Watch Sailing & Boating Adventures Around the World tagged “Living on a sailboat”
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![You won’t Believe what we saw in Remote Island of the Bahamas [E361]](https://i.ytimg.com/vi_webp/zxjF6XlzeGg/mqdefault.webp)
You won’t Believe what we saw in Remote Island of the Bahamas [E361]
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 hones...
I’m the Captain Now — Are We Still Sailing Together? | Ep. 164
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...
Exploring Costa Rica by sailing boat
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. Cheers...
The sail that took us into the Arctic Circle without knowing it – Ep 259
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 no...
SECRET to Safely Docking on a Rocky Ancient Quay
🌿 Upgrade your skin with Captain's Salve: https://www.captainssalve.com 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 eve...![The RAGGED ISLANDS have it all [E360]](https://i.ytimg.com/vi_webp/71umcKcdRoI/mqdefault.webp)
The RAGGED ISLANDS have it all [E360]
The remote islands in the Bahamas are hidden gems. We enjoy all sorts of activities from snorkeling, spearfishing, wing foiling, potlucks, dinghy adventures, pigeon tours and so much more. Hog Cay, Raccoon Cay and Ragged Island are amazing places to cruise...
What goes overboard? Sailing to & checking into Costa Rica
This week we are sailing to check in to Costa Rica it’s a chaotic sail where something goes overboard. Need a ESIM Get a 5% discount with Holafly here https://holafly.sjv.io/nX0EoM To get 20% off Florence Marine https://www.florencemarinex.com/pages/s...
ROBBED! How We Were Targeted by Thieves
We’ve traveled for over a decade without anything like this ever happening… until now. Robbed in Amsterdam. https://www.gonewiththewynns.com ☝Behind the Scenes, Gear Guides & More 📷 Photo & Video Gear 📷 https://www.gonewiththewynns.co...![It all changed so fast… [E359]](https://i.ytimg.com/vi_webp/tNQ2FtNIQRU/mqdefault.webp)
It all changed so fast… [E359]
We've stumbled onto paradise at Hog Cay, from hikes to paddleboarding and epic spearfishing this island has it all. However a short sail over to Ragged Island turns into a very eventful day! Filmed Winter 2025. If you like what you see don't forget to giv...
Living on my Sailboat Changed how I see the World! E163 – This is Where I Live Today!
Living aboard my sailboat has completely transformed my perspective on life! ⛵ In this Episode, I take you on a tour of where I live today and share what it’s like to embrace the sailing lifestyle, live full-time on a sailboat, and explore the world f...
Back in the Water! From Boatwork to Tan Lines — Sailing Life Returns E.162
After weeks in the boatyard, our sailboat is finally back in the water! In this episode, we leave the nonstop boatwork behind and return to real cruising life—sunshine, tan lines, and the freedom of sailing again. Join us as we relaunch, test everything ...
Sohamo M3 Fat Tire Ebike | SailAway Reviews
An all-around workhorse of an off-road fat tire e-bike! Enjoy!! Thanks for watching SailAway, the travel documentary of an adventurous sailing couple, kid and dog, sailing the world! [JOIN OUR CREW] Appreciate our videos? Then join our crew as a Patr...
TST Carrier E-bike | SailAway Reviews
The SUV of ebikes! Enjoy!! Thanks for watching SailAway, the travel documentary of an adventurous sailing couple, kid and dog, sailing the world! [JOIN OUR CREW] Appreciate our videos? Then join our crew as a Patreon Patron and get FREE SailAway GEAR...![Fun times at Double-Breasted Cay and Buenavista [E358]](https://i.ytimg.com/vi_webp/68dIemFVKL4/mqdefault.webp)
Fun times at Double-Breasted Cay and Buenavista [E358]
When two girls meet up it's adventure time. After a rough night and morning at Water Cay, we sail South with dolphins to Buenavista in the Ragged Islands. There we find yet another paradise for snorkeling, spearfishing and wing boarding. We reunite with a ...
We Won A $2M Boat At Auction
We bought an Explorer Yacht on AUCTION! Go to https://surfshark.com/wynns or use code WYNNS at checkout to get 4 extra months of Surfshark VPN! https://www.gonewiththewynns.com ☝Behind the Scenes, Gear Guides & More 📷 Photo & Video Gear 📷...
When Your Sailing Plans and Budget Corrode in front of You – E.161 – Sailing SV CUBA
Our safety, sailing plans, budget and nerves are crumbling in this episode, but you gotta suck it up and keep smiling, with the hope that things will get better.
What Happens If You Drop Anchor in the Wrong Spot?
Get Captain's Salve: https://www.captainssalve.com A routine sailing trip quickly became a challenge when swim bouys were laid directly in front of the boat, tangling the anchor rope. This video captures the intricate process of trying to retrieve the anch...
![Hammerheads and Tiger Sharks [E357]](https://i.ytimg.com/vi_webp/azUv8g-aOFM/mqdefault.webp)
Hammerheads and Tiger Sharks [E357]
A fascinating array of sea life, including hammerheads, tiger sharks, and numerous fish, was not what we expected in the Jumentos Islands. There are also ocean holes and stunning beaches, which are great for kids to play on and offer perfect conditions for...
We Sold Our Boat After 7 Years in Our Tiny Home on Water | Sailing Sunday Vlog 300
Seven years aboard our Tiny Home on Water sailing 45,000+ nautical miles, in five minutes, It was Sold!!! That’s how long it took for a subscriber to buy our floating home after we advertised "Sunday" For Sale! BUT, Today it’s official! the survey, sea...
New Boat, Baja 1000 & Sailing Antarctica!
BIG Adventures Ahead! Shop Beam’s Black Friday Sale! Get up to 50% off with my link: https://shopbeam.com/WYNNS (limited time only!). No code needed - discount will auto apply at checkout! Sailing Antarctica! More about Captain Cathrine and our Expediti...![Sailing to REMOTE Jumentos Islands [E356]](https://i.ytimg.com/vi_webp/mhcx238OOQ8/mqdefault.webp)
Sailing to REMOTE Jumentos Islands [E356]
We escape the hustle and bustle of Georgetown and make a run to Long Island. Hiding from 30+ knots winds in Thompson Bay makes it the perfect place to reunite with some friends. Soon after we finally cross to the remote islands of the Jumentos. A few minut...
E355 Happiness is best when shared in the BAHAMAS
Trying to tell someone how we live full-time on a sailboat and what it feels like is nearly impossible. The best solution is to share it. And we couldn't be luckier because we just get to do this with Alex's brother, nephew and niece. We give them the real...
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