Watch Sailing & Boating Adventures Around the World – Page 4 of 51

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 73-96 of 1216 results
How He Survived a Tropical Storm at Sea
Sailing Zingaro

How He Survived a Tropical Storm at Sea

How to survive a tropical storm at sea: A true sailing survival story. If you’ve ever wanted to sail offshore, you NEED TO WATCH THIS. It may save your life. For deeper training on how to handle the ocean, get your copy of Be The Captain: Johnny was 20 years old and eager for his first Atlantic c...
10 degrees from a DISASTER in the North Sea | Sailing to Norway – Ep 277
Sailing Jibsea

10 degrees from a DISASTER in the North Sea | Sailing to Norway – Ep 277

Join us for our most highly anticipated sail of the season as we sail offshore through the North Seafrom the Orkney Islands in Scotland to Norway! During our passage we take you through life aboard while offshore, how we navigate through currents, oil rigs and tanker ships until we anchor down in No...
Caribbean Festival, Wasp Attack & Boat Repairs! ⛵ E387
Wildly Intrepid Sailing

Caribbean Festival, Wasp Attack & Boat Repairs! ⛵ E387

Life in Saint Martin is looking much brighter this week! 🌴⛵ After a rough stretch of boat problems and setbacks, we're finally enjoying island life again. Coral is having the time of her life jumping off the sailboat into the crystal-clear Caribbean waters, and we experience the vibrant atmosp...
The Best Canadian Sailboat You’ve Never Heard Of  | Sailing Truth Show
Sailing Zingaro

The Best Canadian Sailboat You’ve Never Heard Of | Sailing Truth Show

📕 GET THE BOOK: Be The Captain. Winner of the 2026 Eric Hoffer Award. 25 years of offshore decisions in one book → 🔓 FREE: The Captain's Locker. Printable watch schedules, pre-departure checklists, delivery tools → She's a 1996 Gozzard 44, built by one family in a small Ontario shop th...
Land Ho! We Arrive in Portugal – Sailing from Spain to Tunisia, Part 5 | DrakeParagon Sailing
DrakeParagon

Land Ho! We Arrive in Portugal – Sailing from Spain to Tunisia, Part 5 | DrakeParagon Sailing

This is the most dangerous part of the sail and we're stuck with some difficult decisions. We don't want to arrive to a strange, new anchorage in the dark, but we can't stop in Orca waters and shipping lanes to wait for sunrise. Can we make landfall before sunset? *** Help support o...
LIFE OFFSHORE When a GALE is Brewing… Sailing South Africa to St Helena… Ep 447
Sailing Nandji – Frothlyfe

LIFE OFFSHORE When a GALE is Brewing… Sailing South Africa to St Helena… Ep 447

To learn more about Keane Insurance and to seek your bespoke boat policy check them out here 👉 🫡 After more than 12 months exploring Africa, we have finally waved goodbye to the continent and pointed Nandji 2 north west toward the Caribbean. Now, 48 hours into our Atlantic crossing, we're sett...
WORST WEEK EVER! Injury, Storm Damage & Boat Chaos 😱⛵ E386
Wildly Intrepid Sailing

WORST WEEK EVER! Injury, Storm Damage & Boat Chaos 😱⛵ E386

People often see the beautiful beaches, sunsets, and tropical anchorages... but this is the side of cruising life nobody talks about. What started as a simple solar panel upgrade quickly turned into the worst week we've had in a long time. ⚠️ Kai falls and splits his forehead open ⚠️ Everyone...
Our Last Stop Before Sailing to Norway | the Orkney Islands – Ep 276
Sailing Jibsea

Our Last Stop Before Sailing to Norway | the Orkney Islands – Ep 276

Join us as we sail from the top of Scotland to the remote Orkney Islands where we prepare for our offshore sail to Norway. NEW VIDEOS EVERY SUNDAY! Please subscribe and share our videos - every bit of support is much appreciated, keeps our journey going and the content coming! IF YOU'D LIKE ...
A Near-New Catamaran for €100K. I’d Still Walk Away. | Sailing Truth Show
Sailing Zingaro

