Arrive by seaplane into Nantucket Harbor at golden hour, landing on water as the island's cedar-shingled rooflines emerge below. Four nights at the White Elephant Inn, where rose garden dinners under market lights become the ritual—chef-driven menus paired with Sancerre, the Atlantic salt-air threading through conversations that stretch past midnight. Days dissolve into Cisco Brewery's weathered patio with local oysters and pale ale, then a chartered 38-foot yacht for sunset into Madaket Beach, the sky turning aubergine and rose as the group trails fingers through the Atlantic. Massages at Nantucket Day Spa restore what the salt and sun have loosened.
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.