A 1875 shingled Relais & Châteaux mansion on Ocean Drive with its own private cove — the bride's room has French doors onto a slate terrace, the harbor and the Pell Bridge in the distance. Saturday: an early walk on the 3.5-mile Cliff Walk past the Vanderbilts' Breakers and the Astor Beechwood, lunch at the Castle Hill Lawn Tent (lobster rolls, frosé, the bride lounging in a striped Adirondack chair), an afternoon sail aboard the schooner Aquidneck out of Bowen's Wharf. Saturday-night dinner is in Castle Hill Inn's main dining room with a black truffle menu and a Newport White Burgundy from their cellar. Sunday: a slow brunch at the Lawn Tent, a Trinity Church service if the bride wants the full WASP experience, and a walk through the Cliff Walk's southern half. Decompression at the inn's grass tennis lawn with iced tea before the drive to Boston.
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 bridesmaids.