12-meter Cup-class racing yacht charter on Narragansett Bay — these are the boats that defended the America's Cup at Newport 1958-1980, restored and rigged for live racing. Captain handles the wheel; you crank winches and trim. Mooring at Castle Hill Inn, sunset rum-and-tonic at the lawn lighthouse. Dinner at the Black Pearl on the wharf. Day two: Bellevue mansion walk in the morning, oysters at Midtown Oyster on Thames Street, second day on the water, gin-and-tonics on the Castle Hill Inn lawn at sundown. Decompression at Audrain Auto Museum — the Vanderbilt's pre-war collection — before the drive back to Logan.
Five quick questions, then we build the full itinerary — lodging, daily schedule, dining, bars, the group-chat message — and drop you into a Trip Room you can share with the crew.