Watch Sailing & Boating Adventures Around the World tagged “Sailing with the winds” – Page 3 of 4

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 49-72 of 90 results
HANG ON!!!  Sharks, Dolphins & BIG Waves || Sailing Rangiroa Tuamotu, French Polynesia
Gone with the Wynns

HANG ON!!! Sharks, Dolphins & BIG Waves || Sailing Rangiroa Tuamotu, French Polynesia

Rangiroa has the most dangerous pass in the Tuamotus, yet we've chose to sail, SCUBA & free dive all around it. JOIN OUR SAILING CREW ⛵ http://bit.ly/join-gwtw MORE DEETS on the BLOG post: https://gonewiththewynns.com/hold-on-sharks-waves OU...
OH SHIP! There Goes the ENGINE || Sailing Rangiroa Tuamotu French Polynesia
Gone with the Wynns

OH SHIP! There Goes the ENGINE || Sailing Rangiroa Tuamotu French Polynesia

Our Tikehau Anchorage has turned to crap and bad weather is coming. So we're sailing to Rangiroa, Tuamotu. Like normal #BOATLIFE things never go as planned. JOIN OUR SAILING CREW ⛵ http://bit.ly/join-gwtw MORE DEETS on the BLOG post: https://gonewit...
This is Why We Live on a SAILBOAT! ⛵🏝️ || Sailing Tikehau, Tuamotu Paradise
Gone with the Wynns

This is Why We Live on a SAILBOAT! ⛵🏝️ || Sailing Tikehau, Tuamotu Paradise

Sailing into Tikehau is like entering a dream world. It’s our first atoll & once we’re inside the protection of the reef our minds are blown with the manta rays, sharks, fish life & striking sunsets. JOIN OUR SAILING CREW ⛵ http://bit.ly/j...
Sailing Into The DANGER ZONE
Gone with the Wynns

Sailing Into The DANGER ZONE

Crank up the Kenny Loggins 'cause we're moving our tiny home to the DANGER ZONE! It takes weeks of crazy prep to get our boat ready, but today we're (finally) sailing away to the Tuamotus. MORE DEETS on the BLOG: https://gonewiththewynns.com/tiny-home-tua...
What is The Best Sailboat? Part 2: Comfort & Safety || CATAMARAN vs MONOHULL
Gone with the Wynns

What is The Best Sailboat? Part 2: Comfort & Safety || CATAMARAN vs MONOHULL

Catamaran or Monohull: Which sailboat is best? We're joined by our friends from Yacht Ruby Rose & it's part 2 of sailings biggest debate: cat vs mono. MORE DEETS on the BLOG post: https://gonewiththewynns.com/cat-mono-safety-comfort If you want to w...
CATAMARAN vs MONOHULL: Price & Performance
Gone with the Wynns

CATAMARAN vs MONOHULL: Price & Performance

Which sailboat is best: Catamaran or Monohull? We have our friends Ruby Rose visiting and we're taking about sailings biggest debate: cat vs mono. MORE DEETS on the BLOG post: https://gonewiththewynns.com/cat-mono-price-performance 00:50 - The Wynns Sho...
A Stranger in the Jungle – River Adventure || Sailing Raiatea, Society Islands
Gone with the Wynns

A Stranger in the Jungle – River Adventure || Sailing Raiatea, Society Islands

We're in Raiatea, French Polynesia sailing from our SCUBA adventure to a River Adventure when we paddle into a stranger with a machete! MORE DEETS on the BLOG post: https://gonewiththewynns.com/sailing-jungle-raiatea JOIN OUR SAILING CREW ⛵ http://bit...
Three Masts Under The Sea – Sailing, Scavenging & SCUBA in Raiatea || Sailing French Polynesia
Gone with the Wynns

Three Masts Under The Sea – Sailing, Scavenging & SCUBA in Raiatea || Sailing French Polynesia

We heard there's a massive sailboat wreck in Raiatea, so we're sailing over to SCUBA Dive it. MORE DEETS on the BLOG post: https://gonewiththewynns.com/scuba-sailing-raiatea JOIN OUR SAILING CREW ⛵ http://bit.ly/join-gwtw OUR FAVE CAMERA GEAR 📷 ...
Sailing Miami Style – S4:E07
Sailing Doodles

Sailing Miami Style – S4:E07

We sail from key west past Miami to Fort Lauderdale on an Alpha 42 Catamaran. We fight strong headwinds ands big seas in the Gulfstream. Buy this boat: email [email protected] charter this boat: https://www.boatsetter.com/boats/srnkq This channel is f...
Magic Carpet Ride || Sailing, Diving & Drinking Taha’a French Polynesia
Gone with the Wynns

Magic Carpet Ride || Sailing, Diving & Drinking Taha’a French Polynesia

We've heard this is the best coral, snorkeling and liquor in all of French Polynesia. Challenge accepted! We're sailing to Tahaa :) JOIN OUR SAILING CREW ⛵ http://bit.ly/join-gwtw MORE DEETS on the BLOG post: https://gonewiththewynns.com/tahaa-magi...
One last Dive, Goodbye Bora Bora || Sailing the Society Islands in French Polynesia
Gone with the Wynns

One last Dive, Goodbye Bora Bora || Sailing the Society Islands in French Polynesia

