Watch Sailing & Boating Adventures Around the World – Page 2 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.

Showing 25-48 of 195 results
We’re TIRED!😩 Sailing to Tahiti
Holly and Ray

We’re TIRED!😩 Sailing to Tahiti

After weeks of bad weather in the Tuamotus, we decided to sail to Tahiti in search of a protected anchorage we could relax and re-provision in. 🌧️ Unfortunately, that was easier said than done! 😅 ——————————————————————— ⛵️Join the Crew on Patreon: ⚓️Check out our Blog: 📸Follow us on Instagram:...
Trouble in Paradise?⛈ Sailing the South Pacific
Holly and Ray

Trouble in Paradise?⛈ Sailing the South Pacific

Holly and Ray from 'Holly and Ray' document their adventures navigating rough weather and finding much-needed fuel and provisions on their voyage through the South Pacific in this episode.
What it’s REALLY Like Sailing the Remote Islands of the South Pacific⛵️
Holly and Ray

What it’s REALLY Like Sailing the Remote Islands of the South Pacific⛵️

Join Holly and Ray aboard their sailboat Sab for a captivating journey through the stunning but often challenging waters of the remote islands in the South Pacific. Experience their adventures navigating treacherous passes, managing wind speed to avoid rough rides, seeking out better visibility, and...
PARADISE FOUND🏝️Sailing French Polynesia
Holly and Ray

PARADISE FOUND🏝️Sailing French Polynesia

Sail along with Holly and Ray as they uncover the hidden wonders of French Polynesia. Watch as they swim in turquoise lagoons, relax on idyllic atolls, and make crucial repairs to ensure their vessel remains seaworthy during an extraordinary voyage.
Salt & Tar: Ep.293- Week Sea Legs
Salt & Tar

Salt & Tar: Ep.293- Week Sea Legs

After a week at sea we reach Bahia de los Muertos in Baja California Sur. We had no idea where we'd make landfall but reconnecting with friends on a beach we think of fondly sounded perfect 👌 Thanks for watching! p.s. I try and reply to as many comments as I can but we are still so so busy so ...
A magical swim with our favorite sea creatures!🤿 #mantaray
Holly and Ray

A magical swim with our favorite sea creatures!🤿 #mantaray

Swimming with mantas rays while anchored off a tropical island in the South Pacific😍 #ocean #sailing #fishing #snorkeling
We Sailed to Our DREAM DESTINATION!⛵️🏝️
Holly and Ray

We Sailed to Our DREAM DESTINATION!⛵️🏝️

Holly and Ray from Holly & Ray Sailing share an unforgettable tale of reaching their dream sailing destination in the South Pacific, immersing themselves in local cultures, fishing adventures, and island life.
BOAT LIFE: Incredible Snorkeling, Beautiful Views, and Fishing With Friends🏝️
Holly and Ray

BOAT LIFE: Incredible Snorkeling, Beautiful Views, and Fishing With Friends🏝️

In this episode of Boat Life, Holly and Ray invite viewers to join them on an unforgettable adventure. Discover breathtaking snorkeling experiences, picturesque views, and a thrilling day of deep-sea fishing in one of the world's most secluded destinations: the South Pacific Islands!
CROSSING THE ATLANTIC OCEAN – LAND HO!! EP-134
Leading the Escapade

CROSSING THE ATLANTIC OCEAN – LAND HO!! EP-134

Join leading adventurer couple Jason and his partner as they set out to conquer the mighty Atlantic in their sailboat Escapade. Witness the trials and tribulations of a daring ocean-crossing and discover what this once-in-a-lifetime challenge teaches them about perseverance, courage, and each other!
WE MADE IT! 🏝️ Difficult 4-Day Sail to the Tuamotus
Holly and Ray

WE MADE IT! 🏝️ Difficult 4-Day Sail to the Tuamotus

Watch Holly and Ray's incredible, albeit challenging, journey sailing from the Marquesas Islands to the Tuamotus! Follow along as they encounter tough weather and solve onboard problems.
SAILING THE SOUTH PACIFIC⛵ Preparing for the Tuamotus
Holly and Ray

SAILING THE SOUTH PACIFIC⛵ Preparing for the Tuamotus

Holly and Ray embark on a sailing adventure across the South Pacific en route to the Tuamotus islands. Follow their daily routine, learn about preparation, and watch as they tackle challenges.
EXPECTATION vs. REALITY⛵️Sailing Across the Pacific Ocean
Holly and Ray

EXPECTATION vs. REALITY⛵️Sailing Across the Pacific Ocean

Watch as Holly and Ray sit down to discuss the realities of their Pacific Crossing, comparing expectations vs reality from their sale from Panama to French Polynesia. Uncover details about wind conditions, sailing performance, provisions and energy management on this extensive voyage.
LAND HO!⛵️Sailing Across the Pacific Ocean (Part 4)
Holly and Ray

LAND HO!⛵️Sailing Across the Pacific Ocean (Part 4)

