Watch Sailing & Boating Adventures Around the World – Page 13 of 47
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.
In Season 3, Episode 24: Our First Sailing Race, we take on a new kind of sailing adventure—our very first sailboat race! As a sailing couple ready to retire, we’ve faced boat projects, storms, and setbacks, but nothing quite like the intensity and excitement of racing. We start the episode with a q...
We’re finally back at sea! After months on land, we’re setting sail from Georgia and making our way to the Bahamas — this time as a family of four. With our 7-month-old baby and dog onboard, we navigate a mix of the Intracoastal Waterway and offshore passages, adapting our route with the weather as ...
In the still of the night, we're jolted awake by a loud crash—our boat has been struck by a local fishing vessel.
What follows is a chaotic and surreal exchange of words in English and Italian before the other boat speeds off into the darkness, leaving us stunned and assessing the damage.
Shak...
Living Off-Grid Dawn Hunters Style on sailing catamaran!
📺 THIS IS DAWN HUNTERS SEASON #4 EPISODE 12 ➡️ S4E12
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We're BACK on the Boat and sailing to the Bahamas in this weeks latest sailing vlog! 🌊⛵
After months of road-tripping across America and tackling life on land, we’ve finally made the big move back sailing on the water on our boat SV Sunday.
This week we said goodbye (for now) to our 5th whee...
🌊 Join us on an unforgettable journey through the stunning landscapes of Taormina and the Messina Strait! In this episode, we explore the charming town of Taormina, bustling with tourists and packed with delightful surprises. From its breathtaking views to its rich history, this picturesque destinat...
More Sailing Adventures in the BVIs:
Please forgive us if the dates are a bit disjointed. We were using 3x Apple iPhone 14 Pro phones and 5x GoPro action cameras (luckily no drone footage added to the mix), and this meant that this episode is the cleanup of our BVI stint.
But to be honest, althoug...
Welcome back to WE|Sail...
Life threw us a curveball that we weren't expecting. In this episode, we're sharing the real, unfiltered story of how we're navigating this challenge - from the initial diagnosis to the decision to have surgery at Steamboat Orthopedics.
While I'm de...
Join us on Sailing into the Mystic as we welcome our very first overnight guest aboard our sailboat! In this episode, we also tackle one of the most common sailing couple challenges: finding the perfect dinghy. Tired of leaks and repairs on our old inflatable, we upgrade to a sturdy aluminum dinghy,...
We are in Syracuse but there’s a mission behind this visit—we’re on the hunt for the final parts we need for our new water-maker but we do get time to once again be charmed by Ortigia’s narrow streets and vibrant atmosphere. With a large swell forecast to hit the harbour, we move quickly and take s...
Living Off-Grid Dawn Hunters Style on sailing catamaran!
📺 THIS IS DAWN HUNTERS SEASON #4 EPISODE 11 ➡️ S4E11
⛵WANT TO KEEP VIDEOS COMING? SUPPORT OUR PRODUCTION HERE:
If you’d like to help with this production please consider supporting us on Patreon. (SUPPORT TIERS GO AS LOW AS $5 PER MONTHS)...
We’re back on the water for another Autumn sailing adventure in Sweden, and this one starts like a postcard — sunshine, t-shirts, and a gentle breeze perfect for flying our Furlstrom sail. We're cruising through the Stockholm archipelago alongside our Aussie friends aboard Willow — two Boréal e...
We start a new sailing chapter, it is no longer just about boat life and sailing adventures, remote anchorages, off grid living, and travelling the oceans to new distant shores. Our story of sailing around the world might just take a turn. Now she must also find the TREASURE.
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Our sailing life just took an unexpected turn that NO ONE saw coming! After months of non-stop travel through New Zealand and hosting back-to-back charter weeks in the Caribbean, we were finally returning to VA for some much-needed boat projects. But then disaster struck ...
We’re back on the boat, it feels great! — and this time we’ve got company!
Our Aussie friends aboard Willow II, a gorgeous Boreal 44, join us for a relaxed and scenic sailing through the Stockholm Archipelago.
We visit a quiet Sandhamn (way calmer than the summer chaos!), raise our Furlstrom sai...
In this episode, we say goodbye to Malta, knowing it will be a while before we return, and set our course for Syracuse, Sicily. With more wind than forecast, the passage proves challenging but exhilarating, pushing both Helios and her crew to perform.
After a night at anchor in Portopalo, we contin...
Welcome back to WE|Sail.... where we start sailing again!!!!
This week we transition back to the boatlife. Our time has come to an end with the Vanlife tour around New Zealand and it's time for us to get to work on Va, but first we have to switch gears again and get ready for our patreon Saili...
I swapped my land life for a full time sailing adventure on the ocean. Every day is a new adventure. Come sail with me! 🦈🌊🏝️ #boatlife #sailing #adventure #offgridliving
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In this episode we tell the heart breaking story that we have alluded to a few times before; the story behind the name of our boat and why this is such an important quest of ours to get out there and fulfill our dreams of sailing full time. If this video reaches and speaks to just one person out th...
After two seasons of Mediterranean cruising, we’ve come to know Malta well. This visit feels more like a pit stop than a sightseeing adventure, as we gather supplies, collect parcels, and prepare for the next leg of our journey. But even a functional stop in Malta has its perks – our timing couldn’t...
🎉 EPISODE 300 CELEBRATION! 🎉 Welcome back to WE|SAIL and our 300th EPISODE!!!! It's a little surreal that we have been adventuring and sailing for almost 7 years now and sharing with you the adventures in 300 episodes.
To mark this incredible milestone, we're jumping off of New Zealand...
In this episode we take a detour from our usual sailing adventures and projects to share a deeply personal moment in our retirement journey. Our future retirement home in the Sea of Cortez was hit hard by Hurricane Hilary, leaving us devastated. Torrential rains triggered mudslides from the surround...
After spending two incredible winters in Monastir, Tunisia, it’s time to set sail once again! In this video, we take you through the essential preparations for leaving port, getting our boat ready for the Mediterranean voyage to Malta, and reflect on the bittersweet feeling of departing a place that...
It's a dirty situation—literally, the vibe is off, and she’s just not feeling it. In this Sailing Episode we show what life really looks like behind the dreamy sunset shots. Subscribe for weekly sailing life—raw, real, and unfiltered.
#boatlife
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