WYNNS15 ❤ Join Our Crew! ❤ For exclusive content, behind the scenes & Q&A's: http://bit.ly/patreon-wynn https...
LIFE ON A REMOTE ISLAND YOU’VE NEVER HEARD OF
Gone with the Wynns

LIFE ON A REMOTE ISLAND YOU’VE NEVER HEARD OF

These are the days voyager dreams are made of. For a chance to win a Himalaya Land Rover Defender plus $20k go to https://omaze.com/wynns ❤ Join Our Crew! ❤ For exclusive content, behind the scenes & Q&A's: http://bit.ly/patreon-wynn https...
Incredible Self-Reliant Living on a Remote Island (full tour)
Gone with the Wynns

Incredible Self-Reliant Living on a Remote Island (full tour)

We meet a family who has built a unique off-grid and self-sustainable island lifestyle. Complete with climbing trees for food, swimming with horses, and cooling off with a cold coconut at the end of every day.   ❤ Join Our Crew! ❤ For exclusive conte...
Our Escape From Civilization
Gone with the Wynns

Our Escape From Civilization

Basking in the convenient luxuries of the city is nice but so is sailing away into the wild deep blue...that's where the adventure begins. ❤ Join Our Crew! ❤ For exclusive content, behind the scenes & Q&A's: http://bit.ly/patreon-wynn https...
JUST YOU AND ME, 24 HOURS AT SEA
Gone with the Wynns

JUST YOU AND ME, 24 HOURS AT SEA

Our first overnight passage in almost 2 YEARS!! Get Surfshark VPN at https://surfshark.deals/wynns - Enter promo code WYNNS for 83% off & 3 extra months for free! ❤ Join Our Crew! ❤ For exclusive content, behind the scenes & Q&A's: http:...
CAULK GONE WRONG!  (preparing for an ocean passage)
Gone with the Wynns

CAULK GONE WRONG! (preparing for an ocean passage)

These chill sails have been beautiful but we’re itching to stretch our sea legs!  The cyclone season is winding down and we’ve got the perfect weather window but first, we've got a lot of boat work to do. ❤ Join Our Crew! ❤ For exclusive content,...
A Brutally Honest Sundowner with Mom || Sailing with Family Q&A
Gone with the Wynns

A Brutally Honest Sundowner with Mom || Sailing with Family Q&A

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,...
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