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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Final Sail of the Season to Guaymas, Mexico | Sailing Avocet
Sailing Avocet

Final Sail of the Season to Guaymas, Mexico | Sailing Avocet

The time finally came to raise and lower our sails for the final time of the season. We had made so many amazing memories in 2024, and will carry them with us forever. Don't worry, this isn't where the story ends. We have a lot more in store for you all! So stay tuned! Don't miss ou...
La Cruz Days Mexico: Big Sierra, Beach Camping & One Last Wild Party | Sailing Avocet
Sailing Avocet

La Cruz Days Mexico: Big Sierra, Beach Camping & One Last Wild Party | Sailing Avocet

Our friend Kris (@big.sierra-i1f) made the journey south to Mexico to join us for the final La Cruz Days party—and what started as a music-filled farewell quickly turned into an impromptu camping adventure in Chacala. From beach sunsets and cold beers to late-night jams and dusty roads, this trip pe...
Yelapa | Sailing Avocet
Sailing Avocet

Yelapa | Sailing Avocet

Chris's mom comes to visit us in Banderas Bay, so we share with her why we love La Cruz so much before acting off for the seaside village of Yelapa. A quick trip, but one that will be remembered. Don't miss out on upcoming sailing adventures, DIY stories, and equipment reviews! Hit the t...
Living the Dream in Greece: Crystal Water, Beaches & Pure Freedom • S5Ep5
Sailing Holly Blue

Living the Dream in Greece: Crystal Water, Beaches & Pure Freedom • S5Ep5

Welcome back to Greece! In today’s sailing episode, we sail into what might be the most beautiful hidden anchorage we’ve ever found — tucked inside the north side of Kalamos Island. Crystal-clear shallows, empty beaches, wake-surf sessions, underwater dreamscapes… and even a hike to a medieval castl...
I Came Home… and He Was Gone | Sailing Avocet
Sailing Avocet

I Came Home… and He Was Gone | Sailing Avocet

Marissa left for California to get some work and snowboarding in, then returned home to a boat without Chris! @KesselUnderway sailed away to La Cruz, leaving Marissa alone aboard for a week where she quickly realized she is bad at being alone, and even worse at learning to love the isolation of the ...
Sailing Liberty- Emergency Thru-Hull Repair in the Water/ Saving BENETEAU from Sinking
Sailing Liberty

Sailing Liberty- Emergency Thru-Hull Repair in the Water/ Saving BENETEAU from Sinking

Fundraiser for new computer: Instagram Facebook Page Sailing Liberty Wish List: SUPPORT US ON PAYPAL: [email protected] Amazon affiliate link to organic coffee:
Sailing Liberty- Helen’s First Ever Dive & Cleaning Sailboat Hull in the Water
Sailing Liberty

Sailing Liberty- Helen’s First Ever Dive & Cleaning Sailboat Hull in the Water

Fundraiser for new computer: Sailing Liberty Wish List: SUPPORT US ON PAYPAL: [email protected]
Sailing Liberty- Life Update… Are We Sailing Towards BAHAMAS?
Sailing Liberty
Sailing Liberty- I am Sailing Away in Florida Keys on Beneteau 50
Sailing Liberty

Sailing Liberty- I am Sailing Away in Florida Keys on Beneteau 50

Help Helen to get refurbished editing computer to get the shows coming faster. Sailing Liberty Wish List: SUPPORT US ON PAYPAL: [email protected]
BOYS AND THEIR TOYS…lets RACE!  Sailing Kastos • S5:EP2
Sailing Holly Blue

BOYS AND THEIR TOYS…lets RACE! Sailing Kastos • S5:EP2

Boat life takes a new plunge in this sailing episode, as we show you in "SUBLUE Style" the underwater ocean world of Kastos. Also there's a race between Ross (on the Grand G340N) and Laura on her paddle board! Who do you think will win?? If thats not entertaining enough, "Ronnie ...
Sailing Liberty- Becoming a Self-Sufficient Bluewater Sailboat
Sailing Liberty

Sailing Liberty- Becoming a Self-Sufficient Bluewater Sailboat

Instagram Facebook Page E-commerce link-Coffee Cups and T-Shirt Store: Drop shipping direct to you! Sailing Liberty Fans Only Wish List: SUPPORT US ON PAYPAL: [email protected]
Sailing Liberty- Discovering Sunken Shipwreck/ Mariners Helping Mariners
Sailing Liberty

Sailing Liberty- Discovering Sunken Shipwreck/ Mariners Helping Mariners

Instagram Facebook Page Yacht Rigger: [email protected] E-commerce link-Coffee Cups and T-Shirt Store: Drop shipping direct to you! Sailing Liberty Fans Only Wish List: SUPPORT US ON PAYPAL: [email protected]
Sailing Liberty- Diving for Damaged Sailboat Hull After the Crash
Sailing Liberty

