Watch Sailing & Boating Adventures Around the World – Page 4 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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Leaving Phoenix + New Boat Tour
Sailing With Phoenix | Oliver

Leaving Phoenix + New Boat Tour

Saying goodbye to the boat that saved my life and starting a whole new chapter on a new vessel. It’s emotional, messy, and exciting all at once… here’s to new beginnings and keeping the dream alive. ⛵️ New Boat Details: Model: Pacific Seacraft 40 Year: 1998 Length overall (LOA): ~ 42′ 2″ Waterline ...
Ep 101 Explore Sardinia,  Airshow and family Christmas in the boat   4K
Sailing Frida af Wisby

Ep 101 Explore Sardinia, Airshow and family Christmas in the boat 4K

This super episode is packed with 3 months of experiences, boat work such as installing new solar panels, roadtrips and excursions around the lovely island Sardinia stunning views and puzzling historic sites as Zu Nuraxi di Barumini, wild horses and mountain roads that was breathtaking, we prepaire ...
S1E29 . DIY Boat Life: Sweat, Sawdust, and a Few Regrets.
Sailing UV ( UltraViolet )

S1E29 . DIY Boat Life: Sweat, Sawdust, and a Few Regrets.

It started simple — just mount the tender, test the davits, and clean up a few things. Fast forward to midnight, and I’m covered in sawdust, sweating through my shirt, and wondering what went wrong 😅 This is real DIY boat life — no scripts, no sponsors, just hard work and questionable decisions on ...
Getting ready to Sail after Hurricane Season
Sailing Catalpa

Getting ready to Sail after Hurricane Season

This episode we are getting ready to leave El Salvador and head to Costa Rica in our sailing boat home Catalpa. We have lots of little jobs to get out of the way and this is some of them. We hope you enjoy and Thanks for watching
We’re FINALLY Doing It⛵️Catamaran Workshop Conversion
Holly and Ray

We’re FINALLY Doing It⛵️Catamaran Workshop Conversion

We’re FINALLY doing it! After years of dreaming and months of planning, we’re starting the process of converting our port forward cabin into a functional onboard workshop so we can tackle all the future projects boat life will throw at us. In this episode, we start the demolition and rebuild proces...
Power Generation for our Aluminium Catamaran
Sailing Dawn Hunters

Power Generation for our Aluminium Catamaran

Living Off-Grid Dawn Hunters Style on aluminium exploration sailing catamaran! 📺 THIS IS DAWN HUNTERS SEASON #4 EPISODE 23 ➡️ S4E23 ⛵WANT TO KEEP VIDEOS COMING? SUPPORT OUR PRODUCTION HERE: If you’d like to help with this production please consider supporting us on Patreon. (SUPPORT TIERS GO AS...
My Final Sail Aboard Phoenix (and Losing the Drone)
Sailing With Phoenix | Oliver

My Final Sail Aboard Phoenix (and Losing the Drone)

Well, my last voyage with her was bound to happen eventually. I’m glad we ended things on such a high note. The sailing conditions were perfect, magical, even (aside from losing the drone 😅). The Molokai sea cliffs at sunset were absolutely breathtaking, and she brought us home safely one last time....
SAILBOATS, SECRETS, AND SHENANIGANS – ANNAPOLIS BOAT SHOW 2025! Ep-194
Leading the Escapade

SAILBOATS, SECRETS, AND SHENANIGANS – ANNAPOLIS BOAT SHOW 2025! Ep-194

Go to and use code ESCAPADE to get 10% on Holafly plans for the first 12 months or 5% off on any other Holafly eSIM This isn’t your typical boat show vlog — we’re taking you behind the scenes of what it’s really like to be cruising creators at the Annapolis Boat Show! From creator meetups and af...
Making DIY Carbon Fiber Tables for Our Catamaran!
Travel Sketch

Making DIY Carbon Fiber Tables for Our Catamaran!

In this video, we’re taking on a whole new boat project, as we start to build custom carbon fiber tables for our catamaran. Since our old rear cockpit table was another warranty fail, and the upstairs one is less than impressive, we decided to do some boat DIY and make new tables. Instead of teak o...
New Upgrades on our 44 year old sailing boat
Sailing Catalpa

New Upgrades on our 44 year old sailing boat

This week we’re giving our 44-year-old Pearson 530 sailboat some long-overdue love — replacing all the old blocks, and hardware with brand new Schaefer gear. Thanks to Schaefer Marine if you need quality blocks or hardware these are the best in the business www.Schaefermarine.com If you’re refitti...
Countdown to Splash Day 💦 Nearing the End of our 40ft Sailboat Restoration
Chesca & Ben

Countdown to Splash Day 💦 Nearing the End of our 40ft Sailboat Restoration

In this weeks video we crack on with getting everything ready in preparation for Flying Freedom to return to the water after 4 years on land. Painting, instruments, guard netting, it all gets done. Well, nearly. 🚢 Join Our Crew on Patreon Want to support our sailing adventure and get exclusive behi...
Sailing through the Acceleration Zone
WhiteSpotPirates

Sailing through the Acceleration Zone

Our island-hopping journey through the Canary Islands continues as we set sail from Tenerife to La Gomera. The crossing takes us through one of the well-known acceleration zones where the trade winds funnel between the islands — giving us a fun, fast sail before reaching the calm wind shelter of La ...
Addressing a Serious Safety Issue During Our Catamaran Refit
Holly and Ray

