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 1-24 of 40 results
Spinnaker Sailing My Cozy Trailer Sailboat (MacGregor 26X)
Adventureman Dan

Spinnaker Sailing My Cozy Trailer Sailboat (MacGregor 26X)

Sailing down a 1' deep river! DDW spinnaker sailing!.... THIS is the way to end this EPIC 9 day trip! [Video 9 of 9] _____________________________________________________________________________ 🤜🏼Exclusive/early access & Help support my adventures: Business Inquires: adventuremandanbusi...
Beached Boat to Kiteboarding!
Adventureman Dan

Beached Boat to Kiteboarding!

Kiteboarding right next to my boat/home?!? 100% YES!!! This is what I have dreamed of! SO stoked to finally be flying the kite fast and free! [Video 8 of 9] _____________________________________________________________________________ 🤜🏼Exclusive/early access & Help support my adventures: Bus...
He Took Us Sailing For FREE!!! $0.00
Adventureman Dan

He Took Us Sailing For FREE!!! $0.00

What an amazing day! Big shout out to our new friend for taking us sailing. Be sure to checkout his website or give him a call to get out on Lake Champlain Sailing! [Video 7 of 9] _____________________________________________________________________________ 🤜🏼Exclusive/early access & Help suppo...
I Do Not Want To Leave Here
Adventureman Dan

I Do Not Want To Leave Here

Just a super chill solo day.... hanging out. This is what a down day can look like. [Video 6 of 9] _____________________________________________________________________________ 🤜🏼Exclusive/early access & Help support my adventures: Business Inquires: [email protected] 🤜🏼Gear ...
This Boat Goes Anywhere & EVERYWHERE!!! — [Day 3 of 9]
Adventureman Dan

This Boat Goes Anywhere & EVERYWHERE!!! — [Day 3 of 9]

Making the most of our last sailing trip of the summer. [Video 3 of 9] _____________________________________________________________________________ 🤜🏼Exclusive/early access & Help support my adventures: Business Inquires: [email protected] 🤜🏼Gear & Toys I Use: Other ...
She’s Back On My Boat Again! — [Day 2 of 9]
Adventureman Dan

She’s Back On My Boat Again! — [Day 2 of 9]

Maria joins me on my MacGregor 26 once again. This time there has been a few new upgrades since her last visit. As well, she broke her arm! Thankfully, nothing stops her from having a good time out on the water. [Video 2 of 9] ________________________________________________________________________...
The LAST Trip Of The Summer (Day 1 of 9)
Adventureman Dan

The LAST Trip Of The Summer (Day 1 of 9)

This is the LAST trip of an amazing summer with this new boat. My 2001 MacGregor 26X has been an incredible adventure machine. Let's make this trip count! [Video 1 of 9] _____________________________________________________________________________ 🤜🏼Exclusive/early access & Help support my...
BEST Solo Boat Day Testing Upgrades
Adventureman Dan

BEST Solo Boat Day Testing Upgrades

I meant to test four main new boat upgrades... INSTEAD...... I figured out that I can steer my boat with my body! (This was done on a small/shallow body of water under calm conditions with no one nearby or downwind.) _____________________________________________________________________________ 🤜🏼Exc...
My FAVORITE Boat Upgrade (Outboard Swim Platform) [10min installation]
Adventureman Dan

My FAVORITE Boat Upgrade (Outboard Swim Platform) [10min installation]

This is by far my favorite upgrade I've made to my boat. And one of the easiest! Buy this Swimplatform: How-To Install: _____________________________________________________________________________ 🤜🏼Exclusive/early access & Help support my adventures: Business Inquires: adventuremand...
This Boat Did EVERYTHING! (Perfect 6 Day Trip)
Adventureman Dan

This Boat Did EVERYTHING! (Perfect 6 Day Trip)

(Video 6 of 6) End of a perfect trip I did NOT want to leave... but all good things must come to an end. Boat Upgrade Items: _____________________________________________________________________________ 🤜🏼Exclusive/early access & Help support my adventures: Business Inquires: adventuremanda...
Accidentally Sailing Faster! [MacGregor 26X cruising fun]
Adventureman Dan

Accidentally Sailing Faster! [MacGregor 26X cruising fun]

(Video 5 of 6) Docking with a tree, surfing down waves with my boat.... It's all part of the adventure! Boat Upgrade Items: _____________________________________________________________________________ 🤜🏼Exclusive/early access & Help support my adventures: Business Inquires: adventurem...
MacGregor 26X Sailing 8.1 Knots!!! (9.3mph/15kph)
Adventureman Dan

MacGregor 26X Sailing 8.1 Knots!!! (9.3mph/15kph)

