Watch Sailing & Boating Adventures Around the World – Page 4 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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Ep 170 Is This the Most Popular Cruising Ground in the World? | Kevin & Wendy
Is This the Most Popular Cruising Ground in the World?: I did some internet searching and the results were inconclusive. Google’s AI reported Croatia as being the most popular, but the source was a single Croatian charter company. And while we sailed the Mediterranean (Adriatic Sea included) for th...
Trouble in Paradise… | Sailing Sitka Ep 165
Jay and Kenna, along with their friends from Canada and the crew from @SailingSVBully sail their sailboat from Holandes Caye to Salaradup in the San Blas Islands. While enjoying everything that paradise has to offer, they run into some weather that makes for a chaotic situation. Thanks for watching ...
The Announcement We Never Thought We’d Make – Episode 148
🌍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...
Replacing the Standing Rigging on our Offshore Sailboat – Episode 147
Looking for a rigging company in New Zealand, the South Pacific or Australia? We highly recommend Independent Riggers.⛵⚙️ Check out Rich and his team here: 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 ...
RACING AGAINST THE CLOCK: How we nearly missed our chance to sail away – Ep 233
Go to or use code JIBSEA at checkout to get 4 extra months of Surfshark VPN! Join us as we finally leave Sint Maarten and set off on an 80 nautical mile night sail to the British Virgin Islands! After days of prepping, provisioning, and tying in our hot water heater to the engine, we’re ready to ...
Ep 169 Midnight Express | Kevin and Wendy | Sint Maarten to Tortola
Midnight Express: I actually hate night passages, especially when there’s no moon. This is because in the Caribbean at night, and the warm-water Atlantic Ocean south of Bermuda, squalls tend to form with a particular regularity. Absent moonlight and modern doppler radar, these often-violent squalls...![Welcome Home, Here’s a STRESS SANDWICH [Making Our Way Ep 140]](https://i.ytimg.com/vi_webp/fRexmj7RmBI/mqdefault.webp)
Welcome Home, Here’s a STRESS SANDWICH [Making Our Way Ep 140]
We have made landfall in the States after sailing out of the west coast several years back, and it's time to enjoy the city of Charleston. But our cutler shock and delight doesn't last long, as we get thrust into a gauntlet of problems. 🎉JOIN OUR CREW ON PATREON! Buy us a beer: Follow ...
San Blas at Last: A Sailors Dream Years in the Making | Sailing Sitka Ep 163
Jay and Kenna depart from Shelter Bay marina after a week straight of boat work and diagnosing problems. Finally, after stopping in Linton bay for one night, they sail to the desolate and world renowned San Blas islands. A dream come true. They've worked hard for years and the hustle has now tu...
Ocean to Table: Sailing New Zealand for Seafood – Episode 146
Want to help support our video productions and get real time updates? 🌍➡️Join our One Life Crew here: In New Zealand? Check out our mate's fishing charter for the ultimate fishing experience: 💦Grab a Sailing One Life Epic Water Filters Bottle! Use discount code EPICONELIFE here: To watc...
Ep 168 This is the Cruising Life | Passage to SXM Dutch Sint Maarten
This is the Cruising Life! In Episode 168, We finally get prepared enough to begin our cruising season. The shakedown portion was a simple motor-sail from Jolly Harbour to Falmouth harbour, both in Antigua, followed by a couple of weeks at anchor and quick stop at the Catamaran Marina (also in Falm...
WANNA BUY OUR BOAT? An update from the future⛵️
Via is for sale! More details about what we're up to coming soon.. stay tuned. OUR HONEST & THOROUGH TOUR OF VIA: OUR LISTING: ____ latest sailing videos | newest sailing vlogs| sailing vlogs on youtube | sailing with dogs | best new sailing vlogs | best new sailing videos | new sail...
Ep 167 Kevin & Wendy | Boat Projects in Antigua Part II
Boat Projects in Paradise Part II: In Episode 167, we continue to crank through the various boat projects. We’re in the water now, but that just means a different sort of prep. Projects highlighted in this episode: Bad battery Getting hoisted to the masthead New Elvstrom sails Upper mainsail in-ma...![An Emotional Sail: A Final Passage & a Homecoming [Making Our Way Ep 139]](https://i.ytimg.com/vi_webp/BleNrLWhlAA/mqdefault.webp)
An Emotional Sail: A Final Passage & a Homecoming [Making Our Way Ep 139]
Our time in the beautiful Bahamas has come to an end, and we head out on our sail to the United States. But with our plans beyond this season uncertain, we realize this might be our final offshore passage on Via -- and it's a good one: complete with rocket launches from Cape Canaveral, epic moo...