Addressing a Serious Safety Issue During Our Catamaran Refit

We’re back on the hard this week, making major progress on our refit and addressing one of the biggest safety concerns for catamarans: escape hatches. In this video, we dive into what makes them so risky, vent a little (okay, a lot 😅), and show the changes we’re making to keep our boat safe. While ...
Leaving Baja Behind: 200-Mile Sailing Journey & New Horizons – Ep. 100
Sailing Sea Dream of Clyde

Leaving Baja Behind: 200-Mile Sailing Journey & New Horizons – Ep. 100

In this episode, we sail north up the Baja coast from Loreto to beautiful Bahía Concepción — our final stop on the Baja side. After a lovely week there, we sail onward across the Gulf Of California to San Carlos. It's a bittersweet journey as we say goodbye to Baja California, a place that’s fe...
…AND WHO SAID ELECTRIC SUCKS?
Sailing Dawn Hunters

…AND WHO SAID ELECTRIC SUCKS?

Living Off-Grid Dawn Hunters Style on sailing catamaran! 📺 THIS IS DAWN HUNTERS SEASON #4 EPISODE 22 ➡️ S4E22 ⛵WANT TO KEEP VIDEOS COMING? SUPPORT OUR PRODUCTION HERE: If you’d like to help with this production please consider supporting us on Patreon. (SUPPORT TIERS GO AS LOW AS $5 PER MONTHS)...
A Sporty 350 Mile Sail from Kona to Hilo 🌊
Sailing With Phoenix | Oliver

A Sporty 350 Mile Sail from Kona to Hilo 🌊

We battle big waves, broken gear, and beating to windward while sailing from Kona to Hilo on Hawaii's Big Island. This one was a doozy for sure. I also chat a bit about buying the new boat. More details on this very soon. And as always thank you for watching! ⛵ Join the Crew + Follow Along: 🌐...
ALUMINIUM CATAMARAN IN WATER REFIT
Sailing Dawn Hunters

ALUMINIUM CATAMARAN IN WATER REFIT

Living Off-Grid Dawn Hunters Style on sailing catamaran! 📺 THIS IS DAWN HUNTERS SEASON #4 EPISODE 21 ➡️ S4E21 ⛵WANT TO KEEP VIDEOS COMING? SUPPORT OUR PRODUCTION HERE: If you’d like to help with this production please consider supporting us on Patreon. (SUPPORT TIERS GO AS LOW AS $5 PER MONTHS)...
A surprise awaits us in Tenerife!
WhiteSpotPirates

A surprise awaits us in Tenerife!

In this episode, our sailing life in the Canary Islands takes us inland for a change — to explore the breathtaking landscapes of Tenerife and the incredible Teide National Park. What started as a surprise shout from shore turned into a heartwarming connection with Alberto, one of our viewers, who in...
S1E26. Fixing Leaks, Helm Station Mods & Aft Cabin Refit | Sailing UV.
Sailing UV ( UltraViolet )

S1E26. Fixing Leaks, Helm Station Mods & Aft Cabin Refit | Sailing UV.

Welcome back aboard Sailing UV! In this week’s episode, we tackle a creative rebuild of the helm station sole, work on sealing up the aft cabin, and hunt down leaks that have been haunting the engine room. Along the way, we give the windlass some much-needed love, talk through project challenges, an...
BIG CHANGES AHEAD: Refitting our Catamaran in New Zealand
Holly and Ray

BIG CHANGES AHEAD: Refitting our Catamaran in New Zealand

We’ve officially hauled Sabado out of the water at Port Whangarei Marine Center in New Zealand, and the refit has begun! In this video, we take you through a day in our new routine: starting the morning at our rental house, commuting to the boatyard, and diving into our first big boat projects. We ...
She Left Me… and Now There’s a Hurricane Coming!! Ep-191
Leading the Escapade

She Left Me… and Now There’s a Hurricane Coming!! Ep-191

Go to and use code ESCAPADE to get 5% off your Holafly eSIM for your next trip! After 2.5 years onboard, Janaye has flown back to Australia for some much-needed time with family, friends, and the little luxuries of land life — hot showers, delicious food, and even driving a car again! 🇦🇺✨ But whi...
Sailing 220 Miles From Oahu to the Big Island
Sailing With Phoenix | Oliver

Sailing 220 Miles From Oahu to the Big Island

A 220-mile sail from Oahu to the Big Island became a lesson in patience and respect. Between calm seas and sudden squalls, we were forced to change course — the sea had other plans. ⛵ Join the Crew + Follow Along: 🌐 All My Links 📍 Live Tracker – Where’s Phoenix Now? 👕 Official Merch 📸 Instag...
Life between islands: 40 nautical miles of full sails and smooth seas
WhiteSpotPirates

Life between islands: 40 nautical miles of full sails and smooth seas

Become part of the crew A new sailing day begins in the Canary Islands as we lift anchor in Gran Canaria and set our course for Tenerife. It’s a 40-nautical-mile passage of smooth seas, steady winds, and that special kind of peace that comes when everything on board just flows. With full sails and...
Our Biggest Job Yet Restoring Our 40ft Sailboat!
Chesca & Ben

Our Biggest Job Yet Restoring Our 40ft Sailboat!

In this weeks video big progress is made to get our 40ft sailboat back in the water. The time has come to start painting. This is the biggest job yet, and the transformation is starting to happen. 🚢 Join Our Crew on Patreon Want to support our sailing adventure and get exclusive behind-the-scenes u...
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