Watch Sailing & Boating Adventures Around the World – Page 5 of 19

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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Whale Season Begins!!!! | Episode 231
WE|Sail

Whale Season Begins!!!! | Episode 231

Welcome back to WE|Sail, on this weeks episode, we say goodbye to Parlay after one last morning outing to the famed sharks and rays sandbar, then plan on relaxing on the boat for a night, but mother nature has her own plans for us and sends us a playful humpback whale into our anchorage right at sun...
17 Days In 15 Minutes: Crossing An Ocean
David Shih

17 Days In 15 Minutes: Crossing An Ocean

Get an exclusive Surfshark Black Friday deal! Enter promo code DAVIDSHIH to get up to 6 additional months for free at @Surfshark This is a secret behind-the-scenes video originally made for our beloved patreons! But it was too good of a recap of everything that's happened on the Pacific pass...
How We Flew BUSINESS CLASS to a $100,000 EVENT…   (Episode 236)
Sailing Parlay Revival

How We Flew BUSINESS CLASS to a $100,000 EVENT… (Episode 236)

This is a behind the scenes episode of our trip to Annapolis where Colin blindly bids on upgrading the whole crew to business class, with the minimum possible offer, and actually wins! By the time he realizes this was a very expensive mistake, it was too late! SV Parlay is a hurricane damaged Lagoo...
Why she left me to sail alone | SAILING SUNDAY | Ep. 225
Sailing Sunday

Why she left me to sail alone | SAILING SUNDAY | Ep. 225

Join us on a passage along the East Coast of the US with Ryan as he takes on the open waters in a raw and unfiltered solo sailing experience. This video captures a more intimate glimpse into the real-life adventure of living on a yacht, life on passage, and exploring the beauty of sailing along the ...
Patreon Meet-Up in Tahiti with Parlay Revival | Episode 230
WE|Sail

Patreon Meet-Up in Tahiti with Parlay Revival | Episode 230

Welcome back to WE|Sail, on this weeks episode, we pair up with Colin and the crew of Parlay revival to host a weekend with Patreons. Our Patreons are the ones who fuel the adventures and support our creative content on YouTube, and this week was dedicated to them! It's a humbling experience ...
HOW WE SURVIVED FOR 2 DAYS IN A LIFERAFT – (Episode 235)
Sailing Parlay Revival

HOW WE SURVIVED FOR 2 DAYS IN A LIFERAFT – (Episode 235)

Get a ticket to our homecoming in Auckland here! In this episode Katie and Zoe offer to do a 48 hour liferaft challenge, in the middle of an atoll in French Polynesia. They suddenly realize how difficult and uncomfortable it is in there, so the stark reality of actually being stuck in one is a bi...
Playing in Polynesia | Episode 229
WE|Sail

Playing in Polynesia | Episode 229

Welcome back to WE|Sail, on this weeks episode we enjoy the activities planned for the second day of the Tahiti- Moorea Sailing Rendezvous we participated in from last week. The sailors who participated are welcomed to join in on a host of fun local and traditional Polynesian activities like Va'...
SPEARFISHING ACCIDENT ends in HOSPlTAL in REMOTE ATOLL 🐟  –  (Episode 234)
Sailing Parlay Revival

SPEARFISHING ACCIDENT ends in HOSPlTAL in REMOTE ATOLL 🐟 – (Episode 234)

We continue cruising around the Tuamotu islands in French Polynesia, mainly in Fakarava atoll, where we meet some locals who take us spearfishing. But it all turns to custard as Jamie ends up in Hospital. SV Parlay is a hurricane damaged Lagoon 450 catamaran, which Colin rebuilt with friends and ha...
Riding Out the Storm Alone!  |  SAILING SUNDAY Ep. 223
Sailing Sunday

Riding Out the Storm Alone! | SAILING SUNDAY Ep. 223

After Ryan tackles running from the hurricane alone sailing away form the storm testing his skills and courage, join us this week on Sailing Sunday for a thrilling adventure of a solo sailor riding out the storm and embracing the chaos! Watch the raw life of a solo sailor, living aboard and facing t...
This Old Utility Boat Will Become Our Ultimate Cruising Tender | Sailboat Story 256
Sailboat Story

This Old Utility Boat Will Become Our Ultimate Cruising Tender | Sailboat Story 256

[ THANKS FOR HELPING US STAY AFLOAT ] ► PATREON: ► PAYPAL: [ OUR AMAZON WISH LIST ] ► | Help us tackle boat projects with Amazon! [ SAVE MONEY ON GAS ] ► | Get the app and start saving BIG on gasoline * Our UPSIDE code, 8HFWE, is automatically applied using the link above * You'll s...
Diving with hundreds of sharks in the Tuamotu islands 😲  – (Episode 233)
Sailing Parlay Revival

Diving with hundreds of sharks in the Tuamotu islands 😲 – (Episode 233)

In this episode we sail from Raroia atoll to Fakarava, and explain the difficulties with dealing with passes in the atolls, where currents and reefs can be extremely challenging. But in Fakarava we go diving at the "Wall of sharks" appropriately named as we are surrounded by literally hund...
What’s Hiding Behind 45 Year Old Chainplates? | Sailboat Story 255
Sailboat Story

What’s Hiding Behind 45 Year Old Chainplates? | Sailboat Story 255

[ THANKS FOR HELPING US STAY AFLOAT ] ► PATREON: ► PAYPAL: [ OUR AMAZON WISH LIST ] ► | Help us tackle boat projects with Amazon! [ SAVE MONEY ON GAS ] ► | Get the app and start saving BIG on gasoline * Our UPSIDE code, 8HFWE, is automatically applied using the link above * You'll s...
Our First Regatta; Tahiti-Moorea Sailing Regatta 2024 | Episode 228
WE|Sail

Our First Regatta; Tahiti-Moorea Sailing Regatta 2024 | Episode 228

Welcome back to WE|Sail, on this weeks episode we hit the pause button on all the fun to work on a few projects on the boat while we are on the marina dock in Papeete...for now. After a few days of work and repairs, we get right back to having fun and get ready to join the Tahiti-Moorea Sailing Re...
COME SAIL WITH US!!
WE|Sail

COME SAIL WITH US!!