(Video 4 of 6) My first time sailing FAST & FREE this fast on my MacGregor 26X! 8.1 knots DDW was a BLAST! And, a tree for a dock! What did you think of that? Boat Upgrade Items: _____________________________________________________________________________ 🤜🏼Exclusive/early access & Help ...
26′ Boat Lake Cruising (400w of folding solar)
Adventureman Dan

26′ Boat Lake Cruising (400w of folding solar)

(Video 3 of 6) Maria and I enjoy a day docked against the solid stone beach, then explore a nearby island in our own private harbor! Power Bank: Boat Upgrade Items: _____________________________________________________________________________ 🤜🏼Exclusive/early access & Help support my adven...
Can This Get Any Better? (26′ Boat + 8′ Inflatable Dock)
Adventureman Dan

Can This Get Any Better? (26′ Boat + 8′ Inflatable Dock)

(Video 2 of 6) My friends Maria joins me for some sailing adventures and testing out the new inflatable dock. Boat Upgrade Items: _____________________________________________________________________________ 🤜🏼Exclusive/early access & Help support my adventures: Business Inquires: adventure...
My Personal Paradise (Lake Champlain Day 1)
Adventureman Dan

My Personal Paradise (Lake Champlain Day 1)

(Video 1 of 6) This week I'm off on my own on the big lake! This day solo to the lake, setting up my new dock! Loving life! Making this boat ready for full time living one upgrade at a time! Check it out! Boat Upgrade Items: ___________________________________________________________________...
Karen Dances & Dolphins Play Ep213
Sailing Intermission

Karen Dances & Dolphins Play Ep213

DIY easy docking, dolphins, dancing, generator woes, and tall ship It’s a real stretch to reach dock lines when coming into our slip. Solution...build an extension to the dock steps for easier line retrieval. We attached a piece of 2 X 4 to the step handle that can swivel out over the edge of the d...
Why our engine FAILED while transiting the Panama Canal | Sailing Sitka Ep 161
Sailing Sitka

Why our engine FAILED while transiting the Panama Canal | Sailing Sitka Ep 161

Jay and Kenna are now tied along a dock in Shelter Bay marina after undergoing two of the most stressful days of their lives. While transiting the Panama Canal, their Yammer 56 engine failed several times in the worst possible scenarios. Surprised they even made it all the way through, they now can ...
Ep 362 | It’s TIME: We Finally MOVE Onto the New Nutshell, Life in a Nutshell
Life in a Nutshell

Ep 362 | It’s TIME: We Finally MOVE Onto the New Nutshell, Life in a Nutshell

Magnus cleans up a batch of old solar panels. We pick up last-minute supplies and load the car. It’s finally time to go! We leave Airlie Beach and begin the fourteen-hour drive south to the Gold Coast and our new home on the water. Once we arrive, we unload the car and, after a very long first da...
Last stop in Mexico!!! | Sailing Sitka Ep 136
Sailing Sitka

Last stop in Mexico!!! | Sailing Sitka Ep 136

In this episode of sailing sitka, we sail up to Chiapas Mexico which is the most southern port to either clear in or out from. Here, we will be getting a slip to do some much needed cleaning and maintenance to Sitka before hauling her out for our off season. Music by Big Sierra:
This is How We DOCK IT! [Ep. 56]
Sailing Sweet Ruca

This is How We DOCK IT! [Ep. 56]

This is how we dock our boat and prepare it for storms in a new harbor known for damaging boats. We even witness a few major boat docking fails ourselves. #sailing #docking #storms #boatfails #liveaboard We sail 100 miles offshore overnight from Terceira to Sao Miguel in the Azores. It is the nex...
1 Year Living Aboard our Catalina 30 // Living on a Sailboat in Canada Ep. 40
Blue Moon Life

1 Year Living Aboard our Catalina 30 // Living on a Sailboat in Canada Ep. 40

We can’t believe it has been 1 year since moving aboard our Catalina 30 sailboat. It has been a year of learning and growth as we figure out boat life.
Docking (part 1): Introduction to docking with style and grace
Sail Fanatics

Docking (part 1): Introduction to docking with style and grace

This is our introductory video to a series on docking a sailboat. This video introduces a set of processes which will allow you to dock your boat with grace and style. The follow on seven video episodes in this series will address each individual dock skill process in greater detail.
BLUEFIN TUNA on my Catalina 30 sailboat
On The Docks

BLUEFIN TUNA on my Catalina 30 sailboat

Welcome to summer time in San Diego and the fishing has been hot! So much bluefin tuna being brought into the marina that fisherman are literally giving it away. I am going to show you the easiest and best way to prepare fresh caught blue fin tuna on my Catalina 30 sailboat, whether you are fishing ...
Sailing Interview with Greg Fisher, 20 questions
Sailing Views

Sailing Interview with Greg Fisher, 20 questions

Greg, talks about coaching , sailing ,Pan Am's etc. Due to my hectic schedule the past 2 weeks I had tp pull the earlier unedited version down. And repost this one.
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