Sailing Doodles – Page 2

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Come sail with me! Cruise@sailingdoodles.com
Sailing Doodles

Come sail with me! [email protected]

  • Oct 24, 2025
  • Language: EN
  • Play Time: 00:01:01
Organized Chaos: 100 Boats Depart the Annapolis Boat Show!
Sailing Doodles

Organized Chaos: 100 Boats Depart the Annapolis Boat Show!

The Annapolis Boat Show is over, but the real work begins! At sunrise, I head back to the docks to help with the massive teardown — floating docks are being dismantled, crews are casting off lines, and nearly 100 boats start departing in a well-orchestra...
  • Oct 19, 2025
  • Language: EN
  • Play Time: 00:10:29
Welcome back LAURA! With her two kids!
Sailing Doodles

Welcome back LAURA! With her two kids!

Laura — one of the original Sailing Doodles crew and a fan favorite — joins me in Annapolis for a special reunion! This time, she’s brought her two kids along for the adventure. We head to the Annapolis Boat Show, where I show her the brand-new Isla...
  • Oct 16, 2025
  • Language: EN
  • Play Time: 00:20:28
My NEW Yacht Has Arrived! Delivering It to the Annapolis Boat Show
Sailing Doodles

My NEW Yacht Has Arrived! Delivering It to the Annapolis Boat Show

The long-awaited Island Spirit 525e hybrid-electric catamaran has finally made it to the U.S.! Hull #3 just arrived in Maryland, and since I’m getting Hull #5, I jumped aboard to help deliver her to the Annapolis Boat Show for her worldwide debut. Come ...
  • Oct 10, 2025
  • Language: EN
  • Play Time: 00:22:13
The Ghost Crew: Sailing With Faces I Couldn’t Show
Sailing Doodles

The Ghost Crew: Sailing With Faces I Couldn’t Show

We set sail from Port Washington to Huntington Bay, Long Island — a beautiful day on the water with two amazing crew members. But after the trip, they asked not to appear in the video… so I had to blur them out. It turned into one of the most challengi...
  • Oct 05, 2025
  • Language: EN
  • Play Time: 00:15:04
You can own/win this boat! #sailing #contest
Sailing Doodles

You can own/win this boat! #sailing #contest

  • Oct 02, 2025
  • Language: EN
  • Play Time: 00:00:54
Giving Away My Sailboat to One of You!
Sailing Doodles

Giving Away My Sailboat to One of You!

🎉 BIG ANNOUNCEMENT – I’m giving away my sailboat, and YOU could be the new owner! ⚓️ This is your chance to win "SV Nauti Dogs" a 1989 Ta Chiao CT-56 bluewater cruiser, the yacht that has taken me on so many incredible adventures. Instead of se...
  • Oct 02, 2025
  • Language: EN
  • Play Time: 00:17:09
Sailing NYC with Emma from Flying Doodles! | East River to Long Island Sound
Sailing Doodles

Sailing NYC with Emma from Flying Doodles! | East River to Long Island Sound

We set sail right through the heart of New York City! Emma, the host of Flying Doodles, and her boyfriend join me on Nauti Dogs as we cruise past Manhattan, up the East River, and into the Long Island Sound. We make it to Port Washington, where Emma and he...
  • Sep 29, 2025
  • Language: EN
  • Play Time: 00:11:26
Emma on her Lyra Hoop #lyra #acrobatics
Sailing Doodles

Emma on her Lyra Hoop #lyra #acrobatics

  • Sep 26, 2025
  • Language: EN
  • Play Time: 00:00:55
Sailing Italy’s Amalfi Coast: Naples to Capri (Full Journey Documentary)
Sailing Doodles

Sailing Italy’s Amalfi Coast: Naples to Capri (Full Journey Documentary)

Join us for an unforgettable sailing adventure along Italy’s Amalfi Coast and surrounding islands. Starting from Naples, we cruise through the colorful fishing villages of Procida, soak in the hot springs of Ischia, sail past the dramatic cliffs of Capri...
  • Sep 25, 2025
  • Language: EN
  • Play Time: 01:42:26
Goodbye Lauryn, Hello Emma | Sailing to NYC & Aerial Hoop Show at the Statue of Liberty
Sailing Doodles

Goodbye Lauryn, Hello Emma | Sailing to NYC & Aerial Hoop Show at the Statue of Liberty

We set sail from Atlantic City for our final leg with Lauryn, heading up the coast to New York City. The sail takes us right past the Statue of Liberty before we dock in Brooklyn, where it’s time to say goodbye to Lauryn… and hello to Emma from @Flying...
  • Sep 22, 2025
  • Language: EN
  • Play Time: 00:17:45
@Lost_Lauryn is a fantastic and beautiful crewmate #crew #sailingyacht
Sailing Doodles

@Lost_Lauryn is a fantastic and beautiful crewmate #crew #sailingyacht

  • Sep 18, 2025
  • Language: EN
  • Play Time: 00:00:23
The HOTTEST SAILOR on the YouTube
Sailing Doodles

The HOTTEST SAILOR on the YouTube

@Lost_Lauryn is probably the most beautiful sailing on youtube today! We have engine problems as soon as we pull up anchor at Cape May and we are drifting with the wind and current. I take quick action to get the motor started and then we sail 40 miles u...
  • Sep 18, 2025
  • Language: EN
  • Play Time: 00:18:47
We Sailed From Freezing To Bikini Weather In One Day!
Sailing Doodles

We Sailed From Freezing To Bikini Weather In One Day!

