Sailing Doodles · video

What this video covers

Bobby prepares the vessel Doodles for a coastal passage from Annapolis, Maryland, to New England by performing routine maintenance and addressing mechanical failures. He oils the teak decks using Total Boat teak oil and replaces a faulty autopilot pump.1:28 After discovering the new pump’s fittings were incompatible with existing hoses, he sources custom hydraulic adapters from a local shop.3:45 Upon installation, the autopilot steered in reverse, which he corrected by reversing the polarity of the 12-volt DC motor wiring.11:22 Additionally, he retrieves a professionally patched Highfield dinghy from a local repair shop.12:57 The crew hosts a guest, Lauryn, for a day of sailing on the classic schooners Woodwind I and Woodwind II in Annapolis, where they experience winds between 10 and 20 knots and boat speeds reaching 9 knots.16:18 Bobby confirms the vessel is fully operational and intends to sell or raffle Doodles.12:24

Boats in this video

More from Sailing Doodles

They’re Making Me Leave ThailandAug 2026My Visa Was Expiring… So We Sailed to Koh SamuiAug 2026The Truth About Koh Tao, ThailandJul 2026Sailing Thailand. Paradise Found, Then Our Generator QuitJul 2026

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.