Watch Sailing & Boating Adventures Around the World tagged “Sailing lifestyle”

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 1-24 of 1387 results
DID SHE SINK THE BOAT?
Sailing Dawn Hunters

DID SHE SINK THE BOAT?

Living Off-Grid Dawn Hunters Style on aluminium exploration sailing catamaran! 📺 THIS IS DAWN HUNTERS SEASON #4 EPISODE 24 ➡️ S4E24 ⛵WANT TO KEEP VIDEOS COMING? SUPPORT OUR PRODUCTION HERE: If you’d like to help with this production please c...
El Hierro: this might just be our new favorite of the Canary Islands
WhiteSpotPirates

El Hierro: this might just be our new favorite of the Canary Islands

After weeks of sailing through the Canary Islands, we arrive on El Hierro — the westernmost island of the archipelago and one that instantly captured our hearts. In this episode, we explore the island’s incredible contrasts: from the lush cloud forest ...
Living the Dream in Greece: Crystal Water, Beaches & Pure Freedom • S5Ep5
Sailing Holly Blue

Living the Dream in Greece: Crystal Water, Beaches & Pure Freedom • S5Ep5

Welcome back to Greece! In today’s sailing episode, we sail into what might be the most beautiful hidden anchorage we’ve ever found — tucked inside the north side of Kalamos Island. Crystal-clear shallows, empty beaches, wake-surf sessions, underwate...
Real life Passage planning and weather Routing living on a sailing boat
Sailing Catalpa

Real life Passage planning and weather Routing living on a sailing boat

To get 20% off Florence Marine https://www.florencemarinex.com/pages/sailing-catalpa use the code 20CATALPA0724 Interested in Predict Wind here is a link https://www.predictwind.com/?ref=sararice Cheers everyone for watching!! Subscribe @SailingCatalpa ...
sailors, don’t miss out on this!
WhiteSpotPirates

sailors, don’t miss out on this!

On this inland adventure, we leave the anchorage in Valle Gran Rey and dive deep into La Gomera travel. As much as we love sailing the world, there’s so much beauty hiding inland — and this time, we explore it properly. We set off on a road trip Gomera...
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 mounta...
We were not expecting to see this when we got to our boat this morning… #boatlife #catamaran #refit
Holly and Ray

We were not expecting to see this when we got to our boat this morning… #boatlife #catamaran #refit

After a bit of trial and error trying to build level, sturdy supports for our workshop floor, we decided to let the experts step in. We can’t wait to see this space transform.
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 epi...
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 c...
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 https://holafly.sjv.io/RGeqZ7 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 ...
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 bu...
We Took the Mast Off Our Catamaran! 😱 (Major Refit Progress)
Holly and Ray

We Took the Mast Off Our Catamaran! 😱 (Major Refit Progress)

We are one step closer to putting Sabado back together— even if it doesn’t look like it yet! 🛠️ Today, we pulled the mast as part of our big refit. #boatlife #boatrefit 👉 Subscribe for real-time updates and behind-the-scenes boat work!
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 sai...
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 ch...
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 go...
…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 ...
We Fixed a Major Issue on Our Catamaran! 🛠️⚓ #boatrefit #catamaran #sailingNewZealand
Holly and Ray

We Fixed a Major Issue on Our Catamaran! 🛠️⚓ #boatrefit #catamaran #sailingNewZealand

Cracked welds near the helm? Not something you want to mess with... We've finally tackled this critical repair on our Lagoon 42 sailing catamaran here in New Zealand! Reinforced and ready for safer sailing — this is just the beginning of our full refit s...
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 ...
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 conne...
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...
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 https://holafly.sjv.io/EE1adP 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 ...
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 http://www.patreon.com/WhiteSpotPirates 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 spec...
Sailing Lifestyle & Local Spirit: Fishermen Festival in the Canaries
WhiteSpotPirates

Sailing Lifestyle & Local Spirit: Fishermen Festival in the Canaries

Join the Crew on Patreon http://www.patreon.com/WhiteSpotPirates Sailing life in Gran Canaria brings us not only beautiful anchorages but also a chance to dive into local culture. While anchored in the south of the island, we joined the Santa Águeda fest...
Epic water experiences, one click away.

Something AWESOME is coming!
Be the FIRST to know⛵

Sign up for exclusive updates and be the first to hear when we go live!
Get sneak peeks, exciting announcement, and special content straight to your inbox!

We don’t spam! Read our privacy policy for more info.


WeBoating
Logo
Shopping cart