Trip Planner
Plan your Long Island wine country trip
Build a day-by-day itinerary across the North Fork and Hamptons.
- The Perfect North Fork Wine Weekend — A two-night North Fork wine weekend itinerary — beachfront hotel in Greenport, three top wineries, oysters at lunch and a Saturday tasting menu. Ready to book.
- Hamptons Wine Weekend — Sag Harbor Base — Two-night Hamptons wine weekend itinerary — Sag Harbor inn, Wölffer Estate rosé, Channing Daughters tasting and dinner at The American Hotel. Book each step.
- Shelter Island Day Trip from Greenport — A one-day Shelter Island itinerary from Greenport — South Ferry, lunch at Sunset Beach, a vineyard stop and a sunset cocktail. Ferry tips & dinner reservations.