Sailing Doodles – Page 31

Watch Sailing Doodles from the Beginning!

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Tidal river tide up to Shroud Cay #sailing #bikini #puppies
Sailing Doodles
Tidal river tide up to Shroud Cay #sailing #bikini #puppies
  • Jun 19, 2025
  • Language: EN
  • Play Time: 00:00:41
Exploring a Real Cartel Plane Wreck Underwater!
Sailing Doodles
Exploring a Real Cartel Plane Wreck Underwater!
We sail to the legendary Norman’s Cay—once the hideout of the Medellín Cartel—where a drug smuggler’s plane still lies wrecked in the shallow turquoise water. We snorkel the eerie site, then discover a tiny private island that we have completely t...
  • Jun 22, 2025
  • Language: EN
  • Play Time: 00:19:53
Can We Survive the Yellow Bank Mine Field?
Sailing Doodles
Can We Survive the Yellow Bank Mine Field?
In this episode of Sailing Doodles, we set sail from Highbourne Cay in the Exumas and journey 60 miles across to the stunning Eleuthera island chain. But between us and paradise lies one of the most dangerous passages in the Bahamas—the Yellow Bank. This...
  • Jun 27, 2025
  • Language: EN
  • Play Time: 00:13:18
Horseback Riding on a Dream Beach in the Bahamas!
Sailing Doodles
Horseback Riding on a Dream Beach in the Bahamas!
We set sail from Spanish Wells to the stunning Harbour Island, home of the world-famous Pink Sands Beach! 🐢 Along the way, we discover a magical bay where dozens of sea turtles swim right up to us—and even eat out of our hands! Then we welcome back re...
  • Jul 03, 2025
  • Language: EN
  • Play Time: 00:17:06
Horse back riding on the pinks sand beach in the Bahamas #horseride #beach #bikini
Sailing Doodles
Horse back riding on the pinks sand beach in the Bahamas #horseride #beach #bikini
  • Jul 04, 2025
  • Language: EN
  • Play Time: 00:00:30
They Just Got Here… and Now They’re Leaving?!
Sailing Doodles
They Just Got Here… and Now They’re Leaving?!
New crew joined the boat—but just as quickly as they arrived, they had to leave. I dropped them off at the ferry dock in Harbour Island so they could catch a flight home. After that, I hopped on a center console and went fishing around the beautiful wate...
  • Jul 06, 2025
  • Language: EN
  • Play Time: 00:16:45
Meet My 3 New Bikini Crew! Let the Adventure Begin 🌊👙
Sailing Doodles
Meet My 3 New Bikini Crew! Let the Adventure Begin 🌊👙
Big changes aboard! In this episode, we kick things off with some deep sea fishing action and land a nice mackerel before diving into the crystal-clear waters for some epic scuba. But the real headline? I welcome three stunning new crew members to join me ...
  • Jul 10, 2025
  • Language: EN
  • Play Time: 00:12:45
We Caught Tuna in the Bahamas and Sailed to Paradise!
Sailing Doodles
We Caught Tuna in the Bahamas and Sailed to Paradise!
Things are heating up on the high seas! I’m joined by 4 gorgeous bikini-clad ladies as we go deep-sea fishing—and reel in a massive tuna! The girls did all the work and looked amazing doing it. After the big catch, we set sail from Eleuthera to the stu...
  • Jul 13, 2025
  • Language: EN
  • Play Time: 00:19:19
Wrecked yacht in the Bahamas
Sailing Doodles
Wrecked yacht in the Bahamas
  • Jul 16, 2025
  • Language: EN
  • Play Time: 00:00:40
Back on a Catamaran… and I Might Not Give It Back!
Sailing Doodles
Back on a Catamaran… and I Might Not Give It Back!
Join us as we hop aboard my friend’s Leopard 48 sailing catamaran and sail through the stunning Abacos! We anchor at one of the best snorkeling spots in the Bahamas, where the crystal-clear water is full of vibrant marine life. After reeling in a fresh m...
  • Jul 17, 2025
  • Language: EN
  • Play Time: 00:11:05
Drama with the Crew, Trouble in Paradise
Sailing Doodles
Drama with the Crew, Trouble in Paradise
We sail into one of the most iconic spots in the Abacos—Tahiti Beach, home to an epic floating bar and grill right on the sandbar. The vibe starts out fun, sunny, and full of tropical cocktails… but things take a turn. After some tension on board, I e...
  • Jul 21, 2025
  • Language: EN
  • Play Time: 00:13:45
Wreck mega sailing yacht in Belize #wreck #yacht
Sailing Doodles
Wreck mega sailing yacht in Belize #wreck #yacht
