Watch Sailing & Boating Adventures Around the World – Page 3 of 5

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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Sailing South Africa | SMLS S6E03
Sailing Miss Lone Star

Sailing South Africa | SMLS S6E03

This week we spend some more time at Ocean star sailing academy, we do a boat delivery and some puking happens when we get seasick. We see the Cape Town International Boat show and we climb Lions head. South Africa is amazing and we also get ourselves ready for the Clipper around the world race. We...
Cruising Lealea, Two Souls and a Cat: The First Voyage Part 4, The Red Shirt Monologues
Cruising Lealea

Cruising Lealea, Two Souls and a Cat: The First Voyage Part 4, The Red Shirt Monologues

Part 4 of Lealea's first long voyage from Hawaii to Neah Bay, WA. Sailing the Pacific in our Albin Vega 27' sailboat. 21 days straight seasickness for Chuck, there is not really much more to say. The Red Shirt Monologues. We thank you for your support. You can help keep the videos com...
Cruising Lealea, Two Souls and a Cat: The First Voyage Part 3
Cruising Lealea

Cruising Lealea, Two Souls and a Cat: The First Voyage Part 3

Part 3 of Lealea's first long voyage from Hawaii to Neah Bay, WA. Sailing the Pacific in our Albin Vega 27' sailboat. Week 3 of our voyage and Chuck is still seasick. Valuable lessons learned. We thank you for your support. You can help keep the videos coming by becoming a patron. Vi...
Rough Seas and Following Storms | Sailing Wisdom Ep 41
Rigging Doctor

Rough Seas and Following Storms | Sailing Wisdom Ep 41

We start with some cool shots of beating through big seas. Maddie continues to battle seasickness and then a beautiful storm decides to pass over us in the middle of the night... ASupport us on Patreon: Follow us on Instagram: Check out our website: Music: Music provided by Bensound
Cruising Lealea,Two Souls and a Cat: The First Voyage Part 2
Cruising Lealea

Cruising Lealea,Two Souls and a Cat: The First Voyage Part 2

Part 2 of Lealea's first long voyage from Hawaii to Neah Bay, WA. Sailing the Pacific in our Albin Vega 27' sailboat. We thank you for your support. You can help keep the videos coming by becoming a patron. Visit Cruising Lealea on Patreon. get exclusive content and early peeks at v...
Winded Voyage 2 | Episode 34 | Having The Will To Sail Away
Winded Voyage Sailing

Winded Voyage 2 | Episode 34 | Having The Will To Sail Away

Having the will to sail away is one thing. Having the boat to do it with is another. My engine is fixed and we're ready to go. We meet friends who have sailed from far. Sweden and Finland. Then it's our turn to go. Conditions are good, but in the Med that doesn't mean they'll con...
Sail Life – Sailing from Scotland to Denmark part 1 of 2, BHA #3
Sail Life

Sail Life – Sailing from Scotland to Denmark part 1 of 2, BHA #3

Join me as I sail my new sailboat (a warrior 38) from Scotland across the North Sea back home to Denmark. This video tells the first part of the story. In this video, we set off from Kirkcudbright, battle seasickness and do a lot of awesome sailing. I think I might have discovered my cure for seasic...
Sail Life – Failed Atlantic Crossing
Sail Life

Sail Life – Failed Atlantic Crossing

Just a quick video to let you guys know that I'm okay.
Broken Rigg At Sea: We Have To Turn Around – UNTIE THE LINES II #19
WhiteSpotPirates

Broken Rigg At Sea: We Have To Turn Around – UNTIE THE LINES II #19

Karl, Matthieu and me were actually heading for the Bay Islands of Honduras...But we were sailing a bad angle to the wind, pushing us into the banks of Nicaragua and Matthieu was seasick and could hardly move...so I decided to find some shelter in Providencia. And it looks like we might have to sta...
Seasickness and a Breakdown at Sea [Adventure #1]
Adventure Adrift

Seasickness and a Breakdown at Sea [Adventure #1]

We are so excited for our first crew opportunity, it is first time on a sailboat in the ocean and to spending a few days on board! We arrive in Marina Del Rey, meet the boat and delivery captain and start out on our voyage. Unfortunately, we quickly run into a few problems including seasickness an...
Sailing from Norfolk to Atlantic City | #13 | DrakeParagon Sailing Season 1
DrakeParagon

Sailing from Norfolk to Atlantic City | #13 | DrakeParagon Sailing Season 1

Under pressure to get Adam to his return flight in NYC, we pushed off from Norfolk, VA with a less than ideal weather forecast. If you enjoyed this video, then give it a thumbs up, make a comment, share it, or support this documentary on Patreon or via Paypal with the links below. Patreon: Check o...
Sailing the Pacific Coast – Plan B
Cruising Lealea

Sailing the Pacific Coast – Plan B

Sailing Vessel Lealea was caught in a gale off Cape Flattery September 24th 2010 and driven north nearly 100 miles before the weather broke. This radio conversation with Tofino Traffic tells the story. Returning to Hawaii after four years cruising the Pacific Northwest our daily logs continue to t...
Sailing Across the Pacific – Day 48: FAQ#7 – What do you DO all day?
Cruising Lealea

Sailing Across the Pacific – Day 48: FAQ#7 – What do you DO all day?

