Watch Sailing & Boating Adventures Around the World

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Did Our Charter Gambit Work? | Mid Season Update
BoatFools Sailing

Did Our Charter Gambit Work? | Mid Season Update

@boatfools #sailboatcharter #bareboatcharter #morgan382 #morgan384 #sailingmaine Did Our Charter Gambit Work? | Mid Season Update Was putting our own sailboats into charter a brilliant idea—or a terrible mistake? We're halfway through our first charter season, and it's time for an hone...
Getting into a HIGH SPEED RACE in a CRAZY WOODEN BOAT! – (Episode 375)
Sailing Parlay Revival

Getting into a HIGH SPEED RACE in a CRAZY WOODEN BOAT! – (Episode 375)

In this episode we invite some of our patreons to come sailing with us in Phuket, Thailand, and it ends up being an action packed week indeed! From sailing, to partying, to racing in longtail boats, it had it all! If you'd like to see what it takes to become a patron, just click this link bel...
Skippering our first sailing regatta in Antigua
Sail Stillwater

Skippering our first sailing regatta in Antigua

Join us on a sailing adventure through the beautiful Caribbean, as we explore Antigua while sailing in the Chasing Bubbles Regatta. This sailing regatta was an unforgettable experience, filled with stunning sunsets and group gatherings. Discover the joys of boat life with us as we journey through th...
Paradise or Caribbean Hospital – Eps 77
Salty Days Adventures

Paradise or Caribbean Hospital – Eps 77

Heya Salty Mates Just when our Caribbean sailing adventure was meant to kick off… everything flipped on its head. I flew to the Caribbean 3 days after my heart kicked into atrial fibrillation (AF), but a few weeks after arriving my symptoms ramped up, dizziness, light‑headedness, shortness of brea...
Charter Boat Bingo: Liveaboard Edition ⚓
Sailing Okaliptüs

Charter Boat Bingo: Liveaboard Edition ⚓

Ep. 182 ~ In our last few episodes, I might’ve sounded a tiny bit anti–charter boat skippers… so of course, I made a game out of it. 😎 Grab a drink and play along as we tick off 25 of the most “memorable” charter boat habits that every liveaboard knows all too well. From anchor drop-n-dashers to D...
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 ...
Neel last day   4K
Bad Kitty Sailing (formerly Sailing CAVU)

Neel last day 4K

Its our last day with the Neel 43 before we have to return it. We check out a watch tower and give some final thoughts.
Tour of a charter boat. A Lagoon 46 from Navigare Yachting in the Abacos, Bahamas
Sail Stillwater

Tour of a charter boat. A Lagoon 46 from Navigare Yachting in the Abacos, Bahamas

We are always getting questions about our bareboat trips. Mostly the questions are about the boat and what it's like living on the boat for a week. So this video shows a short tour of Sir Jax, a 2023 Lagoon catamaran from Navigare Yachting in Marsh Harbor in the Abacos, Bahamas.
2023 Leopard Powercat 53 Flybridge Tour | Boating Journey
Boating Journey

2023 Leopard Powercat 53 Flybridge Tour | Boating Journey

In episode 208, we're at the Miami Boat Show and we take you on a tour of the 2023 Leopard 53' Powercat. The 2023 Leopard 53 Powercat is a cutting-edge power catamaran that redefines luxury and performance on the water. Designed for discerning boaters seeking a balance of power, efficien...
Sailing Around the World: Learning to Cook Local Cuisine in Grenada
Holly and Ray

Sailing Around the World: Learning to Cook Local Cuisine in Grenada

This week we welcomed our family aboard. This is their first time in Grenada, so we wanted to kick off their visit with a cultural experience they’d never forget! As a family of foodies, we love taking cooking classes when we travel. So, we took a class with Chef Kennedy through Home Hospitality Gre...
CHARTERING A CATAMARAN (AKA, try before you buy!)
Gone with the Wynns

CHARTERING A CATAMARAN (AKA, try before you buy!)

Our boat is still a couple of months away from us being able to sail away.  So, we decided to do something we have never done before. Charter a boat. ❤ Join Our Crew! ❤ For exclusive content, behind the scenes & Q&A's: ☝Full Scoop On The Blog 📷 Photo & Video Gear 📷 📱 UPDAT...
WHAT’S IT LIKE TO SAIL A LUXURY YACHT IN THE GREAT BARRIER REEF? EP-83
Leading the Escapade

WHAT’S IT LIKE TO SAIL A LUXURY YACHT IN THE GREAT BARRIER REEF? EP-83

AUSTRALIAN ADVENTURES SAILING A LUXURY CATAMARAN IN THE WHITSUNDAYS & THE GREAT BARRIER REEF WITH 3 OF THE BEST AUSSIE SAILING CHANNELS, WHAT HAPPENS WHEN YOU CHARTER A YACHT, BOAT TOUR OF A LAGOON 450S AND INTRODUCTION TO WHAT WE'LL BE GETTING UP TO FOR OUR WEEK ABOARD! THIS WEEK WE SHOW ...
GETTING INTERROGATED AND STARTING TROUBLE IN THE BVI
Sailing Good, Bad, and Ugly

