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.

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Whoopsie #sailing #donttell #shorts #shortvideo
Sailing Banana Pancakes

Whoopsie #sailing #donttell #shorts #shortvideo

I surprised Easton during our q&a session with a question of my own😂
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!
Her First Sail to a Hidden Beach Only Boats Can Reach
Dylan Magaster

Her First Sail to a Hidden Beach Only Boats Can Reach

Nikki had never been sailing before—but today, we set out on her first real voyage across the Aegean. We’re sailing from Skopelos to the remote, unreachable-by-road beach of Lalaria, one of the most famous and mysterious beaches in Greece. The cliffs are steep, the water is cyan, and for a moment, w...
She’s BACK Sailing Her Boat Alone! ⛵️
Captain Christa

She’s BACK Sailing Her Boat Alone! ⛵️

IM BACK! After a 7 month hiatus, im finally back! I went through 6 months of non stop rain in California, and some personal losses in my family. It’s been a tough few months but I’m finally back where I am the happiest, on the BOAT! In this video I attempt to fix a patch in my dinghy, and then get t...
Leaving The Dock & First Sail On Our Cruising Sailboat | Sailboat Story 229
Sailboat Story

Leaving The Dock & First Sail On Our Cruising Sailboat | Sailboat Story 229

After a year of working on our sailboat, it's finally time to leave the dock and sail our Westsail 42 cruising sailboat for the first time ever. ~ Ben, Tambi, & Molly | "SAILBOATSTORY" Don't forget to SUBSCRIBE and join us every FRIDAY for a new episode! [ BECOME A PA...
Singlehanded Sailing To An Island!
Captain Christa

Singlehanded Sailing To An Island!

Today I am taking you guys sailing on my 31ft sailboat all the way to an Island! We got rained on, stopped for fuel, and had great wind for about half the trip! It is my first time sailing this boat to Catalina Island! I build a rocker stopper along the way which will help the boat be less rocky at ...
Boat Tour – Come See Our Floating Home!
Sailing Vantage

Boat Tour – Come See Our Floating Home!

How do three adults and two kids manage to fit aboard and live on a 42' sailboat?? In this video we take you on a tour through our 1991 Catalina 42 mk1, showing you some of our favorite features and how we manage to fit everything in! Like and subscribe to follow along as we undertake the big...
Our First Time Sailing The Boat!
Sailing Vantage

Our First Time Sailing The Boat!

Having finally moved aboard our Catalina 42, our next big challenge was taking our sailboat out for our first sail! In this video we leave the dock behind, go for a sail, and run into some significant issues along the way. Watch along as we learn the ropes and overcome challenges to make it back saf...
Offatts Bayou   4K
Bad Kitty Sailing (formerly Sailing CAVU)

Offatts Bayou 4K

David and Patricia bought a brand new Jeanneau 440 and are outfitting it for cruising. This will be their first solo sail and first overnight anchorage. They are traveling from Kemah Texas to Offatts Bayou about 28 miles away.
Sailing our Catamaran for the FIRST TIME with NO Experience! ✸ S3:E14 ✸
SailLiliput

Sailing our Catamaran for the FIRST TIME with NO Experience! ✸ S3:E14 ✸

#sailingcatamaran #firstsailing #sailingvideo nothing can be better than after months of never ending full refit finally going for the first time sailing with bunch of friends on a great windy day! meanwhile two things has happened at the first time: finally we lifted up the sails and could watch t...
Our First Time Sailing Alone – with ZERO experience!
Wild We Roam

Our First Time Sailing Alone – with ZERO experience!

Before we get into the description for today's video, I just want to say how grateful we are for the experience with David this past winter and spring. Not a lot of adult siblings get this kind of time together and so we are grateful that our paths could cross for this experience. We wish him a...
How I met the love of my life | Wild summer in Canada | Wandersailing 26
Wandersailing

How I met the love of my life | Wild summer in Canada | Wandersailing 26

After leaving the boat in Mexico for the hurricane season, we fly to Vancouver for the summer. I reconnect with old friends, and with the girl who would become the love of my life. We enjoy some of the summer events the city has to offer, and live the charms of vanlife as we travel to some amazing ...
The Boys Meet Archer, our Performance Cruising Catamaran.
The Sailing Family

The Boys Meet Archer, our Performance Cruising Catamaran.

Finally the boys meet Archer! We didn't take them to the initial inspection or the survey, so it wasn't until after we'd moved out of our old house that they finally got to see their new home, and trust me when I say we talked about it A LOT! Thankfully they were very excited and qu...
leaving the docks | 36 | Beau and Brandy Sailing
Beau and Brandy Sailing

leaving the docks | 36 | Beau and Brandy Sailing

leaving the docks 36 beau and brandy sailing finally!! we're leaving the marina for good!!! it's been a fun while we were there but it's time to change the scenery. we finally hail the bridge and pass through to our first ever anchorage. our good friend jim helps us get the anchor se...
New Crew! We found him on Instagram!! (Sailing Nandji) Ep 97
Sailing Nandji – Frothlyfe

New Crew! We found him on Instagram!! (Sailing Nandji) Ep 97

We get our new crew member and initiate him with a 40nm sail the first day! This week on Sailing Nandji, after taking the plunge and deciding to get a new crew member on board, we reached out to our Instagram following. Within a couple of days we had found Juzzy! His unique story took us by surpri...
HOW HER FIRST WEEK OCEAN CROSSING ON A SAILING BOAT WAS
Huub Vlogs

HOW HER FIRST WEEK OCEAN CROSSING ON A SAILING BOAT WAS

1 year of crewing across the Pacific Ocean ———————————————————————————— Want to see real-life updates and chat? Would you like to support once through Paypal? Would you like to buy me a coffee? Let Amazon pay me when you shop (FREE TO YOU): ———————————————————————————— 365 days I crewed on ...
Lessons learned – Sailing on our own for the first time
Jessica and Ryan Adventures

Lessons learned – Sailing on our own for the first time

Now that we're ASA 101 certified, we figured we use one of our complementary half day charters from South Coast Sailing to test our skills with just the two of us and no adults! Things didn't go as well as expected which turned out to be a good thing because we learned a ton! Support us ...
Delivering a Sailboat Across the Caribbean: 9 days 1200 miles — Sailing Uma [Step 7]
Sailing Uma

Delivering a Sailboat Across the Caribbean: 9 days 1200 miles — Sailing Uma [Step 7]

As you might know, I (Kika) have been living in the states for the past 5 years as a international student. My visa finally expired this summer, so I flew back to Haiti, for what I've been told would be a 2 week trip, to get everything back in order, and renew my visa as a tourist! In the mea...
Sailing our small sailboat for the first time – Intex Mariner 3 with sail set-up
Dutch Sailing Family

Sailing our small sailboat for the first time – Intex Mariner 3 with sail set-up

This is the first time we're taking our inflatable sailboat out for a ride. It is the Intex Mariner 3 with a sail from sailboatstogo. This would work as well on the Intex Mariner 4. Conditions were quite strong, meaning the small waves made it hard to go upwind. Wind was 12 knots at first going...
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