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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Two days at Sea…..Then the storm hit! sailing Croatia to Greece
Sailing Sea Moon

Two days at Sea…..Then the storm hit! sailing Croatia to Greece

After an incredible summer cruising Croatia, it was time for Sea Moon to point south and begin our passage from Dubrovnik, Croatia to Corfu, Greece. Before leaving, we had one last day exploring Dubrovnik, including a walk around those spectacular city walls and a final look at one of Croatia’s mos...
The Raw Reality of Offshore Sailing – Torn Sail, No Fuel & Wild Weather | Day 12
Leading the Escapade

The Raw Reality of Offshore Sailing – Torn Sail, No Fuel & Wild Weather | Day 12

Day 12 of our sail from the USA to South America… and this is where the crossing starts to get rough. After finally reaching stronger winds out in the Caribbean Sea, the conditions quickly deteriorate and our headsail completely shreds offshore. With over 30 knots of wind, building swell, and no fu...
Sailing Into a Storm | Greek Island Adventure to Skyros
Dylan Magaster

Sailing Into a Storm | Greek Island Adventure to Skyros

🌊 Support the Journey: We set sail from a quiet bay on the island of Proso, heading toward Skyros — a place of tiny horses, lobsters, and ancient legend. What began as a calm journey quickly turned into a tense wait-out as a lightning-laden storm rolled in. On a sailboat, thunderstorms aren’t just...
Dropping Anchor in a Lightening Storm⚡️ | Sailing Sunday VLOG 291
Sailing Sunday

Dropping Anchor in a Lightening Storm⚡️ | Sailing Sunday VLOG 291

This week’s video is a raw, unfiltered look at what sailing really looks like when a storm rolls in out of nowhere — and you’re trying to make it to safe harbour with a baby onboard. It's the kind of moment that reminds us why preparation matters… and also why sailing with a baby adds a whole ...
GUADELOUPE JUNGLE HIKES, HOT SPRINGS, & WILD SAILING ADVENTURES! 🌴⛵️💦 Ep-150
Leading the Escapade

GUADELOUPE JUNGLE HIKES, HOT SPRINGS, & WILD SAILING ADVENTURES! 🌴⛵️💦 Ep-150

Go to to get 83% off Private Internet Access with 4 months free! In this episode, we anchor up next to one of the most stunning beaches in Guadeloupe, where we take a jungle hike and let our adventure-loving cats explore the beach! After soaking in the island vibes, we sail to some unique hot spri...
NEAR GALE Sailing Conditions! Our ROUGHEST PASSAGE Yet Sailing Marquesas to Tuamotus
Harbors Unknown

NEAR GALE Sailing Conditions! Our ROUGHEST PASSAGE Yet Sailing Marquesas to Tuamotus

Help us out by giving the video a thumbs up, drop us a comment down below and be sure to subscribe to the channel! NEAR GALE Sailing Conditions! Our ROUGHEST PASSAGE Yet Sailing Marquesas to Tuamotus We’re sailing 400 miles to the Tuamotus, a group of coral atolls in the middle of the Pacific Ocea...
SAILING THE SKETCHY PELOPONNESE & DINGHY RESCUES! EP-43
Leading the Escapade

SAILING THE SKETCHY PELOPONNESE & DINGHY RESCUES! EP-43

Dingy rescues, rough weather sailing, Crossing the notoriously rough Peloponnese peninsular in Greece with its strange weather patterns and switching to Plan B.
DEFINITELY NOT CHAMPAGNE SAILING!!! EP-37
Leading the Escapade

DEFINITELY NOT CHAMPAGNE SAILING!!! EP-37

Sailing from Rhodes to Crete in Greece, planned overnight passages, Rough weather, choppy swell, and tired crew! What a sail!
WE CAN’T SLOW DOWN! BAD Weather and only a sliver of sail | Our Last Sail On Adrenaline Part 3
Tula's Endless Summer

WE CAN’T SLOW DOWN! BAD Weather and only a sliver of sail | Our Last Sail On Adrenaline Part 3

It won't stop raining, it is CRAZY windy, we literally cannot slow down, and it is rough 🤮 But we get through it!! And we have the most amazing welcoming committee upon our return 🥰 This may have been our last big sail on Adrenaline but our adventure is far from over! Do you want your very o...
From FOG to THUNDERSTORMS…What Is With This Weather??!! (MJ Sailing – Ep 130)
MJ Sailing

From FOG to THUNDERSTORMS…What Is With This Weather??!! (MJ Sailing – Ep 130)

Making our way down the coast of Norway we run into a few less than ideal sailing conditions. One day we're stuck in fog that gives us 75 ft of visibility, and the next day we run into a menacing thunderstorm as we approach our anchorage. With all the small outer lying islands and rocks that ...
Dodging Cyclone Debbie – Sailing Nandji, Ep 28
Sailing Nandji – Frothlyfe

Dodging Cyclone Debbie – Sailing Nandji, Ep 28

For more "Exclusive" Sailing Nandji videos, posts and photos, join the 'Sailing Nandji Froth Family'. Click here... In this episode of Sailing Nandji, our work on preparing NAndji for our big voyage is interupted by a little storm called Cyclone Debbie. Luckily we were 1500km ...
DON’T BE A WANCHOR! Living on a sailboat… Ep 42
followtheboat

DON’T BE A WANCHOR! Living on a sailboat… Ep 42

Don't be a wanchor! Move that sailboat! Anchoring close to other boats drives everybody crazy. "How to anchor a sailboat" should be something we all learn before we start living on a sailboat. Every liveaboard sailor has a tale to tell of bad anchoring, and this was just one such tale...
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