A Near-New Catamaran for €100K. I’d Still Walk Away. | Sailing Truth Show

📕 GET THE BOOK: Be The Captain. Winner of the 2026 Eric Hoffer Award. 25 years of offshore decisions in one book → 🔓 FREE: The Captain's Locker. Printable watch schedules, pre-departure checklists, delivery tools → She's a 2023 Lagoon 42, almost zero hours on the engines, loaded with wa...
Cooking While Sailing Offshore – Sailing from Spain to Tunisia, Part 4 | DrakeParagon Sailing
DrakeParagon

Cooking While Sailing Offshore – Sailing from Spain to Tunisia, Part 4 | DrakeParagon Sailing

We're sailing in rolly seas while on constant watch for Orcas and cargo ships. Seems like it's a good time to...make some pizza? Cooking a delicious meal while sailing can improve morale. However, an offshore pizza party guarantees instant happiness for all aboard. It's time to head i...
He Did Everything Right. His Captain Still Blamed Him.
Sailing Zingaro

He Did Everything Right. His Captain Still Blamed Him.

👉 Shape this book and get the free first chapter: A guy learns to sail, earns his certifications, and signs on to crew a delivery to San Diego with two strangers who talked a big game about their offshore miles. On his watch the autopilot quits. The wind builds, the seas build, and when he calls f...
SAVE THOUSANDS! 🤩 2023 Lagoon 55 Sailing Catamaran Liveaboard Yacht Tour
NautiStyles

SAVE THOUSANDS! 🤩 2023 Lagoon 55 Sailing Catamaran Liveaboard Yacht Tour

This Yacht is for Sale: Become a NAUTI Member: Follow Us Building an Explorer Yacht @NautiGuys Why buy a pre-owned Yacht? Save a ton of Time and Money! This 2023 Lagoon 55 is fully loaded with upgrades! The first thing that stands out is the incredible space. The open layout, the connection bet...
Rude Awakening while Sailing our Home Through Scotland’s Wild Coast | raw & unfiltered – Ep 275
Sailing Jibsea

Rude Awakening while Sailing our Home Through Scotland’s Wild Coast | raw & unfiltered – Ep 275

Join us as we continue to sail north through Scotland and make our way to Norway for the cruising season. We show the reality of moving our sailboat, adjusting to conditions, changing plans, fuel concerns and simply making miles north. NEW VIDEOS EVERY SUNDAY! Please subscribe and share our videos ...
DON’T MISS These St. Martin & Sint Marteen Highlights! ✈️ Carnival & Giant Planes E385
Wildly Intrepid Sailing

DON’T MISS These St. Martin & Sint Marteen Highlights! ✈️ Carnival & Giant Planes E385

If you're visiting Saint Martin / Sint Maarten, these are experiences you won't want to miss! We hop on a local bus to the Dutch side and head to the world-famous Maho Beach, where massive jets fly just overhead before landing at Princess Juliana Airport. Seeing these giant planes pass on...
DEAL or DISASTER: YachtWorld’s Wildest Listings | Sailing Truth Show
Sailing Zingaro

DEAL or DISASTER: YachtWorld’s Wildest Listings | Sailing Truth Show

📕 GET THE BOOK: Be The Captain. Winner of the 2026 Eric Hoffer Award. 25 years of offshore decisions in one book → 🔓 FREE: The Captain's Locker. Printable watch schedules, pre-departure checklists, delivery tools → Every week the brokerage sites are full of boats wearing a price tag that has...
OFFSHORE & INVISIBLE – ATLANTIC OCEAN CROSSING Sailing South Africa to St Helena … Ep 446
Sailing Nandji – Frothlyfe

OFFSHORE & INVISIBLE – ATLANTIC OCEAN CROSSING Sailing South Africa to St Helena … Ep 446

