A windjammer afternoon on the schooner Heron out of Rockport Harbor — a 1932 65-foot wooden-masted schooner, the bride taking a turn at the helm as the captain points out porpoises off the bow. Stay at the Whitehall Inn — a converted 1834 sea captain's house in Camden where Edna St. Vincent Millay first read 'Renascence' on the porch in 1912. Saturday morning is a sunrise hike up Mount Battie in Camden Hills State Park (the same view that inspired Millay's poem), brunch at Long Grain in Camden (Thai-coastal fusion that gets cited in every Maine food list), an afternoon at the Center for Maine Contemporary Art in Rockland. Sunday: a slow drive to the Owls Head lighthouse, a final lobster roll at Red's Eats, and a stop at the Owls Head Transportation Museum for the vintage-aircraft barn before the drive to Portland.
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.