Watch Sailing & Boating Adventures Around the World – Page 10 of 35
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.
Please Follow Taylor- @TaylorsTravels !!! The hardest thing about this lifestyle is finding new and creative ways to integrate as many "That's What She Said Jokes" as Possible ... J/K it's really saying "Until we meet again" to all the incredible people we share our...
The only things between us and our destination is a stretch of uncharted shallow waters. Can we use our drone to see the shallow spots? Get 60% OFF your first 4-bottle box at ! Bright Cellars is the monthly wine club that matches you with wine that you’ll love. Get started by taking the taste pa...
Christmas Deal! Go to to get a 2-year plan plus 1 additional month with a huge discount! ALL PROCEEDS for promotion go directly into SIERRA's 529 EDUCATION FUND! The horizon stretches out with only the occasional island mangrove and coral reef breaking up the endless blue. We're in a pla...
In this feel-good episode we show why we're falling in love with Bocas Delos Toro! Please support our sponsor by visiting for an incredible deal on these amazing knives! We decide to set out on a rainy dinghy explore mission and come across a spectacular speck of land miles off the coast. ...
The ability to change our backyard is something we absolutely love about the cruising life. In the still heat of the morning we wake up to the paradise that is our new backyard. The conditions are perfect so we decide water sports are in order and the entire crew hits the water for a wakeboard sess...
You've spent one week at sea with nothing but blue all around you. A speck of green appears over the horizon. Then the smell of land hits you in the face. Suddenly you are surrounded by green jungle. It's exciting and an assault on your senses all at the same time. So what's the ...
Sailing brings people together in the most wonderful ways, and can help you to live in the NOW! After a week and nearly 1,100 nm sailed the crew is in the zone. We've fallen into a healthy cycle of sleep, eat, watch, and repeat. We've shared stories and intimate moments, laughs and meal...
Go to to get a 2-year plan plus 1 additional month with a huge discount as a BlackFriday deal! A huge thanks to this video's sponsor NordVPN. ALL PROCEEDS go directly into SIERRA's EDUCATION FUND! We’ve been at sea for the better part of a week. The days, nights, and miles under the k...
Prepare to be boarded! What if the worst nightmare suddenly became a reality? How would you react if you were boarded? It's day 5 at sea and we're approaching a critical point in our passage. Our mission thus far is to make as much progress to the East as possible. There are two reason...
Imagine jumping into a 12,000 foot deep pool... Only you are in the middle of an ocean and being towed under sail! The conditions are absolutely perfect and Delos is a few hundred miles off shore just drifting along in light winds and calm seas. We decide to show the crew a PERFECT DAY AT SEA :) ...
WooHoo we're sailing to Panama! Kiril did an absolutely bang-up job editing this 6 part series for us. We'll be releasing the videos over the next few weeks. Hope you enjoy and have a fantastic weekend :). XXOO- Brian, Kazza, Baby Nugs, Taylor, Jade, and JaeCee
Immigration. Check! Fu...
Welcome aboard Jade and JaeCee!!! If you’re ready for ear to ear smiles this episode is for you :) Our crew for Panama is finally complete. It’s really one of those full-circle stories that will make you smile. We met Jade and JaeCee in the Florida Keys. It turns out that Jade and her Dad watched...
No Friday video today but..... Join us this Sunday Oct 3rd @ 3PM US EST for a YouTube Premiere of our Passage to Panama series which is shaping up to be a killer 6 episodes :) We'll be online watching with everyone together, commenting, answering questions, and generally not taking ourselves t...
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When the top of your to-do list involves finishing a fresh batch of moonshine life is pretty good right? Well…. Just when I think I’m on top of my game Delos throws a...
Our moonshine process onboard start to finish! Kazza requests vodka, and Taylor @TaylorsTravels wants to learn so we whip up a batch from scratch. After a few weeks in Mexico we find ourselves pinned down, tied to a dock, and waiting for weather for our passage to Panama. We make the most of our...
I genuinely thought the day would never come, but here we are! If you are in the market for a 50-year-old Swedish sailboat that's ready for the adventure of a lifetime let us know, Penelope is in Bermuda and waiting for her next owners. And if you seriously are considering send us an email at w...
Go to to get a 2-year plan plus 4 additional months with a huge discount! In this episode we dive under the Yucatan Jungle, into a dream world filled with magic, fossils, and clouds of acid. Cenote diving in Mexico’s Yucatan peninsula can best be described as blurring the lines between fantasy an...
Crossing the Atlantic Ocean was an adventure we had been talking about ever since we bought Penelope back in February of 2020. Ocean sailing, on the other hand, has been on our minds for far longer. We'd spend nights talking about sailing into the unknown... asking ourselves how we would deal w...
We see a lot of strange things underwater, but this has to be the strangest! We heard a rumor of bizarre objects about 1 mile offshore from Isla Mujeres. With some possible GPS coordinates in hand we decide to spend the morning searching. Imagine swimming along and finding a sunken car, then a bun...
EP 188: We anchored in front of this EXCLUSIVE ISLAND | $130,000 a night 😲
It's time to make our way back to Clarke's Court where we anchored for a while when we got to Grenada. Why are we moving that side and not a new area? Well we need to get hauled out to do some maintenance after ou...
A random encounter takes us on a road trip across the Yucatan Peninsula of Mexico! Coming back from drinking margaritas we find a local boat tied up next to our dock in Isla Mujeres. Her skipper was named Susan, and she randomly offered to take us on a road trip of her favorite sites. We find som...
EP 187: The BEST shower we've TAKEN 🚿 | Travel the Caribbean
We headed off on an off roading adventure with our friends Andrea and Alejo from the Youtube Channel Living Hakuna (Go give them a follow) It ended up being a very slippery and muddy ride with a lot of laughter in between. We showe...
We make landfall in Mexico only to be immediately quarantined onboard. Kazza discovers a long forgotten alcohol stash in the bilge and we devise a plan to remedy the situation before customs arrives on Monday! We raise Taylor's Canadian crew flag, and spend our time drinking Margaritas and P...
Days like this make me wonder... Will I pinch myself and wake up from a dream? Powering through the seas 150 NM offshore we experience one of those days we wish would never end. We decide the conditions are ideal for some mid-ocean spinnaker action. We drag the huge sail out of the bow locker, dro...
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