Watch Sailing & Boating Adventures Around the World tagged “Sailor life”

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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The Night I Fell Asleep and Hit the Rocks — Twice
Sailing Zingaro

The Night I Fell Asleep and Hit the Rocks — Twice

This true story, and dozens more like it, are in my book Be The Captain 👉 https://www.bethecaptain.com This is a true sailing story about what happens when a solo sailor falls asleep offshore. I’ve been through two different boat crashes, both from f...
Back on my Feet and Wahine is Safe #japan #ikigai #bluezone
Pacific Solo

Back on my Feet and Wahine is Safe #japan #ikigai #bluezone

New Meditative Video Coming soon Lowell here from Pacific Solo and the Never Too Late Academy. I’m back on the mainland, diving deeper into longevity research across Japan—building on Blue Zones and Ikigai. After three days off my feet from blisters, I...
BARRY THIS IS LIVIN – JEFFREYS BAY SOUTH AFRICA Ep 406
Sailing Nandji - Frothlyfe

BARRY THIS IS LIVIN – JEFFREYS BAY SOUTH AFRICA Ep 406

Use the discount code FRTH10SIPA for 10% off your Sipa boards Electric paddle board, check out their website 👉 https://sipaboards.com/ Visiting the most iconic place in South Africa, the world famous Jeffrey's bay... www.sailingnandji.com With Nandji ...
Sailing Across the PACIFIC OCEAN⛵️🌊 (Week 1)
Holly and Ray

Sailing Across the PACIFIC OCEAN⛵️🌊 (Week 1)

Discover the thrilling sailing adventure of Holly & Ray as they embark on a 4,000 nautical mile journey across the Pacific Ocean. Follow along with daily updates, video blogs, and Instagram posts to learn about their experiences, preparations, and dest...
Preparing to Sail Across the PACIFIC OCEAN🌊 Part 2: Provisioning
Holly and Ray

Preparing to Sail Across the PACIFIC OCEAN🌊 Part 2: Provisioning

This week, we began provisioning for our Pacific crossing and cruising in French Polynesia! 🌎 In this video, Holly takes you along while she researches our destination, makes her list, shops, and stores our dried, canned, and paper goods. 🛒 ———...
Sailing the Infamous Whale Cay Cut to Top 10 Most Beautiful Beach – Ep. 227
Sailing Zephyr

Sailing the Infamous Whale Cay Cut to Top 10 Most Beautiful Beach – Ep. 227

Embark on a thrilling journey with us as we navigate through the treacherous waters of the infamous Whale Cay Cut aboard our sailboat. Witness the breathtaking beauty of one of the world's top 10 most stunning beaches as we finally reach our destination. E...
Transiting the Panama Canal on our sailing catamaran⛵️🇵🇦
Holly and Ray
Transiting the PANAMA CANAL on our Sailing Catamaran! ⛵️
Holly and Ray

Transiting the PANAMA CANAL on our Sailing Catamaran! ⛵️

This week, we take you along for our Panama Canal Transit. We’ve been dreaming of checking this off our bucket list for years! 🙏🏼 Despite many reported delays, our transit date was moved up eight days. We scrambled to get the boat and our crew read...
LAND HO! ⛵️ Arriving in Panama After 9 Days at Sea
Holly and Ray

LAND HO! ⛵️ Arriving in Panama After 9 Days at Sea

After a week of relatively good sailing from Saint Martin, the wind became finicky, and we were forced to motor the rest of the way to Panama. We were disappointed but made the best of it by enjoying the sunshine and taking advantage of the extra power fro...
Arriving in the Bahamas on our Sailboat: Cold Surprise | Sailing Zephyr – Ep. 225
Sailing Zephyr

Arriving in the Bahamas on our Sailboat: Cold Surprise | Sailing Zephyr – Ep. 225

Embark on an unforgettable sailboat voyage with us as we set sail for the Bahamas, meticulously planning our route around weather windows to ensure a smooth journey. Despite our meticulous preparations, we were taken by surprise upon our arrival – the Ba...
SAILING TO PANAMA⛵️ Day in the Life on Passage
Holly and Ray
PACIFIC BOUND⛵️Sailing from Saint Martin to Panama
Holly and Ray
Preparing to Sail Across the PACIFIC OCEAN🌊 Part 1: The Boat
Holly and Ray

