The label says Eastern Seaboard and the reality is one town: all four boats are at Annapolis, Maryland, on the Chesapeake Bay. There is nothing in New England, nothing in the Carolinas and nothing in Florida. If you came looking for Newport or the Keys, this is not that page.
What Annapolis gives you is a bay rather than a coast. The Chesapeake is a drowned river valley — a shallow estuary of islands, marshes, tidal creeks and sand flats that rearrange themselves with every wind shift — and the sailing is almost entirely protected. Annapolis sits where the Severn River opens into it, with the Naval Academy on one side and City Dock in the middle of the old town, and the destinations are up the rivers rather than along a shoreline.
The skill the bay asks for is reading depth, not handling weather. Shoals move, charts lag, and the good anchorages are a few hundred metres up a creek with a marked channel to follow. Once you are in, it is flat.
The season runs opposite to the way most people would guess. July and August are often hot and windless, and the good months are spring and autumn — September is widely reckoned the best of the year for steady wind and lower humidity, with April and November the quiet shoulders. The honest caveat is that the best autumn weeks overlap the back half of the hurricane season, so a long cruise in late September or October carries more weather risk than the sailing conditions alone suggest.
The four boats average 13.5 metres with a 2018 build year and rates of roughly €8,600 to €11,100 — high for the size, which reflects a very small fleet in an expensive market. All four change over on a Saturday.