OK GUYS!! So many of you have asked and now WE have finally been able to answer the call!! This will be a trip of a lifetime on a beautiful Bali 5.4 catamaran, sailing around an even more beautiful area- the islands around Bora Bora! But enough of that, we have an information packet ready to send y...
WHO IS FASTER IN A 450 MILE OFFSHORE CHALLENGE? 👀 … (Episode 232)
Sailing Parlay Revival

WHO IS FASTER IN A 450 MILE OFFSHORE CHALLENGE? 👀 … (Episode 232)

This episode addresses the classic question of which boat is faster, a catamaran or a monohull, between SV Delos and our Lagoon 450 catamaran (or Jamie 465 to be exact). There are obviously too many variables to properly answer this question, but a 450 mile race offshore in French Polynesia certain...
AGROUND – The Eventual Fate Of All Sailors Who Dare Leave The Dock | Sailboat Story 254
Sailboat Story

AGROUND – The Eventual Fate Of All Sailors Who Dare Leave The Dock | Sailboat Story 254

While waiting to be hauled out in St Mary's, we had to anchor in a narrow creek with a 6ft tide. For several days we were just fine in this spot, but we eventually ran into trouble when the wind switched directions at slack tide. We were blown into the shallows and then as the tide went down, w...
Tahitian Temptations; Sailing Home to Paradise! Ice Cream, Beer & Diesel | Episode 227
WE|Sail

Tahitian Temptations; Sailing Home to Paradise! Ice Cream, Beer & Diesel | Episode 227

Welcome back to WE|Sail, on this weeks episode we jump right into day two of our 250 nautical mile sail back to Tahiti after months in the archipelago islands of the Tuamotus, where the beauty of the turquoise ringed atoll islands are unmatched and unlike any place on the planet, remote and practica...
NO CLOTHES, NO WATER, NO GIRLS, NO WORRIES!! – (Episode 231)
Sailing Parlay Revival

NO CLOTHES, NO WATER, NO GIRLS, NO WORRIES!! – (Episode 231)

In this episode we decide to go on a hike in French Polynesia, but I get split up from the 3 girls, and decide to let it all hang out as I make my way back towards the boat in the Marquesas islands! SV Parlay is a hurricane damaged Lagoon 450 catamaran, which Colin rebuilt with friends and has star...
Stormy Weather In The Ditch | Sailboat Story 253
Sailboat Story

Stormy Weather In The Ditch | Sailboat Story 253

[ THANKS FOR HELPING US STAY AFLOAT ] ► PATREON: ► PAYPAL: [ OUR AMAZON WISH LIST ] ► | Help us tackle boat projects with Amazon! [ SAVE MONEY ON GAS ] ► | Get the app and start saving BIG on gasoline * Our UPSIDE code, 8HFWE, is automatically applied using the link above * You'll s...
Finding a secret 200ft waterfall in French Polynesia… (Episode 230)
Sailing Parlay Revival

Finding a secret 200ft waterfall in French Polynesia… (Episode 230)

After sailing 3000 miles across the Pacific Ocean from Mexico to the Marquesas islands, we hear about a secret 200ft waterfall buried deep inside the jungle... SV Parlay is a hurricane damaged Lagoon 450 catamaran, which Colin rebuilt with friends and has started sailing around the world. We found ...
Diving with Delos in the Middle of the Pacific Ocean | Episode 225
WE|Sail

Diving with Delos in the Middle of the Pacific Ocean | Episode 225

This episode is one not to miss, especially if you like scuba diving! We return to the famed South Pass of Fakarava for a phenomenon that literally blew our minds last year, so we had to make sure that we returned again to dive and witness one of the most unbelievable events under the sea. We are ...
WE DID IT, WE SAILED ACROSS THE PACIFIC OCEAN!! – (Episode 6/6)
Sailing Parlay Revival

WE DID IT, WE SAILED ACROSS THE PACIFIC OCEAN!! – (Episode 6/6)

A raw and emotional account of the moment that we had been waiting for, for so many years. 2,855 nautical miles, 19 days and 10 hours at sea, we finally arrived in the Marquesas islands. It was the adventure of a lifetime, and that feeling when pulling into Fatu Hiva island will be something we NEVE...
Our UNEXPECTED Change of PLANS! | Sailing Sunday | Ep.219
Sailing Sunday

Our UNEXPECTED Change of PLANS! | Sailing Sunday | Ep.219

Welcome to this weeks latest Sailing Sunday adventure! In this video we'll unveil the story behind our exciting unexpected change of plans!!! Discover how we adapted to keeping our journey alive this year with these unexpected turn of events, and find inspiration for your own sailing adventures...
Parlay Revival or WE|Sail – Who Sailed it Best? | Episode 224
WE|Sail

Parlay Revival or WE|Sail – Who Sailed it Best? | Episode 224

On this episode, we set sail against Parlay Revival and finally see who has the faster catamaran. With two identical spinnaker sails from our friends at @PrecisionSailLoftVictoria we test the hull speeds of their 465 Lagoon and our 44 Fountaine Pajot followed by an epic birthday bash for Warren as ...
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