Watch Sailing & Boating Adventures Around the World – Page 2 of 21

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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10 DAYS AT SEA⛵️Next Stop: Tonga!
Holly and Ray

10 DAYS AT SEA⛵️Next Stop: Tonga!

Let’s get the heck out of here‼️ Join us for a 10 day sail from French Polynesia to Tonga— a passage we’ve been looking forward to for quite some time… 😍 The journey begins with a beautiful overnight trip from Tahiti to Bora Bora, where we tackle some chores in preparation for our departure and soak...
Sailing SOLO Tonga to Fiji, Navigational Nightmare Even Pros Get Wrong! (CSS, Ep 257)
Calico Skies Sailing

Sailing SOLO Tonga to Fiji, Navigational Nightmare Even Pros Get Wrong! (CSS, Ep 257)

Enjoying our channel? Consider joining the Calico Skies Patreon Crew for as little as $2 a month to get lots of extra goodies :) 0:00 Intro 0:10 Passage Planning to Fiji 2:42 Cleared out of Tonga 5:37 Day 2 - Setting Boat up for Wing on Wing 9:47 Day 3 - Time for a Jibe 16:50 Day 4 - Course Chan...
Ocean to Table: Sailing New Zealand for Seafood – Episode 146
Sailing One Life

Ocean to Table: Sailing New Zealand for Seafood – Episode 146

Want to help support our video productions and get real time updates? 🌍➡️Join our One Life Crew here: In New Zealand? Check out our mate's fishing charter for the ultimate fishing experience: 💦Grab a Sailing One Life Epic Water Filters Bottle! Use discount code EPICONELIFE here: To watc...
Sailing Back to Tahiti: Preparing for Our Next Adventure
Holly and Ray

Sailing Back to Tahiti: Preparing for Our Next Adventure

We’re on the move! ⛵️ After an overnight sail from Tahuata to Nuku Hiva, we said goodbye to our family and restocked the boat with food and fuel before the World ARC arrived. Then, it was off on a six-day offshore passage back to Tahiti, the first leg of our journey toward New Zealand. Along the way...
LIGHTNING STRIKE over the boat! [Ep171 RED SEAS]
Sailing Red Seas

LIGHTNING STRIKE over the boat! [Ep171 RED SEAS]

A Massive Storm Caught Us Off Guard ⚡️🌊 We set out to visit Makatea Island, but huge waves forced us to change course, sailing an extra day to the nearest safe anchorage. Just as we started to relax, a terrifying lightning storm rolled in, passing directly over us! The thunder was deafening, the sk...
FINAL SAILING ATTEMPT: Will we ever reach this LOST WORLD? [Ep170 RED SEAS]
Sailing Red Seas

FINAL SAILING ATTEMPT: Will we ever reach this LOST WORLD? [Ep170 RED SEAS]

🌊 EPIC Night Sailing Adventure to a Hidden Paradise! 🏝️⛵ After nearly two years exploring French Polynesia, we’re taking on one of our biggest challenges yet—a treacherous night passage through the remote Tuamotus! 😱 With zero moonlight, strong currents, and an anchor stuck on coral, we navigate bl...
Sail Smarter: Orca Display & Core for Modern Navigation
Holly and Ray

Sail Smarter: Orca Display & Core for Modern Navigation

In this video, we review the Orca Core and Display navigation system—a modern take on the classic chartplotter. We highlight its key features, such as exceptional screen readability, radar capabilities, and remote autopilot control. We also share our honest assessment of whether it’s a valuable addi...
This has NEVER happened! [Ep169 RED SEAS]
Sailing Red Seas

This has NEVER happened! [Ep169 RED SEAS]

🌊 We Had This World-Class Dive Site ALL TO OURSELVES! 🦈 | Sailing French Polynesia After nearly 2 years of exploring the remote atolls of French Polynesia, we never expected to have one of the most famous dive sites in the South Pacific completely to ourselves! 🤯 No dive boats, no crowds—just us, o...
BOAT FAIL: we ran out of FUEL! (after sailing 1000 miles) [Ep168 RED SEAS]
Sailing Red Seas

BOAT FAIL: we ran out of FUEL! (after sailing 1000 miles) [Ep168 RED SEAS]

We are sailing 1000 miles from one end of French Polynesia to the other, and we don't have long to do it. We have loved our time exploring the remote islands of the Gambiers in the south but now it's time to get moving again and we need to be in Tikehau in the far north of the country in j...
Sailing the Marquesas Islands: 1 Year Living Aboard Our Sailboat in French Polynesia
Holly and Ray

Sailing the Marquesas Islands: 1 Year Living Aboard Our Sailboat in French Polynesia

All aboard! ⛵️ Join us for an overnight sail from Nuku Hiva to Hiva Oa, where we welcome family aboard for a memorable visit. We put our new Orca system to the test, cruise alongside a pod of dolphins, and take our guests to Tahuata to enjoy its crystal-clear waters and sandy beaches. Ray tackles a ...
ALL ALONE…why nobody sails here?! [Ep167 RED SEAS]
Sailing Red Seas

ALL ALONE…why nobody sails here?! [Ep167 RED SEAS]

We have sailed for seven weeks to reach the most southerly islands in French Polynesia - the truly remote archipelago of the Gambiers. But it's not all easy - shallow anchorages, shifting winds, and we're really far away from civilisation if anything goes wrong. But when all goes well, th...
THEY WARNED US! ⚠️ Would you do it?? [Ep166 RED SEAS]
Sailing Red Seas

THEY WARNED US! ⚠️ Would you do it?? [Ep166 RED SEAS]