Sailing Liberty- Diving for Damaged Sailboat Hull After the Crash

Instagram Facebook Page E-commerce link-Coffee Cups and T-Shirt Store: Drop shipping direct to you! Sailing Liberty Fans Only Wish List: SUPPORT US ON PAYPAL: [email protected] Music: Pirates Out For Blood by Miguel Johnson @migueljohnsonmjmusic Music provided by Free Music...
HAVE YOU EVER HEARD OF TOBAGO CAYS? SAILING THE CARIBBEAN’S HIDDEN GEM! EP-161
Leading the Escapade

HAVE YOU EVER HEARD OF TOBAGO CAYS? SAILING THE CARIBBEAN’S HIDDEN GEM! EP-161

Sailing Carriacou to Sandy Island, Union Island, and Tobago Cays Marine Park – Join us as we explore stunning Caribbean waters, spot turtles, stingrays, and eagle rays, snorkel vibrant reefs, and enjoy a massive lobster BBQ on the beach with friends! Watch us sail, dive, and cook up a feast in parad...
Sailing Liberty- In Danger of Sinking… on the Verge of Departure- Old Equipment Gone Bad
Sailing Liberty

Sailing Liberty- In Danger of Sinking… on the Verge of Departure- Old Equipment Gone Bad

Instagram Facebook Page E-commerce link-Coffee Cups and T-Shirt Store: Drop shipping direct to you! Sailing Liberty Fans Only Wish List: SUPPORT US ON PAYPAL: [email protected]
Sailing Liberty- When Will We Sail Away?
Sailing Liberty

Sailing Liberty- When Will We Sail Away?

Instagram Facebook Page E-commerce link-Coffee Cups and T-Shirt Store: Drop shipping direct to you! Sailing Liberty Wish List: SUPPORT US ON PAYPAL: [email protected]
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...
SAILORS PARADISE : WE GET THE VIRGIN GORDA BATHS ALL TO OURSELVES!
Leading the Escapade

SAILORS PARADISE : WE GET THE VIRGIN GORDA BATHS ALL TO OURSELVES!

Join us as we sail through the stunning British Virgin Islands! 🌊 Our adventure takes a twist as our peaceful, crystal-clear anchorage transforms into a scene reminiscent of the Amazon River! 🛥️ We fire up the grill for a boat BBQ with fellow cruisers, creating unforgettable memories on the water. ...
RACE CHAOS: Man Overboard in the Heat of Competition!! EP-146
Leading the Escapade

RACE CHAOS: Man Overboard in the Heat of Competition!! EP-146

Sailing the British Virgin Islands in Leg 2 and Leg 3 of the Chasing Bubbles Regatta was an unforgettable adventure! From broaching and nearly shredding our sail in a sudden squall to Jason falling overboard, this week had it all. We capped off the chaos with an epic after-party at Willy T's an...
Sailing Liberty- Sailors React to Hurricane / Free Starlink
Sailing Liberty

Sailing Liberty- Sailors React to Hurricane / Free Starlink

Instagram Facebook Page E-commerce link-Coffee Cups and T-Shirt Store: Drop shipping direct to you! Sailing Liberty Wish List: SUPPORT US ON PAYPAL: [email protected] Music: The Buccaneer's Haul by Shane Ivers Pirates Out For Blood by Miguel Johnson @migueljohnsonmjmus...
DANGLING AT THE TOP OF OUR SAILBOAT’S MAST! EP-144
Leading the Escapade

DANGLING AT THE TOP OF OUR SAILBOAT’S MAST! EP-144

SAILING ST MARTIN, EXPENSIVE BOAT PARTS AND DESPERATELY TRYING TO FIX OUR BROKEN GENERATOR & SHOWER DRAIN PUMP AFTER LIVING LIKE WE'RE CAMPING ON OUR BOAT, SAILING OUT OF CRUISERS PARADISE HOPING THIS TIME WE WON'T RUN AGROUND, FINDING THE CLEAREST WATER IN THE CARIBBEAN YET, FINALLY C...
PARADISE FOUND: SCUBA DIVING AND SUNBATHING ON A TROPICAL BEACH IN GUADELOUPE! 🌴🐠
Leading the Escapade

PARADISE FOUND: SCUBA DIVING AND SUNBATHING ON A TROPICAL BEACH IN GUADELOUPE! 🌴🐠

Immerse yourself in the beauty of Guadeloupe, where you can indulge in thrilling scuba diving experiences and bask in the warmth of its captivating tropical beaches.
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.
BOAT LIFE – WHY YOU SHOULDN’T SKIP DOMINICA! EP-138
Leading the Escapade

BOAT LIFE – WHY YOU SHOULDN’T SKIP DOMINICA! EP-138

Embark on an unforgettable sailing adventure in Dominica with Leading the Escapade. Don't miss out on this nature-rich Caribbean gem! Discover the breathtaking attractions, from waterfalls to hot springs, and enjoy local cuisine while experiencing the island's laid-back atmosphere.
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