Watch Sailing & Boating Adventures Around the World – Page 3 of 32
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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Fijian School Children Take Over Our Sailboat – Episode 156
Want to help support our video productions and get real time updates? 🌍➡️Join our One Life Crew here: 💦Grab a Sailing One Life Epic Water Filters Bottle! Use discount code EPICONELIFE here: To watch our journey from the beginning, click on our playlist: One Life Merchandise: For business i...
Ep 177 Docking and Dropping the Sails | Antigua, W.I. | Kevin and Wendy
As our season begins to wind down, we head for Jolly Harbour Marina and Boatyard, our seasonal layup location. Upon arrival, the first order of business is to drop, flake, and store our sails below. And getting a huge 140% Genoa down and flaked is no small task. Plus, in the past we found ourselve...
Ep 177A Short | Quick Peek – Working With Sealants
Just a bit of how-to when working with sealants. Tips & Tricks. Full length version goes public 8.7.25 at noon Mountain Time (USA)
Ep 176 Kevin & Wendy | Stellar Sailing from Guadeloupe to Antigua
We complete our loop; Antigua, Sint Maarten, British Virgin Islands, USVI, St Croix, and Guadeloupe. This trip is always bittersweet, given that it marks our return home to Antigua. We love Antigua, and it’s our home base, but it means the adventure sailing is coming to an end. Soon it’ll be summe...
Living With a Remote Fijian Island Community | This Is Why We Sail – Episode 155
Go to or use code SAILINGONELIFE at checkout to get 4 extra months of Surfshark VPN! Want to help support our video productions and get real time updates? 🌍➡️Join our One Life Crew here: 💦Grab a Sailing One Life Epic Water Filters Bottle! Use discount code EPICONELIFE here: To watch our jour...
SPORTY SAIL to Newfoundland with MASSIVE ENDING – Ep 244
Join us on this epic offshore sailing journey as we leave the calm beauty of Bras d'Or Lake, Cape Breton Island, and sail straight across the powerful Cabot Strait to St. John’s, Newfoundland! In this episode, we sail in big offshore waves, witness humpback whales breaching and approach the b...
A Week Living, Sailing, and Pregnant in Remote Fiji – Episode 154
Want to help support our video productions and get real time updates? 🌍➡️Join our One Life Crew here: 💦Grab a Sailing One Life Epic Water Filters Bottle! Use discount code EPICONELIFE here: To watch our journey from the beginning, click on our playlist: One Life Merchandise: For business i...
Ep 175 The Last of the Unspoiled Caribbean Islands
We complete the final portion of our 200nm offshore passage from St Croix to Iles des Saintes, Guadeloupe, and find things exactly as we left them last year. Paradise on earth, honestly. Iles des Saintes is a collection of small islands south of the main butterfly island of Guadeloupe, and the loca...
Ep 174 Three Days of Caribbean Squalls | Passage to Guadeloupe | Kevin & Wendy
In certain months of the Caribbean sailing season you can almost be assured of getting hit by squalls. As I mention in this episode, when doing short island-to-island hops, you can sometimes adjust your departure in such a way as to avoid them. But if you’re forced to sail between noon and three o’c...![Our WILD Journey Comes to a CLOSE [Making Our Way Ep 142]](https://i.ytimg.com/vi_webp/cLTXKnPhrvY/mqdefault.webp)
Our WILD Journey Comes to a CLOSE [Making Our Way Ep 142]
We've been moving fast over the last few months to get our boat from South America to the Chesapeake Bay -- we're finally in our home stretch, in more ways than one -- and it's filled with surprising wildlife, birthday celebrations, beautiful countryside, and exhaustion. Join us as ou...
The Craziest Spot to Anchor a Boat in Fiji – Episode 153
🌍Get an exclusive 15% discount on Saily data plans! Use code SAILINGONELIFE at checkout. Download Saily app or go to ⛵ Want to help support our video productions and get real time updates? 🌍➡️Join our One Life Crew here: 💦Grab a Sailing One Life Epic Water Filters Bottle! Use discount code EPIC...
SELLING OUR BOAT & HEADING INTO THE FOG – Ep 240
Join us on this epic offshore passage as we set sail from Virginia and head north to the stunning shores of Martha's Vineyard. From offshore champagne sailing conditions to the thrill of flying our spinnaker and Code Zero, to encounters with dense fog as we approach New England, it's a fa...
