Watch Sailing & Boating Adventures Around the World
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We are Boatless… NOW WHAT?! | Sailing Sunday Vlog 301
With “Sunday” officially sold, we pack up our little family, squeeze into a 5th wheel and hit the road from Florida to the Annapolis Boat Show. It’s our first big trip as boatless sailors. Just us, the baby, the dog and a whole lot of “what now?!” We explore the Boat show, hug our Patreons and Sub...
SAILBOATS, SECRETS, AND SHENANIGANS – ANNAPOLIS BOAT SHOW 2025! Ep-194
Go to and use code ESCAPADE to get 10% on Holafly plans for the first 12 months or 5% off on any other Holafly eSIM This isn’t your typical boat show vlog — we’re taking you behind the scenes of what it’s really like to be cruising creators at the Annapolis Boat Show! From creator meetups and af...
Sailor James at the Annapolis Boat Show 2025; Schooner Sailing, YouTuber Booth, Meet & Greets & More
Hello Friends, I will be attending the legendary Annapolis Boat Show this year in October. Schooner Sailing, YouTuber Booth, Meet & Greets & More Hundreds of people over the years have asked how they could go sailing with me so I have set up a small chance to do this onboard the Schooner Wo...
The Annapolis Boat Show | Sailing Avocet
Annapolis Boat Show 2023 was one for the books! We spent an unforgettable week surrounded by our incredible sailing YouTuber friends — SV Via, Breaking Waves, Parlay Revival, SV Lusty, and SV Jubel — turning the boat show into a rum-laced pirate reunion. From dockside laughs and late-night parties t...
Inviting YOU aboard our fleet ⛵️⛵️
🌊 We've Launched a Brand-New Website! Booking your spot on board is now easier than ever at DrenchedExpeditions.org Upcoming Expeditions — Join the Adventure! 🦧August 20 – September 20: Palawan, Philippines to Borneo 🦈September 12 – 21: The Maldives 🐘September 25 – November 1: The Big Borneo A...
A Trip Around the World with WE|Sail – Circumnavigation in 6 Weeks | Episode 283
Welcome back to WE|Sail! This week, we say goodbye to our beloved floating home, VA, and embark on an incredible 6-week journey around the globe! Our circumnavigation by air! First stop: Greece, where we’ll spend 3 weeks hosting charters in one of the world’s most stunning sailing destinations. W...
Jeanneau 350
We tour the new Jeanneau 350 at the Annapolis Boat show. For more info contact: Mike Shebester [email protected] 903-624-1799
OLD STOMPING GROUNDS, PRIVATE BOAT TOUR & BOLD DIY ON NEW SAILBOAT – Ep 214
Prepare for takeoff with Ubigi and enjoy fast, reliable mobile internet in 200+ destinations. Download the Ubigi app today to claim your FREE eSIM and get 10% off your first purchase with code jibsea. Find all the data plans at We’re back in our home port before heading to the Annapolis Boat Show!...![THE NAKED TRUTH: How to start a sailing YouTube channel (at Annapolis Boat Show) [Ep151 RED SEAS]](https://i.ytimg.com/vi_webp/5DLWPEXkypw/mqdefault.webp)
THE NAKED TRUTH: How to start a sailing YouTube channel (at Annapolis Boat Show) [Ep151 RED SEAS]
A lot of people want to know what it takes to start a sailing YouTube channel so we sat down with David Shih, @SailLife , Andy from @OceanCruisers and @WEsail to answer all your questions about what it means to sail full time and make videos. We talk about our inspirations from @SailingLaVagabonde ...
Boats, Gadgets and surprise awards at Annapolis | Ep127
Annapolis is a feel good place and this year with perfect weather it was delightful. For us YouTube channels there's a lot going on, Patron meetings, a stint on the YT booth every day and events every night. It's actually a struggle to find time to see what's on offer at the show! Je...
Screwed by Starlink | Episode126
Aruba is a big holiday destination, mainly for Americans, and has all the trappings of a resort. It also has some nice quiet anchorages though and some good diving. We've had a nice couple of weeks exploring and have now docked Fair Isle safely at Renaissance Marina so we can fly up to Annapoli...![Living full time on a 47ft SAILING CATAMARAN | Your questions answered [Ep150 RED SEAS]](https://i.ytimg.com/vi_webp/e3Bbk1ZqVg4/mqdefault.webp)
Living full time on a 47ft SAILING CATAMARAN | Your questions answered [Ep150 RED SEAS]
Do you want discounted tickets to the Annapolis Boat Show this week? Use code SAILREDS24 or visit www.red-seas.com/annapolis to save money off your tickets, and make sure you drop by and say hello to us at the show! We live full time on our sailboat and sometimes we forget that although this way of...
