Watch Sailing & Boating Adventures Around the World – Page 9 of 144
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.
Join us as we cruise deep into the fjords of the Faroe Islands - part it the United Kingdom of Denmark. We sail into the island of Borðoy where we explore Klaksvik and its jaw dropping beauty. We go on adventures hiking, to the famous Klakkur summit , wild landscapes and mountain views overlooking t...
Sometimes cruising isn’t turquoise water and postcard sunsets.
The sail to Mayaguana tested us. A long, exhausting passage, followed by an even longer wait in a very rolly anchorage—with little sleep and plenty of second-guessing. These are the moments no one really talks about… the ones where you ...
Crooked Island was far from boring. We make the most of our short stay on this quiet island by exploring the abandoned Bird Rock Lighthouse. A hop in the crystal clear water has our 3 year old daughter snorkeling non-stop to spot lobsters and fish. But the charm of Landrail Point Settlement comes fr...
Life on a Sailboat VS Life on Land..... It's been HARD coming back to a normal and "boring" life once again. But there is some hope....
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After two years sitting still, we got this boat off the dock. But not before discovering why boats don’t like being ignored. Start 2026 with better sleep! Try Beam Dream: and use code WYNNS for up to 40% off - limited time only.
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Saying see ya later to our crew is never easy but thanks for visiting Aly we loved having you here with us.
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We kicked off 2025 in Florida in the US.
In February we sailed over to the Bahamas and made our way South.
In June we crossed over to Turks and Caicos Islands.
Late June we finally sailed to the Dominican Republic for Hurricane season.
End of September we flew to Canada to visit family and enjoy the...
Sailing and Crusing life rarely goes to plan but sometimes we have to fail to let magic find us. In This week's sailing episode, we tried and nothing really worked out, but that was until this unforgettable moment happened.
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Life couldn't be any better in the Jumentos, Bahamas. Lots of snorkeling, spearfishing, beach time, and even wing foiling. Coral and Kai also became so much more comfortable in the water and truly enjoying snorkeling. What really made our time so special here was the company of our buddy boat. ...
This video we continue to explore costa rica and share how the crew got crabs and how we got them out of our ears 😆Cheers everyone for watching!!
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Join me on a barefoot, 24-hour sailing adventure as I chase my ideal Christmas island. Will I reach it in time to celebrate? Tune in to find out!
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Wishing you all a Merry Christmas and Happy Holidays from warm Dominican Republic!
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Sailing adventure & cruising life — what does any of that have to do with soapy hot water? Watch our latest episode to find out.
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In this episode, we depart Seyðisfjörður, Iceland in late September to begin an offshore sail to the Faroe Islands along a historic North Atlantic route. What started as a routine passage quickly turned into a demanding crossing that tested our endurance and seamanship. We share the realities of off...
This episode we find a secret……and well the girl crew is pretty bloody excited about it 🤗
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Johnson Cay, Raccoon Cay, Jamaica Cay, Flamingo Cay and Water Cay are must sail to islands. There are just so many incredible things to see. Pristine white sandy beaches, spotted eagle rays, blue holes, flamingos, caves and sheer raw landscape. To be honest I never expected these remote islands of J...
Hurricane season is over and we are finally back to sailing again!
A lot of unexpected things happened while we were working on our boat below the hurricane belt. In this episode, I am turning from crew to captain and we sail to a different country, just to get our mail 🫣 But even the small things...
This episode after sailing to Costa Rica and checking into the country we are now free to explore with our sailing boat home. There are 5 of us onboard and first we sail to some famous surf breaks and see some remote magic that we didn’t expect.
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Over the past few weeks we've been sharing the process of building custom carbon fiber tables for our sailing home. Our Leopard 45 hasn't had a rear cockpit table in over a year, thanks to yet another warranty fail from Leopard Catamarans, who sent out a totally new one from the boat build...
Join us as we sail the north and east coast of Iceland, cross the Arctic Circle and make our final landfall in Seyðisfjörður. Tight weather windows, 30 knot winds, and late-season conditions make this stretch challenging as we work our way around the northeast point and wait out systems in the fjord...
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Our latest sailing adventure led us to the infamously rough fishing quay at Agia Anna, presenting a unique docking a boat challenge. We meticulously navigated the vessel, taking every precaution to protect it from damage at this new location. This jour...
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