Watch Sailing & Boating Adventures Around the World – Page 2 of 11

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 253 results
Sailing Alone from Oregon to Hawai’i
Sailing With Phoenix | Oliver

Sailing Alone from Oregon to Hawai’i

25 days. 2,500 nautical miles. This is the full story of my solo sail from Warrenton, Oregon to Honolulu, Hawai’i. Just me and my cat Phoenix. Thank you all for the support along the way. It was the adventure of a lifetime. 🌊🐾 ⛵ Join the Crew + Follow Along: 🌐 All My Links 📍 Live Tracker – Where...
Sailing Alone From Oregon to Hawai’i Q&A + Channel Updates
Sailing With Phoenix | Oliver

Sailing Alone From Oregon to Hawai’i Q&A + Channel Updates

After sailing solo from Oregon to Hawai'i — and taking a much-needed break — I’m finally back on YouTube to answer your most asked (and weirdest!) questions. From terrifying moments in the middle of the Pacific, to whether I saw aliens, to what’s next for me, Phoenix, and the channel — it’s all...
Sailing 1,300 Nautical Miles to TONGA⛵️
Holly and Ray

Sailing 1,300 Nautical Miles to TONGA⛵️

Join us as we complete a 10-day, 1,300 nautical mile voyage from French Polynesia to Tonga! We carefully navigate a reef pass into a peaceful anchorage, where we check into the country with ease—no dodgy docks, just smiles. After a brief rest, we lift anchor for a bumpy overnight sail to Vava’u, eag...
10 DAYS AT SEA⛵️Next Stop: Tonga!
Holly and Ray

10 DAYS AT SEA⛵️Next Stop: Tonga!

Let’s get the heck out of here‼️ Join us for a 10 day sail from French Polynesia to Tonga— a passage we’ve been looking forward to for quite some time… 😍 The journey begins with a beautiful overnight trip from Tahiti to Bora Bora, where we tackle some chores in preparation for our departure and soak...
Sailing Back to Tahiti: Preparing for Our Next Adventure
Holly and Ray

Sailing Back to Tahiti: Preparing for Our Next Adventure

We’re on the move! ⛵️ After an overnight sail from Tahuata to Nuku Hiva, we said goodbye to our family and restocked the boat with food and fuel before the World ARC arrived. Then, it was off on a six-day offshore passage back to Tahiti, the first leg of our journey toward New Zealand. Along the way...
Sail Smarter: Orca Display & Core for Modern Navigation
Holly and Ray

Sail Smarter: Orca Display & Core for Modern Navigation

In this video, we review the Orca Core and Display navigation system—a modern take on the classic chartplotter. We highlight its key features, such as exceptional screen readability, radar capabilities, and remote autopilot control. We also share our honest assessment of whether it’s a valuable addi...
Chaos, Camaraderie & Catamarans – Behind the Scenes Look at Sailing Around the World – FATU HIVA(62)
Sailing Machete

Chaos, Camaraderie & Catamarans – Behind the Scenes Look at Sailing Around the World – FATU HIVA(62)

This week we make it to the beautiful Fatu Hiva in French Polynesia. I edited a little differently than I normally do, giving a more "behind the scenes" look at what it's like living on a sailboat. Follow along to see what it's like for a family of six to sail around the world....
Sailing the Most Remote Islands in the World – Family Sailing Around the World (Ep 61)
Sailing Machete

Sailing the Most Remote Islands in the World – Family Sailing Around the World (Ep 61)

This week we finally step foot on land after 21 days at see. We check out Tahuata and finally check into French Polynesia - but it's not all smooth sailing. We see some of the most stunning views at Hanakee Lodge in Hiva Oa. Follow along to see what it's like for a family of six to sail ...
Sailing the Marquesas Islands: 1 Year Living Aboard Our Sailboat in French Polynesia
Holly and Ray

Sailing the Marquesas Islands: 1 Year Living Aboard Our Sailboat in French Polynesia

All aboard! ⛵️ Join us for an overnight sail from Nuku Hiva to Hiva Oa, where we welcome family aboard for a memorable visit. We put our new Orca system to the test, cruise alongside a pod of dolphins, and take our guests to Tahuata to enjoy its crystal-clear waters and sandy beaches. Ray tackles a ...
21 DAYS AT SEA, Sailing Family of 6, 40ft Boat: PARADISE OR PRISON?  Crossing the PACIFIC OCEAN (60)
Sailing Machete

21 DAYS AT SEA, Sailing Family of 6, 40ft Boat: PARADISE OR PRISON? Crossing the PACIFIC OCEAN (60)

This week we are 2/3 of the way through our 3000nm journey from Galapagos to the Marquesas. We talk about how the passage has been and how long it has actually felt for us being stuck on Machete. Does it feel longer than 21 days and is everyone miserable?! Watch and find out! Thank you for watch...
Family Adrift Across the Pacific – Injuries, Chaos, and a Mayday – 1500nm from any land (Ep 59)
Sailing Machete

