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 65 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: ___________________________________________________________________...
MUST-HAVE BOAT UPGRADE 2026 [RED SEAS]
Sailing Red Seas

MUST-HAVE BOAT UPGRADE 2026 [RED SEAS]

After living onboard full time for the last 6 years, we are making this critical upgrade to our off grid Bluewater cruising catamaran - we are upgrading our watermaker so that we can survive in remote places for longer, knowing we are self sufficient and have a reliable system to keep us alive. We&...
41 Easy & Essential Boat Upgrades (At My Own Home)
Adventureman Dan

41 Easy & Essential Boat Upgrades (At My Own Home)

Making this boat ready for full time living one upgrade at a time! Check it out! Specialty Swimplatform(Launchpad): profusionmarine.com Boat Items List: _____________________________________________________________________________ 🤜🏼Exclusive/early access & Help support my adventures: Busi...
MAJOR STRUCTURAL FAILURE on Leopard catamaran! [RED SEAS]
Sailing Red Seas

MAJOR STRUCTURAL FAILURE on Leopard catamaran! [RED SEAS]

We have been sailing our Leopard catamaran for six years, crossing oceans and really putting down the miles on our boat. We spent a long time choosing this model and there are a number of reasons why we are super happy with our choice, but after 6 years of hard sailing, and a recent rough ocean pass...
SAILING SINGLE-HANDED: Is she up to it? (Q&A)  [RED SEAS]
Sailing Red Seas

SAILING SINGLE-HANDED: Is she up to it? (Q&A) [RED SEAS]

Iain just solo sailed from New Zealand to Fiji - that's more than 1200 miles of open ocean with all the challenges that this brings....and this was his first time sailing alone! Now we open up all the questions you've been asking us, including could Brioni do the same journey, if she had t...
SAILING to the other side of the WORLD! [RED SEAS]
Sailing Red Seas

SAILING to the other side of the WORLD! [RED SEAS]

We are halfway through our sailing passage from New Zealand to Fiji, but we're facing a big problem. We anchored in a submerged atoll called Minerva Reef, because the metal structure that holds our dinghy in place broke in the huge waves that we saw last week. Before we can leave this lagoon an...
SOLO SAILING – FASTEST PASSAGE EVER! [RED SEAS]
Sailing Red Seas

SOLO SAILING – FASTEST PASSAGE EVER! [RED SEAS]

This is part 2 of Iain's first ever solo sail, taking on a challenging stretch of water from New Zealand to Fiji. It's 1200 miles in big waves with some of our highest ever boat speeds and even though we've just spent months improving our boat in the yard, there are still things just ...
Sailing just got SMART…The DATAHUB PRO from PredictWind [RED SEAS]
Sailing Red Seas

Sailing just got SMART…The DATAHUB PRO from PredictWind [RED SEAS]

DISCOUNT CODE: REDSEAS for 10% off your subscription at www.predictwind.com Available for web purchases only (discount can't be applied in-app) We've been testing out the new Data Hub Pro from PredictWind as we sail north from New Zealand to Fiji and we wanted to explain some of the key f...
SOLO SAILING 1200 MILES – New Zealand to Fiji [RED SEAS]
Sailing Red Seas

SOLO SAILING 1200 MILES – New Zealand to Fiji [RED SEAS]

We've been working non stop in New Zealand for the last few months as we refit our catamaran and get Indioko ready to head back into the tropics and off grid again. And although things haven't quite gone to plan so far this year, we've done our best to push on through but we're a...
EMERGENCY HAUL OUT! (Our boat is SINKING!) [RED SEAS]
Sailing Red Seas

EMERGENCY HAUL OUT! (Our boat is SINKING!) [RED SEAS]

This was not the video we expected to make this week. After spending almost three months in the boatyard in New Zealand, we were finally excited to get back in the water and start exploring the Bay of Islands before our departure...but Indioko had other plans and we had to turn around and make an em...
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