Spend a day trading Manhattan streets for oceanfront villages, two short ferries, and tastings at North Fork wineries. This private tour pairs Sag Harbor history with the region’s farming-to-vineyard story and practical logistics for a full 12-hour outing.
More ways to explore the area's outdoor wonders
You roll east on Sunrise Highway before the city loosens its grip — morning light hits clapboard facades in Southampton, fishermen load boats in Sag Harbor, and the Atlantic keeps time with a steady, salt-scented rhythm.
Difficulty
easy
Duration
12 hours
Fitness Level
Suitable for most people who can manage short walks and standing during tastings; no special fitness required
Wildlife
History
Sag Harbor rose as an 18th-century whaling port; the North Fork transitioned from mixed agriculture to a recognized wine region in the late 20th century.
Conservation
Dune systems and vineyard soils are sensitive; choose wineries practicing sustainable viticulture, avoid trampling vines, and pack out all trash.
Reserve your spot on the The Hamptons and Long Island Wineries Private Tour today and enjoy a trusted, highly rated experience designed to help you make the most of your adventure.
Bring government ID for tastings
Most wineries and ferry operators require a valid photo ID; keep it accessible to avoid delays at tasting rooms.
Wear comfortable shoes
Expect cobbled village streets and short vineyard walks—comfortable, grippy shoes make tasting stops more enjoyable.
Pack sun protection and a light layer
Coastal sun can be strong while sea breezes make afternoons cool; sunscreen and a windbreaker are useful.
Plan for traffic and ferry schedules
Leave NYC early and allow buffer time for ferry crossings—timing affects how many wineries you can visit.
Valid government-issued ID
Required for alcohol tastings and often asked for during ferry boarding.
Comfortable walking shoes
Supportive footwear for village streets, boardwalks, and gravel at vineyards.
Light waterproof jacket or windbreaker
Coastal mornings and ferry crossings can be breezy and damp in spring and fall.
spring
Reusable tote or wine shipper
Makes carrying bottles and purchases easier and protects glass during the day.