Watch Sailing & Boating Adventures Around the World – Page 3 of 9

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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Preparing to Sail Across the PACIFIC OCEAN🌊 Part 1: The Boat
Holly and Ray

Preparing to Sail Across the PACIFIC OCEAN🌊 Part 1: The Boat

Sabado is back in the water and ready for our next adventure! ⛵️ This week, we take you along for splash day and discuss what upgrades we made while out of the water as we prepare the boat for our upcoming Pacific crossing. 🌊 With just the two of us aboard for the sail, we’ve incorporated a backup a...
CRUISER Q&A⛵️Interviewing Live-Aboard Couples About Boat Life
Holly and Ray

CRUISER Q&A⛵️Interviewing Live-Aboard Couples About Boat Life

Sabado is hauled out and ready for a few more upgrades before we head to the Pacific! ⛵️ As we get settled on the hard, we hope you enjoy this compilation of interview clips we’ve collected over the past few months while sailing the Caribbean.🏝️ In hopes of capturing that sundowners-with-your-new-ne...
40kn Winds and Rough Seas 💨⛵️| SAILING TO ST. MARTIN
Holly and Ray

40kn Winds and Rough Seas 💨⛵️| SAILING TO ST. MARTIN

Join us for a rough sail from Guadalupe to Saint Martin. ⛵️ Because of our pending haul-out date, we decided to take a tight (and rough) weather window for our latest hop North. Along the way, we encountered 40kn winds and rough seas. 🌊 Sabado was doing well until a lazy jack ripped out of the mast ...
SAILOR GIRL COOKS UP A STORM IN THE KITCHEN! EP-114
Leading the Escapade

SAILOR GIRL COOKS UP A STORM IN THE KITCHEN! EP-114

JOIN US AS WE SAIL CORSICA AND SARDINIA! WE ANCHORAGE HOP, COOK GOOD FOOD, EXPLORE SOME BEAUTIFUL BEACHES, OFF-ROAD SCOOTER ADVENTURE AND ENJOY THE SLOW LIFE AS SUMMER COMES TO AN END ABOARD OUR SAILBOAT! WE ALSO SHOW YOU ALL THE FEATURES OF OUR COBB GRILL! IF YOU'DE LIKE TO SHOP THE COBB GRI...
Moving on… ⛵️| SAILING THE CARIBBEAN
Holly and Ray

Moving on… ⛵️| SAILING THE CARIBBEAN

This week, we reluctantly left Dominica and sailed North to Guadalupe. 🌊 It was a bouncy but quick passage where we successfully dodged fish traps and got the boat onto a challenging mooring ball… After hearing reports of moorings breaking loose in Deshaies, we decided to dive in, inspecting the cha...
SAILING FRANCE – THE WILD BEAUTY OF CORSICA! EP-113
Leading the Escapade

SAILING FRANCE – THE WILD BEAUTY OF CORSICA! EP-113

SAILING CORSICA, SWIMMING AND SNORKELLING IN CRYSTAL CLEAR BLUE WATER, EXPLORING BONIFACIO - THE CAPITAL OF CORSICA AND THE LOW'S OF BOAT LIFE - BRAVING A WIND-STORM AT ANCHOR LOVE OUR CONTENT?? Here are the many ways you can support us! ❤️️ Support our creations & get exclusive perks by ...
Sailing Back to OUR FAVORITE Caribbean Island🍊👙
Holly and Ray

Sailing Back to OUR FAVORITE Caribbean Island🍊👙

Join us while we sail back to Dominica, our favorite Caribbean island (so far😉). We ceremoniously switch our currency from Euro to Eastern Caribbean Dollars as we leave Martinique and enjoy a short but speedy sail between the islands. We overnight on a mooring ball in Roseau, then motor to Portsmout...
Sailing Where a PRISONER Survived Doomsday…😳🌋
Holly and Ray

Sailing Where a PRISONER Survived Doomsday…😳🌋

This week, we sailed to Saint-Pierre, Martinique. The city once known as “the Paris of the Eastern Caribbean” was devastated by a volcanic eruption in 1902. We anchored at the volcano's base, learned about its history, and explored the town. We got to walk through the prison ruins and see the c...
SAILING FRANCE: CORSICA’S HIDDEN GEMS REVEALED!  EP-112
Leading the Escapade

