Sail With Us in the BVI!
Sail With Us in the BVI!

Join our flotilla as we set sail for gorgeous waters of the British Virgin Islands and plenty of island livin’. January 29 – February 5, 2024

What happened to Nauti Dogs? Watch this exclusive, action-packed video where Bobby gets rescued by the coast guard after his previous boat has a transmission fire in the middle of the night

Sailing Doodles Academy
Sailing Doodles Academy

All the sailing courses, rolled into 1 low-cost monthly membership. Learn at your own pace and feel knowledgeable in no time, and get community support and direct questions for Bobby.

Zero To Hero: Sailing School
Zero To Hero: Sailing School

Over 5 hours of informative instructions, plus a credit toward your in-person sailing school enrollment. Bobby covers both crew and skipper essentials in this course – so you can feel confident and competent on a boat!


Hey! We’re Sailing Doodles!

We are currently on Season 9 of Sailing Doodles. We have sold our Motoryacht “The Dark Side” and anxiously await delivery of our new Island Spirit 525e Sailing Catamaran. We are expecting delivery sometime late spring of 2024! In the mean time we have sailed a Jeanneau 37 around Greece for 3 months and have recently purchased a 2001 Searay Sundancer 340 to cruise through the Florida Keys and take to the Bahamas! Want a sneak peek of our new catamaran? Click Here:

Find us on social media:

For media inquiries and sponsorships, please email

Sailing Doodles – Adventuring at Sea!

Become a Member and Get Exclusive Access!

Our channel is supported by viewers. Members get access to exclusive videos and more!


We’d love to hear from you! Leave any comments, suggestions, support, questions here:

(For media and sponsorship inquiries, please email