  • Jul 22, 2025
  • Language: EN
  • Play Time: 00:00:58
Sailing Solo After Crew Drama – Peaceful Until THIS Happened!
Sailing Doodles
Sailing Solo After Crew Drama – Peaceful Until THIS Happened!
After parting ways with my crew in the last episode, I’m finally sailing solo through the beautiful Abacos. Island hopping alone has its perks—peace, quiet, and full control of the boat. But the freedom comes with a price… boat maintenance doesn’t ...
  • Jul 24, 2025
  • Language: EN
  • Play Time: 00:12:31
What Did I Find Inside This Abandoned Ship?
Sailing Doodles
What Did I Find Inside This Abandoned Ship?
Sailing solo through the stunning Abacos, I make my way from Great Guana Cay up to Green Turtle Cay in the Bahamas. But along the way, I spot something totally unexpected — a yacht, wrecked and abandoned on the beach with no one in sight. Curiosity gets...
  • Jul 27, 2025
  • Language: EN
  • Play Time: 00:10:52
Our Last Bahamas Beach Day Was WILD! Jennifer is BACK!
Sailing Doodles
Our Last Bahamas Beach Day Was WILD! Jennifer is BACK!
Beautiful Jennifer rejoins the crew just in time for one last unforgettable beach day in the Bahamas! We sail up to stunning Spanish Cay, soaking in the final days of sunshine, clear blue water, and tropical vibes before setting our course back to the USA....
  • Jul 31, 2025
  • Language: EN
  • Play Time: 00:10:30
Sailing 400 Miles with No Rules? | Bahamas to USA Adventure
Sailing Doodles
Sailing 400 Miles with No Rules? | Bahamas to USA Adventure
We sail more than 400 nautical miles across open ocean, leaving the Bahamas behind and heading back to the U.S. coast — destination: Charleston, South Carolina. The weather throws us some surprises, the seas don’t make it easy, and morale is tested. Bu...
  • Aug 03, 2025
  • Language: EN
  • Play Time: 00:23:33
Boat Maintenance Mayhem After 400 Miles at Sea
Sailing Doodles
Boat Maintenance Mayhem After 400 Miles at Sea
After sailing more than 400 miles from the Bahamas to Charleston, SC, it’s time to tackle all the boat work I’ve been putting off. In the Bahamas, it’s nearly impossible to get the parts and materials you need—but now that I’m stateside, it’s f...
  • Aug 07, 2025
  • Language: EN
  • Play Time: 00:19:42
Can I Sail 500 Miles Alone Around Cape Hatteras?
Sailing Doodles
Can I Sail 500 Miles Alone Around Cape Hatteras?
I set out from Charleston, South Carolina, on a solo sailing journey of nearly 500 miles—rounding the notorious Cape Hatteras and heading up into the Chesapeake Bay. Along the way, I face changing weather, long nights at the helm, and the beauty (and cha...
  • Aug 11, 2025
  • Language: EN
  • Play Time: 00:20:12
Hauling Out for Hurricane Season
Sailing Doodles
Hauling Out for Hurricane Season
After weeks of hard work keeping my boat in shape, I finally wrap up the last round of repairs and set sail for Maryland. Along the way, I enjoy the last miles of the trip before hauling the boat out of the water, where it will be stored safely for the sum...
  • Aug 14, 2025
  • Language: EN
  • Play Time: 00:27:30
Baby on Board! Sailing from Athens to Aegina with Miss Lone Star
Sailing Doodles
Baby on Board! Sailing from Athens to Aegina with Miss Lone Star
We’re in Greece! 🇬🇷 In this episode, I fly into Athens to meet up with fellow YouTuber Sailing Miss Lone Star! @SailingMissLoneStar our very first collaboration. We chartered a beautiful catamaran and set sail on our maiden voyage together. Joinin...
  • Aug 17, 2025
  • Language: EN
  • Play Time: 00:17:54
Aubrey from @SailingMissLoneStar and I are sailing around Greece! #greece #sailing
Sailing Doodles
Aubrey from @SailingMissLoneStar and I are sailing around Greece! #greece #sailing
  • Aug 17, 2025
  • Language: EN
  • Play Time: 00:00:35
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
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
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
Toga party in Greece
Sailing Doodles
Toga party in Greece
  • Aug 28, 2025
  • Language: EN
  • Play Time: 00:00:17
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
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

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