SAILING FRANCE: CORSICA’S HIDDEN GEMS REVEALED! EP-112

Sailing the island of Corsica off the coast of southern France, sharing the beach with some cute cows, swimming in crystal clear waters, anchorage hopping down the west coast of Corsica, sailing into the sunset and exploring the town of Calvi. This island is one of our favourites yet! RECIPES: Ho...
A Day in the Life 🥐⛵️Anchored in Martinique | Sailing the Caribbean
Holly and Ray

A Day in the Life 🥐⛵️Anchored in Martinique | Sailing the Caribbean

This week, we filmed a typical day in our life while on anchor in Martinique. We enjoyed some pastries and explored on shore before returning to the boat. 🥐 We spent the afternoon making our own anchor bridle with repurposed mooring lines and polished our stainless steel. That evening, we drank some...
BABY, WAKE UP! WE’RE SAILING TO A NEW COUNTRY!  EP-111
Leading the Escapade

BABY, WAKE UP! WE’RE SAILING TO A NEW COUNTRY! EP-111

SAILING THE ISLAND OF ELBA MID ITALIAN SUMMER HOLIDAYS, STAND UP PADDLE BOARDING ADVENTURES, BEACH FUN, EXPLORING ITALIAN TOWNS, ITALIAN APPERITIVO, SAILING TO CORSICA IN FRANCE & A SUNSET BEACH PICNIC! LOVE OUR CONTENT?? Here are the many ways you can support us! ❤️️ Support our creations &am...
Chasing the Wind: SAILING TO MARTINIQUE
Holly and Ray

Chasing the Wind: SAILING TO MARTINIQUE

This week, we left the stunning Pitons of Saint Lucia and set sail to Martinique. What began as a calm, serene passage grew into a sporty sail! With 20-25kn of wind and big seas, we dodged lobster traps, tacked our way into the anchorage, and were rewarded with a beautiful sunset while we ate charcu...
SAILING THE TUSCAN ARCHIPELAGO – ITALY! EP-110
Leading the Escapade

SAILING THE TUSCAN ARCHIPELAGO – ITALY! EP-110

Set sail from Ponza to mainland Italy near Rome, lunching on the move, testing the pole with the cruising chute, and exploring the enchanting Tuscan Archipelago, including Porto Giglio and an impromptu sail to Elba Island!
SAILING TO SAINT LUCIA: Snorkeling, Storms & Stunning Scenery
Holly and Ray

SAILING TO SAINT LUCIA: Snorkeling, Storms & Stunning Scenery

Our week began with a picturesque snorkel off the pristine beaches of Sandy Island, near Carriacou. 🤿 We had a farewell lobster feast with friends, checked out of the county, and then set sail North. ⛵️ We encountered a storm that brought along additional wind and lots of rain. We persevered, anchor...
BOAT LIFE – THE HIGHS AND LOWS OF LIVING ON A SAILBOAT! Ep-109
Leading the Escapade

BOAT LIFE – THE HIGHS AND LOWS OF LIVING ON A SAILBOAT! Ep-109

SAILING THE PONTINE ARCHIPELAGO, OUTBOARD ISSUES, SAILING UPWIND, DROPPING ANCHOR AT PONZA ISLAND, SNORKELLING AND DINGHY ADVENTURE, WATER-MAKER MAINTENANCE & A STORM ON OUR SAILBOAT LOVE OUR CONTENT?? Here are the many ways you can support us! ❤️️ Support our creations & get exclusive per...
The HARDEST Part of Cruising | See you later, Grenada!
Holly and Ray

The HARDEST Part of Cruising | See you later, Grenada!

Hurricane season is over, and we are back on the move! We officially left Grenada and made our first small hop north.⛵️The wind angle made for a bumpy trip running the engines, but crew morale was high! We dropped our anchor just before a storm arrived, causing a boat to drag anchor overnight. The s...
30 Days Into Our Patagonia Sailing Expedition – This Is Real Daily Life Onboard [Ep. 130]
Sailing Sweet Ruca

30 Days Into Our Patagonia Sailing Expedition – This Is Real Daily Life Onboard [Ep. 130]

Sailing upwind in Patagonia with FPV cameras. Fixing a rigging failure and preventing engine damage by shutting it down and anchoring with no motor in a tight fjord. There is no one to call for help, no escape, we must fix it ourselves. After hundreds of miles of sailing in the remote wilderness th...
Open-Source Navigation & Boat Monitoring System: Your Questions Answered!
Holly and Ray

Open-Source Navigation & Boat Monitoring System: Your Questions Answered!

