Watch Sailing & Boating Adventures Around the World tagged “Sailboat living” – Page 2 of 63
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 1507 results
Why Sailboats Don’t Tip Over (and Other Sailing Questions Answered!) – ep 344 – Lady K Sailing
Ever wondered why sailboats don’t just fall over in the wind? 🌊⛵ In this video, we answer some of the most common sailing questions: Why sailboats don’t tip over Do sailboats sink? Why sailboats are “slow” compared to powerboats Is sailing...
Is this Hidden Gem of a Greek Island My Favorite? | Skyros
🔥 Support the journey and get the salve I use daily in the sun, sea, and wind: https://captainssalve.com We set off to explore one of the most underrated Greek islands — Skyros. What started as a peaceful scooter ride quickly turned into a breakdown s...
⚓ Annapolis Sailboat Show 2025 Full Tour, Boats, Gear & Sailing Inspiration! ⚓ Ep 343 Lady K Sailing
Join us as we explore the 2025 Annapolis Sailboat Show, the largest in-water sailboat show in North America! From sleek new cruising yachts to cutting-edge multihulls, performance racing sailboats, and the latest marine gear, we take you inside the docks t...
Last Day in Tokyo #imperialpalace #walking #japan
Walking around the Imperial Palace and heading back soon to the boat. Watch full video here. https://youtu.be/SW0xbYIrxHE?si=X8tr_1u9ErK-Pi1P #imperialpalace #walking #japan
The Island of Dreams – Where My Sailing Journey Began #sailinglife #tokyobay #itsnevertoolate
Wahine’s home when I found her was at Yumenoshima Marina — Tokyo’s “Island of Dreams.” Built on landfill, transformed into a marina and park, it was here that my journey with Wahine truly began. On this day off from writing, meetings, and even b...
How SAILBOAT Brands Got Their Names – Ep 342 – Lady K Sailing
Lady K For Sale: https://www.sailboatlistings.com/view/109515 Apply to film boat tours: https://ladyksailing.com/apply/ Ever wonder how Beneteau got the name Beneteau? Or Hunter? Catalina? Pearson? This week, we look at how each major boat manufacturer w...
Lagoon 410 for $190,000! What’s the Catch? Ep 341 – Lady K Sailing
This week we're catamaran shopping and looking at a Lagoon 410 in Florida. The Lagoon might be the perfect family catamaran but the price of this sailboat is a bit cheap. What's going on with this catamaran for sale in Florida? This week we dive into a tou...
3 STEPS, So easy you can SKIP ONE! Ep 340 – Lady K Sailing
Learnign to sail in three easy steps that are so beginner and simple you can actually skip one and learn to sail a small sailboat in two simple steps. Learning how to sail doesn't have to be difficult. Let me know in the comments if this video helped you l...
Anchored in Paradise: Discovering Nissos Peristera and Prasso, Greece
Support your skin and support the channel with the best skin salve: https://www.captainssalve.com In today’s adventure, we set sail to the stunning, uninhabited island of Nissos Prasso, one of Greece’s most remote and beautiful locations. With no perma...
Transiting the Crinan Canal | Tight Depths, Tangled Keel & a Perfect Sailing Finish
In this action-packed episode, we enter the Crinan Canal, hoping for a smooth transition from Scotland’s west coast to its inland beauty — but things don’t exactly go to plan. With a strict 2m draft limit, we nearly touch bottom, and it only gets mo...
We Found a Shipwreck in Greece and Explored It
Grab a jar of Captain's Salve at: https://captainsalve.com We left Steni Vala and found ourselves anchored next to a decaying shipwreck off the coast of Peristera, in the Northern Sporades in Greece. What happened to this mysterious vessel? Join us as we e...
EASY YouTube HOW TO MAKE SAILING VIDEOS – Ep 339 – Lady K Sailing
Last week we talked about making YouTube videos for sailing and a lot of you were interested in the DIY process of actually making a video from start to finish, how to make money and edit videos. So today, we take a tour of the life of a sailing youtube. T...
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...
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 ...
HOW TO CHECK SAILING WEATHER – Ep 337 – Lady K Sailing
Sailing safely is key and having a sail plan is critical to a good sailing day. I use Windfinder to see the wind and waves and plan my sailing trip to make sure I know what to expect, have a back up plan, and bail out points. Choosing how much wind is too...
FIVE CRITICAL Lessons to Learn BEFORE you Set Sail – Ep 336 – Lady K Sailing
Dream of sailing off into the sunset? Living on a sailboat can be an exciting life but also hard. Here are five lessons I've learned along the way to help you be successful in quiting land life and living on a sailboat. Want to help support Lady K Sailing...
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...
Gemini 105MC Review: The Affordable Cruising Catamaran That Actually Delivers! Ep 335 Lady K Sailing
Looking for a smart, budget-friendly catamaran that’s actually comfortable, capable, and fun to sail? Meet the Gemini 105MC—one of the most popular American-built catamarans ever made! In this video, we dive deep into what makes this 34-foot catamaran ...
Anchor Stuck, Drone Launched, Sailing to Meet a Girl
A jammed anchor chain, a shifting wind, and the quiet truths that come with movement. What began as a simple sail to the other side of Skiathos, Greece became a meditation on change, stability, and impermanence. This episode unfolds through challenge and c...
30 Minutes of Underwater Cleaning Satisfaction | ASMR
30 uninterrupted minutes of underwater cleaning—no voiceover, no music, just the raw sounds of the sea and the scraping of years of marine growth. This is the real work behind sailing: clearing off barnacles, algae, and buildup from the hull by hand. Wh...
BAGGYWRINKLE? NEED to KNOW Sailing Words – Ep 334 – Lady K Sailing
Learing how to sail can be hard, but learning the ridiculous vocabulary makes sailing scary! Today we cover some of the need to know words you need to learn if you're going to be learning how to sail. Learn how to use the TELL TALES to TRIM a sail, which s...
The INSANE PRICE of a Beneteau Sense 50! – Ep 333 – Lady K Sailing
Why Is the Beneteau Sense 50 So Expensive? Used Sailboat Prices Explained In this video, we dive into the world of the Beneteau Sense 50, a luxury cruising sailboat that still commands a steep price tag—even when it's over a decade old. What makes this ...
The Wind Was Wrong. I Sailed Anyway.
This sail from the Greek mainland to Skiathos wasn't supposed to work. The wind was wrong. The forecasts were off. But with enough experience, intuition, and faith in the process — you learn how to dance with reality instead of fight it. In this episode,...
Learn to SAIL for FREE! Or Find Good Crew Here! Ep 332 – Lady K Sailing
Are you interested in learning how to sail for free? Or looking for crew for your sailboat for free? Join us on crewfinder for the east coast or the Great Lakes so learn to sail, teach people how to sail, or get help sailing your sailboat! East coast crew...
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