Family Adrift Across the Pacific – Injuries, Chaos, and a Mayday – 1500nm from any land (Ep 59)

This week we are half way through our 3000nm journey from Galapagos to the Marquesas. We get our parasailor line unfouled from our propeller. We drop the parasailor in the water and it is not done without injury. Our shower won't drain and Daniel has to fix it while underway. We watch the mil...
Life on Our Catamaran in the South Pacific😍
Holly and Ray

Life on Our Catamaran in the South Pacific😍

After a challenging 7-day sail from Tahiti to the Marquesas, we’re finally settling back into the slow, peaceful island life. Nuku Hiva has been the perfect place to recharge and catch up on boat work. Join us this week as we explore this beautiful island while searching for the tools we need for ou...
21 DAYS AT SEA – Crossing the PACIFIC searching for PARADISE – Sailing Family – Part 1 (Ep. 58)
Sailing Machete

21 DAYS AT SEA – Crossing the PACIFIC searching for PARADISE – Sailing Family – Part 1 (Ep. 58)

This week we start our 3000nm journey from Galapagos to the Marquesas. We check in on everyone on how they are doing 7 days into the passage. Daniel rigs up a new reel and tries to catch some fish. We fly our parasailor and watch the miles go by. Thank you for watching and subscribing. You don�...
ROUGH SAIL💨7 Days at Sea From Tahiti to the Marquesas
Holly and Ray

ROUGH SAIL💨7 Days at Sea From Tahiti to the Marquesas

After completing our haul-out and sail drive repair in Tahiti, we set off on an easy two-day passage to the Tuamotus, with calm seas and no wind. Partway, we received a weather update: a storm system with lightning and high winds was expected to hit the Tuamotus just as we arrived. So, we decided to...
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...
WE GET AN UNEXPECTED SURPRISE IN BED!! 🙀 (Episode 291)
Sailing Parlay Revival

WE GET AN UNEXPECTED SURPRISE IN BED!! 🙀 (Episode 291)

In this episode we sail to Ratua private resort in Vanuatu, where because of the bankruptcy of the airlines, not a single person is able to visit the island. Therefore, we get the entire resort to ourselves, and have a few days of incredible adventures at this epic spot, including swimming with hors...
OUR PACIFIC CROSSING BEGINS – SAILING around the WORLD – Next stop GALAPAGOS!!  Episode 54
Sailing Machete

OUR PACIFIC CROSSING BEGINS – SAILING around the WORLD – Next stop GALAPAGOS!! Episode 54

We are heading from Panama to Galapagos this week trying to get there as quickly as possible...but it's hard with no wind! We talk about everything that's needed for Galapagos and what it's costing us to bring Machete into their country. Thank you for watching and subscribing! ...
Sailing Family Scrambling to Start Our 4000nm Journey Across the Pacific  Ep 53
Sailing Machete

Sailing Family Scrambling to Start Our 4000nm Journey Across the Pacific Ep 53

I just don't know how we are going to get everything done. This week we are in the marina in Panama getting our sail drive fixed. We are trying to finish our "to-do" list ASAP to catch a windy weather window to Galapagos. Everything from having our hull cleaned, provisioning, fumiga...
Sailing Family Preparing to Cross the Pacific on Our Sailboat – FOOD, SPARES, LIFE RAFTS Ep 52
Sailing Machete

Sailing Family Preparing to Cross the Pacific on Our Sailboat – FOOD, SPARES, LIFE RAFTS Ep 52

This week we are in Panama checking off everything on our to-do list before we pull into the marina to have our sail drive worked on. We provision, order spares, have rigging work completed and get our life raft recertified. There is always something to do on a sailboat. Thank you for watching a...
SEARCHED by CUSTOMS for 2 HOURS in Vanuatu! 😲 (Episode 286)
Sailing Parlay Revival

SEARCHED by CUSTOMS for 2 HOURS in Vanuatu! 😲 (Episode 286)

Check out my new business at www.salt-shark.com ! In this episode we make it to Vanuatu after a 1000 miles sail from Tonga. But on arrival, the Vanuatu locals ring the Fijian officials, who say that what we have done looks very suspicious. We then proceeded to get a 2 hour search by customs, who w...
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...
FAMILY at SEA for 8 DAYS   (Episode 49)
Sailing Machete

FAMILY at SEA for 8 DAYS (Episode 49)

This week we are sailing from Puerto Rico to Panama. Our longest sail yet! We fly our new downwind sail and the worst happens - It rips! We catch some fish and get into the groove of a long passage with 4 kids on board. We figure out insurance and we talk about whether or not we should have spen...
WeBoating
Logo
Shopping cart