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

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FIRST Look at Our New $1.5M Catamaran! It’s Almost Ready…
Sailing Doodles

FIRST Look at Our New $1.5M Catamaran! It’s Almost Ready…

It’s finally happening. After months of planning and waiting, we arrive in Thailand to see our brand-new catamaran for the very first time. But first… we had to get the dogs there safely — which meant flying them cargo to Bangkok. In this episode:...
SSL752 ~ Totally CRAZY !!
Captain Rick Moore

SSL752 ~ Totally CRAZY !!

If you would like to help me support my family's efforts to help families in need, here is the link, and thank-you so much! https://www.canadahelps.org/en/dn/122435?qrcode=1 Join our Patreon and join our Team SSL Crew! http://www.patreon.com/SailingSophis...
We Partied on the WORLD’S LARGEST Cruise Ship! | Groove Cruise 2026
Sailing Doodles

We Partied on the WORLD’S LARGEST Cruise Ship! | Groove Cruise 2026

We just experienced one of the wildest events we’ve ever seen… Groove Cruise 2026 — a full-blown music festival… on one of the largest cruise ships in the world. For 4 nights we sailed from Miami to Nassau and back aboard the incredible Royal Car...
Pitch Black. Open Ocean. Gulf Stream Crossing. – The Lazy Geckos Ep. 346
Lazy Gecko Sailing & Adventures

Pitch Black. Open Ocean. Gulf Stream Crossing. – The Lazy Geckos Ep. 346

Early morning starts with our crew preparing for a Gulf Stream crossing. We'll check equipment, discuss conditions, and pull up the anchor. Navigating through changing depths, we'll monitor the radar and more in pitch black conditions! We'll also express ...
SAIL TO ANTIGUA
Adventures of an old Seadog

SAIL TO ANTIGUA

Back in the Caribbean !! Thanks you for watching this episode, please give us a thumbs up and subscribe. Don't forget to click the bell next to the subscribe button to notify you of every new episode, that way you’ll never miss an adventure!! Also checko...
⛵️OUR FIRST SAIL (overnight) AFTER 395 DAYS in the BOATYARD | Hallberg Rassy 352
Sailing Joco

⛵️OUR FIRST SAIL (overnight) AFTER 395 DAYS in the BOATYARD | Hallberg Rassy 352

WERE ON THE MOVE! Finally wow ...frick... Our FIRST SAIL in over a year is fully documented, the good bad and squally :) Thank you for all your support!!! Business/Collab Inquiries [email protected] If you’re enjoying our content, please consider Jo...
Party’s Over… Last Day in St. Martin
Sailing Doodles

Party’s Over… Last Day in St. Martin

It’s our final day of this catamaran sailing charter in St. Martin… and we’re going out the right way. We drop anchor off the stunning beach in Grand Case, spend the afternoon dancing in the sand in front of the iconic Rainbow Café, and soak up eve...
You Wouldn’t Believe How HOT It Gets! – The Lazy Geckos Ep. 345
Lazy Gecko Sailing & Adventures

You Wouldn’t Believe How HOT It Gets! – The Lazy Geckos Ep. 345

Today we'll face thunderstorms while preparing for a long sailing passage. Brittany will discuss cooking onboard and managing kids amidst the heat, encountering challenges with both. Emphasizing the need for breaks and hydration, we'll reflect on our journ...
SSL751 ~ A Potential new GAME CHANGER for SAILING ?
Captain Rick Moore

SSL751 ~ A Potential new GAME CHANGER for SAILING ?

Today we are back in the boatyard with the ongoing re-fit of SOPHISTICATED LADY.. lots of projects on the go these days, including one today where we install a new set of Alpha Display Touchscreens from RayMarine, that are potentially a new GAME CHANGER fo...
Dutch vs French St. Martin: Cheap Lagoon Living… Then We LEFT
Sailing Doodles

Dutch vs French St. Martin: Cheap Lagoon Living… Then We LEFT

We explore Sint Maarten starting on the Dutch side — from planes screaming overhead at Maho Beach to cruising the surprisingly affordable liveaboard scene on Simpson Bay Lagoon. Living aboard here can be way cheaper than you might expect, and the vibe i...
Who Won My Boat?
Sailing Doodles

Who Won My Boat?

The boat drawing is complete — and we have a winner. The drawing was done automatically, but the reserve was not met. As promised, that meant the winner would receive the partial cash equivalent of the funds raised rather than the boat itself. Right af...
⛵️PROVISIONING for 6 MONTHS SAILING the CARIBBEAN! How Much$$| Hallberg Rassy 352
Sailing Joco

⛵️PROVISIONING for 6 MONTHS SAILING the CARIBBEAN! How Much$$| Hallberg Rassy 352

WE ARE LEAVING ST MARTIN!!!!! But first - Provisioning Time. Come along and see a full day of shopping for random sh*t you never wanted to spend money on in the first place & we'll tell you how much it costs! Thank you for all your support!!! Busines...
Tiny Bikinis, Big Vibes | Wild Night in St. Barts
Sailing Doodles

