Watch Sailing & Boating Adventures Around the World

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.

Oct 16, 2026
Language: EN
Play Time: 00:21:54

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.

Oct 15, 2026
Language: EN
Play Time: 00:49:16

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.

Oct 14, 2026
Language: EN
Play Time: 00:17:31

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.

Oct 12, 2026
Language: EN
Play Time: 00:07:37

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.

Oct 11, 2026
Language: EN
Play Time: 00:12:01

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.

Oct 11, 2026
Language: EN
Play Time: 00:01:59

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.

Oct 11, 2026
Language: EN
Play Time: 00:27:07

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.

Sep 29, 2026
Language: EN
Play Time: 00:47:21

Sailing to Our Next Boat | Sailing Wisdom [S5 Ep55]

▸ MATERIALS NEEDED FOR OUR NEXT PROJECT: ▸ MERCHANDISE: ▸ SUBSCRIBE DIRECTLY with us so you never miss an episode: ▸ PAINTING COMMISIONS: [email protected] ▸ ART FROM OUR VOYAGE: ▸ CHARLIE & GERRY CHANNEL: Herby and Maddie introduce you to our next project: Windpuff, an Alberg 3...

Mar 26, 2023
Language: EN
Play Time: 00:21:07

Sailing boat rebuild DISASTER! Keel falls off!

Episode 3 - TWO STEPS FORWARD AND ONE STEP BACK Join us as we get stuck into rebuilding our classic sailing yacht; the 1925, John Alden schooner, Adventurer. After buying her online unseen during Covid and not seeing the boat for almost 18 months we now know just how much work there really is! We h...

Dec 10, 2022
Language: EN
Play Time: 00:24:56

Removing our wooden sailing boat’s transom and Alex gets hurt…

EPISODE 2 - THE HARDEST PART IS STARTING It's the second instalment of the Aldens Adventurer journey! We are rebuilding our 1925, wooden sailing boat, built by John Alden. Join us as we encounter both the problems involved in restoring an old schooner and the challenge of balancing family life...

Sep 11, 2022
Language: EN
Play Time: 00:29:09

We finally arrived at the boat!

Episode 0 - INTRO Follow our journey as we restore and fully recommission our 1925 John Alden Schooner,Adventurer. Experience first hand family life onboard a classic wooden sailing yacht. Watch the whole family get involved as we fully restore Adventurer to her former glory and adjust her into a f...

Apr 05, 2022
Language: EN
Play Time: 00:04:23

Annapolis Boat Show 2021 | Sailing Avocet

Two days after we returned from Catalina Island, we packed our bags and kissed our boat projects goodbye as we flew east to attend the 2021 Annapolis Boat Show! Although we were invited to the various YouTube Creator parties we kind of did our "own thing" since we were with family and cele...

Feb 17, 2022
Language: EN
Play Time: 00:15:29

Boats to bikes – Exploring Rock Hall – Sailing Turtle

As per usual, things broke. But we didn't let that get us down. We still had no working AC and our anchor acted up when we were pulling up at the Magothy river.

Jul 22, 2021
Language: EN
Play Time: 00:11:06

RVing Through Tunnels and Family Struggles // Crossing the Chesapeake Bay Bridge Tunnel

As we pack things up to leave for Maryland there are pranks and family struggles. Brandon has to be on his A-game as he tows our RV (our home!) through the 17 mile stretch of the Chesapeake Bay Bridge-Tunnel. After we get to Maryland we visit Assateague National Park & Seashore to see the wild h...

Jun 13, 2021
Language: EN
Play Time: 00:16:46

Sailing Destinations of the Chesapeake Bay (Take the Waters) S2:E7

Our summer in the Chesapeake Bay was a busy one with unexpected work. But with our last two weeks in the bay we were determined to set sail and discover what have become our favorite destinations of the Chesapeake Bay. - - - - - - - - - - - - - - - - - - [[ HOW YOU CAN SUPPORT US ]] ▶ SUBSCRIBE...

Jan 08, 2021
Language: EN
Play Time: 00:23:23

That Time Bobby Gave Me A Bikini… (MJ Sailing – Ep 169)

Thanks for the bikini Bobby! I know it's YOUR birthday, but funnily enough, I end up with the gift. During our time in Annapolis, in mid- October, we decide to get on a few more boats. Being invited out by a few of our Patrons, we go inspect one of the Seawind 1160 Lites, in a mini show bein...

Dec 11, 2020
Language: EN
Play Time: 00:16:50

WE FOUND A BUILD SITE!! – A Quickie Real Time Update – MJ Sailing

Somehow it happened without us even trying or searching - but we've stumbled upon a build site for the new catamaran! Support the build, and get bonus material and access to private content by becoming a Patron today. or Help contribute to the build by shopping our Amazon Wish List! Deliv...

Nov 12, 2020
Language: EN
Play Time: 00:04:46

We were NOT expecting THIS in Ocean City // Fishing, Clamming, Wild Horses

As we head up the East Coast we stop in Ocean City, MD for a quick visit with Sierra's sister and her boyfriend. We had a blast clamming, fishing, wakeboarding, and finding the wild horses on Assateague Island. The boat we are super lucky to get to borrow can be found here: Some of the acces...

Nov 01, 2020
Language: EN
Play Time: 00:13:56