GETTING INTERROGATED AND STARTING TROUBLE IN THE BVI

Want Real-Time Updates?! Support our channel! Would you like to buy us a beer or one time gift Check out our amazon store front to see products from our refit, camera gear we use, and favorite boat gear. Merch! Support our channel and get something Awesome in return! We upload a new video ev...
BAHAMAS FROM ABOVE//Exploring the Exumas Drone Tour-Episode 108
Sailing Dauntless

BAHAMAS FROM ABOVE//Exploring the Exumas Drone Tour-Episode 108

This week we recap our Exumas charter week with drone shots of our favorite islands and sunsets! Want to support us? Here's a couple ways you can: Like, Follow, and Share! 👍FACEBOOK: 🫶INSTAGRAM: DON'T FORGET TO LIKE, SUBSCRIBE & CLICK THAT BELL🔔 You can also support us here: ...
#185 URGHHHHH I was STALKED by a IGUANA in the BAHAMAS | Sailing Sisu Leopard 45 Catamaran
Sailing Sisu

#185 URGHHHHH I was STALKED by a IGUANA in the BAHAMAS | Sailing Sisu Leopard 45 Catamaran

We find ourselves in a couple of Cays this week, one more beautiful than the other. After a couple of attempts we finally got to see these massive Iguanas, and the one would not leave me alone, the minute I sat down, it came for me . . . . being stalked by a reptile is just not on LOL A big shout...
THE MOST EXPENCIVE CHARTER WEEK? HOW MANY YACHTS CAN BE DESTROYED IN A WEEK? – SwT 99
Sailing with Thomas

THE MOST EXPENCIVE CHARTER WEEK? HOW MANY YACHTS CAN BE DESTROYED IN A WEEK? – SwT 99

This must be a record breaking charter week and a charter boat companies worst nightmare! It could qualify for being the worlds most expensive week for both the leaser and the charter boat company. A company rents 80 bare boat charter and damage and destroy several of them. I can't tell how sor...
Ep.  3 Aboard Coral’s Reef – Exploring BVI
Sail with Kee

Ep. 3 Aboard Coral’s Reef – Exploring BVI

We cruise the BVI with our good friends from home! Join us as we explore the Baths and more.
This man may save you $10000’s on a boat | BTS with Sail Libra
Sailing Zingaro

This man may save you $10000’s on a boat | BTS with Sail Libra

Skip the waitlist and invest in blue-chip art for the very first time by signing up for Masterworks: Purchase shares in great masterpieces from artists like Pablo Picasso, Banksy, Andy Warhol, and more. How Masterworks works: -Create your account with your traditional bank account -Pick major works...
Catamaran Sailing In Belize! – S6:E14
Sailing Doodles

Catamaran Sailing In Belize! – S6:E14

The first 1000 people to click the link will get a free trial of Skillshare's Premium Membership: We fly down to belize and charter a leaopard 40 catamaran to explore the islands and sail the beautiful water. Meet Amanda! @sailingwithAmanda on Instagram This channel is funded by viewers like...
Packing for the BVI’s | Boating Journey
Boating Journey

Packing for the BVI’s | Boating Journey

In episode 86, we sit down and share with you the items Ally bought Scott for Christmas last year for our charter trip to the BVI's (that got cancelled last Spring due to covid). Let us know if there is anything else we should bring with us. Below are the affiliate links for each of the produ...
New Lagoon 46, The Charter Business, and other Q & A
The O'Kelly's

New Lagoon 46, The Charter Business, and other Q & A

What's it like to work full time from a boat? What is your prep checklist for visiting a new area? What is the cruising community like? How do you land a drone on a moving sailboat? Can you cover your cruising costs by running charters? And we tour a brand new Lagoon 46 and give you some impres...
$495,000 1929 LAKE UNION FANTAIL 98′ 30M Antique SUPERYACHT WALKTHROUGH SPECS Classic Boat Charter
NautiStyles

$495,000 1929 LAKE UNION FANTAIL 98′ 30M Antique SUPERYACHT WALKTHROUGH SPECS Classic Boat Charter

Huge Thank you to ART BROOKS SEA Co & Electra Cruises for letting us explore around on our own and Captain Andrea Bill for taking us out! This yacht is for sale: Join us on the Self-guided Tour;) of the 98' ANTIQUE LAKE UNION FANTAIL Classic SuperYacht, which was built in 1929. This is The...
#84 SIX Attempts at Getting Our SCHENGEN VISAS | Sailing Sisu Leopard 45 Catamaran
Sailing Sisu

#84 SIX Attempts at Getting Our SCHENGEN VISAS | Sailing Sisu Leopard 45 Catamaran

This was by far the most expensive and frustrating visa application we have ever done. Over and above the agency and visa fees, it was Car Rentals, Bus Trips and B&B's too. SIX attempts! And when we finally got it, covid happened so our visas are running out as we speak, so back to the draw...
Solo Sailor Girl is BACK! What You’ve Missed…
Another Adventure

Solo Sailor Girl is BACK! What You’ve Missed…

All the action packed into one episode!!! Heres all the highlights and some of my favorite moments from the last few months... as I recover from my accident and catch back up on life im working hard to organize all my footage and catch u all up to speed on what you've missed! thanks for being p...
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