Watch Sailing & Boating Adventures Around the World
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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We Thought the Lagoon Was Safe… We Were Wrong
After months of upgrades, projects, and settling into life aboard our Lagoon 450 catamaran, Isla is finally starting to feel like home. In this episode, we install our Seawater Pro watermaker, spend time enjoying life in the lagoon, navigate unexpected health challenges, make Isla official with her...
S1E50. Fixing Leaks, Electrical Problems & Boat Life with Violet
The reality of living aboard an old sailboat? Sometimes you're fixing leaks... sometimes you're chasing electrical gremlins... and sometimes you're just trying to make dinner before everything falls apart. 😂 In this episode of Sailing UV, we tackle flickering galley lights, track dow...
We Bought Our Dream Boat
After 3 years of waiting… we finally bought our next floating home. 🌎⛵️ In this episode of Sailing Banana Pancakes, we fly to Florida thinking we’re about to buy our dream boat a Leopard 50 catamaran only for the deal to completely fall apart. What started as the beginning of our next adventure qui...
Adios, Avocet | Sailing Avocet
From hauling out to escaping Mexico, this video is a bit of an emotional good bye. For Haul out details visit our website: www.svavocet.com Don't miss out on upcoming sailing adventures, DIY stories, and equipment reviews! Hit the thumbs up, subscribe to our channel, and ring that notificat...
CREW CHANGE – A Caribbean sailing adventure
CREW CHANGE - A Caribbean sailing adventure Love your life. Take pictures of everything. Tell people you love them. Talk to random strangers. Do things you're scared to do. Take your life and make it the best story in the world. Don't waste that shit. Welcome back aboard in Sint Maarten,...
What It Really Takes to Run a YouTube Sailing Channel
Thinking about starting a sailing YouTube channel? Wondering how much money sailing YouTubers actually make, whether the space is already saturated, or if you need expensive camera gear to get started? In this video, I break down the truth behind YouTube sailing channels, including real income numbe...
S1E41. I Got Shocked Fixing My Boat’s Hot Water Heater… (Liveaboard Problems)
⚡ This is exactly why I hate messing with boat electricity… Welcome back to Sailing UV — the greatest sailing show on Earth. In this week’s episode I come home from work excited for one simple luxury… a hot shower. Instead I find: 💧 100 gallons of water in the bilge 🔧 A leaking hot water heater ...
I Might Need a New Engine
The white smoke still won’t quit. I’m going deeper now and gambling $1,600 on a set of new fuel injectors. If this doesn’t work, I could be staring down a full engine replacement. ⛵ Join the Crew + Follow Along: 🌐 All My Links 📍 Live Tracker – Where’s Phoenix Now? 👕 Official Merch 📸 Instagra...
LIVEABOARD ESSENTIALS: STUFF WE SWEAR BY ON OUR BOAT! EP-200
Go to and use code ESCAPADE to get 5% off your Holafly eSIM for your next trip! 🌴 Check out our favourite things for living aboard—practical, space-saving, and just plain useful! THE GALLEY 🍳 Collapsible Tupperware Set (Various Sizes): Small Collapsible Tupperware: Clip-On Strainer: Collapsi...
Why I’m Sailing Solo Nonstop Around the World
I’ve bought a new boat and I’m getting ready to sail solo, non-stop, around the world. It’s without a doubt the hardest thing I’ve ever set out to do, but maybe the most meaningful. In this video, I try to unpack why I’m taking on something this extreme and what’s really driving the decision. Curiou...
Episode 4: After Hitting the Reef, I’m Alone and Trying to Bring Calico Skies Back
This is my new channel where I will continue the story aboard Calico Skies, but with a fresh perspective, new adventures, and the same passion for sailing, discovery, and storytelling that has always been at the heart of my journey. Please Subscribe and continue with the journey of Calico Skies! Ov...
A Sporty 350 Mile Sail from Kona to Hilo 🌊
We battle big waves, broken gear, and beating to windward while sailing from Kona to Hilo on Hawaii's Big Island. This one was a doozy for sure. I also chat a bit about buying the new boat. More details on this very soon. And as always thank you for watching! ⛵ Join the Crew + Follow Along: 🌐...
S1E26. Fixing Leaks, Helm Station Mods & Aft Cabin Refit | Sailing UV.
Welcome back aboard Sailing UV! In this week’s episode, we tackle a creative rebuild of the helm station sole, work on sealing up the aft cabin, and hunt down leaks that have been haunting the engine room. Along the way, we give the windlass some much-needed love, talk through project challenges, an...
An update you’re not expecting!
Thats right! We're starting a private charter business with Sitka in the San Blas Islands!! Click the link here to check out our website and inquire about booking ➡️ Thank you to everyone who watches, supports and has contributed to our journey. We love and appreciate you all.
My First Time Scuba Diving 🤿
I finally went scuba diving for the first time off the coast of Kauai, Hawaii! Big thanks to Sam and Jamie for guiding me on this dive! Be sure to check them out and follow their adventures here: 👉 Jamie Underwater Photography: 👉 Sam Beane Diver: ⚓ If you enjoy this journey, don’t forget to like...
Our last sail | Sailing Sitka Ep 182
After two unforgettable months in paradise, Jay and Kenna lift anchor and set sail on a short 9-hour passage from Chicheme to Linton on Panama’s mainland. Along the way, they take in every last moment of beauty that this sailing lifestyle has to offer. Back in Linton, the focus shifts to preparing S...
S1E20. Finally Into the Engine Room! | Sailboat Refit & Boat Work
⚓️ Finally Into the Engine Room! | Sailing & Boat Work In this episode, we dive headfirst into long-overdue boat projects as we tackle the engine room cleanup, wiring, and battery setup. From clearing out old wood and organizing tools to planning upgrades like raising the cabin sole and install...
From Dreamy Anchorage to Pirate Drama | Sailing Sitka Ep 180
Jay and Kenna were about a week into a postcard-worthy anchorage—spending their days lounging on the beach, sipping cocktails, surrounded by friends and fellow sailors, soaking up the beauty of the sailing lifestyle. But with all that beauty comes a bit of chaos. The truth is, common sense isn’t so ...
Everyone Talks About This Sandbar…
We’re anchored in Kāneʻohe Bay, Oʻahu, and after a rough start—including running aground on a reef (watch that episode here: finally make it to the iconic sandbar, where turquoise water, sea turtles, coral, and even a possible puffer fish await. Later, we hike up Chinaman’s Hat (Mokoliʻi) and wrap ...
First Look at Our New 40ft Sailboat! Full Boat Tour & Walkaround
Here she is! – we bought a sailboat! Meet Flying Freedom ⛵️, our new floating home and the start of our biggest adventure yet. In this video, we’ll give you a full first look and tour of our 40ft Freedom 40/40 sailboat, showing you around every corner before we start the work to get her ready for li...
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 Sitka—in the middle of an active criminal investigat...
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 paddleboard, getting to shore has felt more l...
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 unexpected moments (including one accidental...