Watch Sailing & Boating Adventures Around the World

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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Her 1st Time Living On A Catamaran Sailboat (Full Interview)
Adventureman Dan

Her 1st Time Living On A Catamaran Sailboat (Full Interview)

After nearly two weeks living on two different catamaran sailboats. Mutti has some unique perspectives to share as a first time sailor who dove in head first..... and LOVED it! :) _____________________________________________________________________________ 🤜🏼Exclusive/early access & Help suppor...
I Came Home… and He Was Gone | Sailing Avocet
Sailing Avocet

I Came Home… and He Was Gone | Sailing Avocet

Marissa left for California to get some work and snowboarding in, then returned home to a boat without Chris! @KesselUnderway sailed away to La Cruz, leaving Marissa alone aboard for a week where she quickly realized she is bad at being alone, and even worse at learning to love the isolation of the ...
It’s Over! – Every Sailor Knows This Feeling – E.158 – Sailing SV CUBA
Sailing SV CUBA

It’s Over! – Every Sailor Knows This Feeling – E.158 – Sailing SV CUBA

That sinking feeling when your Sailboat comes out of the water. Hauling out is never easy — a mix of stress, nerves, and hope all in one moment. ⚓️ Sailboats are built to float.
She’s Broken Again… Can We Bring Her Back? – E.155 – Sailing SV CUBA
Sailing SV CUBA

She’s Broken Again… Can We Bring Her Back? – E.155 – Sailing SV CUBA

We thought we fixed our sailboat… but she had other plans. 😬 Watch us dive back into another unexpected boat repair at sea! The sailing, the anchoring and living in a boat is the easy stuff, keeping your sailboat in top shape, now that's hard!
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...
Our Last Sail… | Sailing Avocet
Sailing Avocet

Our Last Sail… | Sailing Avocet

This video shares the final 100 miles of our cruising season from Bahia San Francisquito to Puerto Peñasco and is full of reflections, long night watches, and the bittersweet feeling of a season’s end. From navigating through the remote Baja coastline to battling bees and anchoring in one of our new...
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...
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 ...
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...
DIVING THE WORLD’S LARGEST UNDERWATER SCULPTURE PARK! EP-16O!
Leading the Escapade

DIVING THE WORLD’S LARGEST UNDERWATER SCULPTURE PARK! EP-16O!

BOAT LIFE IN GRENADA, OUR ROUTINE LIVING ABOARD A SAILBOAT, EXPLORING GEORGE TOWN, A CHOCOLATE MUSEUM, HIKING FORT GEORGE, RELAXING ON GRAND ANSE BEACH, DIVING THE WORLD'S LARGEST UNDERWATER SCULPTURE PARK AND SUNSET SAILING TO CARRIACOU, RACING OUR BUDDY BOAT! LOVE OUR CONTENT?? Here are the ...
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...
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...
We Found the Ultimate Floating Bar Experience in St. Martin! 🏝️🍹 Ep-149
Leading the Escapade

We Found the Ultimate Floating Bar Experience in St. Martin! 🏝️🍹 Ep-149

#sailingadventure #stmartin #boatlife 🌊 After an overnight sail from the BVIs, we’re back in beautiful St. Martin! Kicking off with an indoor shower on our boat (thanks to our new pump!), we hit the beach for some well-deserved relaxation. Next, we move to another stunning anchorage, where we joi...
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 ...
SAILORS PARADISE : WE GET THE VIRGIN GORDA BATHS ALL TO OURSELVES!
Leading the Escapade

SAILORS PARADISE : WE GET THE VIRGIN GORDA BATHS ALL TO OURSELVES!

Join us as we sail through the stunning British Virgin Islands! 🌊 Our adventure takes a twist as our peaceful, crystal-clear anchorage transforms into a scene reminiscent of the Amazon River! 🛥️ We fire up the grill for a boat BBQ with fellow cruisers, creating unforgettable memories on the water. ...
2 Lovers 2 Boats (Our Solo Sailing Dream…Together)
Adventureman Dan

2 Lovers 2 Boats (Our Solo Sailing Dream…Together)

Recently, I met an amazing woman, Nicole aka @SailingArtha Together, we've been on one adventure after another around Luperon Dominican Republic. But soon, we will embark on both of our biggest adventure to date. A 100 day off grid challenge through out the Bahamas. This will test our sailing a...
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...
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