Sailing back to Paradise | Sailing Sitka Ep 172
Despite recent engine troubles, Jay and Kenna felt the pull to keep moving. With their sights set on the tropical paradise of San Blas, they set sail from Linton Bay—upwind and into the chop. Will they make it? Hit subscribe to follow the journey.
Catching our Dinner 400 Miles from Civilization – Episode 152
Go to or use code SAILINGONELIFE at checkout to get 4 extra months of Surfshark VPN! Want to help support our video productions and get real time updates? 🌍➡️Join our One Life Crew here: 💦Grab a Sailing One Life Epic Water Filters Bottle! Use discount code EPICONELIFE here: To watch our jour...
Ep 173 Kevin & Wendy | Rough Sail to St Croix
Kevin & Wendy Rough Sail to St Croix In this episode we make the hop from St Thomas, USVI to St Croix, a passage of about 34nm due south. As has happened previously, the wind speeds turn to sustained 30 knots. We end up with at least two failures, which seems par for the course. But overall, a...
Seasick and Pregnant – 7 Days at Sea – Hundreds of Miles from Land – Episode 151
Want to help support our video productions and get real time updates? 🌍➡️Join our One Life Crew here: 💦Grab a Sailing One Life Epic Water Filters Bottle! Use discount code EPICONELIFE here: To watch our journey from the beginning, click on our playlist: One Life Merchandise: For business i...
Ep 172 More Sailing Adventures in the BVI | Kevin & Wendy
More Sailing Adventures in the BVIs: Please forgive us if the dates are a bit disjointed. We were using 3x Apple iPhone 14 Pro phones and 5x GoPro action cameras (luckily no drone footage added to the mix), and this meant that this episode is the cleanup of our BVI stint. But to be honest, althoug...![Well We Were Not Expecting THIS on the ICW [Making Our Way Ep 141]](https://i.ytimg.com/vi_webp/LkQmMTzadcs/mqdefault.webp)
Well We Were Not Expecting THIS on the ICW [Making Our Way Ep 141]
We've just sailed back into the US after sailing out of the West Coast several years ago, and we're making our way up the Intracoastal Waterway on the Eastern Seaboard. This experience is unlike anything we've done on Via and comes with its own unique set of challenges - and rewards. ...
The Man who built a 75ft Wooden Catamaran and Sailed the World | Sailing Sitka Ep 168
Jay and Kenna along with their pal Derek @ontongjava5441 the man who built a 75ft wooden catamaran on a beach with his own bare hands! He shared with us some stories, details on his boat, lessons learnt and favourite place in the world! Apart from that memorable encounter, Jay and Kenna sailed to L...
Trying to Sail Away But There’s Always More to Fix – Episode 150
🌍Get an exclusive 15% discount on Saily data plans! Use code SAILINGONELIFE at checkout. Download Saily app or go to ⛵. Want to help support our video productions and get real time updates? 🌍➡️Join our One Life Crew here: 💦Grab a Sailing One Life Epic Water Filters Bottle! Use discount code EPI...
Ep 171 The BVIs Never Disappoint | Cooper, Norman, Jost Van Dyke | Kevin & Wendy
The BVIs Never Disappoint Cooper, Norman, Jost Van Dyke In this episode we’re still kicking around the British Virgin Island chain. Not much to say other than what's in the title; Cooper Island, Norman Island, Jost Van Dyke. Tons of fun as always. sailing yacht tal...
Getting delivered boat parts to the edge of civilization (FAIL) | Sailing Sitka Ep 167
While cruising through the San Blas Islands, Jay and Kenna unfortunately broke the propeller on their outboard motor. Given the remote nature of the islands, where services like Amazon Prime are unavailable, obtaining replacement parts can be challenging. However, there are local services that deliv...
A Sailing Opportunity We Couldn’t Refuse! – Episode 149
Go to or use code SAILINGONELIFE at checkout to get 4 extra months of Surfshark VPN! Want to help support our video productions and get real time updates? 🌍➡️Join our One Life Crew here: 💦Grab a Sailing One Life Epic Water Filters Bottle! Use discount code EPICONELIFE here: To watch our jour...![Alone in Nuclear Waters: Sailing to Rongerik Atoll [Ep. 183]](https://i.ytimg.com/vi_webp/H006JnWTep4/mqdefault.webp)