What It's Like to Race a Foiling Sailboat — And Why Annapolis Is the Place to Try
May 6, 2026
Three days, seventeen races, and four sailboats flying three feet above the harbor. Inside the WASZP class and the Helly Hansen Sailing World Regatta.
ArticleRacingWASZPFoiling
The Crew Problem Nobody Talks About — And What's Changing in the J/105 Fleet
February 11, 2026
Every J/105 owner in Annapolis has the same problem. Every sailor who wants to race has the opposite one. Here's what's finally changing.
ArticleRacingJ/105Crew
How To Buy A Boat in Annapolis & the Chesapeake Bay
February 9, 2026
A captain’s step-by-step guide — choosing the right boat, surveys, sea trials, negotiation, and the mistakes that cost people thousands.
GuideBuying
Getting Your Boat Through Winter & Ice on the Chesapeake
January 28, 2026
Winterization, ice damage prevention, spring recommissioning, and cold-weather boating on the Bay.
GuideWinterMaintenance
Ice Boating on the Chesapeake Bay
January 15, 2026
The hidden winter tradition of the Eastern Shore — DN class iceboats and how to get started.
ArticleWinterChesapeake
The Complete Guide to Selling a Boat in Annapolis
December 12, 2025
Private sale vs professional representation, real costs, pricing strategies, and maximizing your sale price.
GuideSellingStrategy
The Complete Guide to Chartering & Getting on the Water
November 20, 2025
Charters, bareboat rentals, lessons, deliveries, and racing on the Chesapeake Bay.
GuideChartersSailing
The Complete Sail Repair Manual
October 8, 2025
Emergency patches to UV cover replacement — offshore and dockside techniques from a USCG captain.
GuideOffshoreSails
