Watch Sailing & Boating Adventures Around the World – Page 5 of 26

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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Alone in Untouched Paradise | Sailing to Remote Cays – Ep. 235
Sailing Zephyr

Alone in Untouched Paradise | Sailing to Remote Cays – Ep. 235

Join Sailing Zephyr on their incredible journey sailing to remote cays in search of untouched paradise. Explore with them the challenges and rewards found in the islands of Allen's Pensacola, all while embracing the serene and beautiful side of island life.
6 DAYS ALONE AT SEA – SAILING THE ATLANTIC OCEAN! EP-128
Leading the Escapade

6 DAYS ALONE AT SEA – SAILING THE ATLANTIC OCEAN! EP-128

CAPE VERDE BOUND, SAILING FROM THE CANARY ISLANDS IN THE ATLANTIC OCEAN, CATCHING OUR FIRST MAHI MAHI AND COOKING UP A DELICIOUS FEAST, INCREDIBLE DOLPHIN ENCOUNTERS, FEELING YOUNG WILD AND FREE SAILING NUDE ALONE IN THE VAST OCEAN, SPINNAKER TROUBLES, A NEAR MISS WITH A SAILBOAT IN THE MIDDLE OF TH...
We are the Captains Now: Taking Control of Sailing Duties – Ep. 234
Sailing Zephyr

We are the Captains Now: Taking Control of Sailing Duties – Ep. 234

In this episode, we embark on an overnight sail from Great Harbour to Grand Bahama after restocking and provision, only to discover an uncharted paradise - an abandoned development with no other visitors in sight! Our next stops include visiting my brother at a Sailing Club and checking out the Cora...
PARTYING, PROVISIONING, AND PARADISE: SAILING THE CANARY ISLANDS! Ep-126
Leading the Escapade

PARTYING, PROVISIONING, AND PARADISE: SAILING THE CANARY ISLANDS! Ep-126

Join Leading the Escapade as they embark on an unforgettable adventure sailing through the beautiful Canary Islands. Experience thrilling stories, stunning visuals, and discover hidden gems along the way in this breathtaking voyage.
Sailboat Surrounded by Sperm Whales in the Bahamas – Ep. 233
Sailing Zephyr

Sailboat Surrounded by Sperm Whales in the Bahamas – Ep. 233

Join us on our thrilling sailing adventure from Little Harbour to Grand Bahama Island, where we embark on an unforgettable journey to pick up my brother. Witness the excitement as we set sail, battling through challenging Atlantic swells before encountering the majestic sight of sperm whales in the ...
ATLANTIC OCEAN SAILING – ISLAND HOPPING THE CANARY ISLANDS! EP-126
Leading the Escapade

ATLANTIC OCEAN SAILING – ISLAND HOPPING THE CANARY ISLANDS! EP-126

SAILING THE CANARY ISLANDS, EXPLORING LA GRACIOSA, HIKING A VOLCANO, SAILING LANZAROTE AND FUERTEVENTURA, ROLLING ANCHORAGES AND BOATS DRAGGING ANCHOR, SAILING WITH DOLPHINS ON THE BOW AND ARRIVING IN LAS PALMAS, GRAN CANARIA! LOVE OUR CONTENT?? Here are the many ways you can support us! ❤️️ Suppo...
Bracing for Impact: Battling 45 Knot Winds – Ep. 232
Sailing Zephyr

Bracing for Impact: Battling 45 Knot Winds – Ep. 232

In this video, join us as we tackle the crucial task of securing our boat, Zephyr, for an impending storm with the help of our trusted dockmaster, Avery. From setting up lines to preparing for high winds, we’ll walk you through the essential steps to ensure your vessel stays safe during severe weath...
EMBARKING ON THE EPIC JOURNEY, SAILING ACROSS THE ATLANTIC OCEAN! EP-125
Leading the Escapade

