Watch Sailing & Boating Adventures Around the World

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.

Showing 1-18 of 18 results
260nm Mona Passage Sail (Cruise Ship NEARLY Hit Us!) [Puerto Rico to Luperon DR]
Adventureman Dan

260nm Mona Passage Sail (Cruise Ship NEARLY Hit Us!) [Puerto Rico to Luperon DR]

In this thrilling video, marine expert and seasoned sailor Adventureman Dan recounts his harrowing journey of a 260 nautical mile crossing through the dangerous Mona Passage between the Dominican Republic and Puerto Rico. Join him as he navigates treacherous waters, encounters unexpected challenges ...
YouTube Subscriber Becomes BEST Sailboat Crew!
Adventureman Dan

YouTube Subscriber Becomes BEST Sailboat Crew!

Witness Dylan's incredible journey as he becomes the best sailboat crew alongside YouTube star Adventureman Dan, navigating through beautiful Caribbean waters from St. Martin to the British and US Virgin Islands.
Why I LOVE My Sailboat (She Can Do ANYTHING!!!)
Adventureman Dan

Why I LOVE My Sailboat (She Can Do ANYTHING!!!)

I've sailed, slept, cooked, eaten and lived on my beautiful 1894 Beneteau Idylle 38' monohull sailboat Adventureborne for the past five and a half years. And all I can say, is I LOVE this sailboat! Get ready for positivity on top of positivity all about my humble home on the sea. _______...
401 Days (Part 1) Sailing & Exploring USA & Bahamas
Adventureman Dan

401 Days (Part 1) Sailing & Exploring USA & Bahamas

The is the beginning of a very big story! The longest time I've consecutively sailed and cruised. The longest time I've lived at anchor, the most fish I've spearfished and eaten. And of course, I did it all with my budget 1984 Beneteau Idylle. Originally bought for $23k, now to me, sh...
BIG WAVES, SQUALLS & Sleep Depived During ATLANTIC CROSSING (Part 5) – Ep 173
Sailing Jibsea

BIG WAVES, SQUALLS & Sleep Depived During ATLANTIC CROSSING (Part 5) – Ep 173

Join us as we continue sailing across the North Atlantic Ocean from Europe to the tropical Caribbean in our Bluewater capable Hunter 42 Passage. We're on day 15 of our transatlantic where we encounter squalls, big waves and big swell. The sail is getting demanding! ATLANTIC CROSSING SERIES W...
TOO HOT FOR CREW, IT’S JUST US 2! – Atlantic Crossing Part 3 – Ep 171
Sailing Jibsea

TOO HOT FOR CREW, IT’S JUST US 2! – Atlantic Crossing Part 3 – Ep 171

Join us as we continue sailing across the North Atlantic Ocean from Europe to the tropical Caribbean in our Bluewater capable Hunter 42 Passage. We're approaching Cape Verde in days 7-11 of our transatlantic. The days are getting longer and hotter and as the swell climbs, the winds die, makin...
She Joined A Strangers Sailboat In A Foreign Country!  (1st Week & 1st YouTube Video!)
Adventureman Dan

She Joined A Strangers Sailboat In A Foreign Country! (1st Week & 1st YouTube Video!)

She Joined A Strangers Sailboat In A Foreign Country! (1st Week & 1st YouTube Video!) Only one week ago Deia joined my sailboat "Adventureborne" as crew. And already, she's had numerous life changing experiences that will help prepare her for the main goal she is working towards...
How To Sail The World For Less Than Your Rent! – (Episode 208)
Sailing Parlay Revival

How To Sail The World For Less Than Your Rent! – (Episode 208)

In this episode we continue to sail around Mexico, but have quite a few crew leave for their next adventures, but explain what it is like to live at sea... SV Parlay is a hurricane damaged Lagoon 450 catamaran, which Colin rebuilt with friends and has started sailing around the world. They found bu...
The Untold Truth of Sailboat Crew *(Don’t let THESE people on your boat!)*
Adventureman Dan

