Watch Sailing & Boating Adventures Around the World – Page 2 of 2

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 25-30 of 30 results
In the Moment – Sailing, Service & Fear
Gone with the Wynns

In the Moment – Sailing, Service & Fear

I know sometimes our videos seem like everything is all fun and peachy, and generally we're happy people, but our life can be crazy! I think the video explains it better than we can in writing. Join the Crew and get more access on Patreon: & Read our post for more: Subscribe on YouTube:...
Sailboat Life – Finding Our Groove & Getting Burned
Gone with the Wynns

Sailboat Life – Finding Our Groove & Getting Burned

We go into a lot more detail on our website: After spending a small fortune at the Harbor Towne Marina we decide to anchor out at Lake Sylvia near downtown Ft. Lauderdale for almost a week while we wait for our service appointment. We're surrounded by beautiful homes, there's a nice br...
The Reality of Moving Aboard a Sailboat
Gone with the Wynns

The Reality of Moving Aboard a Sailboat

Read the Full Post on our site: Today we're getting rid of the last of our "junk", getting fully moved into the boat, cleaning A LOT, and learning a few of the chores we'll need to do on a regular basis. I'm learning how to work on the engines and Nikki is filming the en...
Day 2 as Sailboat Owners – A Broken Block, Lost Fish & Refugees
Gone with the Wynns

Day 2 as Sailboat Owners – A Broken Block, Lost Fish & Refugees

The video isn't the entire story, read more on our website: Our Second day on the water as new sailboat owners turns out to be quite the adventure. We pull up the anchor, get out of the ICW, head "outside" and turn south towards Ft. Lauderdale. Enjoy our vids? Want to give us a ...
The Long & Exhausting Journey of Buying a Cruising Sailboat
Gone with the Wynns

The Long & Exhausting Journey of Buying a Cruising Sailboat

If you want all our sailboat buying details, names of people we used, pricing and so on click over to our site here: We finally did it! We bought our dream Catamaran! The feeling is still a bit surreal as we're not officially moved in yet, but we do have so much to share about the process....
Buying a Sailboat – Survey, Haul-Out & Sea Trial
Gone with the Wynns

Buying a Sailboat – Survey, Haul-Out & Sea Trial

Find more details and info in the article on our site here: Our offer has been accepted on a Leopard 43 Catamaran and the next step in the process is a Survey, Haul-Out and Sea Trial. We've hired a guy named Brian Stetler out of Jupiter, Florida for the survey and it's his job to find ...
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