Watch Sailing & Boating Adventures Around the World – Page 2 of 22

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REALTIME Boat Yard & Projects Update: She SPLASHED Without Us?! | Ep. 24
SvSerenity

REALTIME Boat Yard & Projects Update: She SPLASHED Without Us?! | Ep. 24

In this episode we are off the beaten path again just a bit. The hurricane season is over and Serenity is in St. Augustine. But she's nearly ready to start the next cruising season, headed back to Marsh Harbor via the Atlantic Gulf Stream. We had some boat projects we wanted to knock out while ...
Project Mini-sode 3 | Dinghy Wheel Installation on Highfield CL290
SmoCo Sailing

Project Mini-sode 3 | Dinghy Wheel Installation on Highfield CL290

We installed dinghy wheels on our Highfield CL290 and had to make a few modifications to mount them on the Highfield transom. We've been using the wheels for 9 months already and are incredibly happy and satisfied with the purchase. Here's the link to the dinghy wheels (not sponsored): ...
Haul Out Prep on Panama’s Caribbean Coast (the countdown is on) | Sailing Sitka Ep 185
Sailing Sitka

Haul Out Prep on Panama’s Caribbean Coast (the countdown is on) | Sailing Sitka Ep 185

As Jay and Kenna spend their final week at anchor in Linton Bay, Panama, they prepare their Cheoy Lee Offshore 41’ for life on the hard. It’s never easy saying goodbye to this chapter—long days of work, tough decisions, and the bittersweet feeling of stepping away. But it’s all part of what keeps th...
Fatu Hiva
Bad Kitty Sailing (formerly Sailing CAVU)

Fatu Hiva

We set sail for Fata Hiva in the Marquesas Island chain of French Polynesia. We visit a waterfall and enjoy the remoteness.
We spent thousands on this upgrade! | Sailing Sitka Ep 183
Sailing Sitka

We spent thousands on this upgrade! | Sailing Sitka Ep 183

Jay and Kenna are anchored in Linton Bay on Panama’s mainland, waiting for their haul-out date. In the meantime, they’re busy organizing, decluttering, and giving their boat a deep clean before leaving it for six months. During the process, they also picked up a brand-new 15hp 2-stroke Mercury outbo...
Our last sail | Sailing Sitka Ep 182
Sailing Sitka

Our last sail | Sailing Sitka Ep 182

After two unforgettable months in paradise, Jay and Kenna lift anchor and set sail on a short 9-hour passage from Chicheme to Linton on Panama’s mainland. Along the way, they take in every last moment of beauty that this sailing lifestyle has to offer. Back in Linton, the focus shifts to preparing S...
From Sea to Summit: Sailing Martinique & Climbing Mount Pelée
Sailing Big Lost

From Sea to Summit: Sailing Martinique & Climbing Mount Pelée

Over the past week, we sailed down the eastern coast of Martinique – a charming French island in the Eastern Caribbean. We explored the colorful towns of Fort-de-France, Petite Anse d’Arlet, and Saint Anne… and ate more baguettes than we care to admit! The highlight of the week? Hiking Mount Pelée ...
From Dreamy Anchorage to Pirate Drama | Sailing Sitka Ep 180
Sailing Sitka

From Dreamy Anchorage to Pirate Drama | Sailing Sitka Ep 180

Jay and Kenna were about a week into a postcard-worthy anchorage—spending their days lounging on the beach, sipping cocktails, surrounded by friends and fellow sailors, soaking up the beauty of the sailing lifestyle. But with all that beauty comes a bit of chaos. The truth is, common sense isn’t so ...
Sailing Into Trouble: The Day Our Anchorage Was a Crime Scene | Sailing Sitka Ep 179
Sailing Sitka

Sailing Into Trouble: The Day Our Anchorage Was a Crime Scene | Sailing Sitka Ep 179

Jay and Kenna lift the hook and set sail from Green Island toward the stunning Holadaze Cayes, one of the most picture-perfect anchorages in all of the San Blas Islands. But just when we thought we’d found paradise, we suddenly found ourselves—and Sitka—in the middle of an active criminal investigat...
We disappeared for 6 months… Here’s why…
Sailing Rum Punch

We disappeared for 6 months… Here’s why…

We're back!!!! Well....almost....after a 6 month hiatus, we are finally able to be back on our boat! This is just a small update to fill you all in on what you've missed and what's to come! We can't wait to bring back more episodes regularly and look forward to catching you all u...
[Ep 19] Tacos, Wine, & Checking Into Mexico By Boat | Ensenada, Mexico
SmoCo Sailing

[Ep 19] Tacos, Wine, & Checking Into Mexico By Boat | Ensenada, Mexico

In this episode, we officially check into Mexico by starting the paperwork process in Ensenada. We kick things off with Mexican boat insurance, then explore the colorful streets of this Baja port city discovering local seafood, a hidden wine tasting room, and loads of delicious tacos well off the to...
2024 Leopard 42 Full Catamaran Tour (by owners) SV Serenity
SvSerenity

2024 Leopard 42 Full Catamaran Tour (by owners) SV Serenity

This is a full tour of Sailing Vessel Serenity, which is a 42 foot Leopard Catamaran. Serenity was the Miami Boat Show featured boat for Leopard 42's. Serenity is available to charter in the Abaco Islands of the Bahamas via Cruise Abaco. More details available at serenitysv.com or cruiseabaco.c...
After the Fun in Sint Maarten, We Set Sail for Saint Kitts
Sailing Big Lost

