Watch Sailing & Boating Adventures Around the World – Page 13 of 64

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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E172 – No Regrets 2 Officially Launched | Seawind 1370
Sailing No Regrets

E172 – No Regrets 2 Officially Launched | Seawind 1370

Join us on our journey as we empty No Regrets after five incredible years of living aboard! In this episode, we share the bittersweet process of preparing our beloved boat for sale, reflecting on the unforgettable memories we've created. Afterward, we’re off to Vietnam for the exciting launch o...
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...
E171 – Outrunning Cyclone Lola: Our Urgent Return Back to Australia
Sailing No Regrets

E171 – Outrunning Cyclone Lola: Our Urgent Return Back to Australia

With Cyclone Lola forming and heading directly toward Luganville Santo, we had to cut our trip short and make a quick exit back to Australia. Joanne takes a fast-track route home by plane, while Chris sails No Regrets back, joined by his dive buddies. Watch as we navigate these sudden changes and th...
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...
E170 – Diving The SS President Coolidge & Million Dollar Point, Santo Vanuatu
Sailing No Regrets

E170 – Diving The SS President Coolidge & Million Dollar Point, Santo Vanuatu

Grabbing our dive gear we explore the wreck of the SS President Coolidge off the island of Espiritu Santo, Vanuatu, a luxury liner converted into a troop carrier during World War II. We complete several dives with Chris's dive buddies from Australia flying over to join us, go to dinner by tend...
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...
E169 – Ultimate Adventure  Swimming in a Cave & Canyoning at Millennium Cave, Santo
Sailing No Regrets

E169 – Ultimate Adventure Swimming in a Cave & Canyoning at Millennium Cave, Santo

Millennium Cave, located on the island of Santo in Vanuatu, offers an unforgettable adventure filled with breathtaking scenery and thrilling experiences. Known for its massive limestone cave, visitors can swim through crystal-clear waters, explore lush jungle trails, and canyon through stunning rock...
The Dark Side of Cruising: Why This Sailing Family Finally Gave Up the Dream  | BTS Podcast 14
Sailing Zingaro

The Dark Side of Cruising: Why This Sailing Family Finally Gave Up the Dream | BTS Podcast 14

Ever wonder why sailors give up their dream life at sea? This family’s story will shock you. After years of cruising the world’s most beautiful waters, they’ve decided to leave it all behind—and the reason might make you rethink sailing life altogether. In this episode of Between Two Sheets, Ana an...
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:...
Our Seawind 1370 Is Getting Closer to Completion, Build Update #3
Sailing No Regrets

Our Seawind 1370 Is Getting Closer to Completion, Build Update #3

We fly back to Vietnam only 4 weeks after our last visit and are amazed how far No Regrets 2 has come along. We show the saloon, master cabin, helm and cockpit, mast locker for our Rainman Watermaker, starboard guest cabin and engine bay access. WHO ARE WE? We’re Chris and Jo and we have been livin...
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.
E168 – Our Drone Crashed Into The Sea, Port Olry
Sailing No Regrets

E168 – Our Drone Crashed Into The Sea, Port Olry

We sail from Petersen Lagoon to Port Olry stopping at Lonnoc Bay where the boys watch the AFL finals match. After arriving at Port Olry we explore the very small town. After waiting for perfect weather we fly the dronbe but it unfortunately malfunctions on take off, crashing into the sea. Taking a s...
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.
Build Update #2, Seawind 1370 – No Regrets 2
Sailing No Regrets

Build Update #2, Seawind 1370 – No Regrets 2

We fly back to Ho Chi Minh City and visit the Seawind factory to see how far No Regrets 2 has come along. It has been 5 months since we visited the factory and it is amazing to see how far she has come along. We finish with a quick summary of some activities we got up to while in Vietnam. Timestamp...
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
“Now THIS is the life!” (Punta Perula, Mexico) | Sailing Sitka Ep 122
Sailing Sitka

“Now THIS is the life!” (Punta Perula, Mexico) | Sailing Sitka Ep 122

Join Jay and Kenna of Sailing Sitka in episode 122 as they explore Punta Perula, Mexico, after sailing from Shamea Bay. Enjoy a glimpse into their daily routines aboard their boat, including meals, maintenance, and local explorations.
E167 – Matevulu & Riri Blue Holes, Espiritu Santo Vanuatu
Sailing No Regrets

E167 – Matevulu & Riri Blue Holes, Espiritu Santo Vanuatu

We take our tender up the creek to explore the crystal clear waters in Matevulu Blue Hole, before taking a bumpy road trip to Champagne Bay and stopping at a local school. Exploring the southern end of Petersen Lagoon we investigate a large sunken yacht, before taking out tender up the creek to the ...
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!
E166 – One Way Entry Permit Saga, Luganville Santo
Sailing No Regrets

E166 – One Way Entry Permit Saga, Luganville Santo

Arriving in Luganville Santo, we catch a taxi into town and head to the immigration office to apply for a one way entry permit for crew to fly in and join us, something that takes several days to be continued. We repair our autopilot, and discover our anchor is stuck in a wreck under our boat that C...
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.
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