Watch Sailing & Boating Adventures Around the World – Page 12 of 170

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From Radar to Ruins: Exploring a Cold War Era Base in Trinidad
Travel Sketch

From Radar to Ruins: Exploring a Cold War Era Base in Trinidad

To celebrate reaching 15K subs, we're releasing some videos that were previously Members Only! Some of you may have been lucky enough to see this one before as there was a glitch the first time it went up (My bad!😅), but if you can hit the LIKE button again we'd appreciate it 🙌 To see the...
Cleaning our Teak – Sailing Helios
Sailing Helios

Cleaning our Teak – Sailing Helios

We finally gave our teak a good clean. It seems everyone has their opinion on what you should do. What's yours? Support Our Journey: 🔗 Check out www.sailinghelios.com for exclusive behind-the-scenes content 📸 Follow us on Instagram for updates: 📸 Follow us on Facebook for updates: For Naturi...
Whips, Moko Jumbie, and Caribbean Dance! Experiencing St Martin Carnival Up Close
Travel Sketch

Whips, Moko Jumbie, and Caribbean Dance! Experiencing St Martin Carnival Up Close

To celebrate reaching 15K, this video is available to everyone for the first time! During Carnival the streets of Marigot came alive with the colour, rhythm, and energetic vibe of the Caribbean. It was an opportunity for me to explore more Caribbean culture, enjoying the colorful Carnival parade. ...
Our boat nearly quit, but we didn’t! | Sailing Sitka Ep 176
Sailing Sitka

Our boat nearly quit, but we didn’t! | Sailing Sitka Ep 176

Jay and Kenna set sail from the sheltered anchorage of Chicheme, continuing their journey through the San Blas Islands to a remote and desolate new spot—though, unsurprisingly, not without a few hiccups along the way.
We won’t let this be the thing that stops us from sailing & Another Coastal NC Town – Lil Washington
Tula's Endless Summer

We won’t let this be the thing that stops us from sailing & Another Coastal NC Town – Lil Washington

Thank you Gruns for sponsoring this video! Get up to 52% off! Just click here: Desperate times call for desperate measures... This week the heat wave has us MELTING. Who knew sailing north for the summer would actually be warmer than Grenada.. BUT Billy can fix anything and although our latest pro...
Love and Care – Sailing Helios S03E12
Sailing Helios

Love and Care – Sailing Helios S03E12

With a two-week wind forecast pointing east, we take the opportunity to set sail in that direction — a move that not only suits the weather but also brings us closer to the beautiful Maddalena Archipelago. After the long passage from Sicily, it’s time to give Helios a bit of the love and care she d...
After Warranty Repairs… It’s Back? How Many Times Has This Been Repaired?!
Travel Sketch

After Warranty Repairs… It’s Back? How Many Times Has This Been Repaired?!

Now that our Leopard 45 Catamaran is out of the water and things are more settled, work is well and truly underway. We have lots of boat jobs planned for this hurricane season, some big, some small. This episode outlines some of the boat work we need to do, after the extensive warranty repairs that...
3 Years Offshore Cruising: Here’s What We Really Think (raw update) | Sailing Sitka Ep 175
Sailing Sitka

3 Years Offshore Cruising: Here’s What We Really Think (raw update) | Sailing Sitka Ep 175

Jay and Kenna are currently anchored in the beautiful San Blas Islands, soaking in the cruising lifestyle — though, as always, the highs come with their fair share of lows. After weeks of battling persistent engine troubles, this week they think they've finally tracked down the culprit. It’s be...
A Week in the Life Living on our Boat in Ocracoke NC. Raw and unfiltered hour long fish, surf, cook!
Tula's Endless Summer

A Week in the Life Living on our Boat in Ocracoke NC. Raw and unfiltered hour long fish, surf, cook!

We hope you enjoy this week in the life with us! We wanted to keep it on the rawer/uncut side so you could really get a feel for what it's like to live on a boat in Ocracoke. We did a little bit of everything in this video. Lot's of fishing, surfing, foiling, and we even made it out to one...
OFFICIALLY Back in The Bahamas! | Sailing Sunday Vlog 289
Sailing Sunday

OFFICIALLY Back in The Bahamas! | Sailing Sunday Vlog 289

We’ve officially made it to the Bahamas! After months on land adjusting to life as new parents we’re finally back on board sailing to the Bahanas. We checked into Marsh Harbour here in the Abaco, Bahamas to clear customs and immigration to start our first cruising days as a family of four. From chec...
Overnight Passage to Sardinia – Sailing Paradise – Sailing Helios S03E11
Sailing Helios

Overnight Passage to Sardinia – Sailing Paradise – Sailing Helios S03E11

In this episode, we visit the beautiful beachside town of San Vito Lo Capo, a favourite stop on Sicily’s western coast, and set out on our overnight passage to Sardinia. After a day and night in a rolling sea, we arrive and drop anchor at Spiaggia del Riso, near Villasimius — a quiet and welcome la...
Unexpected Medical Emergency in the Shipyard
Travel Sketch