After the Fun in Sint Maarten, We Set Sail for Saint Kitts

After an unforgettable time in Sint Maarten—celebrating Bastille Day, ziplining through the lush hills of Loterie Farm, and soaking up the cruiser-friendly vibes of the lagoon—it’s finally time to hoist the sails again. In this episode, we say goodbye to the comforts and conveniences of Simpson Bay...
Boat Life in Sint Maarten: Dinghies, Beaches & Island Vibes
Sailing Big Lost

Boat Life in Sint Maarten: Dinghies, Beaches & Island Vibes

Yes, we’re still in Sint Maarten… and honestly, we’re not mad about it! We’ve been anchored in Simpson Bay for over a week now, and this island is quickly winning us over. Sint Maarten is truly a cruiser’s paradise—getting around by dinghy is easy and efficient, with everything you need just a short...
Package Delays & Island Days | USVI Boat Life
Sailing Big Lost

Package Delays & Island Days | USVI Boat Life

After our 7-day passage to the USVI, we find ourselves in island time — waiting on delayed packages before we can continue our journey south to Saint Martin for hurricane season. While we wait, it’s a week of boat projects and island adventures! We spend time troubleshooting a radar that won’t acti...
What seems to be the problem? (Engine failure diagnostics) raw & extended | Sailing Sitka Ep 171
Sailing Sitka

What seems to be the problem? (Engine failure diagnostics) raw & extended | Sailing Sitka Ep 171

Jay and Kenna sail back to Linton Bay in order to get their engine in top notch after having experienced multiple failures. They spend countless hours over the course of a few days eliminating what could be the culprits while on anchor, but they won't know if they solved it until they put it to...
RAW Sailing to San Francisquito | Sailing Avocet
Sailing Avocet

RAW Sailing to San Francisquito | Sailing Avocet

This is new for us! Join us on a sail from San Juanico to San Francisquito. Minimal editing, just the raw sounds of our ramblings and the sea. It's sort of like sailing ASMR, but not nearly as relaxing 😆 What do you think, should we do more episodes like this? Tell us in the comments ⬇️ Don�...
Another Bad Week In The Shipyard
Sailing Big Lost

Another Bad Week In The Shipyard

This week hit hard. After being told the marina would cover the damage they caused during our haul out—damaging our sail drive and prop—we got a call no boat owner wants: the general manager overruled the previous decision. Now, we're left with the full bill. Another crushing blow in what’s fel...
Light at the End of the Tunnel… Or Was It? | Sailing Sitka Ep 169
Sailing Sitka

Light at the End of the Tunnel… Or Was It? | Sailing Sitka Ep 169

Jay and Kenna finally breathed a sigh of relief after securing a new propeller for their outboard—a mission that took a grueling 9-hour sail to complete. With that crucial task checked off, they took time to regroup in Linton Bay, refueling, stocking up, and tackling laundry and water runs. For a mo...
Episode 6 – Diesel leak, from Great Guana to Tahiti Beach! “Love it or hate it” cruise, Part 6 of 11
SvSerenity

Episode 6 – Diesel leak, from Great Guana to Tahiti Beach! “Love it or hate it” cruise, Part 6 of 11

This is part 6 of 11 episodes of a series that officially kicks off the Serenity SV adventure. In this episode we leave the Great Guana Cay, sail back to Marsh Harbor, pick up Carissa and Robert, then head down to Tahiti Beach. Come see us at: serenitysv.com Chapters: 0:00 – Welcome back to Great...
Episode 5 – Exploring Great Guana Cay, Nippers, Grabbers “Love it or hate it” cruise, Part 5 of 11
SvSerenity

Episode 5 – Exploring Great Guana Cay, Nippers, Grabbers “Love it or hate it” cruise, Part 5 of 11

This is part 5 of 11 episodes of a series that officially kicks off the Serenity SV adventure. In this episode we explore the Great Guana Cay in the Abaco Islands, Bahamas. We stop to check out Nippers, which was closed, then head over to Grabbers and have dinner and some sundowners. This one was sp...
We Bought a Boat! | Vision 444 Catamaran
Sailing Big Lost

We Bought a Boat! | Vision 444 Catamaran

After months of dreaming, planning, and searching… we finally bought a boat! 🥳 This episode is packed with all the wild and wonderful moments that led up to closing on our new Vision 444 catamaran — our floating home for the next chapter of our sailing adventures. We kicked things off with a thrill...
Sometimes cruising doesn’t always go according to plan… | Sailing Sitka Ep 166
Sailing Sitka

Sometimes cruising doesn’t always go according to plan… | Sailing Sitka Ep 166

Jay and Kenna navigate the harsh realities of cruising. There are both challenges and benefits to sailing and both can rock your world. From fixing broken systems, to installing new ones and reaching for the medical kits with no healthcare facilities in sight, this is all cruising. Thanks for riding...
Trouble in Paradise… | Sailing Sitka Ep 165
Sailing Sitka

Trouble in Paradise… | Sailing Sitka Ep 165

Jay and Kenna, along with their friends from Canada and the crew from @SailingSVBully sail their sailboat from Holandes Caye to Salaradup in the San Blas Islands. While enjoying everything that paradise has to offer, they run into some weather that makes for a chaotic situation. Thanks for watching ...
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