When we told other sailors that we were sailing to this part of the reef, they warned us to stay away. Many said it was too dangerous to visit, but we had to see for ourselves. We crossed the lagoon from the village to the outer reef and found the most beautiful water that we've ever seen - mil...
Leave Your Boat Behind and You Will Be Punished – Episode 145
Sailing One Life

Leave Your Boat Behind and You Will Be Punished – Episode 145

Get an exclusive 15% discount on Saily data plans! Use code SAILINGONELIFE at checkout. Download Saily app or go to Want to help support our video productions and get real time updates? 🌍➡️Join our One Life Crew here: 💦Grab a Sailing One Life Epic Water Filters Bottle! Use discount code EPICONE...
50+ CREW & COUNTING in Tonga! (4 Years Sailing Around the World on Elixir)
Untide

50+ CREW & COUNTING in Tonga! (4 Years Sailing Around the World on Elixir)

Welcome to another update from Elixir's voyage around the world! We are currently sailing through the idyllic islands of Polynesia. In this video, we sail Elixir south through the Kingdom of Tonga, from the Ha'apai group to the capital of Tongatapu. We manage to squeeze in in a couple of...
MOST DANGEROUS SAIL WE’VE EVER DONE! [Ep164 RED SEAS]
Sailing Red Seas

MOST DANGEROUS SAIL WE’VE EVER DONE! [Ep164 RED SEAS]

We have sailed across oceans, dodged pirates and had more than our fair share of scary moments at sea, but this is the most dangerous place we have ever sailed. We are nearing the end of our Gambiers Gamble, our seven week journey from Tahiti to the most remote corner of French Polynesia but we have...
I SAILED  ELIXIR 15,000 MILES for THIS! (South Pacific Mission) 🏝️
Untide

I SAILED ELIXIR 15,000 MILES for THIS! (South Pacific Mission) 🏝️

Welcome to another update from Elixir's voyage around the world! We are currently sailing through the idyllic islands of Polynesia. In this video, we sail Elixir south through the Kingdom of Tonga, from the Vava'u group to the Ha'apai group. On the way, we find some incredible freed...
OUR SECRET WEAPON: sailing into a military base! [Ep163 RED SEAS]
Sailing Red Seas

OUR SECRET WEAPON: sailing into a military base! [Ep163 RED SEAS]

We sail our catamaran to a military base in the South Pacific and have a secret weapon to get us in. Check out the new upgrade we've made to our boat - this one is a biggie! We also face our fears and Brioni takes the helm off the dock for the first time ever - it's the perfect conditions ...
RESCUED by a cargo vessel in the South Pacific! [Ep162 RED SEAS]
Sailing Red Seas

RESCUED by a cargo vessel in the South Pacific! [Ep162 RED SEAS]

After battling against the wind for weeks on end and struggling with some significant failures onboard our sailing catamaran, we find ourselves in need of some diesel before we can continue on our Gambiers Gamble to the most remote part of the South Pacific Ocean. When we hear that a supply ship is...
Life on Our Catamaran in the South Pacific😍
Holly and Ray

Life on Our Catamaran in the South Pacific😍

After a challenging 7-day sail from Tahiti to the Marquesas, we’re finally settling back into the slow, peaceful island life. Nuku Hiva has been the perfect place to recharge and catch up on boat work. Join us this week as we explore this beautiful island while searching for the tools we need for ou...
Five Surprising Truths About Van Life in New Zealand – Episode 144
Sailing One Life

Five Surprising Truths About Van Life in New Zealand – Episode 144

Want to help support our video productions and get real time updates? 🌍➡️Join our One Life Crew here: 💦Grab a Sailing One Life Epic Water Filters Bottle! Use discount code EPICONELIFE here: Check out Whitiangler Fishing Trips in Coromandel: To watch our journey from the beginning, click on o...
There’s a HOLE IN OUR BOAT! (And it’s bad news!) [Ep161 RED SEAS]
Sailing Red Seas

There’s a HOLE IN OUR BOAT! (And it’s bad news!) [Ep161 RED SEAS]

Just when we thought things couldn’t get any worse, we have a major problem when we find a hole in our fuel tank and have to make an emergency stop at a small atoll we never intended on visiting. It’s a huge task to get the repairs done but we hope they will hold up and if we can find a place to buy...
ROUGH SAIL💨7 Days at Sea From Tahiti to the Marquesas
Holly and Ray

ROUGH SAIL💨7 Days at Sea From Tahiti to the Marquesas

After completing our haul-out and sail drive repair in Tahiti, we set off on an easy two-day passage to the Tuamotus, with calm seas and no wind. Partway, we received a weather update: a storm system with lightning and high winds was expected to hit the Tuamotus just as we arrived. So, we decided to...
ARCHIVE VIDEO: 6/17/23 – Sailor James Speaks at Patagonia in Santa Monica, California
Sailing Triteia

ARCHIVE VIDEO: 6/17/23 – Sailor James Speaks at Patagonia in Santa Monica, California

This is an Archive Document of my talk at Patagonia in June of 2023 in Santa Monica, California. I filmed this just to have a recording of the talk and not necessarily with the intention of public release but thought some of you would enjoy seeing it so I am releasing it now. Thanks to Patagonia f...
Paradise Isn’t Perfect😩 Sailing French Polynesia
Holly and Ray

Paradise Isn’t Perfect😩 Sailing French Polynesia

Our adventure in French Polynesia takes an unexpected turn when we discover severe damage to our sail drive shaft during what we thought would be a quick and simple seal change. 😩 It took two trips to the USA and thousands of dollars to get the parts we needed and make the repair— a consequence of s...
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