Sailing Doodles – Page 6

Watch Sailing Doodles's Latest Videos

Catch up on the most recent updates. Browse the complete video archive and Follow the journey.

Showing 121-144 of 1224 results
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 waters and a relaxing beach afternoon. Join us as we...
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 Islands — Vathy. Along the way, Aubrey embraced the “cloth...
Aubrey from @SailingMissLoneStar and I are sailing around Greece!  #greece #sailing
Sailing Doodles
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. Joining us were two other adventurous women and Auburey’s ...
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 summer and hurricane season. Come aboard for th...
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 challenges) of offshore sailing alone. With just ...
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 full-on maintenance mode. From electrical fixes to engine...
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. But the crew pulls through — especially Jennifer, ...
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. It's peaceful, a little bittersweet, a...
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 the best of me, so I anchor Nauti Dogs nearby...
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 stop just because I’m alone. In this episode, I exp...
Wreck mega sailing yacht in Belize #wreck #yacht
Sailing Doodles
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 end up getting the crew a hotel for the night. We...
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 mahi-mahi, we whip up some delicious fish tacos...
Wrecked yacht in the Bahamas
Sailing Doodles
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 stunning Abacos and drop anchor at the legendary Pe...
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 on this next leg of the journey. These beaut...
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 waters of Harbour Island in the Bahamas. We reeled...
Horse back riding on the pinks sand beach in the Bahamas #horseride #beach #bikini
Sailing Doodles
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 returning crew Clarice and introduce our newest cre...
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 shallow stretch of sea is littered with thous...
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 to ourselves. After an unforgettable day of adventure,...
Tidal river tide up to Shroud Cay #sailing #bikini #puppies
Sailing Doodles
We Found a Secret River in the Bahamas!
Sailing Doodles

We Found a Secret River in the Bahamas!

We set sail from the stunning Warderick Wells to another gem of the Exumas—Shroud Cay. This place is pure magic. We take the dinghy through a unique tidal river that fills with crystal-clear Bahamian water each day, making it feel like we’re flying through a dream. At the end? One of the most breath...
WeBoating
Logo
Shopping cart