Crazy Crab Boat Docking Races & Getting My Old Yacht Back in the Water!
12:50
Crazy Crab Boat Docking Races & Getting My Old Yacht Back in the Water!
123.8K views1 month ago
YouTubeSailing Doodles
My Yacht Sat Abandoned for a Year… Can I Bring Her Back?
28:24
My Yacht Sat Abandoned for a Year… Can I Bring Her Back?
228.4K views1 month ago
YouTubeSailing Doodles
Finally Launched the Boat… Then the Engine Alarm Went Off
13:27
Finally Launched the Boat… Then the Engine Alarm Went Off
114.2K views1 month ago
YouTubeSailing Doodles
Our First Real Passage… Then the Generator Failed
18:25
Our First Real Passage… Then the Generator Failed
238.3K views3 months ago
YouTubeSailing Doodles
Meet DESTINY! My New Sailing Crew Arrives!
17:20
Meet DESTINY! My New Sailing Crew Arrives!
277.5K views3 weeks ago
YouTubeSailing Doodles
She is finally mine!: Maverick's first sail
16:11
She is finally mine!: Maverick's first sail
267.3K views5 months ago
YouTubeSailing Doodles
Engine Alarm, Water Leak & a Nightmare Repair Before We Sail
16:01
Engine Alarm, Water Leak & a Nightmare Repair Before We Sail
139.7K views1 month ago
YouTubeSailing Doodles
19:55
New Boat, Big Test | Weekend Shakedown Cruise
299K views4 months ago
YouTubeSailing Doodles
13:39
My New Catamaran’s First Sail Shocked Me
277.7K views5 months ago
YouTubeSailing Doodles
17:02
This Is Why I Bought This Yacht
310.4K views4 months ago
YouTubeSailing Doodles
17:31
She Took My Boat to Malaysia Without Me!
219K views4 months ago
YouTubeSailing Doodles
13:37
Just out of the Hospital, Should I be Sailing?
179.3K views4 months ago
YouTubeSailing Doodles
9:13
Goodbye Thailand… It’s Time to Sail My Old Boat Again!
224.4K views1 month ago
YouTubeSailing Doodles
14:34
SPINNAKER SAILING DISASTER! We Rigged It Wrong…
174.1K views1 month ago
YouTubeSailing Doodles
22:19
My New Yacht Has One Last Problem
258.6K views5 months ago
YouTubeSailing Doodles
25:30
I Was Wrong... Here's the Better Plan
36.3K views3 months ago
YouTubeThe Sailing Doodles Podcast
12:20
This Could Change My Cruising Plans Forever
413.9K views4 months ago
YouTubeSailing Doodles
11:58
I Had to Return My Yacht and Go to the Hospital
232.5K views4 months ago
YouTubeSailing Doodles
12:30
My New Yacht Launch Almost Went Wrong
405.3K views5 months ago
YouTubeSailing Doodles
13:29
We’re Running Out of Diesel… And There’s None on the Island
246K views2 months ago
YouTubeSailing Doodles
38:12
Why Does My Crew Keep Leaving?
240.9K views3 months ago
YouTubeThe Sailing Doodles Podcast
19:14
My New Yacht Has Some Problems—Here’s the Full Story
76.3K views3 months ago
YouTubeThe Sailing Doodles Podcast
19:56
Stop Waiting Until You’re Ready
45.9K views4 months ago
YouTubeThe Sailing Doodles Podcast
32:03
The Questions I’ve Been Avoiding… Health, Olivia & What Happens Next
97.1K views4 months ago
YouTubeThe Sailing Doodles Podcast
13:45
Drama with the Crew, Trouble in Paradise
667.5K viewsJul 21, 2025
YouTubeSailing Doodles
18:57
I Met Her Yesterday… Now She’s Sailing With Me
770.8K views5 months ago
YouTubeSailing Doodles
21:40
We’re Leaving French Polynesia… What’s Next?
271.5K views9 months ago
YouTubeSailing Doodles
16:45
They Just Got Here… and Now They're Leaving?!
209.1K viewsJul 6, 2025
YouTubeSailing Doodles
18:58
Lauryn Returns To The Crew For An Epic Boat Adventure!
364.4K viewsSep 8, 2025
YouTubeSailing Doodles
14:18
We Feared the Worst… Emergency Hospital Visit in Thailand
236K views4 months ago
YouTubeSailing Doodles
14:08
My New Yacht Has An Electric Gremlin
197.1K views5 months ago
YouTubeSailing Doodles
23:34
5 Strange Maritime Laws That Still Apply Today
161K viewsSep 15, 2025
YouTubeThe Sailing Doodles Podcast
16:59
Final Sail in Greece! Chaotic Docking & Farewell to Miss Lone Star
130.4K viewsSep 4, 2025
YouTubeSailing Doodles
27:03
Couple Experiences ROUGH Seas And Autopilot FAILURE
165.3K viewsFeb 16, 2025
YouTubeSailing Doodles
11:33
My New Yacht Finally Made It… Now the Scary Part Begins
244.3K views5 months ago
YouTubeSailing Doodles
32:45
The Truth About My New Electric Catamaran
96K views5 months ago
YouTubeThe Sailing Doodles Podcast
14:01
My New Boat Was Damaged… 12 Days Before Launch!
