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.

Showing 1-6 of 6 results
I Went to Florida to BUY a Yacht… Then Everything Changed!
Sailing Doodles

I Went to Florida to BUY a Yacht… Then Everything Changed!

Bobby White heads to Fort Lauderdale, Florida, with broker Amanda to inspect three Sea Ray motor yachts, evaluating engines and layouts before an unexpected lease offer shifts his cruising plans.
We Rounded America’s Most Dangerous Cape! | Cape Hatteras
Sailing Doodles

We Rounded America’s Most Dangerous Cape! | Cape Hatteras

Bobby White navigates an offshore passage from Cape Charles around Cape Hatteras to Beaufort, North Carolina, tackling pre-departure fuel line repairs, calm seas, and 230 miles of motoring over 33 hours.
I’m Buying a POWER YACHT?! Touring the Annapolis Boat Show 2026
Sailing Doodles

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.
Sailing the US Virgin Islands with two Australian Models -S1:E21
Sailing Doodles

Sailing the US Virgin Islands with two Australian Models -S1:E21

We sail around St. Thomas and surrounding Virgin Islands before returning to Puerto Rico and heading home for a couple weeks. These are things like camera equipment that we really could use to make better videos for you to enjoy: Become a Patron! We need your help to keep making videos Would...
10,000 Subscribers! Best of Season 1 – Sailing Doodles
Sailing Doodles

10,000 Subscribers! Best of Season 1 – Sailing Doodles

Thank you all for watching our videos and to our great patrons that make this all possible. Please enjoy this best of Season one recap! If you enjoy our videos please become a patron for as little as $1.00 per video. Go to Would you like to join us on the boat? Visit our GoFundMe Page to find ...
Two Australian Models Join the Boat – S1:E20
Sailing Doodles

Two Australian Models Join the Boat – S1:E20

Evelyn and Penny, two Australian models sail with the Ruff Seas from Puerto Rico to The US Virgin Islands. We have a lot of fun! Puerto Rico is home to some of the friendliest people I have ever met and you get to meet them in the First part of this video. If you enjoy our videos please become a ...
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