Our last full day sailing around Bora Bora & as usual things don't go as planned. But we get one last dive in to say a proper goodbye to our new friends. JOIN OUR SAILING CREW ⛵ http://bit.ly/join-gwtw MORE DEETS on the BLOG post: https://gonewi...
Fifty Shades of BLUE || Exploring Bora Bora, French Polynesia
Gone with the Wynns

Fifty Shades of BLUE || Exploring Bora Bora, French Polynesia

Today we're going on a Bora Bora Land Adventure: A little pareo shopping, a hike up to some massive WWII guns and some spectacular BORA BORA BLUE views. MORE DEETS on the BLOG post: https://gonewiththewynns.com/fifty-shades-blue-bora-bora JOIN OUR SAILI...
Epic Encounters & Endless Repairs – The Yin & Yang of Boat Life || Sailing Bora Bora
Gone with the Wynns

Epic Encounters & Endless Repairs – The Yin & Yang of Boat Life || Sailing Bora Bora

Bora Bora is full of stunning landscapes and jaw-dropping blue water, but we're on a mission to swim with the local Manta Rays. MORE DEETS on the BLOG post: https://gonewiththewynns.com/epic-encounters-endless-repairs JOIN OUR SAILING CREW ⛵ http://b...
Blazing Hot Bora Bora || Sailing the Society Islands, French Polynesia
Gone with the Wynns

Blazing Hot Bora Bora || Sailing the Society Islands, French Polynesia

We're in Bora Bora and our expectations are HIGH. We're going on a walkabout to hit-up some of the most popular things to do on the island. But can Bora Bora live up to its reputation? MORE DEETS on the BLOG post: https://gonewiththewynns.com/blazing-hot-...
BORA BORA BABY! Sailing On Island Time || Society Islands French Polynesia
Gone with the Wynns

BORA BORA BABY! Sailing On Island Time || Society Islands French Polynesia

We're sailing to FREAKIN' BORA BORA! It's a dream couple days and a stunning end as we enter this magical place. JOIN OUR SAILING CREW ⛵ http://bit.ly/join-gwtw MORE DEETS on the BLOG post: https://gonewiththewynns.com/bora-bora-island-time OUR T...
SCUBA Adventures & Plastic Heartbreak || Huahine, Society Islands French Polynesia
Gone with the Wynns

SCUBA Adventures & Plastic Heartbreak || Huahine, Society Islands French Polynesia

With the sun high in the sky, slack tide on the way and the seas relatively calm, there was only one thing to do.  Go scuba diving! TAKE ACTION with our #PlasticFree tips: https://gonewiththewynns.com/scuba-adventures-plastic-heartbreak JOIN OUR SAILING...
Hitchhiking & Lunch with the GODS! || Huahine, Society Islands French Polynesia
Gone with the Wynns

Hitchhiking & Lunch with the GODS! || Huahine, Society Islands French Polynesia

We’re embracing each new island like a field trip. So, lace up your comfy shoes, grab your raincoat and lets go on walkabout around the island of Huahine. MORE DEETS on the BLOG post: https://gonewiththewynns.com/lunch-with-gods-huahine JOIN OUR SAILING ...
Daily Life on A Boat
Gone with the Wynns

Daily Life on A Boat

After epic days in Moorea swimming with whales, it was time to fix broken bits and dust off the spinnaker for a beautiful overnight sail to Huahine. JOIN OUR SAILING CREW ⛵ http://bit.ly/join-gwtw MORE DEETS on the BLOG post: https://gonewiththewynn...
Party at the End of the Road || Pro Surfing & Freediving at Teahupo’o Tahiti (Chopes)
Gone with the Wynns

Party at the End of the Road || Pro Surfing & Freediving at Teahupo’o Tahiti (Chopes)

A world famous surf break brings pro surfers to the end of the road in Tahiti-iti, & we're joining in on the party. JOIN OUR SAILING CREW ⛵ http://bit.ly/join-gwtw MORE DEETS on the BLOG post: https://gonewiththewynns.com/party-teahupoo-tahiti ...
Off-Grid Boat Life: How We Get Fresh Water
Gone with the Wynns

Off-Grid Boat Life: How We Get Fresh Water

How do we get fresh water on a sailboat in remote areas and when we're on long passages out to sea? There are actually a few different ways, some easier and more affordable than others. MORE DEETS on the BLOG post: https://gonewiththewynns.com/boat-life...
A Sense of Wonder – The Sea, Sailing & Saying Goodbye || Moorea & Tahiti, French Polynesia
Gone with the Wynns

A Sense of Wonder – The Sea, Sailing & Saying Goodbye || Moorea & Tahiti, French Polynesia

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...
Mom Gone WILD in the Jungle || Sailing Moorea, French Polynesia
Gone with the Wynns

Mom Gone WILD in the Jungle || Sailing Moorea, French Polynesia

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...
Showing Mom The Salty Life – Sailing, Reef & WHALES || Moorea, French Polynesia
Gone with the Wynns

Showing Mom The Salty Life – Sailing, Reef & WHALES || Moorea, French Polynesia

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...
Laura’s Foot F3tish – S3:E21
Sailing Doodles

Laura’s Foot F3tish – S3:E21

She tries to hide her feet after missing a few pedicures! This channel is funded by viewers like you. Please help us keep this channel creating great content by becoming a patron http://www.patreon.com/sailingdoodles Donate Via Paypal to help us get a...
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