Tiny Bikinis, Big Vibes | Wild Night in St. Barts

We kick things off soaking up the sun at Nikki Beach, easing into another unreal day in Saint Barthélemy. From there it’s poolside vibes, cold drinks, and Yosaira absolutely stealing the show in a tiny bikini that turns heads everywhere we go. That nig...
Anchored on an Uncharted Wreck… Then He Took Me Tubing While Mad 😳 – The Lazy Geckos Ep. 344
Lazy Gecko Sailing & Adventures

Anchored on an Uncharted Wreck… Then He Took Me Tubing While Mad 😳 – The Lazy Geckos Ep. 344

Join us as a fun day unfolds in the Bahamas with activities like snorkeling, tubing, and exploring a sunken wreck. The day highlights the joy of family bonding and adventure, concluding with reflections on creating lasting memories and preparing for their ...
SSL750 ~ Return to CHAOS…
Captain Rick Moore

SSL750 ~ Return to CHAOS…

Join our Patreon and join our Team SSL Crew! http://www.patreon.com/SailingSophisticatedLady Come and join us realtime at: http://www.facebook.com/groups/SSLBackstage http://www.instagram.com/SailingSophisticatedLady To all those contributing to our ne...
⛵️LEAVING THE BOATYARD BEHIND | New SAILING ADVENTURES begin NOW! (starting with seasick🤢)
Sailing Joco

⛵️LEAVING THE BOATYARD BEHIND | New SAILING ADVENTURES begin NOW! (starting with seasick🤢)

We break FREE from the boatyard AND the lagoon to anchor out in crystal clear waters...FINALLY!!! It's been 13.5 months ON THE HARD and we don't quite have our sea legs yet and we get TOSSED around like rag dolls. But there is still work to be done so we ...
From French Chic to St. Barts Heat 🔥 | Caribbean Sailing Gets Wild
Sailing Doodles

From French Chic to St. Barts Heat 🔥 | Caribbean Sailing Gets Wild

We start the day soaking up French Caribbean vibes at Grand Case, spending the afternoon at the iconic Rainbow Café. From there, we set sail for a short hop over to Anse Marcel, grabbing a marina slip and enjoying a relaxed night onboard. The next mornin...
New Crew, New Catamaran & a Wild Night in St. Martin
Sailing Doodles

New Crew, New Catamaran & a Wild Night in St. Martin

We fly to the French side of St. Martin and kick off a brand-new sailing adventure aboard a 50-foot Leopard catamaran with an all-new crew. After provisioning and getting settled, we set sail along the coast toward the iconic anchorage at Grand Case. Once...
⛵️after 9490 HOURS IN THE BOATYARD… | SPLASH DAY! | Hallberg Rassy 352
Sailing Joco

⛵️after 9490 HOURS IN THE BOATYARD… | SPLASH DAY! | Hallberg Rassy 352

It has been a LOOOOOONG 9490 HOURS IN THE BOATYARD & we are FINALLY ready to SPLASH! In this episode we do the final push to launch !!!!!!!!!!!! Thank you for all your support!!! Business/Collab Inquiries [email protected] If you’re enjoying our ...
The Sailing Dream: This is what “SOMEDAY” looks like!  – The Lazy Geckos Ep. 343
Lazy Gecko Sailing & Adventures

The Sailing Dream: This is what “SOMEDAY” looks like! – The Lazy Geckos Ep. 343

The journey starts from Nassau Harbor, where the crew prepares the boat and discusses their route. Then we're sailing away! After a stop at Chub Marina for diesel, the crew will share boating experiences. Approaching a remote anchorage, they discover an un...
We’re Leaving French Polynesia… What’s Next?
Sailing Doodles

We’re Leaving French Polynesia… What’s Next?

Our final day in French Polynesia was one to remember. 🌴 We set out on a long hike through the jungle to some incredible waterfalls, soaking up every last bit of this amazing place before it was time to go. That evening we shared one final night onboar...
A Perfect Lazy Sail in Paradise | Tahaa to Raiatea
Sailing Doodles

A Perfect Lazy Sail in Paradise | Tahaa to Raiatea

We set sail on one of those rare, perfect days in French Polynesia—a slow, easy cruise from Tahaa to Raiatea. No rush, no schedule… just smooth water, warm sun, and island vibes. We enjoyed lunch underway while Chloe relaxed on deck, soaking it all in...
Cruising Life: Is it REALLY that much work? See our daily routine! – The Lazy Geckos Ep. 342
Lazy Gecko Sailing & Adventures

Cruising Life: Is it REALLY that much work? See our daily routine! – The Lazy Geckos Ep. 342

Let's explore the daily life on a boat, focusing on meal preparation, laundry management, and the challenges of cruising. We'll share family moments and the joy of discovering new places, along with routine tasks like shopping for supplies and ensuring the...
Bikini Dancing, Rum & Sharks | Sailing French Polynesia
Sailing Doodles

Bikini Dancing, Rum & Sharks | Sailing French Polynesia

Island hopping around Taha’a in French Polynesia turned into one of our wildest days yet. Chloe was dancing on deck in her bikini as we sailed through crystal-clear lagoons, stopped to tour a local rum distillery, and then headed out to the barrier reef ...
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