Preparing to Sail Across the PACIFIC OCEAN🌊 Part 1: The Boat

Sabado is back in the water and ready for our next adventure! ⛵️ This week, we take you along for splash day and discuss what upgrades we made while out of the water as we prepare the boat for our upcoming Pacific crossing. 🌊 With just the two of us...
CRUISER Q&A⛵️Interviewing Live-Aboard Couples About Boat Life
Holly and Ray

CRUISER Q&A⛵️Interviewing Live-Aboard Couples About Boat Life

Sabado is hauled out and ready for a few more upgrades before we head to the Pacific! ⛵️ As we get settled on the hard, we hope you enjoy this compilation of interview clips we’ve collected over the past few months while sailing the Caribbean.🏝️...
‼️SEA SICKNESS TIP‼️ Do you get sea sick? If so, what has helped?🤔🥖 #boatlife #liveaboard #sailing
Holly and Ray

‼️SEA SICKNESS TIP‼️ Do you get sea sick? If so, what has helped?🤔🥖 #boatlife #liveaboard #sailing

Holly held strong this week during a rough sail from Guadalupe to Saint Martin. Apparently, the magic trick is a fresh baked French baguette! 😂🥖 #catamaran #caribbean #sailingaroundtheworld #sailingcouple #lagooncatamaran #travel
40kn Winds and Rough Seas 💨⛵️| SAILING TO ST. MARTIN
Holly and Ray

40kn Winds and Rough Seas 💨⛵️| SAILING TO ST. MARTIN

Join us for a rough sail from Guadalupe to Saint Martin. ⛵️ Because of our pending haul-out date, we decided to take a tight (and rough) weather window for our latest hop North. Along the way, we encountered 40kn winds and rough seas. 🌊 Sabado was d...
Short pours only while underway😳 #boatlife #sailing
Holly and Ray

Short pours only while underway😳 #boatlife #sailing

A bouncy morning while sailing from Dominica to Guadalupe… Don’t fill your cup up when you’re underway!! 😂
Moving on… ⛵️| SAILING THE CARIBBEAN
Holly and Ray

Moving on… ⛵️| SAILING THE CARIBBEAN

This week, we reluctantly left Dominica and sailed North to Guadalupe. 🌊 It was a bouncy but quick passage where we successfully dodged fish traps and got the boat onto a challenging mooring ball… After hearing reports of moorings breaking loose in De...
The island where no one starves… 🍊🥑🇩🇲
Holly and Ray

The island where no one starves… 🍊🥑🇩🇲

This week we sailed from Martinique to Dominica, where the fresh fruit/vegetables are plentiful, and can be delivered right to your boat! #sailing #liveaboard #boatlife #caribbean #catamaran #sailingaroundtheworld #sailingcouple #travel
Sailing Back to OUR FAVORITE Caribbean Island🍊👙
Holly and Ray

Sailing Back to OUR FAVORITE Caribbean Island🍊👙

Join us while we sail back to Dominica, our favorite Caribbean island (so far😉). We ceremoniously switch our currency from Euro to Eastern Caribbean Dollars as we leave Martinique and enjoy a short but speedy sail between the islands. We overnight on a ...
A Day in the Life 🥐⛵️Anchored in Martinique | Sailing the Caribbean
Holly and Ray

A Day in the Life 🥐⛵️Anchored in Martinique | Sailing the Caribbean

This week, we filmed a typical day in our life while on anchor in Martinique. We enjoyed some pastries and explored on shore before returning to the boat. 🥐 We spent the afternoon making our own anchor bridle with repurposed mooring lines and polished o...
Boat Life at its Best (Full House Aboard Navika) | Ep. 47
Navika Sailing

Boat Life at its Best (Full House Aboard Navika) | Ep. 47

Hello! Welcome back. In this video we get to work on some boat projects that we neglected for a while - starting with our quarter berth revamp in our Tayana 37. We manage to get our hands on a new dinghy and have some friends come visit. We go to a great l...
Life On A TINY SAILBOAT HOME
Sailing Two Get Lost

Life On A TINY SAILBOAT HOME

Our life on a tiny sailboat home. We get stuck at anchor for three weeks during a lockdown in Greece, and this is what it was really like! Like and subscribe if you enjoyed :) Find out more.... We've spent months putting together EVERYTHING we've learn...
Life On The Lean: Sailing From Sardinia to Menorca | Ep. 20
Navika Sailing

Life On The Lean: Sailing From Sardinia to Menorca | Ep. 20

Hello! Join us as we leave Sardinia in this video and embark on our 2 day passage across to Menorca, the first of the Balearic Islands coming from the East. We have a hard time getting comfortable as we're close-hauled or close-reached the whole way, so we...
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