Watch Sailing & Boating Adventures Around the World – Page 4 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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The #1 Reason to Sail Around the World – Episode 132
Sailing One Life

The #1 Reason to Sail Around the World – Episode 132

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 like you see us using in this episode! Use discount code EPICONELIFE here: To watch our journey from the beginning, click on our playlist: O...
WELCOME TO SEASON 6 of WE|SAIL
WE|Sail

WELCOME TO SEASON 6 of WE|SAIL

After 2 years of sailing and exploring the idyllic islands of French Polynesia, it is time for us to move on and sail West to the rest of the South Pacific. There are thousands of more islands beyond French Polynesia and this season we sail the rest of the South Pacific before making our way to New ...
What it’s REALLY Like Sailing the Remote Islands of the South Pacific⛵️
Holly and Ray

What it’s REALLY Like Sailing the Remote Islands of the South Pacific⛵️

Join Holly and Ray aboard their sailboat Sab for a captivating journey through the stunning but often challenging waters of the remote islands in the South Pacific. Experience their adventures navigating treacherous passes, managing wind speed to avoid rough rides, seeking out better visibility, and...
PARADISE FOUND🏝️Sailing French Polynesia
Holly and Ray

PARADISE FOUND🏝️Sailing French Polynesia

Sail along with Holly and Ray as they uncover the hidden wonders of French Polynesia. Watch as they swim in turquoise lagoons, relax on idyllic atolls, and make crucial repairs to ensure their vessel remains seaworthy during an extraordinary voyage.
Teaching our New Crew with Zero Experience How to Sail Offshore – Episode 131
Sailing One Life

Teaching our New Crew with Zero Experience How to Sail Offshore – Episode 131

Join Sailing One Life for an insightful journey into sailing offshore as they take on a new crew member with zero experience during a passage from Samoa to Tonga. Witness the challenges and triumphs as they navigate through tough conditions, teach essential skills, and explore remote islands.
A magical swim with our favorite sea creatures!🤿 #mantaray
Holly and Ray

A magical swim with our favorite sea creatures!🤿 #mantaray

Swimming with mantas rays while anchored off a tropical island in the South Pacific😍 #ocean #sailing #fishing #snorkeling
Sailing to a DREAM WAVE in the South Pacific (With a new Crewmate)!
Untide

Sailing to a DREAM WAVE in the South Pacific (With a new Crewmate)!

Experience an unforgettable sailing voyage with Max & friends in the South Pacific as they discover stunning Mo'orea Island, encounter perfect waves for surfing, gather around a birthday celebration, and navigate their way through the magnificent marine wonders French Polynesia has to offer...
We Sailed to Our DREAM DESTINATION!⛵️🏝️
Holly and Ray

We Sailed to Our DREAM DESTINATION!⛵️🏝️

Holly and Ray from Holly & Ray Sailing share an unforgettable tale of reaching their dream sailing destination in the South Pacific, immersing themselves in local cultures, fishing adventures, and island life.
New Crew, Rough Start. Sailing Offshore from Samoa to Tonga – Episode 130
Sailing One Life

New Crew, Rough Start. Sailing Offshore from Samoa to Tonga – Episode 130

Let our sponsor BetterHelp connect you to a therapist who can support you- all from the comfort of your own home. Visit and enjoy a special discount on your first month. Want to help support our video productions and get real time updates? 🌍➡️Join our One Life Crew here: 💦Grab a Sailing One Lif...
BOAT LIFE: Incredible Snorkeling, Beautiful Views, and Fishing With Friends🏝️
Holly and Ray

BOAT LIFE: Incredible Snorkeling, Beautiful Views, and Fishing With Friends🏝️

In this episode of Boat Life, Holly and Ray invite viewers to join them on an unforgettable adventure. Discover breathtaking snorkeling experiences, picturesque views, and a thrilling day of deep-sea fishing in one of the world's most secluded destinations: the South Pacific Islands!
Final Boat Tour of a 48′ Custom Performance Catamaran with Her New Owners
Adventures of Two Afloat

Final Boat Tour of a 48′ Custom Performance Catamaran with Her New Owners

We bid a final farewell to our beloved Kiapa Nui, our floating home for over five years in French Polynesia. Join us as we revisit her one last time and take a tour to see some of the changes and upgrades the new owners made so far. SOCIAL PATREON ABOUT Us- Ryan and Nicole Levinson Sailed the ...
WE MADE IT! 🏝️ Difficult 4-Day Sail to the Tuamotus
Holly and Ray

WE MADE IT! 🏝️ Difficult 4-Day Sail to the Tuamotus

Watch Holly and Ray's incredible, albeit challenging, journey sailing from the Marquesas Islands to the Tuamotus! Follow along as they encounter tough weather and solve onboard problems.
The World’s Coolest Swimming Hole: Off the Typical Sailing Path – Episode 129
Sailing One Life