The Untold Truth of Sailboat Crew *(Don’t let THESE people on your boat!)*

Having others join your sailboat as crew to help share in the experiences and work of sailing & cruising can be wonderful. But like anything in life, it can also be a nightmare if you invite the wrong person. I've had a few bad crew over the past four years. And usually it wasn't a ...
We had to call the Coast Guard
Sailing Okaliptüs

We had to call the Coast Guard

Ep. 70 After losing our engine to a fire and the use of our main sail, we decided to contact the Coast Guard to give them our coordinates just in case. The weather outlook wasn't great and winds were due to die completely for a few days. While we had enough provisions to last a while, we weren&...
Crewing a broken sailboat to land… any land.
Sailing Okaliptüs

Crewing a broken sailboat to land… any land.

Ep. 69 Sailing the Bermuda Triangle with one sail and no engine... just trying to get to land, at this point. Shop the SV Ourper Diem store : 🙌 COME SAY HI :) ▶︎ ▶︎ INSTAGRAM: ▶︎ FACEBOOK: ▶︎ TWITTER: ▶︎ YOUTUBE: We recommend the following YouTube channels and web sites which have been i...
New Crew WINNERS REVEALED! (and their REACTIONS!) Ep 206
Sailing Zatara

New Crew WINNERS REVEALED! (and their REACTIONS!) Ep 206

You can live this lifestyle too! BlueWater Cruising will show you how: If you joined us last week, you know we're bringing some kids out to the boat in September. Well, after hundreds of video applications and much deliberation, we’ve finally made our decisions! Did you know our videos are a...
COMPLETING OUR TRANSIT WITH THE BEST CREW EVER! – Episode 164
Sailing Parlay Revival

COMPLETING OUR TRANSIT WITH THE BEST CREW EVER! – Episode 164

In part 2/2 of the canal episodes we learn more and more bout how the canal process works, what the costs are for some of the worlds largest ships, and pop the out other side into the Pacific Ocean! SV Parlay is a hurricane damaged Lagoon 450 catamaran, which Colin rebuilt with friends and has star...
Changing the Oil on a Perkins 4-236 Diesel Engine | #46 | DrakeParagon Sailing Season 5
DrakeParagon

Changing the Oil on a Perkins 4-236 Diesel Engine | #46 | DrakeParagon Sailing Season 5

Paragon, our full keel cruising sailboat, helps us to explore the world in the most amazing ways, but she also requires a lot of attention. Today we turn our attention from Greenland to the boat...and also keep an eye on our crew and those that might lure him away. Ha, just kidding...maybe. ಠ_ಠ If ...
Projects and Screw Ups [Adventure #169]
Adventure Adrift

Projects and Screw Ups [Adventure #169]

Everyone makes mistakes, and that includes us! Join us as we go all-in, working hard to prepare our new sailboat to set sail across the Pacific. We are hard at work, revamping the V-berth, cushions, oven, and cleaning everything from the water tanks to the bottom of the boat. We also troubleshoot ...
Our First Visitors On Our Sailboat 59 Beau and Brandy Sailing
Beau and Brandy Sailing

Our First Visitors On Our Sailboat 59 Beau and Brandy Sailing

Our First Visitors On Our Sailboat 59 Beau and Brandy Sailing In this episode we have Beau's brother Nik and his girlfriend, Sam, come join us on our sailboat, Saoirse. This makes them our first official sailboat guests, which they quickly turn into crew. We took it easy on them, don't wo...
#23: Racing on Hula Girl
HaveWindWillTravel.com

#23: Racing on Hula Girl

Lost Bay Regatta 2015 and we get heeled over with quite a few "puffs" crewing aboard s/v Hula Girl and get challenged to a true hula hoop throw-down. Enjoy!
6. What do you look for in crew?
DrakeParagon

6. What do you look for in crew?

February, 2012 - I interviewed charter race boat captain AJ Smith in Saint Martin. We had just completed a 1,500 nautical mile sail from Savannah, Georgia aboard Swan 48 "Bella Luna."
WeBoating
Logo
Shopping cart