Watch Sailing & Boating Adventures Around the World – Page 2 of 6

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 Isn’t Perfect😩 Sailing French Polynesia
Holly and Ray

Paradise Isn’t Perfect😩 Sailing French Polynesia

Our adventure in French Polynesia takes an unexpected turn when we discover severe damage to our sail drive shaft during what we thought would be a quick and simple seal change. 😩 It took two trips to the USA and thousands of dollars to get the parts we needed and make the repair— a consequence of s...
STUCK in French Polynesia— Now What?
Holly and Ray

STUCK in French Polynesia— Now What?

After deciding to leave French Polynesia 6 months earlier than we had initially planned, it seemed like everything was lining up perfectly for us to make a last-minute trip to New Zealand ahead of cyclone season. Unfortunately, our weather window disappeared in a matter of hours, ultimately forcing ...
Change of Plans: We’re Leaving French Polynesia
Holly and Ray

Change of Plans: We’re Leaving French Polynesia

Join us as we prepare for a last-minute passage to New Zealand before cyclone season begins in the South Pacific. We’ve had a memorable experience in French Polynesia, and we are looking forward to what comes next! ——————————————————————— ⛵️Join the Crew on Patreon: ⚓️Check out our Blog: 📸Foll...
Anchoring with Confidence: Our Top 3 Anchor Alarms
Holly and Ray

Anchoring with Confidence: Our Top 3 Anchor Alarms

We narrowly avoided several collisions during yet another storm here in the South Pacific, thanks to our tried and true anchor alarms. In this week’s video, we take you to a new anchorage in Taha’a, French Polynesia, and walk you through our top 3 anchor alarm systems that keep us safe while sailing...
The Adventure Continues⛵️
Holly and Ray

The Adventure Continues⛵️

This week, we savored our last day in Bora Bora. 😍 We got some boat work done while we waited for the weather to clear up, then took off in the dinghy with friends to snorkel a beautiful reef at the foot of Mount Otemanu. ⛰️ We ended our underwater excursion swimming with a majestic group of eagle r...
What They Don’t Tell You About Sailing the Society Islands 😩
Holly and Ray

What They Don’t Tell You About Sailing the Society Islands 😩

This week, we continued trying to make the best of our time in the Society Islands: we endured our third termite swarm, encountered more bad weather, left a loud mooring field, and escaped a reckless speed boat. 😤 No one told us sailing the South Pacific would be like this! Luckily, the picturesque ...
HER DREAM CAME TRUE🐋 Sailing from Moorea to Raiatea
Holly and Ray

HER DREAM CAME TRUE🐋 Sailing from Moorea to Raiatea

This week Holly’s dream of swimming with humpback whales came true! 🐋 Conditions weren’t perfect, but feeling the vibrations of their songs while in the water was an unforgettable experience. 🤯 We provisioned up and checked the weather before departing on a peaceful moonlight sail to Raiatea the fol...
THIS is Sailing the South Pacific⛵️
Holly and Ray

THIS is Sailing the South Pacific⛵️

We’re back! 🎥 Join us for a week in the life sailing French Polynesia with friends.⛵️ In this video, we take you along on an eventful sail from Tahiti to Moorea, where things went from smooth sailing to rough motoring…The journey was worth it when we pulled into a picturesque anchorage with steep mo...
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.
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!
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!
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...
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 ready on such short notice. We hired two local professio...
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