Watch Sailing & Boating Adventures Around the World – Page 20 of 111

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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This Tiny Greek Island is Full of Surprises
Dylan Magaster

This Tiny Greek Island is Full of Surprises

► Captain Salve: --- Today we sail from Skopelos to Alonissos — an island full of hidden history, pirate tales, monk seals, and unexpected mishaps. We anchor in crystal bays, ride a scooter to remote villages, crash (literally), and cross paths with a wild endangered seal with a reputation. From...
Boat Life in Sint Maarten: Dinghies, Beaches & Island Vibes
Sailing Big Lost

Boat Life in Sint Maarten: Dinghies, Beaches & Island Vibes

Yes, we’re still in Sint Maarten… and honestly, we’re not mad about it! We’ve been anchored in Simpson Bay for over a week now, and this island is quickly winning us over. Sint Maarten is truly a cruiser’s paradise—getting around by dinghy is easy and efficient, with everything you need just a short...
Our boat nearly quit, but we didn’t! | Sailing Sitka Ep 176
Sailing Sitka

Our boat nearly quit, but we didn’t! | Sailing Sitka Ep 176

Jay and Kenna set sail from the sheltered anchorage of Chicheme, continuing their journey through the San Blas Islands to a remote and desolate new spot—though, unsurprisingly, not without a few hiccups along the way.
Sailing around Nordkapp on Hobie 16 Catamaran
Igor Stropnik

Sailing around Nordkapp on Hobie 16 Catamaran

Sailing around Nordkapp, the most northern point of Europe in Norway on Hobie 16 Catamaran. SUBSCRIBE to my channel:
We’re Sailing Again | Back to Boat Life! Ep 118
Bushpoint Sailing

We’re Sailing Again | Back to Boat Life! Ep 118

We’re back to boat life and we're sailing again! This episode starts in Västerås, where our boat has been on land all winter. We prep her for launch, set sail on Lake Mälaren, and enjoy a special moment visiting our newborn grandchild. We anchor just outside Drottningholm Palace, home to the Sw...
Into the Wind: Sailing East to Sint Maarten
Sailing Big Lost

Into the Wind: Sailing East to Sint Maarten

We set sail from the British Virgin Islands, taking on one of the most challenging points of sail: east into the trades. As we make our way to Sint Maarten, we reflect on the many passages that have brought us to this point—and why it always seems like we’re heading against the grain. With our sigh...
HOW TO CHECK SAILING WEATHER – Ep 337 – Lady K Sailing
Lady K Sailing

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 much, reading the wave height and duration,...
Sailing Deadline Ahead: Building Furniture, Mast Work, Stocking Up & More! — Sailing Yabá 274
Sailing Yabá

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 stocking up for the big journey ahead. It’s a full-on wee...
City Mission: Visa Runs, Drones & Big City Treats | S4 E21
Sailing with six

City Mission: Visa Runs, Drones & Big City Treats | S4 E21

After weeks off-grid, it was time to hit the big smoke. In this episode, we head into Padang, West Sumatra — our first major city in ages — on a fast-paced mission to restock, repair, and renew. From replacing our drone and sourcing gas fittings, to tackling a visa run and squeezing in a dentist vi...
Repairs done(mostly) Now off to explore Raja Ampat (ep 296)
Sailing Learning By Doing

Repairs done(mostly) Now off to explore Raja Ampat (ep 296)

Our sailing catamaran was finally fixed and after 20 days of frustration, sweating and head scratching it was time to leave Sorong and sail out into Raja Ampat for some R&R Marie and Eli were raring to go and I was just hoping all my repairs would prove to be seaworthy. Join us for our first day...
What SAILING LIFE LOOKS LIKE When No One’s Watching
Harbors Unknown

What SAILING LIFE LOOKS LIKE When No One’s Watching

​​Subscribing to the channel is FREE, ensures you never miss a video and really helps us out! If you enjoy the episode give it a thumbs up and drop us a comment down below! What SAILING LIFE LOOKS LIKE When No One's Watching This is a story about the work beneath the dream. The part that does...
From Troubles to Tranquility using REGEN! Transatlantic Crossing Part 3 | Ep 263
Distant Shores TV

From Troubles to Tranquility using REGEN! Transatlantic Crossing Part 3 | Ep 263

We complete our 10th transatlantic crossing with beautiful downwind sailing and magical moonlit nights having travelled over 2000 miles to the Caribbean following some challenging days at sea. Using our hybrid electric regen to keep the batteries topped up after experiencing engine trouble, we make ...
Sailing from Morocco to the Canaries: four days of quiet companionship at sea
WhiteSpotPirates

