Watch Sailing & Boating Adventures Around the World
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This sailboat show is more about PEOPLE, than BOATS. Prove us wrong
Brian and Jillian from Sail Stillwater attend the Annapolis Boat Show, connecting with cruising creators, touring new catamarans, and catching up with friends on the docks.
Which bike for your boat?
Steve and Judith test Brompton folding bikes aboard Fair Isle, comparing lightweight titanium T Lines in Barcelona with rugged electric G Lines at the Annapolis Boat Show to find the ultimate bike for dinghy landings and cruising life.
Driving My Boat from NY to Annapolis
After spending a month building a custom Bimini structure, Daniel hauls his MacGregor power sailboat over 400 miles from Albany, New York to Annapolis, Maryland for a solo launch on the Chesapeake Bay.
The New Leopard 43 Is Here! Full Tour From Leopard 42 Owners
Leopard 42 owners Chris and Lisa tour the 2026 Leopard 43 catamaran at the Annapolis Boat Show, comparing the new bow lounge, helm steps, extended solar roof, galley dishwasher, and starboard owner's suite.
We Asked Sailors What They Bought at the Boat Show Ep 81 #annapolisboatshow
Geri and Shawn walk the docks at the Annapolis Sailboat Show to ask sailors what they bought, check out the Jonbuoy recovery module and Sea Level 11 tank monitors, and share their own Spinlock and Arco 48V upgrades for Roam.
Before Opening Day! Inside the 2026 Annapolis Sailboat Show Setup | Boating Journey
Scott from Boating Journey goes behind the scenes at the 2026 Annapolis Sailboat Show in Maryland, documenting the frantic dock setup from bare Tuesday tents to working until 1:00 AM before opening day.
Sailrite Sewing Machine: Definitely on our refit list #shorts
At the Annapolis Boat Show, Chris and Lisa from SvSerenity evaluate the heavy-duty Sailrite sewing machine for sail repairs, thick Sunbrella canvas, and off-grid hand-cranking.
1 MILLION SUBS! WE DID IT! 🥳 🍺 🙏
Celebrating one million subscribers, Brian Trautman and Karin Syrén reflect on 14 years, 85,000 nautical miles, and four oceans aboard SV Delos as they prepare their custom aluminum catamaran, Delos 2.0, for sea trials.
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
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