Unexpected Medical Emergency in the Shipyard

Having a medical emergency aboard is something no liveaboard cruiser wants happening on their boat, so when it impacted our catamaran we were lucky to be in the shipyard in Trinidad. What seemed to just be a sore limb was actually a life threatening medical condition that needed to be urgently addre...
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...
Fowey to Falmouth – Sailing, Sea Caves & Sea Shanties! | Sailing Cornwall
Living With The Tide

Fowey to Falmouth – Sailing, Sea Caves & Sea Shanties! | Sailing Cornwall

In this episode of our sailing adventure, we cast off from Fowey and head to a peaceful anchorage near St Austell, where we explore mysterious sea caves and spot an enormous jellyfish drifting in the bay. With fair winds and calm seas, we hoist sail again toward Falmouth, just in time for the iconi...
Would You Live Like This? The Reality of Island Life | Sailing Sitka Ep 174
Sailing Sitka

Would You Live Like This? The Reality of Island Life | Sailing Sitka Ep 174

Jay and Kenna have spent the past three years sailing from the Pacific Northwest of Canada to the remote San Blas Islands — cruising, connecting with local communities, and learning along the way. Now, life in this isolated island chain means days filled with games, beaches, cold drinks, and plenty ...
PERFECT Sailing to North Carolina’s Best Kept SECRET ISLAND
Tula's Endless Summer

PERFECT Sailing to North Carolina’s Best Kept SECRET ISLAND

Join us for perfect downwind sailing to one of our very favorite stops along the east coast. Ocracoke, North Carolina is always a must visit for us when sailing north for hurricane season. We love it for its protected anchorage, cruiser friendly small town fishing village vibes, and of course the ...
From Termini Imerese to San Vito – One Step Closer to Sardinia – Sailing Helios S03E10
Sailing Helios

From Termini Imerese to San Vito – One Step Closer to Sardinia – Sailing Helios S03E10

In this episode, we slow things down and take care of a few essentials before the next big sail. We explore the streets of Termini Imerese, a practical but charming stop for full-time cruisers, then hop on a train to Palermo for a quick visit — and to collect a much-anticipated Amazon parcel (always...
Haul Out in Trinidad – One of the Caribbean’s BIGGEST Boatyards!
Travel Sketch

Haul Out in Trinidad – One of the Caribbean’s BIGGEST Boatyards!

The hurricane season is a time where many liveaboard cruisers in the Caribbean region choose to lift their boats out, storing them safely on land. Given the work we have left, we decided to do exactly that, choosing to give Peake Yacht Services in Trinidad a try. Their 150 ton travel lift lifted our...
Lacros Pinecone Fat Tire E-Bike | SailAway Reviews
SailAway World Sailing

Lacros Pinecone Fat Tire E-Bike | SailAway Reviews

The good folks at Lacros sent us this fabulous e-bike a while back for review, and though it took us a while to get to it, the wait was worth it. Enjoy!! And be sure to SUBSCRIBE for WEEKLY CONTENT EVERY SUNDAY! Cheers!! Thanks for watching SailAway, the travel documentary of an adventurous saili...
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...
We’re BACK! And BOAT Keeps Getting BETTER | SailAway 312
SailAway World Sailing

We’re BACK! And BOAT Keeps Getting BETTER | SailAway 312

TEAK? Noooo. FAUX TEAK. Noooo. PE EVA FOAM?? Hell yes! This week we're finally upgrading our decking with TopDeck PE EVA Flooring. This is the good stuff...unlike the cheap stuff we tried just for kicks. We'll show you how it goes down and why it's becoming the choice decking of many ...
Slammed into at anchor in High Winds “It could’ve been so much worse…” | Sailing Sitka Ep 173
Sailing Sitka

Slammed into at anchor in High Winds “It could’ve been so much worse…” | Sailing Sitka Ep 173

Anchored in the San Blas Islands, Jay and Kenna are still deep in engine repairs, chasing down a stubborn mystery air leak in their Racor fuel filters. Amidst the stress, a 50-foot charter boat loses its anchor hold and slams into Sitka’s bow—leaving behind damage. The ocean may be everyone’s playgr...
Termini Imerese & Palermo – Beauty Meets Boat Life – Sailing Helios S03E09
Sailing Helios

Termini Imerese & Palermo – Beauty Meets Boat Life – Sailing Helios S03E09

As much as we love exploring Sicily’s most beautiful anchorages, sometimes you need a stop that just works — a place to catch your breath, fix a few things, and stock up. Termini Imerese turned out to be just that: a practical and well-sheltered “yotty stop” that’s close to everything we need. The ...
Exploring the Haunted Leper Colony on Trinidad’s Deserted Island
Travel Sketch

Exploring the Haunted Leper Colony on Trinidad’s Deserted Island

As we travel around the world we always love finding abandoned places to urban explore. After sailing into Trinidad & Tobago, we cleared into the country then motored our live aboard catamaran to the uninhabited island of Chacachacare. One of Trinidad's western islands, it's a great a...
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