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.

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Lets Get Funky, Wind over Water, Episode #10
Wind over Water

Lets Get Funky, Wind over Water, Episode #10

Cruising sailors get funky in Picton Ontario with funk sensations "Cue the Funk". We prep the boat for a family reunion on Lake Ontario and get into a messy bit of trouble changing the oil and filter. #windoverwater #liveaboardboat #sailingvideos
Two to Tow, Wind over Water, Episode #9
Wind over Water

Two to Tow, Wind over Water, Episode #9

The crew of Windover spend a weekend at anchor organizing the crowded boat in preparation for cruising. An impending storm sends them to a marina, unfortunately things do not go as planned and the soggy crew had to be towed in to the dock. #windoverwater #liveaboardboat #sailingvideo
Successful Shakedown, Wind over Water, Episode #8
Wind over Water

Successful Shakedown, Wind over Water, Episode #8

After a few days of rest at Main Duck Island on Lake Ontario, the intrepid crew sets sail for Belleville. The "shakedown cruise" considered a success, Windover goes back to Belleville for a few tweaks to her systems before setting off in earnest. Along the way the engine springs a leak and...
Put up the White Floppy Things, Wind over Water, Episode #6
Wind over Water

Put up the White Floppy Things, Wind over Water, Episode #6

We finally get to do some sailing and sail we do...out to our favorite island in Lake Ontario. Check out some exciting sailing footage and see nature at its best on Main Duck Island, the cleanest, clearest water on the Lake. Finally we meet Ryan Scott, a gifted musician from Hamilton Ontario. He daz...
Visiting Beautiful Clayton NY by Sailboat.  How they overcame the record flooding.
Cruising Off Duty

Visiting Beautiful Clayton NY by Sailboat. How they overcame the record flooding.

Ep131. In this episode of Cruising Off Duty, we sail to Clayton NY, which is a beautiful little town on the shores of the St Lawrence river, in the 1000 Islands area. Last year there was record flood levels that decimated many towns along the waterfront. Most Towns had their city docks underwater ...
Boldt Castle.  Breathtaking Crown Jewel of the 1000 Islands. (in 4K)
Cruising Off Duty

Boldt Castle. Breathtaking Crown Jewel of the 1000 Islands. (in 4K)

Ep130. We motor 4 hrs down the St Lawrence River through the 1000 Islands to explore Boldt Castle. This is the Breathtaking Crown Jewel of the 1000 Islands. This Castle is just baffling at it's size and Opulence. George Boldt and his family were very wealthy and use to summer here on Heart...
Wolfe Island Ferry.   Anchoring Issues!  Wind/Weeds cause every boat to drag.
Cruising Off Duty

Wolfe Island Ferry. Anchoring Issues! Wind/Weeds cause every boat to drag.

Ep129. In this episode of Cruising Off Duty, we head to Kingston and take the Free Wolfe Island Ferry across to explore the island by using our Folding Bikes. Then I sailed into the 1000 Islands, to Brakey Bay, on a friends boat and the combination of high winds and really dense weeds causes every...
“Snake Island” Part 2.  Exploring abandoned buildings filled with all sorts of critters.  Ep126
Cruising Off Duty

“Snake Island” Part 2. Exploring abandoned buildings filled with all sorts of critters. Ep126

Ep126. In this episode of Cruising Off Duty, we continue Part 2 of the "Snake Island" trip. We take our son Jake to an Island we have been to before, Main Duck Island. The Island is obviously a misnomer because we never see any Ducks but you can't go 10 feet without seeing a snake....
Update: Boat repaired.  Better than new?  Ready for Sailing Season!  We launch May 4th.
Cruising Off Duty

Update: Boat repaired. Better than new? Ready for Sailing Season! We launch May 4th.

Good news! Yesterday we went and saw our boat and it looked awesome! Even better than we expected. Let's hope it warms up soon because we have booked our boat to be launched on May 4th. Here comes sailing season ! ⛵🎉
Kingston.  Our favorite city to visit by boat. Ep85
Cruising Off Duty

Kingston. Our favorite city to visit by boat. Ep85

Ep85. In this episode of Cruising Off Duty we continue our transit across Lake Ontario and head to our favorite city on the water, Kingston, Ontario, Canada. Kingston is a very clean and well maintained city and it has transient docks you can use (for practically no charge) and everything, Bars, R...
Ep84 Sailing Across Lake Ontario. Pt1.   Weird weather!
Cruising Off Duty

Ep84 Sailing Across Lake Ontario. Pt1. Weird weather!