EMBARKING ON THE EPIC JOURNEY, SAILING ACROSS THE ATLANTIC OCEAN! EP-125

Saying goodbye to The Mediterranean Sea as we set sail on the first leg of the Atlantic crossing from Gibraltar to The Canary Islands! We conquer the treacherous Gibraltar Strait with crazy tidal currents, Orca's who attack the rudders of sailboats and huge container, ships creating bottleneck ...
WEATHER in the BAHAMAS is MESSED UP this Season – Ep. 231
Sailing Zephyr

WEATHER in the BAHAMAS is MESSED UP this Season – Ep. 231

Join us on an exhilarating journey through the stunning Abacos islands as we navigate the unpredictable winds and tranquil anchorages. Experience the thrill of sailing one moment, only to be met with calm seas the next. We'll take you to one of the most breathtaking anchorages at Lynyard Cay, w...
SAILING PLANS – WE’RE NOT ON THE SAME PAGE!! EP-124
Leading the Escapade

SAILING PLANS – WE’RE NOT ON THE SAME PAGE!! EP-124

Let our sponsor BetterHelp connect you to a therapist who can support you - all from the comfort of your own home. Visit and enjoy a special discount on your first month. Join us as we sail from Port Denia to Almerimar, arriving just before some strong wind! We begin our Atlantic Crossing prepara...
SAILING Our BENETEAU Past its LIMITS…Fastest Sail on Zephyr – Ep. 230
Sailing Zephyr

SAILING Our BENETEAU Past its LIMITS…Fastest Sail on Zephyr – Ep. 230

Embark on an exhilarating sailing adventure with us as we push Zephyr beyond her limits, surpassing our hull speed in an adrenaline-fueled journey. Join us as we sail to a breathtaking anchorage, where pristine beaches beckon for leisurely walks with our furry companions. Witness the camaraderie as ...
Sailing Towards the Best Cruiser Beach in the Abacos – Ep. 229
Sailing Zephyr

Sailing Towards the Best Cruiser Beach in the Abacos – Ep. 229

Join us aboard our sailboat as we embark on an unforgettable journey through the stunning Abacos! In this video, we kick off our adventure at Tahiti Beach, where we explore the famous swing nestled in the middle of the sand bank during low tide. After a serene night under the stars, we set sail for ...
Land Ahoy! After a 2,000 mile ocean crossing, welcome to Trinidad  |   Ep110
Sailing Fair Isle

Land Ahoy! After a 2,000 mile ocean crossing, welcome to Trinidad | Ep110

The final part of our Atlantic crossing wasn't straight forward. Trinidad is a big island and the anchorages are on the Western side, sheltered from the Atlantic swell. So once you sight land you still have a full day (or night in our case) of sailing to navigate the oil rigs, shipping and tida...
No Engine, No Worries| Time To Sail Off Our Anchor – Ep. 228
Sailing Zephyr

No Engine, No Worries| Time To Sail Off Our Anchor – Ep. 228

Join us on our thrilling journey through the crystal-clear waters of the Bahamas as we set sail on our adventure-packed vlog. Follow along as we explore breathtaking landscapes and encounter unexpected challenges. When our boat's engine refuses to start, we're faced with a daunting predica...
Crossing the Atlantic: A white knuckle roller coaster ride…
Sailing Fair Isle

Crossing the Atlantic: A white knuckle roller coaster ride…

We set sail from Cape Verde to Trinidad and have a good following wind but very lumpy seas. And it stays that way for the first 13 days! It's like living in a tumble dryer. Even the simplest tasks take a degree of energy we don't always have. But we are moving faster than we ever thought p...
Surviving a Terrifying Anchor Drag at 2 AM: Battling 35 Knot Winds – Ep. 226
Sailing Zephyr

Surviving a Terrifying Anchor Drag at 2 AM: Battling 35 Knot Winds – Ep. 226

Experience the adrenaline rush as we confront the nightmare of anchor dragging at 2 AM amidst 35 knot winds. Our video recounts the scariest ordeal ever encountered, revealing how we navigated through the chaos with resilience and quick thinking. Gain valuable insights into handling anchor dragging ...
Close Call at ANCHOR: Sailboat BREAKS Free & Narrowly Avoids Collisions with Two Others! – Ep. 224
Sailing Zephyr