169K views6 months ago
YouTubeSailing Doodles
16:50
Dutch vs French St. Martin: Cheap Lagoon Living… Then We LEFT
128K views8 months ago
YouTubeSailing Doodles
10:24
Should I buy this instead? Island Spirit 410 Tour
134.4K views8 months ago
YouTubeSailing Doodles
19:39
The Last Sail of Nauti Dogs?
120.4K views11 months ago
YouTubeSailing Doodles
18:04
Sailing Into New York City! Docking My Boat in the Heart of Manhattan
98K viewsNov 3, 2025
YouTubeSailing Doodles
16:13
Engine Fails at Sea + Spinnaker Disaster! | 60 Mile Sail Gone Wrong
138.2K viewsMay 11, 2025
YouTubeSailing Doodles
19:55
My Health Scare: Cancer Fears, Blood Clots, and What Happens Next
184.8K views4 months ago
YouTubeThe Sailing Doodles Podcast
13:35
Back to Ao Po… Where My Boat Dragged Anchor
131K views6 months ago
YouTubeSailing Doodles
22:13
My NEW Yacht Has Arrived! Delivering It to the Annapolis Boat Show
259.7K viewsOct 10, 2025
YouTubeSailing Doodles
18:07
PREGNANCY X Sailing Doodles Whats Next... | PIRATE SHIP
78.5K viewsAug 31, 2025
YouTubeSailing Miss Lone Star
34:24
Unedited Greece: Anchored in a Hidden Lagoon with Sailing Doodles
77.6K viewsOct 28, 2025
YouTubeSailing Miss Lone Star
13:10
Could I Actually Live Here? (Thailand Test Week 🇹🇭)
302.3K views7 months ago
YouTubeSailing Doodles
15:47
The New Boat Is Almost Done… I’m Flying to Thailand
84.9K views9 months ago
YouTubeThe Sailing Doodles Podcast
20:36
I Found the Island I Want to Retire On in Thailand
100.4K views6 months ago
YouTubeSailing Doodles
9:03
We're Splitting Up (not click bait)
331.1K viewsFeb 23, 2025
YouTubeSailing Doodles
15:28
I Got Sick in Thailand… So Chloe Took Over
147.3K views6 months ago
YouTubeSailing Doodles
21:54
will i ever get it together...? | SAILING DOODLES X SAILING MISS LONE STAR
28.8K viewsSep 7, 2025
YouTubeSailing Miss Lone Star
20:56
Why Gone with the Wynns Sold Their Boat! (PLUS: Wind-Powered Cargo & SailGP!)
143.9K viewsMar 25, 2025
YouTubeThe Sailing Doodles Podcast
20:12
Can I Sail 500 Miles Alone Around Cape Hatteras?
113.8K viewsAug 11, 2025
YouTubeSailing Doodles
8:08
Millionaire Buys His Way Out of Bahamian Prison
71.1K viewsOct 29, 2025
YouTubeThe Sailing Doodles Podcast
24:05
My $1.5M Catamaran STILL Isn’t Done…
157K views7 months ago
YouTubeSailing Doodles
17:08
I Really Don’t Want To Do This
99.9K views5 months ago
YouTubeThe Bobby White Podcast
18:56
Delivery Day… But My Boat Still Isn’t Ready 😬
279.2K views7 months ago
YouTubeSailing Doodles
27:30
Hauling Out for Hurricane Season
131.6K viewsAug 14, 2025
YouTubeSailing Doodles
7:33
Who Won My Boat?
81.7K views9 months ago
YouTubeSailing Doodles
16:10
My Boat Isn’t Ready… So We Took This One Instead
138.6K views6 months ago
YouTubeSailing Doodles
16:50
The Wild Story Behind Expedition Drenched – How Nate Turned His Dream Into a Global Mission
20.2K viewsOct 14, 2025
YouTubeThe Sailing Doodles Podcast
47:55
Big Updates… New Boat, Chloe, & What’s Next
104.8K views7 months ago
YouTubeThe Bobby White Podcast
14:21
Saying goodbye to the BVI
113.3K viewsApr 11, 2024
YouTubeSailing Doodles
10:29
Organized Chaos: 100 Boats Depart the Annapolis Boat Show!
83.3K viewsOct 19, 2025
YouTubeSailing Doodles
12:32
Sailor's Worst Nightmare - Breaking the Mast at Sea! S8:E03
128.7K viewsJun 14, 2022
YouTubeSailing Doodles
22:00
Prepping My Classic Yacht for an Epic 3-Month Bahamas Adventure!
120.2K viewsMar 6, 2025
YouTubeSailing Doodles
31:21
Sailboats at Every Budget: What You Get for $10K, $100K, $500K & $1M
27.7K viewsApr 12, 2025
YouTubeThe Sailing Doodles Podcast
18:40
Sailing South for the Winter: Solo Leaving Block Island
76K viewsOct 31, 2025
YouTubeSailing Doodles
See more
Static thumbnail place holder