Watch Sailing & Boating Adventures Around the World
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Annapolis Sailboat Show 2026 FULL Tour
Adventureman Dan explores the 2026 Annapolis Sailboat Show at City Dock on the Chesapeake Bay, inspecting world-cruising monohulls, luxury catamarans, cutting-edge ground tackle, and innovative offshore sailing hardware.
2.5 Years Boat Build Update in 25 minutes – LIVE Quantum Sails Annapolis 2026
Brian and Karin of Sailing SV Delos deliver a 2.5-year retrospective on Delos 2.0 at Quantum Sails in Annapolis, breaking down aluminum naval architecture, electrical systems, and ocean sails.
I’m Buying a POWER YACHT?! Touring the Annapolis Boat Show 2026
Bobby White of Sailing Doodles tours the Annapolis Powerboat Show, evaluating aluminum expedition motor yachts, power catamarans, and vessel refit projects in Maryland.
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.
Leaving My Home
Adventureman Dan departs his upstate New York family home with his $17,000 MacGregor 26X UMAR rig, trailing south to the Annapolis Sailboat Show.
Where to find us at the Sailboat Show
Ryan and Sophie of Rigging Doctor announce their appearance at the Annapolis Sailboat Show and Cruisers University, presenting standing rigging masterclasses.
Our Final Week of Pregnancy & Annapolis Boat show Announcement!
Ryan and Shaunella of Sailing Sunday prepare their cruising sailboat for infant safety while Ryan heads to the Annapolis Sailboat Show to source offshore gear.
Our best sailing moments changed us. Here’s why!
Join us as we sit down and compile our favorite sailing moments from our sailing adventures into one video. From island hopping in paradise to building miles sailing the North Atlantic, we show you some of our best moments on the water. Our first sailing moment was from our first sailing school ...
Props // Rerun
Andy Schell and the 59° North Sailing team examine cruising sailboat propellers, weighing the hydrodynamic drag and efficiency of fixed, folding, and feathering designs.
We’re headed back to Annapolis for the Sailboat Show! #annapolis #cruiserscreatingcontent #boatshow
The mother of all sailboat shows is just a few weeks away and we are going! The Annapolis Sailboat show coming up October 15th-18th, and we are going! We are excited to see the new boats as well as hang out the cruisers creating content booth sponsored by the Young Cruisers Association.
Big Announcement! Annapolis Booth Times!!!
We just got our official booth times! Coming to the Annapolis Sailboat Show? Come see us at the Cruisers Creating Content booth, the Cruise Abaco Booth, or just out walking around. Need tickets? Use this link:
The Realities of Living at Anchor | Solving Everyday Boat Problems Ep. 75 #boatlife
Life at anchor isn't always about sailing. Sometimes it's about solving the everyday challenges that come with living aboard full-time. In this episode, we've settled into one of our favorite anchorages in Spa Creek, Annapolis, and we're tackling three very different problems—ea...
Cheers to change! Our Channel Gets a Complete Overhaul
We sailed alot of miles in 2025! In this video we’re recapping it all and sharing what’s next for 2026. From unforgettable Caribbean sailing adventures to big lessons learned, this year helped shape the future of our channel — and 2026 is going to be even better. In 2025, we sailed through Puerto ...
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...
Dream Boat Hunt at Annapolis! Did We Find THE One? (Ep. 13)
Alright we are back in Annapolis this round. And my apologies for two boat show videos in a row but we did promise to share our entire journey. This is definitely a part of that. An on that topic, there will be one final video with boat show in it, though next week that isn't what the primary f...
Let’s go buy a Boat!! (Maybe. Possibly not.) Annapolis Sailboat Show. (Ep. 12)
Ok so as you saw in the last episode... the "Love it or hate it" cruise was over, the decision was made, and it was time to lock in a boat. So we head to Annapolis for the world famous sailboat show. We tour a bunch of boats, meet with a bunch of people, and (spoilers) take a temporary ste...
Episode 250 – Annapolis Sail Boat Show with The Sailing Pickle Family!
We attend the Annapolis Boat Show guys... And it's so much fun!! 🤩 After a bit of a rush to get Pickle lifted out the water in Spain for well needed boat work in a few weeks, we have the usual crazy road trip back to the UK, where we leave Buddy with my eldest daughter Bryony and Fly out to Am...
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...
Ep 35: Sailing single-handed from the Azores to Brasil
I sail from the Azores to Brazil. This sailing cruise is very challenging in terms of weather navigation as I am sailing near Cape Verde in September. This is the birthplace of hurricanes at this time. Good weather information is crucial to avoid strong winds and storms. After that I'm in the I...
Ep 35: Einhand von den Azoren nach Brasilien
Von den Azoren segle ich nach Brasilien. Die Fahrt ist bezüglich der Wetternavigation anspruchsvoll, da ich im September an den Kapverden vorbeisegle. Hier ist die Geburtsstätte der Hurrikans zu dieser Zeit. Gute Wetterinformationen sind hier entscheidend, um Starkwind und Sturm aus dem Weg zu gehen...
Ep 34: Single-handed from New York to the Azores
From New York I set off single-handed towards South Africa. My first stop are the Azores and after 21 days and 2368 nm I reach Horta. This sailing cruise is affected by the Gulf Stream, but is also characterized by strong winds and calms. As always, I give a good insight into my weather navigation. ...
Ep 34: Einhand von New York zu den Azoren
Von New York aus starte ich einhand Richtung Südafrika. Meinen ersten Stopp mache ich auf den Azoren und nach 21 Tagen und 2368 sm erreiche ich Horta. Die Fahrt steht unter dem Einfluss des Golfstroms, ist aber auch von Starkwind und Flauten geprägt. Wie immer gebe ich einen guten Einblick in meine ...
IT WAS ALL FOR YOU | 1500 miles later
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