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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Cruising Life, it’s not just about Sailing! | Sailing on a Whim Ep. 35
On this episode of Sailing on a Whim, we're spending time at one of our favorite islands in the Bahamas, Manjack Cay in the Abacos. Cruising life is not just about sailing and in this episode of Sailing on a Whim we spend our time on the island working on art projects and resurrecting a Val Tri...
The Whim Crew goes to Colorado | EPIC Road Trip Part 3 | Sailing on a Whim Ep. 32
On this episode of Sailing on a Whim, the Whim Crew goes to Colorado as we continue our EPIC road in Colorado exploring so many places including Pike’s Peak, Rocky Mountain National Park, Sand Dunes National Park and Reserve, and even go sailing in the Rocky Mountains! This crazy adventure started...
Hauling Tail and Hauling Out | Sailing on a Whim Ep. 29
On this episode of Sailing on a Whim, in the race to beat hurricane season, we travel on the Atlantic Intracoastal Waterway for the first time on our journey to prepare Whim for hurricane season. It’s a mad dash to pack up the boat, dodge storms, and complete our hurricane prep before we say a tempo...
OUR FIRST SCARY MOMENT | Sailing on a Whim Ep. 18
On this episode of Sailing on a Whim, we learn the hard way that we have no idea what we are doing when it comes to anchoring and have our first scary moment! We have a nightmare of dragging anchor in a rocky anchorage and delay our trip to the Bahamas, for now… This crazy adventure started in e...
Life on the Hook | Good and the Bad | Sailing on a Whim Ep. 17
On this episode of Sailing on a Whim, we begin to learn more about life on the good and the good and the bad that comes with it. The boat projects, errands, and phone calls are never ending but we keep pushing through so that we can jump over to the Bahamas as planned! This crazy adventure starte...
Finally Starting our Adventure | Sailing on a Whim Ep.16
On this episode of Sailing on a Whim, we finally leave the marina to start our cruising adventure. First stop? The Florida Keys! Lots of preparation have finally paid off and our sailing adventure truly begins. And we absolutely love it! This crazy adventure started in early 2018 as we started res...
Want to sail around the world? Step 5: BUY A SAILBOAT | Sailing on a Whim Ep.5
On this episode of Sailing on a Whim, we travel from Minnesota to Florida to buy a sailboat! We finally get to see Whim in person, meet the current owner, and have a marine survey completed. Of course, we also run into some roadblocks like RUNNING AGROUND for the first time! This crazy adventure s...
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
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 2: Go Sailing! | Sailing on a Whim Ep. 2
Our adventure continues as we continue to learn how to sail by crewing on races, take the helm for the first time, and overcome our nerves to take a boat out on a windy day on beautiful Lake Pepin. We still have no idea what we are going but we are having a lot of fun trying to figure it out! This ...