Watch Sailing & Boating Adventures Around the World tagged “Holly and Ray” – Page 3 of 8

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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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.
We’ve sailed to paradise! ⛵️🏝️ #boatlife #travel #sailingadventures
Holly and Ray

We’ve sailed to paradise! ⛵️🏝️ #boatlife #travel #sailingadventures

Holly and Ray embark on a sailing adventure to uncover their own personal paradise nestled in the Georgia Pines, just 7 miles east of Wild Cat Creek. Join them as they explore the tranquil waters and share stories from the sea.
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.
THIS is “restocking the freezer” when sailing the remote islands of the South Pacific🎣 #fishing
Holly and Ray

THIS is “restocking the freezer” when sailing the remote islands of the South Pacific🎣 #fishing

This week we joined up with some friends for a fishing trip and landed a beautiful yellowfin tuna!
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...
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.
⛵️Overnight sail in French Polynesia from Tahuata to Nuku Hiva!🌊  #sailing #boatlife #catamaran
Holly and Ray

⛵️Overnight sail in French Polynesia from Tahuata to Nuku Hiva!🌊 #sailing #boatlife #catamaran

Experience an awe-inspiring overnight sailing adventure from Tahuata to Nuku Hiva, traversing the breathtaking waters of French Polynesia on a luxurious catamaran. Discover enchanting landscapes and immerse yourself in the tranquil essence of the South Pac...
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 managem...
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 p...
The work 🔁 the reward #boatlife #sailing #boatwork #catamaran #sailingaroundtheworld
Holly and Ray

The work 🔁 the reward #boatlife #sailing #boatwork #catamaran #sailingaroundtheworld

Owning a boat is a constant cycle of work and reward… this video includes some shots of haul outs and projects we’ve complete on our sailing catamaran, and some rewarding moments of smooth sailing, dolphins, and sunsets.
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!
Sunrise sailing…😍🌊 Beautiful start to day 10 of our Pacific crossing #boatlife #sailing #catamaran
Holly and Ray

Sunrise sailing…😍🌊 Beautiful start to day 10 of our Pacific crossing #boatlife #sailing #catamaran

Join us for the adventure of a lifetime as we sail our catamaran from Panama to French Polynesia, crossing the largest ocean on earth: the Pacific!
A typical evening sailing from Panama to French Polynesia⛵️🐬 #sailing #boatlife #circumnavigation
Holly and Ray

A typical evening sailing from Panama to French Polynesia⛵️🐬 #sailing #boatlife #circumnavigation

Embark on a breathtaking adventure as you sail from Panama to the captivating French Polynesia. Uncover the serene beauty of night sailing, encounter majestic marine creatures such as dolphins, and immerse yourself in the enchanting culture of this paradis...
🤯We’re sailing across the Pacific Ocean‼️ #sailing #pacificocean  #boatlife #sailingaroundtheworld
Holly and Ray

🤯We’re sailing across the Pacific Ocean‼️ #sailing #pacificocean #boatlife #sailingaroundtheworld

Join us for the adventure of a lifetime as we sail our catamaran from Panama to French Polynesia, crossing the largest ocean on earth: the Pacific!
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 dest...
Our first sail in the PACIFIC OCEAN🌊⛵️ #sailing #boatlife #sailingaroundtheworld
Holly and Ray

Our first sail in the PACIFIC OCEAN🌊⛵️ #sailing #boatlife #sailingaroundtheworld

A short sail before settling into a marina while we prepare to sail across the Pacific Ocean to French Polynesia… check out out latest video for more! ⛵️🌊 Holly and Ray have been #sailing together since 2020 on their #catamaran, Sabado. They have...
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. 🛒 ———...
Transiting the Panama Canal on our sailing catamaran⛵️🇵🇦
Holly and Ray
Transiting the PANAMA CANAL on our Sailing Catamaran! ⛵️
Holly and Ray

Transiting the PANAMA CANAL on our Sailing Catamaran! ⛵️

This week, we take you along for our Panama Canal Transit. We’ve been dreaming of checking this off our bucket list for years! 🙏🏼 Despite many reported delays, our transit date was moved up eight days. We scrambled to get the boat and our crew read...
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 fro...
SAILING TO PANAMA⛵️ Day in the Life on Passage
Holly and Ray
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