As hurricane season comes to a close, we are savoring our last moments here in Grenada!⛵We swam in the crystal clear water, made cocktails with fresh coconut, lime, and local rum, then waited out a rainstorm before sitting down to answer your questions about our open-source navigation and monitoring...
SAILING THE FAMOUS AMALFI COAST ON OUR OWN SAILBOAT! EP-108
Leading the Escapade

SAILING THE FAMOUS AMALFI COAST ON OUR OWN SAILBOAT! EP-108

Come with us as we Sail The Amalfi Coast, We food Provision on a scooter 🛵 Drop anchor right in front of Positano and view the houses on the hill from day to night 🍋 Sail the Isle of Capri, Explore the the Island of Procida, experience the busiest anchorage we've ever seen and check out Italy&#...
BOAT-LIFE: SHE MADE ME SAIL HERE?! EP-107
Leading the Escapade

BOAT-LIFE: SHE MADE ME SAIL HERE?! EP-107

SAILING FROM THE AEOLIAN ISLANDS TO THE FAMED AMALFI COAST IN ITALY, ROCKING OUR VALLON SUNGLASSES ON OUR PASSAGE, BIG SWELL AS WE REACH LAND, HORRIBLE ROLLING ANCHORAGES, A FREE MARINA & AN IMPROMPTU SCOOTER ADVENTURE ALONG THE AMALFI COAST! Check out VALLON EYEWEAR here: LOVE OUR CONTENT?? ...
SAILING ADVENTURE LEADS TO CRYSTAL-CLEAR WATERS YOU WON’T BELIEVE!? EP-104
Leading the Escapade

SAILING ADVENTURE LEADS TO CRYSTAL-CLEAR WATERS YOU WON’T BELIEVE!? EP-104

JOIN US AS WE SAIL THROUGH THE TREACHEROUS MESSINA STRAIT IN SICILY! WE NAVIGATE IT'S CHALLENGING WATERS WITH STRONG CURRENTS, UNPREDICTABLE WIND PATTERNS, WHIRLPOOLS AND ONE OF THE BUSIEST PASSAGES OF WATER FOR MARINE TRAFFIC IN THE MED. THEN WE STUMBLE UPON THE CLEAREST BLUE WATER WHILE SAIL...
TOO HOT FOR CLOTHES – SAILING SICILY IN SUMMER!! EP-103
Leading the Escapade

TOO HOT FOR CLOTHES – SAILING SICILY IN SUMMER!! EP-103

Sailing from Malta to Sicily, just as the European heatwave kicks in, we  make a pit stop at Catania for a night in the marina to grab a special package we'd been waiting for. As we docked, we couldn't resist soaking in the breathtaking backdrop of Mount Etna.   Then we set sail once more...
SAILING MALTA’S HIDDEN PARADISES – EPIC SPOTS YOU WON’T BELIEVE EXIST! Ep-102
Leading the Escapade

SAILING MALTA’S HIDDEN PARADISES – EPIC SPOTS YOU WON’T BELIEVE EXIST! Ep-102

🌊⛵ Explore the Hidden Treasures of Malta - Blue Hole, Inland Sea, Popeye Village, and More! 🏝️🍹 Join us on an unforgettable sailing adventure as we uncover the breathtaking beauty of Malta's most enchanting spots! 🌅 🔵 Discovering the Blue Hole: Witness the mesmerizing Blue Hole from above 🏞...
CRASH! Are we sinking? Collision at sea.  Ep 238
Sailing Learning By Doing

CRASH! Are we sinking? Collision at sea. Ep 238

Go to to get a 1-year supply of Vit D3+K2 and 5 travel packs FREE with your first purchase! Bad news this week! Leaving AIrlie Beach we got run into by a charter Catamaran. Trade Runner sustained some damage from the impact and this will seriously hinder me in my mission of getting to Lombok by la...
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