To learn more about Keane Insurance and to seek your bespoke boat policy check them out here 👉 🫡 With our first night at sea behind us and the fatigue of offshore sailing already beginning to settle in, our mornings move slowly. We relieve each other from watch, trying to find our rhythm and slowly...
What 25 Knots Looks Like on a Lagoon 42 | Sailing Greece
Sailing Bluefish

What 25 Knots Looks Like on a Lagoon 42 | Sailing Greece

We sail from Kea to Syros in the Cyclades aboard our Lagoon 42 catamaran, starting with a beautiful easy passage before the wind builds to around 25 knots. What begins as a relaxed Greek island sail turns into a proper sailing day, with rain, stronger wind, and two reefs in the main as we make our ...
Sailing to the Caribbean’s Most Remote Islands! Ep-226
Leading the Escapade

Sailing to the Caribbean’s Most Remote Islands! Ep-226

After a whirlwind week in Cartagena, it's time to continue our journey west. Before leaving Colombia, we make the most of our time ashore celebrating our friends' wedding and exploring one of the Caribbean's most vibrant cities. From island beach clubs and sunset catamaran cruises to...
We Weren’t Ready to Leave Yet | Life in the Marquesas
Sailing Big Lost

We Weren’t Ready to Leave Yet | Life in the Marquesas

After returning to Taiohae Bay on Nuku Hiva, we thought we'd only be staying a few more days before continuing west toward the Tuamotus Islands. The route was planned. The boat was nearly ready. All we needed was the right weather window. What started as an unexpected delay quickly turned into ...
From Paradise to France! Overnight Sail, Tuna Feast & St. Martin’s French Lifestyle E384
Wildly Intrepid Sailing

From Paradise to France! Overnight Sail, Tuna Feast & St. Martin’s French Lifestyle E384

After exploring beautiful St. John in the US Virgin Islands, it's time to check out of Cruz Bay and set sail for a long overnight passage to the island of Saint Martin! The crossing keeps us busy as the fishing lines come alive and we land multiple tuna along the way. After arriving in Marigot...
Sailing in SEVENTY FOUR Knots
Sailing Zingaro

Sailing in SEVENTY FOUR Knots

When the anemometer climbs past 70 knots, the ocean changes. The wind ceases to be just air—it becomes an absolute wall of sound. In this episode, I’m sitting down with my good friend and prolific offshore captain, Ryan Rayfield from Sail Libra. We dive headfirst into what it’s actually like to exp...
They Did Everything Right… And Still Had to Abandon Ship
Lady K Sailing

They Did Everything Right… And Still Had to Abandon Ship

When Sailing Barking Cat left Australia aboard their cruising catamaran La Vita, the plan was simple: sail offshore toward Fiji, cross the Pacific with their crew and dogs, and begin the next chapter of the cruising dream. But a dream passage can turn into a Mayday shockingly fast. After delaying fo...
Sailing the Mediterranean: Wild Weather after Cape Malea on a Family Catamaran
Sailing Bluefish

Sailing the Mediterranean: Wild Weather after Cape Malea on a Family Catamaran

Rounding Cape Malea in Greece then up to Monemvasia the weather changed fast. 45+ knots, waterspouts, and one of the wildest days we’ve had aboard our Lagoon 42. Full episode on Sailing Bluefish. #sailing #sailinggreece #catamaran #lagoon42 #sailingfamily #mediterraneansailing #boatlife
Sailing from Bermuda to New Hampshire. 822 miles offshore!
Sail Stillwater

Sailing from Bermuda to New Hampshire. 822 miles offshore!

What’s it really like to crew on an offshore sailing passage across the North Atlantic? Join Brian aboard Sailing Vessel Kleos as he sails 822 miles from Bermuda to New Hampshire on a 5-day offshore passage. From standing watch in the middle of the night to cooking meals underway, this video gives ...
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