Sailing from Morocco to the Canaries: four days of quiet companionship at sea

After a quick marina repair in Rabat, Morocco, we cast off for a 480 nautical mile offshore sailing passage toward the Canary Islands. With a well-prepped sailboat and favorable weather, we were hopeful—but not fully ready for how physically draining the days ahead would be. This wasn’t a journey f...
Sailing Alone from Oregon to Hawai’i
Sailing With Phoenix | Oliver

Sailing Alone from Oregon to Hawai’i

25 days. 2,500 nautical miles. This is the full story of my solo sail from Warrenton, Oregon to Honolulu, Hawai’i. Just me and my cat Phoenix. Thank you all for the support along the way. It was the adventure of a lifetime. 🌊🐾 ⛵ Join the Crew + Follow Along: 🌐 All My Links 📍 Live Tracker – Where...
FIVE CRITICAL Lessons to Learn BEFORE you Set Sail – Ep 336 – Lady K Sailing
Lady K Sailing

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? Click here to become a Patron: Or he...
Just Another Week at Anchor: Tattoos & Takeaways Included | S4 E20
Sailing with six

Just Another Week at Anchor: Tattoos & Takeaways Included | S4 E20

What started as a chill week anchored near one of Indonesia’s best surf breaks quickly turned into something else entirely… From catching coconuts and chasing waves, to diesel maintenance, squid fishing, and an impromptu onboard tattoo session — this episode captures the wild variety of life afloat...
Our First BIG Crossing Back — Sailing USA to the Bahamas!| VLOG 288 0
Sailing Sunday

Our First BIG Crossing Back — Sailing USA to the Bahamas!| VLOG 288 0

This week’s episode is a big one — our first ocean crossing since moving back aboard, and Oakley’s very first offshore sail! We teamed up with friends for the crossing, forming a little convoy as we made the 12-hour run across the Gulf Stream and onto the Bahamas Banks. It was an early start, calm ...
Sailing North: Navigating New Waters to an ICONIC Island – Ep 241
Sailing Jibsea

Sailing North: Navigating New Waters to an ICONIC Island – Ep 241

Sail with us from through New England as we leave Martha’s Vineyard behind and head for the fog-shrouded shores of Nantucket aboard our rugged aluminum sailboat. Navigating in dense fog and unfamiliar waters, we arrive in one of the most iconic destinations of a New England summer, Nantucket Island....
Rule #1, dont lose your cool! Collision repairs part 3 (ep 295)
Sailing Learning By Doing

Rule #1, dont lose your cool! Collision repairs part 3 (ep 295)

After hitting a log while sailing at high speed I had plenty of repairs to get done. This is part 3 of 3 of my repair series in Sorong. In this video I finish up the gantry and anchor walkway, re-lash the trampolines. I take the gearbox in and out twice trying to figure out how to make my worn clutc...
Off-Grid GIRLS Doing the DIRTY WORK – Sailing Wild Bahamas E-146
Sailing SV CUBA

Off-Grid GIRLS Doing the DIRTY WORK – Sailing Wild Bahamas E-146

Our girl sailing crew dive for conch and experience the raw, real side of off-grid life in the Bahamas. Living on a sailboat isn’t always glamorous—but it's always an adventure! The girls get covered in conch 💩 and take an off grid shower. *Want to support us? Patreon: Buy Salsa a Coffee☕🧡: ...
Sailing Alone From Oregon to Hawai’i Q&A + Channel Updates
Sailing With Phoenix | Oliver

Sailing Alone From Oregon to Hawai’i Q&A + Channel Updates

After sailing solo from Oregon to Hawai'i — and taking a much-needed break — I’m finally back on YouTube to answer your most asked (and weirdest!) questions. From terrifying moments in the middle of the Pacific, to whether I saw aliens, to what’s next for me, Phoenix, and the channel — it’s all...
Gemini 105MC Review: The Affordable Cruising Catamaran That Actually Delivers! Ep 335 Lady K Sailing
Lady K Sailing

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 so special for liveaboards, coastal cruisers, an...
S3, Ep26 Important Projects for Our Next Sailing Adventure
Sailing Into the Mystic

S3, Ep26 Important Projects for Our Next Sailing Adventure

You gotta pay to play! In this episode, we tackle multiple projects to get ready for our upcoming summer sailing trips. We install new gauges at the helm, a brand new refrigerator kit, and some experimental cork decking. These are the things that will help keep us safe and happy while sailing full...
We Set Sail North on Our Wooden Boat (CATCH & COOK) — Sailing Yabá 273
Sailing Yabá

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 things that don’t make it into the videos. Sign u...
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