The World’s Coolest Swimming Hole: Off the Typical Sailing Path – Episode 129

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 using discount code EPICONELIFE here: To watch our journey from the beginning, click on our playlist: One Life Merchandise: For business i...
SAILING THE SOUTH PACIFIC⛵ Preparing for the Tuamotus
Holly and Ray

SAILING THE SOUTH PACIFIC⛵ Preparing for the Tuamotus

Holly and Ray embark on a sailing adventure across the South Pacific en route to the Tuamotus islands. Follow their daily routine, learn about preparation, and watch as they tackle challenges.
Raja Ampat by Private Sailboat WHSE144
Wind Hippie Sailing

Raja Ampat by Private Sailboat WHSE144

Embark on a journey through paradise in Raja Ampat by private sailboat. Visit stunning locales, dive with sharks, hike up coral cliffs, discover cultural sites, enjoy delicious food and more.
We Sailed Into the Future by Crossing This Imaginary Line- Episode 128
Sailing One Life

We Sailed Into the Future by Crossing This Imaginary Line- Episode 128

Want to help support our video productions and get real time updates? 🌍➡️Join our One Life Crew here: To watch our journey from the beginning, click on our playlist: One Life Merchandise: For business inquires, email [email protected] For more Sailing One Life Adventures fo...
EXPECTATION vs. REALITY⛵️Sailing Across the Pacific Ocean
Holly and Ray

EXPECTATION vs. REALITY⛵️Sailing Across the Pacific Ocean

Watch as Holly and Ray sit down to discuss the realities of their Pacific Crossing, comparing expectations vs reality from their sale from Panama to French Polynesia. Uncover details about wind conditions, sailing performance, provisions and energy management on this extensive voyage.
Hanging By a Thread in 45 Knot Winds – Anchored for a Storm in the Cook Islands – Episode 127
Sailing One Life

Hanging By a Thread in 45 Knot Winds – Anchored for a Storm in the Cook Islands – Episode 127

Want to help support our video productions and get real time updates? 🌍➡️Join our One Life Crew here: To watch our journey from the beginning, click on our playlist: One Life Merchandise: For business inquires, email [email protected] For more Sailing One Life Adventures fo...
LAND HO!⛵️Sailing Across the Pacific Ocean (Part 4)
Holly and Ray

LAND HO!⛵️Sailing Across the Pacific Ocean (Part 4)

Holly and Ray's epic voyage across the Pacific Ocean showcases their determination and resilience in the face of challenges on the vast blue expanse. Join them for an unforgettable journey filled with new discoveries and experiences.
Abandoning Gecko for an Oyster 62′ Papua New Guinea to Indonesia WHSE143
Wind Hippie Sailing

Abandoning Gecko for an Oyster 62′ Papua New Guinea to Indonesia WHSE143

The Wind Hippie continues their epic voyage from Papua New Guinea to Indonesia, encountering unique customs clearing experiences, magnificent sights, and a comparison of sailing on both a small boat and an extravagant yacht. Watch now!
Perfect Sailing Conditions Inside South Pacific Atoll!
Untide

Perfect Sailing Conditions Inside South Pacific Atoll!

Explore the untouched paradise within the South Pacific's largest atoll chain. Join Elixir on their breathtaking sailing expedition in flawless weather, where you'll encounter crystal clear turquoise waters and awe-inspiring marine life!
Becalmed at Sea: Sailing 9 Days to the Cook Islands – Episode 126
Sailing One Life

Becalmed at Sea: Sailing 9 Days to the Cook Islands – Episode 126

Want to help support our video productions and get real time updates? 🌍➡️Join our One Life Crew here: To watch our journey from the beginning, click on our playlist: One Life Merchandise: For business inquires, email [email protected] For more Sailing One Life Adventures fo...
Sailing Alone 11,500 Nautical Miles Across The Entire Pacific Ocean on a $2400 Sailboat
Sailing Triteia

Sailing Alone 11,500 Nautical Miles Across The Entire Pacific Ocean on a $2400 Sailboat

Hello Friends, I have put this video together to talk about how I got into sailing, finding my dream boat, spending 4 years refitting her and pushing off to sail over 11.5k miles across the largest ocean in the world alone. This video is about a dream, a seemingly impossible dream, that I made co...
Setting Sail Across the South Pacific Ocean! [Ep.  148]
Sailing Sweet Ruca

Setting Sail Across the South Pacific Ocean! [Ep. 148]

Sailing Sweet Ruka leaves the fjords of Chile and sets sail for French Polynesia via the South Pacific Ocean, facing treacherous currents and upgrading the yacht.
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