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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Eastern Caribbean Was NOT What We Expected
Finding Our Isla Sailing

Eastern Caribbean Was NOT What We Expected

This was NOT the Caribbean we expected. Sailing south through the Eastern Caribbean brought us to Guadeloupe—and what we found completely surprised us. After leaving St. Kitts and Nevis and making a quick stop in Montserrat, we sailed Isla into Deshaies, Guadeloupe, ready to get off the boat and e...
Good & Bad News from 2 continents | Together, apart | Extraordinary dolphin moment!!!
The Cruising Kiwis

Good & Bad News from 2 continents | Together, apart | Extraordinary dolphin moment!!!

Caribbean sailing life | Together, apart This week's episode takes us across oceans from the Caribbean Islands to England, as life on and off the boat unfolds in very different ways. While Rob and the boys sail north, along the west coast of Guadeloupe, they are treated to an unforgettable en...
Sailed 160nm to a Caribbean French Island… We Found THIS – Eps 78
Salty Days Adventures

Sailed 160nm to a Caribbean French Island… We Found THIS – Eps 78

This is it… we’re finally outta Sint Maarten 🙌 (and yes—this time we had the original paperwork 😅 if you missed that saga, make sure you watch the end of the last episode…) With wind in the sails and the bow set south, we kick off a 160nm journey towards Terre-de-Haut in the Îles des Saintes - wher...
OUTRUNNING DEADLY HURRICANE ON OUR SAILBOAT! Ep-151
Leading the Escapade

OUTRUNNING DEADLY HURRICANE ON OUR SAILBOAT! Ep-151

Download Yesim - Use our promo code TRAVEL while topping up your balance and receive a 5 EUR bonus! #YesimWorldwide #eSIM Sailing through Guadeloupe, Dominica, and Martinique in the Caribbean, we made a critical decision to outrun a Category 5 hurricane and endure a tropical storm aboard our sa...
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...
We Found the Ultimate Floating Bar Experience in St. Martin! 🏝️🍹 Ep-149
Leading the Escapade

We Found the Ultimate Floating Bar Experience in St. Martin! 🏝️🍹 Ep-149

#sailingadventure #stmartin #boatlife 🌊 After an overnight sail from the BVIs, we’re back in beautiful St. Martin! Kicking off with an indoor shower on our boat (thanks to our new pump!), we hit the beach for some well-deserved relaxation. Next, we move to another stunning anchorage, where we joi...
DIVE INTO GUADELOUPE: THE CARIBBEAN’S EMERALD TREASURE! EP-139
Leading the Escapade

DIVE INTO GUADELOUPE: THE CARIBBEAN’S EMERALD TREASURE! EP-139

Get ready for a wild ride as we explore the Emerald of the Caribbean: Guadeloupe! Join Leading the Escapade on an epic sailing adventure through breathtaking landscapes and pristine waters.
Secrets of #Sailingtheworld on our Catamaran #Guadeloupe #Les-Saintes
Sailing PILAR - Blue Dot Voyages

Secrets of #Sailingtheworld on our Catamaran #Guadeloupe #Les-Saintes

#sailingtheworld #Guadeloupe #Les-saintes Sailing in Guadeloupe, the French butterfly shaped island, must be the best kept secret in the Caribbean. Interestingly, we did not see many Americans here. - it is a missed opportunity! The French island is an absolute joy to explore. And we only cove...
Sailing off shore – Guadeloupe, here we come! MAN OVERBOARD TRAINING
SailOceans

Sailing off shore – Guadeloupe, here we come! MAN OVERBOARD TRAINING

We are finally sailing off shore to Guadeloupe. Today we welcome you to the very North East of Martinique - Caravelle. We anchored there a night before to take a break on our way to Guadeloupe. New adventures, here we come! MAN OVERBOARD TRAINING for those who seek for more "How to sail"...
Sleepless Nights in Guadeloupe [EP 47] | Sailing Millennial Falcon
Sailing Millennial Falcon

Sleepless Nights in Guadeloupe [EP 47] | Sailing Millennial Falcon

We sail from Domenica to Basse Terre in Guadeloupe learning some sailing lessons along the way, after a few sleepless nights, we move on towards Pidgeon Island. About Us Adam and Khiara are making sailing videos and adventures around the world on our 1981 Tayana Vancouver 42. We plan to sail aroun...
WE Sail Guadeloupe
WE|Sail

WE Sail Guadeloupe

Just a few nautical miles north of Dominica is a cluster of French islands called The Saints. WE Sail off to spend a few days roaming around the island of Terre de Haut before sailing up to the mainland of Guadeloupe. We were told by fellow cruisers that you must rent a scooter and explore the Fort ...
Antigua to Guadeloupe – the fishing circus continues! Episode 7
Sailing Parlay Revival

Antigua to Guadeloupe – the fishing circus continues! Episode 7

In this episode the fish start to bite and its an absolute circus. We also get our own fishing line caught in our propellor! Then we explore some rivers and hot springs in Guadeloupe. To support us on Patreon and get a chance to come sailing with us click here! Follow us on instagram for daily up...
ep21 – Sailing Les Saints (Guadeloupe) to Martinique – Hallberg-Rassy 54 Cloudy Bay – April 2018
Sail Cloudy Bay

ep21 – Sailing Les Saints (Guadeloupe) to Martinique – Hallberg-Rassy 54 Cloudy Bay – April 2018

s/v Cloudy Bay (Hallberg-Rassy 54) had another very exciting sailing between islands, going from Les Sains to Martinique. We started very early, at 5am, and we had all sorts of wind strengths, sun, rain, and clouds. Felt like sailing from Caribbean winter to European winter, in just few hours! April...
ep20 – Les Saints (Guadeloupe) – Hallberg-Rassy 54 Cloudy Bay – April 2018
Sail Cloudy Bay

ep20 – Les Saints (Guadeloupe) – Hallberg-Rassy 54 Cloudy Bay – April 2018

s/v Cloudy Bay (Hallberg-Rassy 54) spent 2 days on the small pretty island Terre-de-Haut in Les Saints, Guadeloupe. Fun day on the scooter, exploring all the beaches and the mellow hills. The small town of Le Bourg is very quaint, and we had the most amazing ice-cream there!
The Reality of Living Minimally on a Sailboat in the Caribbean — Sailing Uma [Step 84]
Sailing Uma

The Reality of Living Minimally on a Sailboat in the Caribbean — Sailing Uma [Step 84]

Some might think that living on a sailboat in the caribbean is always fancy and glamorous. The reality is that although great, living minimally on a sailboat is far from luxurious. Although adventurous, this life is hard work. But we love every aspect of it, and every step forward is worth it. In...
7. Where have you cruised aboard your sailboat Buena Vista?  What are some of your favorite places?
DrakeParagon

7. Where have you cruised aboard your sailboat Buena Vista? What are some of your favorite places?

An interview with Astrid and Björn, a German couple sailing all over the world aboard a 39 foot steel sailboat named "Buena Vista"
WeBoating
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