Close Call at ANCHOR: Sailboat BREAKS Free & Narrowly Avoids Collisions with Two Others! – Ep. 224

The tension builds as we recount the moments when disaster seemed inevitable. Share in the relief as a sailboat narrowly avoids collisions with Two other sailboats and a bridge. Anchoring during a storm required good anchor chain and the right anchor to protect you from breaking free. We then sa...
Facing Nature’s Fury: Battening Down the Hatches as Storm Approaches on Our Sailboat – Ep. 223
Sailing Zephyr

Facing Nature’s Fury: Battening Down the Hatches as Storm Approaches on Our Sailboat – Ep. 223

Embark on this weeks adventure as we motor along the Intracoastal Waterway on the East Coast of the USA. Join our journey from Daytona Beach to Titusville, anticipating a peaceful motoring experience that takes an unexpected turn into an epic day of sailing. Feel the excitement as our sailboat leans...
Digger Rescue Mission for Stranded Sailboat – Ep. 222
Sailing Zephyr

Digger Rescue Mission for Stranded Sailboat – Ep. 222

Join us as we navigate the unpredictable waters and encounter unexpected challenges. In this gripping episode, witness the heart-stopping moment when our sailboat, against the odds, gets stuck on a stubborn sandbar. The tension builds as we grapple with engine troubles, adding a layer of suspense to...
Docking Drama: Conquering Currents, Battling the Wind and an Unexpected Guest aboard – Ep. 221
Sailing Zephyr

Docking Drama: Conquering Currents, Battling the Wind and an Unexpected Guest aboard – Ep. 221

Welcome to our riveting sailing odyssey! Join us on our YouTube channel as we navigate the challenging waters of the Intracoastal Waterway (ICW), where high winds and opposing currents put our docking skills to the test. In this thrilling episode, we tackle the elements and share the exhilarating ex...
Anchors Away: The Crucial Role of Your Sailboat’s Anchor: Upgrading from Old to New! ⛵️- Ep. 220
Sailing Zephyr

Anchors Away: The Crucial Role of Your Sailboat’s Anchor: Upgrading from Old to New! ⛵️- Ep. 220

Embark on a seafaring journey with us as we delve into the crucial world of anchors and the transformative experience of upgrading to a new one. In the unpredictable waters of sailing, a reliable anchor is not just a piece of equipment; it's your maritime security. Join us as we share the pivot...
Near COLLISION in FOG Scares the S#!T out of US | Sailing Zephyr – Ep. 219
Sailing Zephyr

Near COLLISION in FOG Scares the S#!T out of US | Sailing Zephyr – Ep. 219

Collisions at sea are a real risk and something we take seriously on Sailing Zephyr. Small power boats, sailboats and cargo ships are constantly on the move and it takes just a momentary lapse in concentration for your sailboat/home to sink to the bottom of the sea. We have a very real moment on Ze...
Wrapped the Spinnaker Leg 2 Day 14 (EP 46) #sailing #fails
Sailing AWEN

Wrapped the Spinnaker Leg 2 Day 14 (EP 46) #sailing #fails

We approach squall alley and our symmetrical spinnaker teaches us a few things after getting wrapped while sailing our Outremer 52 under 500 nautical miles from land in the Atlantic. This is a special PASSAGE SERIES featuring our DAILY VLOG that we are posting (almost) realtime, thanks to (our NEW...
CONFUSING Actions by CAPTAIN of CARGO SHIP…What Do We Do to AVOID COLLISION |Sailing Zephyr -Ep. 218
Sailing Zephyr

CONFUSING Actions by CAPTAIN of CARGO SHIP…What Do We Do to AVOID COLLISION |Sailing Zephyr -Ep. 218

Does the perfect sailing passage exist? The right wind, boat is balanced and fast, seas are following and there are no hazards to worry about. Our ongoing passage south starts out perfectly , but soon we find that we lose our wind and we cross paths with a cargo ship who’s captain is unclear on hi...
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