Sailing Doodlesvideo
Perfect Day at Soggy Dollar… + Want to Join My Crew?
5 December 2025 · 12 min · 109K views · White Bay, Jost Van Dyke
What this video covers
A day sail from Cane Garden Bay, Tortola, to White Bay on Jost van Dyke covers six miles and ends at the Soggy Dollar Bar.1:25 Mooring balls at White Bay are scarce; Bobby secures one, noting the anchorage holding is poor for boats that must anchor.1:43 The afternoon includes painkillers at the Soggy Dollar Bar, then a one-mile motor around to Great Harbour, where the crew picks up a mooring off Foxy's for dinner and dancing.4:34 Bobby also announces a crew recruitment offer: a couple is invited to sail with him in Thailand from February through June, roughly four months, during which he will teach sailing, filming, and video editing, then launch a spinoff YouTube channel with them as hosts.7:41 Submissions require an email to crew@sailingdoodles.com with a purpose-made YouTube video audition.8:44 Separately, Bobby's 1989 CT-56 is offered in a prize giveaway drawing on January 31st, with a 10-ticket purchase yielding 30 free tickets.10:58 He also previews an upcoming nine-day charter out of Raiatea covering Bora Bora and surrounding islands in French Polynesia.7:18
More from Sailing Doodles
From Sailing Doodles — see the channel’s boat, crew, and every analysed video.
The Sailing Directory Newsletter
One email with the fleet's best finds — the moments, boats, and stories worth your watch time. Enter your own address to get your own copy.