Ep84. In this episode we head out from Oswego NY to cross Lake Ontario to head back toward our home base near Kingston Ontario. One thing we have learned about sailing out in Lake Ontario is how strange unforecasted weather happens. It could be calling for clear and calm calm conditions and all of...
Sailing to Oswego NY and finding out what it has to offer (with drone footage). Ep83
Cruising Off Duty

Sailing to Oswego NY and finding out what it has to offer (with drone footage). Ep83

Ep83. In this episode of Cruising Off Duty we sail across Lake Ontario to visit Oswego NY. It was our first time visiting this city and we did not know what to expect or what it had to offer other than it is the city that you go to in order to enter the Erie Canal System. The Erie Canal and Hudso...
Ep82. Sackets Harbor.  Ghost Town.  Like a scene from the Walking Dead
Cruising Off Duty

Ep82. Sackets Harbor. Ghost Town. Like a scene from the Walking Dead

Ep82. In this episode of Cruising Off Duty, we sail to Sackets Harbor NY. It was a very cute looking town but it was freaky how there was no one anywhere in any of the restaurants or any of the stores. It felt like we were shooting footage for the TV series, The Walking Dead. It felt like a Fake...
Poker Run 2017. Kingston, 1000 Islands. Ep81
Cruising Off Duty

Poker Run 2017. Kingston, 1000 Islands. Ep81

Ep81. In this episode of Cruising Off Duty, we head to Kingston and film the 1000 Islands Poker Run. There are over 50 expensive and super fast boats involved in this event, including at least one that is propelled by 2 jet engines. They leave from Kingston and they head to Brockville, Prescott G...
Exploring Duck Island (AKA Snake Island), by foot and by drone.  Ep80
Cruising Off Duty

Exploring Duck Island (AKA Snake Island), by foot and by drone. Ep80

Ep80. In this episode of Cruising Off Duty, we explore Main Duck Island, which is located in the middle of Lake Ontario. The free docks on the island are something to look forward to because the waves can get pretty big out there, especially if it is bad weather. There are trails to get around th...
Sailing to Duck Island.  “Snake Island”.  Seeing if it lives up to it’s name. Ep79
Cruising Off Duty

Sailing to Duck Island. “Snake Island”. Seeing if it lives up to it’s name. Ep79

Ep79. In this episode of Cruising Off Duty, we sail out into the middle of Lake Ontario to Duck Island, which has a reputation of being an Island completely infested with Snakes. We are doing this first trip to the Island to "Recon" it to see if it lives up to it's reputation. Jan...
Biking Wine Country, Cider Tastings. A windstorm drags our boat away without us.  Ep78
Cruising Off Duty

Biking Wine Country, Cider Tastings. A windstorm drags our boat away without us. Ep78

Ep78. In this episode of Cruising Off Duty we take you biking through Waupoos (Wine Country) and we go to the County Cider Company to do some Cider Tastings. We take the Mavic Pro drone up to get some aerial shots of the beauty of the area, when someone from the Marina came to tell us that the win...
Sailing the 1000 Islands.  Exploring the bays of Howe Island and Wolfe Island.  Ep69 (4K)
Cruising Off Duty

Sailing the 1000 Islands. Exploring the bays of Howe Island and Wolfe Island. Ep69 (4K)

Ep69 (4K). In this episode of Cruising Off Duty we head west of Kingston and explore anchorages around Howe Island (Beaurivage Bay) and Wolfe Island (Brakey Bay). Janice, who I swear is part Polar Bear, decided that even though it has been cold all spring, she would jump in and go swimming. Crazy...
Cruising Off Duty passes 9,000 Subscribers and the planned 10,000 sub Live Celebration Episode
Cruising Off Duty

Cruising Off Duty passes 9,000 Subscribers and the planned 10,000 sub Live Celebration Episode

Cruising Off Duty passed 9,000 Subscribers yesterday! We just wanted to thank everyone for their support and say that we really enjoy bringing these episodes to you. When we break 10,000 subscribers we plan to do a Live Celebration episode, where we will do a Q&A and answer any questions from ...
Ep21.  Big News!  We are moving to the 1000 Islands/Great Lakes
Cruising Off Duty

Ep21. Big News! We are moving to the 1000 Islands/Great Lakes

We have big news as we have decided to leave the confines of the Ottawa River and move our boat to Kingston. Kingston is located right at the crossroads of Lake Ontario (and the other Great Lakes) to the west and the St Lawrence River and the beautiful 1000 Island area to the east. The St Lawrence...
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