Watch Sailing & Boating Adventures Around the World tagged “Cruising lifestyle” – Page 2 of 18
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 25-48 of 432 results
We Sailed into a Town That was Built to Flood — Sailing Yabá 280
Episode 280 | Sailing to the magical town of Paraty, a place frozen in time where every sailor dreams of visiting. ⛵ *Hop aboard & follow our journey* → SUBSCRIBE https://bit.ly/3dI3hBn 💙 *Support the adventure:* 📖 *Grab our book* → https...
Ep 100 Lots of sailing as we hurry south along Sardinia 4K
Yes unbelievable this is our episode number 100 and this time we share lots of sailing as we leave Solenzara on Corsica and first sail to Olbia in Sardinia where we saw Uma before they lifted her on land and then we hurry south catching every weather windo...
Exploring the ONLY Tropical Fjord in the World… by Sailboat — Sailing Yabá 279
Episode 279 | Sailing to the only tropical fjord in the world: Saco do Mamanguá. But we not only sail there. We went from climbing mountain tops to exploring the mangroves and finding the calmest anchorages. It's safe to say it's been our favorite place s...
Sailing into the Storm & Crossing the Tropic of Capricorn — Sailing Yabá 278
Episode 278 | Sailing from Ilhabela to Ubatuba to run away from a cyclone and then to Paraty, to meet paradise. On the way we met dolphins, watched the sunrise and crossed the Tropic of Capricorn, a huge milestone for us. 💌 I’ve created a newsletter...
Sailing Into Trouble: The Day Our Anchorage Was a Crime Scene | Sailing Sitka Ep 179
Jay and Kenna lift the hook and set sail from Green Island toward the stunning Holadaze Cayes, one of the most picture-perfect anchorages in all of the San Blas Islands. But just when we thought we’d found paradise, we suddenly found ourselves—and Sitk...
We sailed 280 miles to THIS paradise 🇧🇷 — Sailing Yabá
Episode 277 | Sailing and exploring Ilhabela. Watching a regatta, chasing waterfalls, scuba diving and more! 💌 I’ve created a newsletter to share the moments the camera missed, the untold stories, behind-the-scenes moments, and little things that don...
Dropping Anchor in a Lightening Storm⚡️ | Sailing Sunday VLOG 291
This week’s video is a raw, unfiltered look at what sailing really looks like when a storm rolls in out of nowhere — and you’re trying to make it to safe harbour with a baby onboard. It's the kind of moment that reminds us why preparation matters…...
We haven’t stepped foot on land in a week! (and heres why) | Sailing Sitka Ep 178
Jay and Kenna have been off the grid, not setting foot on land for over a week while sailing through the San Blas Islands. While anchored at Green Island, they took it slow to ride out some intense winds. With no working outboard and a less-than-reliable p...
Our boat build is finished: LET’S SAIL THE WORLD! — Sailing Yabá 276
Episode 276 | Sailing 250 nautical miles north to Ilhabela in rough seas 📡 *Starlink* made a huge difference for us doing our trip. We could check the forecast in real-time, video-call our families, talk to our friends, share our location live with pat...
Like Sailing Through a Giant Swimming Pool – Bahamas Magic! Ep-183
Sailing the Bahamas in the clearest, bluest water we've ever seen—like a swimming pool! We explore sinkholes, swing off the boat, and soak it all in. This episode is packed with classic Bahamas magic—turquoise water, underwater adventures, and a few u...
What it takes to keep this dream alive | Sailing Sitka Ep 177
Jay and Kenna have arrived at a new destination—Green Island, a stunning atoll tucked within the San Blas Islands. While this lifestyle often feels like a dream and looks like something straight off a postcard, it takes real balance to maintain it. Could...
Our Engine Broke… Right Before the Hardest Goodbye — Sailing Yabá 275
Episode 275 | We have 4 days before leaving and our engine broke. Good thing we are in the right place where we know exactly the right people to help us fix it. But, will we make it on time? 💌 I’ve created a newsletter to share the moments the camera...
