Watch Sailing & Boating Adventures Around the World – Page 8 of 143
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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This episode we are explore Tortuga island Taj comes home and we celebrate Christmas onboard our floating home.
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Join our sailboat this week as we anchor in St. Martin and get a huge surprise that makes two salty sailors happy as a clam. 🤪
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It had been over a year since I’d seen my mom and stepdad, and inviting them into our life aboard our sailboat felt exciting — and a little nerve-wracking.
What followed was a week of real boat life: unexpected stowaways, system failures, rainstorms, incredible sailing days, and saying goodbye all o...
⚓ 1983 Baba 40 Sailboat Tour | Classic Bluewater Cruiser Walkthrough ⚓
(Interview video)
Welcome aboard this full tour of SV Hornblower, a beautifully restored 1983 Baba. In this video, I take you on a full tour of the boat, inside and out, covering the deck layout, rigging, cockpit, interior, sy...
We continue our sailing journey in the Faroe Islands, exploring Tórshavn, the historic Tinganes grass-roofed buildings, and the dramatic landscapes that make this place feel unreal. From the marina, exploring by foot to driving deep under the ocean through the Eysturoy Tunnel and around the world...
A smooth sail across the Turks and Caicos Bank quickly turns sporty as a squall hits while exiting the bank, we drop anchor at remote Big Sand Cay 🌊⛵️
The next day, we sail up to Cockburn Town on Grand Turk to officially check out of the country. From colorful island houses and wandering donkeys to...
This video Taj jumps overboard we hike to a waterfall and Lee is fixing broken stuff.
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This passage tested us. We set sail from Mayaguana, Bahamas to West Caicos and quickly found ourselves in a rough, uncomfortable sail—things flying, gear tossed around, and water making its way inside the boat. Not exactly the dream crossing… but all part of life at sea.
After finally arriving in W...
New boat, new chapter, and all the nerves that come with it. 🛥️ Stay salty! Get your free LMNT Sample Pack with any purchase at
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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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Merry Christmas and Happy Holidays!
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Wishing you all a Merry Christmas and Happy Holidays from warm Dominican Republic!
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