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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ASA 114 final certification exam on a catamaran
Sailing Okaliptüs

ASA 114 final certification exam on a catamaran

Ep. 42 Last day of our 7 day ASA classes. ASA 114 Cruising Catamaran class & testing exam. Sailing a catamaran from Miami to Ft Lauderdale. #catalina22 Sailing Lessons! We passed ASA 114 and we are done with our course in Miami Florida for 7 days on a 37 ft catamaran with an instructor. If...
Studying for our ASA 101, 103, 104 & 114 sailing classes again
Sailing Okaliptüs

Studying for our ASA 101, 103, 104 & 114 sailing classes again

Ep. 32 ~ Preparing for our ASA classes and reading the required books. #catalina22 This is PART TWO.... Just in case you haven't watched part one, which is filled with thrills and adventure. No. It's not. In part one, we got the boat ready for a sail, left the marina and put sails up. In ...
Studying for our ASA 101, 103, 104 & 114 classes
Sailing Okaliptüs

Studying for our ASA 101, 103, 104 & 114 classes

Ep. 31 ~ Donovan and I took our sailboat, Ourper Diem, out to practice exercises from our ASA Sailing Association study books. Our one week long class is in a few weeks in Ft. Lauderdale Florida. #catalina22 00:00 ~ Intro 03:40 ~ Can we sail with bimini down? Nope Please SUBSCRIBE, give us a thumb...
Ep 5: Learn to Sail: Part 2: The Mainsail
Carpe Diem Sailing

Ep 5: Learn to Sail: Part 2: The Mainsail

Welcome to Ep 5 of Carpe Diem Sailing and Part 2 of our new Learn to Sail series. In this episode we're talking about the Mainsail. We cover the parts of the sail and introduce the concept of reefing or shortening sail for heavier wind. It's a great beginner video or for crew looking to...
Want to sail around the world? Step 4: Offshore Sailing | Sailing on a Whim Ep. 4
Sailing on a Whim

Want to sail around the world? Step 4: Offshore Sailing | Sailing on a Whim Ep. 4

To continue to learn more about sailing, we take an offshore sailing course with a few friends through Northern Breezes Sailing School in Bayfield, Wisconsin. We sailed on Lake Superior, took our ASA 103-104 course, and spent nearly a week staying on a sailboat. This crazy adventure started in earl...
Want to sail around the world? Step 3: Stop & Smell the Roses | Sailing on a Whim Ep. 3
Sailing on a Whim

Want to sail around the world? Step 3: Stop & Smell the Roses | Sailing on a Whim Ep. 3

On our way to take classes with the American Sailing Association, we take a road trip to Northern Minnesota stopping in Duluth to explore and have some fun before we learn to sail offshore on Lake Superior. This crazy adventure started in early 2018 as we started researching how to learn to sail, b...
Want to sail around the world? Step 1: Learn to Sail! | Sailing on a Whim Ep. 1
Sailing on a Whim

Want to sail around the world? Step 1: Learn to Sail! | Sailing on a Whim Ep. 1

Have you ever wanted to start an adventure? Well, we are going to try our best to show you how it's done! Join us at the very beginning, as we learn to sail! We want to share this journey with you so you can learn how to start living the life you want and have some fun along the way. This craz...
2nd Gift of Cruising Winners: Hallie & Joe!
HaveWindWillTravel.com

2nd Gift of Cruising Winners: Hallie & Joe!

We're giving it away at Our second Gift of Cruising, a 6-day bareboat charter course through Lanier Sailing Academy in Pensacola, Florida goes to lucky Patron Hallie Heuser (pronounced "High-zer," as in Anheuser Busch she told me!) and her awesome boyfriend Joe. We've got a ...
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