Sailing & Small Town Charm | Boat Life in the Bahamas VLOG 290
This week’s episode is a simple one — just a real, honest look at life onboard right now. From slow mornings with coffee in the cockpit to climbing the iconic Elbow Reef Lighthouse and setting sail again (while dodging some pretty sketchy squalls), it ...
3 Years Offshore Cruising: Here’s What We Really Think (raw update) | Sailing Sitka Ep 175
Jay and Kenna are currently anchored in the beautiful San Blas Islands, soaking in the cruising lifestyle — though, as always, the highs come with their fair share of lows. After weeks of battling persistent engine troubles, this week they think they've ...
Sailing Deadline Ahead: Building Furniture, Mast Work, Stocking Up & More! — Sailing Yabá 274
Episode 274 | We’re running out of time and there’s still so much to do before we sail up the Brazilian coast. In this episode, we’re building essential furniture to finally make Yabá more livable, tackling important electrical upgrades, and stocki...
Would You Live Like This? The Reality of Island Life | Sailing Sitka Ep 174
Jay and Kenna have spent the past three years sailing from the Pacific Northwest of Canada to the remote San Blas Islands — cruising, connecting with local communities, and learning along the way. Now, life in this isolated island chain means days filled...![Our New Plan REVEALED! Did you guess right? [Ep. 191]](https://i.ytimg.com/vi_webp/W0yzlerzyvg/mqdefault.webp)
Our New Plan REVEALED! Did you guess right? [Ep. 191]
We reveal the next destination of our journey! But first we must finish this amazing passage from Rongelap to Majuro in the Marshall Islands! Don't miss out on some more sailing fun :) #sailing #marshallislands #travelvlog Don’t forget to subscribe to ...
Aluminum Catamaran: The Refit Update You’ve Been Waiting For
Refitting our aluminum catamaran see what we’ve finished and what’s still on the list! Watch It All : Boat Tech Tips and Seamanship - https://www.youtube.com/playlist?list=PL7kd0Ilb2S4kzjrSmlEiFLMij-TgYHLgB If you get value from our videos whether e...
We Set Sail North on Our Wooden Boat (CATCH & COOK) — Sailing Yabá 273
Episode 273 | Sailing Brazil from South to North starts now, as we conquer the first 50 nautical miles of a 2000nm journey. 💌 I’ve created a newsletter to share the moments the camera missed, the untold stories, behind-the-scenes moments, and little ...
THE WILDEST CHECKLIST — Sailing Yabá
From sandboarding down dunes to paragliding over the island… kitesurfing, sunset hikes, cocktails on the beach... and even a surfing dog 🐶🏄♀️ WE DID IT ALL! What started with a souvenir mug turned into a wild checklist we couldn’t ignore ...
Is Aluminum Really Worth It? Here’s What We Think Now
Aluminum boats sound great but are they? We reveal the truth after years of cruising. Watch It All : Boat Tech Tips and Seamanship - https://www.youtube.com/playlist?list=PL7kd0Ilb2S4kzjrSmlEiFLMij-TgYHLgB If you get value from our videos whether enter...
The Craziest Pre-Departure Checklist Ever (We Actually Did It!) — Sailing Yabá 272
Episode 272 | Sailing and doing it all in Florianópolis. A very well-deserved farewell to the island we love the most! Sandboarding? Check. Paragliding? Check. Kitesurfing? Check. A dog who surfs? Check! And so much more! 💌 I’ve created a newslette...
CATAMARAN UPGRADES : Fault Finding & Corrosion Protection Tips
Discover catamaran upgrades, fault finding, and corrosion tips for aluminum cruisers. Watch It All : Boat Tech Tips and Seamanship - https://www.youtube.com/playlist?list=PL7kd0Ilb2S4kzjrSmlEiFLMij-TgYHLgB If you get value from our videos whether entert...
We Increased Our Boat’s Solar Power Without Adding More Panels. Here’s How! — Sailing Yabá 271
Episode 271 | Finishing up our new panels support and gaining solar power! 💌 I’ve created a newsletter to share the moments the camera missed, the untold stories, behind-the-scenes moments, and little things that don’t make it into the videos. Sign...
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.