Watch Sailing & Boating Adventures Around the World
Explore sailing, boating, and water sports through our curated video archive. From epic sea voyages to serene diving escapes, discover unforgettable adventures from top YouTube creators. Start your journey. Dream big. Sail far.
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Pro Meteorologist Explains the Hurricane Season // On The Wind Podcast #509
Meteorologist Jeremy Davis joins Andy Schell to explain the split hurricane season, detailing how Pacific El Niño wind shear suppresses Atlantic storms and analyzing historical passage telemetry.
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.
The road back to boat work: The dry run & more bunker work! Ep. 700
Mads Dahlke prepares the creek bunker workshop for office work and voiceovers, installing spray foam and ceiling drywall before running a trailer dry run with Danny for catamaran Spiffy.
Interviewing Sailing YouTubers @ The Annapolis Sailboat Show
Daniel attends the final day of the Annapolis Sailboat Show, completing 19 interviews, touring production sailboats, and connecting with creators and cruisers at the docks.
Family of 5, Zero Sailing Experience, $500K Budget: What Boat Should They Buy? | LIVE
Captain James Evenson guides a Utah family of five through a $500,000 blue water sailboat consultation, analyzing offshore monohulls, performance catamarans, practical training pathways, and essential survey checks for older vessels.
There are two types of people, and the marry each other… #sailing #sailingfamily #boatlife
Steve and Kami navigate strict anchoring regulations and shoreline setbacks in Annapolis, dealing with dock master inspections and resetting anchor fifteen times.
Day 3 My Anchor Drags
At the Annapolis Sailboat Show, Adventureman Dan docks his trailered MacGregor, navigates a rain-soaked morning, secures an Ultra anchor sponsorship, and improvises with a shoreline spruce anchor when ground tackle drags.
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.
First Time At The Annapolis Sailboat Show
Daniel drives 400 miles to attend the Annapolis Sailboat Show, tackling harbor regulations, touring new yachts, and resolving an unexpected grounding.
A Super Maramu Like Delos—Donated to Fund Sailing Therapy #shorts
At the Annapolis Sailboat Show 2026, Chris and Lisa of SvSerenity tour a donated Super Maramu with Brady from SV Delos, inspecting its watertight bulkheads and aft cabin before sale proceeds fund sailing therapy.
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.
We Explored Every Dock at Annapolis 2026… Here’s What Stood Out
Chris and Lisa of SvSerenity explore the Annapolis Sailboat Show, visiting marine vendors, showcasing charter options, and meeting fellow cruisers.
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.