We set sail at dawn from the C&D Canal bundled up in the morning chill, but by midday it turned into perfect bikini weather! With a steady breeze at our backs, we enjoyed an epic downwind run down Delaware Bay and made landfall in Cape May, New Jersey....
  • Sep 15, 2025
  • Language: EN
  • Play Time: 00:15:22
Best Boats at Newport Boat Show 2025 | Hylas, Beneteau & Lagoon
Sailing Doodles

Best Boats at Newport Boat Show 2025 | Hylas, Beneteau & Lagoon

Join me at Day One of the Newport International Boat Show 2025! I dive into the latest electric motor technology and tour some incredible yachts, including: Hylas 57 – luxury bluewater cruiser Kufner 57 – sleek performance yacht Beneteau Swift Trawl...
  • Sep 12, 2025
  • Language: EN
  • Play Time: 00:29:48
@Lost_Lauryn looks beautiful on my boat! #sailing #bikini i
Sailing Doodles

@Lost_Lauryn looks beautiful on my boat! #sailing #bikini i

  • Sep 11, 2025
  • Language: EN
  • Play Time: 00:00:30
Sailing with Strength & Style – Lauryn on the Bowsprit
Sailing Doodles

Sailing with Strength & Style – Lauryn on the Bowsprit

We barely made it off the dock! 😳 Just as we were about to leave, the engine wouldn’t start — air in the fuel line. After priming and fixing the issue, we finally got the motor running smoothly and set out up the Chesapeake Bay toward the C&D Ca...
  • Sep 11, 2025
  • Language: EN
  • Play Time: 00:16:48
Lauryn Returns To The Crew For An Epic Boat Adventure!
Sailing Doodles

Lauryn Returns To The Crew For An Epic Boat Adventure!

This channel is funded by viewers like you. Please help us keep this channel creating great content by Joining the Sailing Doodles Navy https://sailingdoodles.podia.com/sailing-doodles-course-community or become a channel member https://www.youtube.com/c...
  • Sep 08, 2025
  • Language: EN
  • Play Time: 00:18:58
Final Sail in Greece! Chaotic Docking & Farewell to Miss Lone Star
Sailing Doodles

Final Sail in Greece! Chaotic Docking & Farewell to Miss Lone Star

It’s our last day in Greece aboard the charter catamaran, sailing from the beautiful island of Agistri back to Athens. As we entered the marina, a line of a couple dozen boats all tried to dock at once with the wind picking up—things got a little hecti...
  • Sep 04, 2025
  • Language: EN
  • Play Time: 00:16:59
Fast Sailing to Poros & Finding a Private Paradise in Greece!
Sailing Doodles

Fast Sailing to Poros & Finding a Private Paradise in Greece!

On our next-to-last day sailing in Greece with Sailing Miss Lone Star, we had some of the best moments of the trip! 🌊⛵ We pushed the boat hard in brisk winds on the way to the beautiful Greek town of Poros, flying across the water under sail. The fol...
  • Aug 31, 2025
  • Language: EN
  • Play Time: 00:15:19
Toga party in Greece
Sailing Doodles

Toga party in Greece

  • Aug 28, 2025
  • Language: EN
  • Play Time: 00:00:17
Toga Party in Greece! Sailing, BBQ, and Plate Breaking
Sailing Doodles

Toga Party in Greece! Sailing, BBQ, and Plate Breaking

Join us for a short but beautiful downwind sail from Aegina to Agistri, where things get interesting as I attempt a creative (and slightly unusual) mooring. After some relaxing beach time, we head to the Jamaica Yacht Club for an unforgettable Greek BBQ an...
  • Aug 28, 2025
  • Language: EN
  • Play Time: 00:13:23
Greek Island Adventure Ends in Trash Avalanche!
Sailing Doodles

Greek Island Adventure Ends in Trash Avalanche!

We continue our Greek island adventure with Sailing Miss Lone Star as we sail from Vathy to Aegina. Along the way we stumble across something unusual on the cliffsides… but the day finishes in true Mediterranean style — with a dip in crystal-clear wate...
  • Aug 24, 2025
  • Language: EN
  • Play Time: 00:09:26
Clothing Optional Sailing in Greece! | 25+ Knot Winds on a Lagoon 38
Sailing Doodles

Clothing Optional Sailing in Greece! | 25+ Knot Winds on a Lagoon 38

We’re back sailing in Greece with Miss Lone Star aboard a Lagoon 38 catamaran! 🌊⛵️ With the wind blowing over 20 knots, we reefed down twice and still flew along at 8 knots on our way from Aegina to one of my favorite harbors in the Saronic Island...
  • Aug 21, 2025
  • Language: EN
  • Play Time: 00:12:01
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