Sailing 500 miles to the CANARY ISLES on a small boat
Jump on board with us with extra content AND ad-free videos ~ Support our Production▸ After a long descent of western Europe, we are now well placed to push off in to the Atlantic Ocean and head for the first stepping stone on this route. There is a good forecast of trade-winds and we get to proper...![Trouble in PARADISE🥴When it Rains it Pours [Making Our Way Ep 138]](https://i.ytimg.com/vi_webp/HDle-F7PshY/mqdefault.webp)
Trouble in PARADISE🥴When it Rains it Pours [Making Our Way Ep 138]
We have one day left in the stunning Exumas in the Bahamas -- and it's a GOOD ONE. But then we're tasked with making a large amount of miles north, and things become hectic. Join us for the highs and lows of cruising: baby sharks and turtles, epic views, turquoise waters, sparking engines,...
Our last sail on the Pacific Ocean | Sailing Sitka Ep 157
Jay and Kenna embark on a 3 day passage sailing from the tiny village of Bahia Honda to the concrete jungle of Panama City. This sail happens to be their last in the Pacific Ocean as they get ready to cross the Panama Canal into Atlantic waters. Thank you for watching and please subscribe if you enj...
Ep 166 Kevin and Wendy | 2025 Season Opener Upgrades and Launch in Antigua, W.I.
2025 Season Opener: In Episode 166, our 2025 season opener, we cover just a small sample of the various projects required to get the boat on the water. This follows from breaking a lot of stuff the previous season, and needing parts and research to get them sorted. Projects highlighted in this epi...![We Found The Most BEAUTIFUL BEACH in the World! [Making Our Way Ep 137]](https://i.ytimg.com/vi_webp/Jq8C3dhsg5g/mqdefault.webp)
We Found The Most BEAUTIFUL BEACH in the World! [Making Our Way Ep 137]
Sailing the world can be hard, but it's weeks like this that make us realize how lucky we are. Join us for THE BEST that the Bahamas has to offer: pristine beaches, epic diving, sharks, champagne sailing, and more. 🎉JOIN OUR CREW ON PATREON! Buy us a beer: Follow us on Instagram: Check out ...
Sailing to Panama | Sailing Sitka Ep 155
In this video of sailing sitka, jay and Kenna sail to their first port in Panama from Golfito, Costa Rica. They anchor in front of a desolate little island consisting of nothing but tall standing palm trees and white sandy beaches. Thanks for watching and subscribe if you do!
Leave Your Boat Behind and You Will Be Punished – Episode 145
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 EPICONE...![JUST What We Needed: The Bahamas, BABY! [Making Our Way Ep 136]](https://i.ytimg.com/vi_webp/_Xz2hyQUeP8/mqdefault.webp)
JUST What We Needed: The Bahamas, BABY! [Making Our Way Ep 136]
Our voyage to the Bahamas was a rough one: a false start in Puerto Rico, the wild Mona Passage, and then our arrival anchorage turning into a washing machine -- we are hungry for a rest and we finally get that, and so much more. Join us as we explore the cruiser's paradise city of Georgetown (s...
The real ups and downs of budget cruising | Sailing Sitka Ep 152
Jay and Kenna sailed off from Victoria BC, Canada two years ago and have been sailing south ever since. Now, in the luscious lands of Costa Rica, they experience both the highs and lows that come with sailing and cruising offshore.Thank you for watching and subscribe if you enjoy!![We Got Our Butts Kicked Sailing to the Bahamas [Making Our Way Ep 135]](https://i.ytimg.com/vi_webp/AQMoW_7jPGQ/mqdefault.webp)
We Got Our Butts Kicked Sailing to the Bahamas [Making Our Way Ep 135]
We're sailing to the states from South America and we have just departed Puerto Rico after a short but sweet stop. But before we get to enjoy the beautiful Bahamas Blues, we have to make it through a 4 day passage that feels like 4 weeks. Join us for a bizarrely challenging sail, a completely e...