Watch Sailing & Boating Adventures Around the World – Page 3 of 58

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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A Sporty 350 Mile Sail from Kona to Hilo 🌊
Sailing With Phoenix | Oliver

A Sporty 350 Mile Sail from Kona to Hilo 🌊

We battle big waves, broken gear, and beating to windward while sailing from Kona to Hilo on Hawaii's Big Island. This one was a doozy for sure. I also chat a bit about buying the new boat. More details on this very soon. And as always thank you for watching! ⛵ Join the Crew + Follow Along: 🌐...
Sailing Solo to Escape a Hurricane | Bahamas 🇧🇸 to the US 🇺🇸 EP-192
Leading the Escapade

Sailing Solo to Escape a Hurricane | Bahamas 🇧🇸 to the US 🇺🇸 EP-192

With Hurricane Erin rapidly intensifying to a Category 5, Jase finds himself completely alone on Escapade in the Bahamas. While I’m back in Australia, exploring what Tasmania and catching up with family & friends, he’s forced to make a tough call — set sail solo or risk getting caught in the pat...
SOLO SAILING THE BRAZIL COAST
The Cruising Kiwis

SOLO SAILING THE BRAZIL COAST

SOLO SAILING THE BRAZIL COAST Welcome back aboard our floating home. After an unforgettable family reunion in Lucerne, Switzerland, where Finn and and Ben brought home silver for New Zealand at the rowing World Cup, Rob returns to Brazil for a solo sailing mission aboard our boat in the stunning m...
She Left Me… and Now There’s a Hurricane Coming!! Ep-191
Leading the Escapade

She Left Me… and Now There’s a Hurricane Coming!! Ep-191

Go to and use code ESCAPADE to get 5% off your Holafly eSIM for your next trip! After 2.5 years onboard, Janaye has flown back to Australia for some much-needed time with family, friends, and the little luxuries of land life — hot showers, delicious food, and even driving a car again! 🇦🇺✨ But whi...
Sailing 220 Miles From Oahu to the Big Island
Sailing With Phoenix | Oliver

Sailing 220 Miles From Oahu to the Big Island

A 220-mile sail from Oahu to the Big Island became a lesson in patience and respect. Between calm seas and sudden squalls, we were forced to change course — the sea had other plans. ⛵ Join the Crew + Follow Along: 🌐 All My Links 📍 Live Tracker – Where’s Phoenix Now? 👕 Official Merch 📸 Instag...
I Tried Sneaking Onto Hawaii’s Most Epic Sailing Canoe Race
Sailing With Phoenix | Oliver

I Tried Sneaking Onto Hawaii’s Most Epic Sailing Canoe Race

Huge thanks to the Hawaiian Sailing Canoe Association for inviting me out to watch this incredible race 🙌 Learn more: | ⛵ Join the Crew + Follow Along: 🌐 All My Links 📍 Live Tracker – Where’s Phoenix Now? 👕 Official Merch 📸 Instagram 🎵 TikTok 📘 Facebook #hawaii #hawaiiansailing #ca...
HOW WE SAIL (shorthanded) around the world! [RED SEAS]
Sailing Red Seas

HOW WE SAIL (shorthanded) around the world! [RED SEAS]

READ our article about short handed sailing here: www.red-seas.com/shorthanded SUPPORT our journey: www.patreon.com/redseas SUBSCRIBE to our channel: www.youtube.com/redseas ⛵ 350 Miles of Open Ocean | Sailing from Niue to Samoa 🌋 Two sailors. One 47ft catamaran. 350 miles of empty Pacific Ocean. ...
Sailing 4 Countries in One Week + Special Announcement  E.150 – SV CUBA
Sailing SV CUBA

Sailing 4 Countries in One Week + Special Announcement E.150 – SV CUBA

We lift the anchor, we sail and repeat. This has been our sailing journey around the world for the last 5 years. Join us this week as we sail to four countries in one week and have a very special announcement! *Want to support our journey so we can keep sharing the adventure? Patreon: Buy Salsa a ...
Everyone Talks About This Sandbar…
Sailing With Phoenix | Oliver

Everyone Talks About This Sandbar…

We’re anchored in Kāneʻohe Bay, Oʻahu, and after a rough start—including running aground on a reef (watch that episode here: finally make it to the iconic sandbar, where turquoise water, sea turtles, coral, and even a possible puffer fish await. Later, we hike up Chinaman’s Hat (Mokoliʻi) and wrap ...
Tandem Kiteboarding Adventures —– (Day 42/100 Water World Challenge)
Adventureman Dan

