Watch Sailing & Boating Adventures Around the World

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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Antigua Xtreme circumnavigation ADVENTURE!
Sail Stillwater

Antigua Xtreme circumnavigation ADVENTURE!

In this episode, Jillian and Brian embark on an extreme circumnavigation of Antigua, exploring the island's stunning beaches, snorkeling spots, and cultural landmarks. They share their experiences from arrival to the highlights of their sailing adventure, including delicious local cuisine and t...
Ep.263 Jetskiing Action ⚡Sailing Grand Cayman
SAILING into FREEDOM

Ep.263 Jetskiing Action ⚡Sailing Grand Cayman

In this episode we hang out with @Barefoot Sail & Dive who invited us along for a spin on the Jetski. Margarida pulverises parts of me and throws me off 3 times. We also visit a nice beach where there are heaps of starfish. Enjoy! Give it a thumbs up if you liked this episode! Get your Sai...
Ep.261 A close affair with Stingrays and Margarida gets bitten – Sailing Grand Cayman
SAILING into FREEDOM

Ep.261 A close affair with Stingrays and Margarida gets bitten – Sailing Grand Cayman

In this weeks episode Margarida gets something big on the line and starts winding in, did we get Christmas dinner!? Also my friend Doug is crewing on a HH55 Catamaran so we go visit him and give it a bit of a review. Whatever anyone can say, it is one fancy catamaran and very expensive. We couldn&#...
This Stingray is REALLY into Me | Sailing Grand Cayman | S03E50
Sailing Project Atticus

This Stingray is REALLY into Me | Sailing Grand Cayman | S03E50

We experience culture shock when we arrive in Grand Cayman after having spent a month sailing and exploring remote Cuba. Jordan busts his head open and Desiree uses our emergency medical kit to stitch him up. We stock up on provisions and take a day off to snorkel with stingrays! Did you like this...
Sailing PILAR experiences Grand Cayman StingRay City | EP23
Sailing PILAR - Blue Dot Voyages

Sailing PILAR experiences Grand Cayman StingRay City | EP23

While in Grand Cayman in March 2019, we enjoyed an hour with the friendly Stingrays! Locals refer to them as "puppies", and as you will see in the video, it's easy to see why. Feeding them squid or fish is the easy way to attract them. And when the food is gone, they are gone....
Stingray City On Cayman Island – UNTIE THE LINES II #54
WhiteSpotPirates

Stingray City On Cayman Island – UNTIE THE LINES II #54

Playing tourist in Cayman, swimming with stingrays, playing underwater hockey and eating jerk chicken. Wow, people are really social here on the island, there is something happening every day! Oh, and had to sail Karl with no engine from George Town to a friend's private dock because Karl'...
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