Wooden Door Frames Wouldn’t Have Given Us This Much Trouble (MJ Sailing – Ep 345)
We always make things 10x harder for ourselves than they need to be. Just a reminder that the Annapolis Boat Show is next weekend, and if you use our code of MJSAIL24, you'll get $10 off your daily ticket! Speaking of boat shows, you know that we use them as a way to step aboard numerous cata...![WE NEED TO SELL OUR BOAT! 😢 (not what you think) [Ep149 RED SEAS]](https://i.ytimg.com/vi_webp/lkLBAt4ynmU/mqdefault.webp)
WE NEED TO SELL OUR BOAT! 😢 (not what you think) [Ep149 RED SEAS]
It's not what you think but with a change of plans this week, we suddenly need to sell our boat! We have been trying to figure this out for a while but now that all the details have come together, we are able to share some news with you. Stop reading this and just watch the video, quick! And ...
IT WAS ALL FOR YOU | 1500 miles later
💙 GET THE EXTRAS 💙 For exclusive content, behind the scenes & live chats! 💙 MERCH 💙 💙 WANT TO SUPPORT THE PRODUCTION 💙 One time Donation via Paypal: Be sure you are Subscribed: Amazon Wishlist: ❤️💚 Gifts for Sailors ❤️💚 $10 off your BIXSTIX: Check out our Amazon Gift for Sailors Gui...
How We Flew BUSINESS CLASS to a $100,000 EVENT… (Episode 236)
This is a behind the scenes episode of our trip to Annapolis where Colin blindly bids on upgrading the whole crew to business class, with the minimum possible offer, and actually wins! By the time he realizes this was a very expensive mistake, it was too late! SV Parlay is a hurricane damaged Lagoo...
Annapolis Sailboat Show 2023
We go to the 2023 Annapolis Sailboat show. Walk around with us as we visit a couple of friends ands see what is new.
We Get an Inspection From the Factory (MJ Sailing – Ep 307)
Terry flies all the way over from Vietnam to inspect our boat - will we get the seal of approval? Learn a new language! Get 7 days free of Speakly by using our link: Continue your subscription and get 60% off! In this week's video we use the warm weather we're still getting to work on t...
Jeanneau 55
While attending the 2023 Annapolis Sailboat Show we got to tour the new Jeanneau 55 Yacht. This innovative design features a revolutionary deck layout featuring a dual cockpit design not seen on other boats.Two private guest cabins with their own companionways allows you to entertain guest and still...![Our little SAILING ADVENTURE is about to EXPLODE! | Annapolis Boat Show 2023 [Ep100 RED SEAS]](https://i.ytimg.com/vi_webp/cEJFn3Cbo6w/mqdefault.webp)
Our little SAILING ADVENTURE is about to EXPLODE! | Annapolis Boat Show 2023 [Ep100 RED SEAS]
We’re jumping forward in our timeline for a second and flying you from French Polynesia to the Annapolis Boat Show 2023! It was our first time at the show and we had an absolutely wild week, meeting other YouTube channels, chatting with lots of our subscribers and patrons and then attending the Inte...
Taking a Break | Real Time in Annapolis Ep.91
This week we are doing things a bit different *It's boat ⛵ show time again in Annapolis* and we had the opportunity to meet with some old friends, make some new ones and have an amazing time on and off of boats. Thank you so much to everyone who came up to say hi 👋🏻 Your stories are truly ins...
Annapolis boat show: it’s more than just boats! | Ep100
Yes it's that time of year again! No one does a boat show quite like Annapolis and this year we had hot sun for most of it so feel very lucky. There were lots of boats to see and even more gadgets but I have to admit Annapolis has become a place to meet up with old friends, Patrons and fellow Y...
#218 RACE Against Sunset with EMPTY TANKS! Will We Make It? Hookup with SV DELOS | Sisu Leopard 45
With the haunting memories of Hatteras behind us, we now face a new heart-pounding challenge: a windless sea and near-empty fuel tanks. Will our determination outmatch the ticking clock? Join us on this high-stakes journey as we race against time to reach the next fuel stop, a daring 6 hours away, a...