Holly and Ray's epic voyage across the Pacific Ocean showcases their determination and resilience in the face of challenges on the vast blue expanse. Join them for an unforgettable journey filled with new discoveries and experiences.
19 Days at Sea⛵️ Sailing Across the PACIFIC OCEAN
Holly and Ray

19 Days at Sea⛵️ Sailing Across the PACIFIC OCEAN

Embark on an epic 19-day sailing adventure with Holly and Ray as they cross the vast Pacific Ocean from Panama to French Polynesia. Witness their struggles with the doldrums, boat challenges, and culinary creations while staying motivated by each other's passion for exploration.
What it’s REALLY Like Sailing Across the Pacific Ocean⛵️🌊 (Week 2)
Holly and Ray

What it’s REALLY Like Sailing Across the Pacific Ocean⛵️🌊 (Week 2)

Join us as we continue our expedition across the Pacific Ocean on our sailboat Sabo! This week, we delve into The Good, The Bad, and The Mundane of real life while underway. Watch our videos to see what adventures unfold next!
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...
Sailing Across the PACIFIC OCEAN⛵️🌊 (Week 1)
Holly and Ray

Sailing Across the PACIFIC OCEAN⛵️🌊 (Week 1)

Discover the thrilling sailing adventure of Holly & Ray as they embark on a 4,000 nautical mile journey across the Pacific Ocean. Follow along with daily updates, video blogs, and Instagram posts to learn about their experiences, preparations, and destination.
Preparing to Sail Across the PACIFIC OCEAN🌊 Part 2: Provisioning
Holly and Ray

Preparing to Sail Across the PACIFIC OCEAN🌊 Part 2: Provisioning

This week, we began provisioning for our Pacific crossing and cruising in French Polynesia! 🌎 In this video, Holly takes you along while she researches our destination, makes her list, shops, and stores our dried, canned, and paper goods. 🛒 ——————————————————————— ⛵️Join the Crew on Patreon: ⚓️Ch...
THE BALEARIC ISLAND NO ONE TALKS ABOUT! EP-119
Leading the Escapade

THE BALEARIC ISLAND NO ONE TALKS ABOUT! EP-119

SAILING MENORCA IN THE BALEARIC ISLANS - SPAIN, MED MOORING IN STUNNING ANCHORGES, SCUBA DIVING, BUDDY BOATING, DREAMY TURQUISE WATERS AND EXPLORING THE HISTORICAL CIUTADELLA, MENORCA'S ORIGINAL CAPITAL CITY LOVE OUR CONTENT?? Here are the many ways you can support us! ❤️️ Support our creatio...
LAND HO! ⛵️ Arriving in Panama After 9 Days at Sea
Holly and Ray

LAND HO! ⛵️ Arriving in Panama After 9 Days at Sea

After a week of relatively good sailing from Saint Martin, the wind became finicky, and we were forced to motor the rest of the way to Panama. We were disappointed but made the best of it by enjoying the sunshine and taking advantage of the extra power from our engines. We spotted land after 9 days ...
SAILING TO PANAMA⛵️ Day in the Life on Passage
Holly and Ray

SAILING TO PANAMA⛵️ Day in the Life on Passage

Welcome aboard! In this video, we take you along for a typical day in the life while on passage.🌊 This was day 4 of our sail from Saint Martin to Panama. The wind was light, but we managed to do some sailing, cooking, and fishing! 🐟 ——————————————————————— ⛵️Join the Crew on Patreon: ⚓️Check out ...
BOAT LIFE – SHOWERING WITH A BOTTLE OF WATER! EP-117
Leading the Escapade

BOAT LIFE – SHOWERING WITH A BOTTLE OF WATER! EP-117

Sailing Sardinia, realities of boat life, upwind sailing, water leak and taking detours and we say goodbye to Italy as we begin our passage to Spain! LOVE OUR CONTENT?? Here are the many ways you can support us! ❤️️ Support our creations & get exclusive perks by becoming a Patron: ☞ 🍻 Shout ...
PACIFIC BOUND⛵️Sailing from Saint Martin to Panama
Holly and Ray

PACIFIC BOUND⛵️Sailing from Saint Martin to Panama

After two more weeks in Saint Martin, we finally got a weather window to sail to Panama! ⛵️ In this video, we take you along for the first 3 days of our passage. Join us for great sailing, beautiful sunsets, dolphins, and freshly caught fish! 🐟 ——————————————————————— ⛵️Join the Crew on Patreon: ...
SAILOR GIRL’S GUIDE: Sardinia’s Hidden Treasures! ⚓️🌊
Leading the Escapade

SAILOR GIRL’S GUIDE: Sardinia’s Hidden Treasures! ⚓️🌊

Sailing the Sardinian Coastline, exploring laid back towns, beaches and Italian style camp grounds! Help us celebrate our arrival in The Caribbean, after being at sea for two weeks, sailing across the world's second largest ocean - The Atlantic!! We hope you enjoy our sneak-peak! It's be...
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