Watch Sailing & Boating Adventures Around the World – Page 2 of 19
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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FROM NAVY BUZZ CUT TO PIRATE HAIR…CAPTAIN KEN’S HAIR DILEMMA #trawlerlife #travelvlog
In this short clip from our Unanchored Life adventures in the US Virgin Islands, Ken’s long-awaited post-military hair growth takes an unexpected turn… somewhere between founding father and full-blown pirate. After nearly 30 years of Navy life and regulation haircuts, freedom has arrived — but so h...
Our Lives at Sea! Passage to the World’s 2nd Largest Barrier Reef ⛵E175 – Pt2
After days offshore, the real challenge begins. Changing winds, large swells, and the isolation of the open sea test us and SV CUBA. In this episode, you’ll experience the raw reality of offshore sailing, from dodging squalls and boat life routines to the unique things that only sailors experience. ...
Sailing Away Forever! Passage to the World’s 2nd Largest Barrier Reef ⛵E174 – Pt1
We Set sail on an unforgettable offshore passage as we leave everything behind and sail toward the world’s second largest barrier reef. Join our liveaboard sailing adventure this week, as we show you our cruising life, boat life, and real sailing moments. Experience the freedom of bluewater sailing,...
Cleaning a Yacht Hull on the Keel | A Method We Didn’t Believe Was Possible
Yacht maintenance is not always easy, especially when it comes to cleaning the hull. In this video, we show a yacht hull cleaning method we had never experienced before — cleaning a yacht while standing on the keel. This was our first time using this technique, and honestly, at the beginning we did...
What You DON’T KNOW About Last Summer | Sailing Greece • S5:Ep6
What you didn’t see last summer wasn’t just sunsets and sailing. Behind the beauty of sailing Greece and the Greek Islands were moments of fear, hope, love — and heartbreak. This is our real family sailing story. This sailing Greece family vlog begins in Mytikas, where a simple coffee run turns into...
When Family Visits Boat Life for the First Time
It had been over a year since I’d seen my mom and stepdad, and inviting them into our life aboard our sailboat felt exciting — and a little nerve-wracking. What followed was a week of real boat life: unexpected stowaways, system failures, rainstorms, incredible sailing days, and saying goodbye all o...
Sailing Truth Show: The MOST Important Question Before You Buy a Boat
Thinking about buying a boat or going cruising? Read this first: Most people think buying the right boat is the hard part. It isn’t. The hardest part—and the part almost nobody slows down enough to think through—is whether this life actually fits who you are. In this Sailing Truth Show, we’re h...
Sailing Truth Show: Real Offshore Sailing Questions – Answered
This live stream is built entirely from real questions pulled straight from the comments on recent videos. No slides. No scripts. No armchair theory. We’ll cover real offshore sailing topics—storm tactics, reefing, routing, boat design, fatigue, risk, and judgment—and talk about what actually work...
Sailing Truth Show: When Is It Time to Give Up the Sails?
Interested in sailing offshore? Here's what you need to know: When is it time to give up the sails? This livestream is a reflective conversation about sailing, aging, fatigue, partnership, and changing priorities—not a sail vs power argument. We’ll start with an excerpt from Skip Novak, exp...
Sailed for 24 hours in Search of my Christmas Island | Ep.166 |
Join me on a barefoot, 24-hour sailing adventure as I chase my ideal Christmas island. Will I reach it in time to celebrate? Tune in to find out! *Want to support us?" Patreon: Buy Salsa a Coffee☕🧡: Amazon Wish List: PayPal:
Life Aboard Mid-Atlantic Before the Seas Turn Rough – Day 6
Six days into our Atlantic crossing, the ocean is finally starting to show its teeth. The crew is back together—Brett, Ayanna, Jade, Dingo, and Penny—and we’re settling into the long middle stretch of life at sea. Days blur together with watches, editing, cooking, small routines, and the constant m...
Making SAILORS OF OUR KIDS – HAND STEERING BRAZIL’S RUGGED COAST
Thank you for helping keep us afloat and supporting the creative process. You can be part of the crew for less than the price of a coffee. You can do so here: - Patreon - Paymate MAKING SAILORS OF OUR KIDS - HAND STEERING BRAZIL'S RUGGED COAST After two long days of hand steering through la...
From breakdowns to breakthroughs – Don’t Give Up Your Dream of Sailing Around the World – E156
There’s an old saying that goes, “Sailing around the world is fixing your sailboat in exotic places.” It couldn’t be closer to the truth—but don’t give up your dream; things will eventually come together!
DON’T DO WHAT WE DID‼️Sailing Minerva Reef to New Zealand
After waiting out a storm on anchor in Minerva Reef, we set off toward New Zealand — but a drastic shift in the forecast, rough seas, and a vicious counter-current quickly turned this into one of our most challenging passages yet. With another storm closing in, we were pushed to make tough calls und...
Fixing the Engine Before Sailing to Hawaii’s Big Island
I’m preparing to sail to the Big Island — but first, my diesel engine throws me a curveball with a leaking raw water pump. ⛵ Join the Crew + Follow Along: 🌐 All My Links 📍 Live Tracker – Where’s Phoenix Now? 👕 Official Merch 📸 Instagram 🎵 TikTok 📘 Facebook #BoatMaintenance #SailboatLif...
“The unspoken parts of boat life” | Sailing Sitka Ep 184
Jay and Kenna are anchored in Linton Bay on the east coast of Panama, steadily chipping away at their long list of pre-haul out projects before Sitka spends 6 months on the hard—though some of those jobs involve evicting a few unwanted freeloaders who decided to move aboard uninvited.
Everyone Dreams of the Freedom of Sailing! Here’s the Hot Reality E-152
Everyone dreams of the freedom of sailing… but there’s a side no one talks about. ⚓️ Before you romanticize life at sea, watch this — you might change your mind. Don’t miss what really happens when the dream gets real hot! Wish to support our journey so we can keep sharing the adventure? Patreon: ...
LIVE UPDATE: Hurricane Season In The Bahamas | Sailing Sunday Vlog 295
👇 Drop a comment and let us know what you think! Hurricane season is here in The Bahamas and this week we found ourselves right in the middle of it as hurricane Erin passed right by us in the Abacos. 🌪️⚓ While most people dream of crystal-clear waters and perfect sailing days, the reality is that l...
The Ultimate Walk Through
Welcome aboard Moor R & R! Episode 1. In this video, we’re giving you a full walk-through of our Lagoon 450 F — but this isn’t your average catamaran. Over the past two years, we’ve completely transformed this boat into a comfortable, upgraded liveaboard home. From a one-of-a-kind tender lift...
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...
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… and also why sailing with a baby adds a whole ...
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 you keep up? Subscribe, watch the journey, an...