Watch Sailing & Boating Adventures Around the World tagged “Caribbean”
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Perfect Day at Soggy Dollar… + Want to Join My Crew?
Today we sail into one of the most iconic places in the entire BVI — White Bay on Jost Van Dyke, home of the world-famous Soggy Dollar Bar! It was a perfect beach day with the crew (even though I didn’t film a ton… we were having too much fun 😅). ...
Perfect Downwind Sail to Jost Van Dyke! | Bubbly Pool Adventure & Cane Garden Bay
Today we had an absolutely perfect four-hour downwind sail from Anegada to Jost Van Dyke here in the beautiful British Virgin Islands. Conditions couldn’t have been better — blue water, steady breeze, and a happy crew enjoying every mile. Once we arri...
What Is The BEST Gun For Sailboat Self Defense?
What is the best firearm for self-defense on a sailboat in case of a piracy attack? As long as the weapon is legal to possess where you are: Handgun: Best for minimal space to stow &. But worst for accuracy and stopping power. I would most recommend a...
45-Foot Catamaran to Anegada | British Virgin Islands Sailing Adventure
Today we set sail from Virgin Gorda to the unique and beautiful island of Anegada — and it ended up being one of our fastest and most fun sails of the entire BVI trip. With perfect wind, flat seas, and the crew looking amazing on the bow, we made the cro...
BIKINI Workout While Sailing to THE BATHS!
Start your day at Cooper Island, sail to one of the most iconic spots in the entire Caribbean, and wrap things up with a night you won’t forget. This was one of those PERFECT days in the BVI. We left Cooper Island early and made the short sail over to T...
⛵️SO DAMAGED! THRU HULL REPAIR DIY | Hallberg Rassy 352 | Tru Design
LUCKY US - We found more damage to Joco! In this episode we complete the 4 thru hull replacements but find additional problems along the way - obviously. Spider cracks, blisters and what else....No matter, the JOCO's are on it and quickly so that we can ge...
BVI Magic: Stunning Crew Snorkels The Indians + 9-Knot Sail to Cooper Island!
Day 2 sailing through the British Virgin Islands and it was absolutely perfect. This morning we left Norman Island and sailed over to The Indians, one of the most breathtaking snorkel sites in the entire BVI. The water was crystal clear, the coral was vibr...
Heartbreak Behind the Bikini… Dealing With Loss While Cruising – The Lazy Geckos Ep. 340
Life on a boat involves unique challenges such as homeschooling while cruising, dealing with weather conditions, and managing solar power issues. The narrative reflects on the emotional toll of losing a family member while away from home. It also covers th...
New Crew, New Catamaran… and a Wild First Day in the BVI!
Join me as we kick off an incredible week-long sailing charter in the British Virgin Islands! We fly into the BVI to meet up with two new beautiful crew members and a returning favorite — Lauryn. After hopping aboard a brand-new Fountaine Pajot Elba 45, ...
The Last Sail of Nauti Dogs?
I’m sailing the boat down the East Coast for the final time before hauling her out of the water and storing her on land while the Nauti Dogs prize competition finishes up! In this episode I make the run from Atlantic City to Cape May, then across the De...
Sooo… We Got Busted Skinny Dipping 😅 – The Lazy Geckos Ep. 339
If you enjoy our videos, please SUBSCRIBE! Check out our webpage at www.thelazygeckos.com Other Links: Patreon: Become a Patreon at www.patreon.com/lazygeckos Instagram: Want more LGS? Follow our public Instagram @lazygeckosailing Follow Brittany's pe...
⛵️HOW TO STOP YOUR BOAT FROM SINKING | UNEXPECTED Thru Hull Replacement – TruDesign
Here we go again with MORE HOLES in the boat! We're never going back in the water.... We discover some faulty Thru Hulls at the very last minute before launch and get busy QUICK to replace them. Only problem is we've never done it before Thank you for all...
Living on a Boat in Manhattan for a Week!
Docked right in the heart of Manhattan at the iconic Chelsea Piers Marina, I got to experience New York City like never before — from the deck of my sailboat! I launched the dinghy and cruised down the Hudson River, exploring the skyline and even making ...
Sailing Into New York City! Docking My Boat in the Heart of Manhattan
I sailed Nauti Dogs from Long Island Sound down the East River, under some of the most iconic bridges in the world, and right past the Manhattan skyline. From there, I rounded the southern tip of the island, cruised up the Hudson River, and docked right in...
SSL748 ~ Testing a BEAST!
Some of you might remember my other two sons, Justin and Brenden.. they are both on hand for todays video, and if you also remember that Brenden used to edit our SSL videos, you'll be happy to know that he edited todays video! Today we're having some fun ...
Sailing South for the Winter: Solo Leaving Block Island
After leaving Newport, Rhode Island, I set sail solo—just me and the dogs—toward Block Island. It’s one of the most beautiful spots on the East Coast, but when the weather turned, it became a wild few days riding out a storm at anchor. Once the skies...
Halloween Special! Our Spookiest Halloween Yet: We Slept in a Haunted Hotel Room! – The Lazy Geckos
We're staying in a HAUNTED MANSION that offers unique decor and handmade details. Adventure Suites in North Conway, NH features a flagship haunted castle room with asylum decor and jump scares. The hotel, rich in history, has been renovated by a family ove...
Wasn’t Supposed to Be This Rough… Solo to Newport, RI
Start speaking a new language in 3 weeks with Babbel 🎉. Get up to 55% OFF your subscription ➡️ Here: https://bit.ly/SailingDoodlesOct I set sail solo from Bridgeport, Connecticut, heading for Newport, Rhode Island — expecting a calm run up the co...
SSL747 ~ Time for a MAJOR Change
We're off on a new kind of adventure this time, and not sure how long it will last because life is moving in directions we never anticipated.. that ever happen to you?? Thanks for your support of our journey, and hope you enjoy this latest episode in o...
Sailing Croatia with 4 Beautiful Crew | 1.5 Hour Adventure Film
Join me and an incredible all-female crew of four as we charter a luxury catamaran to explore the jaw-dropping Croatian coast. For seven unforgettable days, we sail from Split to the islands of Hvar, Vis, and Korčula — crystal blue water, hidden coves,...
Organized Chaos: 100 Boats Depart the Annapolis Boat Show!
The Annapolis Boat Show is over, but the real work begins! At sunrise, I head back to the docks to help with the massive teardown — floating docks are being dismantled, crews are casting off lines, and nearly 100 boats start departing in a well-orchestra...
SSL746 ~ time to say Good-Bye
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...
Welcome back LAURA! With her two kids!
Laura — one of the original Sailing Doodles crew and a fan favorite — joins me in Annapolis for a special reunion! This time, she’s brought her two kids along for the adventure. We head to the Annapolis Boat Show, where I show her the brand-new Isla...
Sailing for Remote Islands! – The Lazy Geckos Ep. 337
We're off to search for a private beach! We'll overcome some personal issues we're having and get that watermaker going! Then an adventure in a lagoon offers a refreshing break before we're sailing away again! If you enjoy our videos, please SUBSCRIBE! C...
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