Tandem Kiteboarding Adventures —– (Day 42/100 Water World Challenge)

Kiteboarding at my new and MOST favorite anchorage in the entire Bahamas..... What FUN! :) Also, check out these adventures on Nicole's channel: www.youtube.com/@SailingArtha _____________________________________________________________________________ 🤜🏼Exclusive/early access & Help suppo...
NEW Anchorage = NEW Home!!! —– (Day 41/100 Water World Challenge)
Adventureman Dan

NEW Anchorage = NEW Home!!! —– (Day 41/100 Water World Challenge)

Moving my anchor means, moving my home! This is what I LOVE, 1hr of work, and a whole new view! Also, check out these adventures on Nicole's channel: www.youtube.com/@SailingArtha _____________________________________________________________________________ 🤜🏼Exclusive/early access & Help ...
Sailing To *Remote* Ragged Island Bahamas —– (Day 40/100 Water World Challenge)
Adventureman Dan

Sailing To *Remote* Ragged Island Bahamas —– (Day 40/100 Water World Challenge)

Waking up on the open ocean, Also, check out these adventures on Nicole's channel: www.youtube.com/@SailingArtha _____________________________________________________________________________ 🤜🏼Exclusive/early access & Help support my adventures: Business Inquires: adventuremandanbusines...
Girls Most Private Confessions Under Sail 😳 It’s a Balancing Act! Ep.147
Sailing SV CUBA

Girls Most Private Confessions Under Sail 😳 It’s a Balancing Act! Ep.147

You won’t believe what the Girls admits while under sail 😳 No bathroom, no breaks—just real boat life struggles. Don’t miss this unfiltered moment at sea!
2 Solo Sailors 150nm Island HOP! (Day 39/100 Water World Challenge)
Adventureman Dan

2 Solo Sailors 150nm Island HOP! (Day 39/100 Water World Challenge)

Nicole on Artha a 1978 28' Bristol Channel Cutter. And myself on a 1984 Beneteau Idylle 38'. Together we solo set sail from one Bahamas Island to another. AND on New Years day no less! What a fun way to kick off the new year! Also, be sure to check out these adventures on Nicole's ch...
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...
Are We DONE Solo Sailing?  ——–   (Day 36/100 Water World Challenge)
Adventureman Dan

Are We DONE Solo Sailing? ——– (Day 36/100 Water World Challenge)

An important question gets brought up and discussed...... are we done solo sailing? We're both feeling exhausted from what we do each day. These problems are the beginning of new ideas and new adventures! Also, check out these adventures on Nicole's channel: www.youtube.com/@SailingArtha ...
LIVE ON THIS? 🤔 2006 Norseman 480S Liveaboard Motor Yacht Tour
NautiStyles

LIVE ON THIS? 🤔 2006 Norseman 480S Liveaboard Motor Yacht Tour

This Yacht is for Sale: Become a NAUTI Member: Follow Us Building an Explorer Yacht @NautiGuys Step aboard the 2006 Norseman 480S — a bluewater-capable yacht designed for comfort cruising. Built with serious craftsmanship and attention to detail, this 48-footer delivers the liveaboard features an...
3 Phase Sail Away…………………………………(Days 34 & 35/100 Day Water World Challenge)
Adventureman Dan

3 Phase Sail Away…………………………………(Days 34 & 35/100 Day Water World Challenge)

Goodbye to the South coast of Great Inagua. And hello to the Western most, Man O War bay! Also, checkout these adventure on Nicole's channel: www.youtube.com/@SailingArtha _____________________________________________________________________________ 🤜🏼Exclusive/early access & Help support ...
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...
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...
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...
Fixing my bent Rudder, DIY repairs in remote locations. (ep 294)
Sailing Learning By Doing

Fixing my bent Rudder, DIY repairs in remote locations. (ep 294)

After hitting a log while sailing at high speed I had plenty of repairs to get done. This is part 2 of 3 of my repair series in Sorong. In this video I mainly work on getting the bent rudder straight. After the local guys attempted but failed to get the shaft straight I found a bodgy way to get the...
Anchor Stuck, Drone Launched, Sailing to Meet a Girl
Dylan Magaster

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 calm—revealing how the rhythm of boat life mi...
30 Minutes of Underwater Cleaning Satisfaction | ASMR
Dylan Magaster

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. Whether you're here for the ASMR, the visua...
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