Chuck and Laura answer one of the most frequently asked questions. For more sailing adventures see our other Playlists: "Honolulu: The Beginning" - "Cruising Lealea in Alaska" - "Sailing the Pacific Coast" - "Sailing Back to Hawaii" - "Cruising Le...
Sailing Across the Pacific – Day 47: 46.48N – 132.13W
Cruising Lealea

Sailing Across the Pacific – Day 47: 46.48N – 132.13W

Reefed main, fog, falling barometer... But we are getting closer. For more sailing adventures see our other Playlists: "Honolulu: The Beginning" - "Cruising Lealea in Alaska" - "Sailing the Pacific Coast" - "Sailing Back to Hawaii" - "Cruising Lea...
Sailing Across the Pacific – Day 46: $3 Self Steering
Cruising Lealea

Sailing Across the Pacific – Day 46: $3 Self Steering

Describing the improvised $3 self steering system on Lealea fabricated from a length of surgical tubing and a few zip ties. For more sailing adventures see our other Playlists: "Honolulu: The Beginning" - "Cruising Lealea in Alaska" - "Sailing the Pacific Coast" - ...
Sailing Across the Pacific – Day 45: Eating Well
Cruising Lealea

Sailing Across the Pacific – Day 45: Eating Well

For more sailing adventures see our other Playlists: "Honolulu: The Beginning" - "Cruising Lealea in Alaska" - "Sailing the Pacific Coast" - "Sailing Back to Hawaii" - "Cruising Lealea in Hawaii" - "Sailing from Hawaii to Alaska" -...
Sailing Across the Pacific – Day 43 & 44: Head Wound and Mutiny
Cruising Lealea

Sailing Across the Pacific – Day 43 & 44: Head Wound and Mutiny

Chuck was a little dingy after slamming his head into the cabin trunk so Bree had to take charge. For more sailing adventures see our other Playlists: "Honolulu: The Beginning" - "Cruising Lealea in Alaska" - "Sailing the Pacific Coast" - "Sailing Back to Ha...
Sailing Across the Pacific – Day 41: Millions of Them
Cruising Lealea

Sailing Across the Pacific – Day 41: Millions of Them

Surrounded by millions of Velella Jellyfish. For more sailing adventures see our other Playlists: "Honolulu: The Beginning" - "Cruising Lealea in Alaska" - "Sailing the Pacific Coast" - "Sailing Back to Hawaii" - "Cruising Lealea in Hawaii" ...
Sailing Across the Pacific – Day 40.1: Jellyfish
Cruising Lealea

Sailing Across the Pacific – Day 40.1: Jellyfish

Later in the day, 'long about sunset, surrounded by jellyfish. For more sailing adventures see our other Playlists: "Honolulu: The Beginning" - "Cruising Lealea in Alaska" - "Sailing the Pacific Coast" - "Sailing Back to Hawaii" - "Cruisin...
Sailing Across the Pacific – Day 40: Ship
Cruising Lealea

Sailing Across the Pacific – Day 40: Ship

After refueling from a jerry can, surrounded by millions of jellyfish, we sight a ship, the first in more than a month. For more sailing adventures see our other Playlists: "Honolulu: The Beginning" - "Cruising Lealea in Alaska" - "Sailing the Pacific Coast" - &...
Sailing Across the Pacific – Day 39: Hopeful
Cruising Lealea

Sailing Across the Pacific – Day 39: Hopeful

Title says it all. The grind continues. For more sailing adventures see our other Playlists: "Honolulu: The Beginning" - "Cruising Lealea in Alaska" - "Sailing the Pacific Coast" - "Sailing Back to Hawaii" - "Cruising Lealea in Hawaii" - ...
Sailing Across the Pacific – Day 38: Weather
Cruising Lealea

Sailing Across the Pacific – Day 38: Weather

Chuck and Laura, together for a change, talk about the weather. For more sailing adventures see our other Playlists: "Honolulu: The Beginning" - "Cruising Lealea in Alaska" - "Sailing the Pacific Coast" - "Sailing Back to Hawaii" - "Cruising Lea...
Sailing Across the Pacific – Day 37:  ?
Cruising Lealea

Sailing Across the Pacific – Day 37: ?

Soldiering on in unpleasant weather. For more sailing adventures see our other Playlists: "Honolulu: The Beginning" - "Cruising Lealea in Alaska" - "Sailing the Pacific Coast" - "Sailing Back to Hawaii" - "Cruising Lealea in Hawaii" - &quo...
Sailing Across the Pacific – Day 36: We’re Not There
Cruising Lealea

Sailing Across the Pacific – Day 36: We’re Not There

After the pancake breakfast. The weather is uncertain but we are comfortable for the time being. For more sailing adventures see our other Playlists: "Honolulu: The Beginning" - "Cruising Lealea in Alaska" - "Sailing the Pacific Coast" - "Sailing Back to Ha...
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