Mattituck: Self-Guided Bike Tour thru Wine Country

The best part of this Mattituck outing is the freedom. You choose a 10-mile Cityscape route or 15-mile Countryside route, then pedal between vineyards, farm stands, marshes, and back roads with a GPS map guiding you. There is no group pace to match and no guide hurrying you along. I like the mostly flat riding … Read more

Full-Day Luxury Long Island Private Winery Tour

Full-Day Luxury Long Island Private Winery Tour - North Fork: a three-winery day with room to choose

Long Island wine country is a long way from Manhattan by city standards, but this private tour makes the trip feel easy. You choose either the North Fork or the Hamptons, then visit three wineries while a personal driver handles traffic, parking, and the return trip. I like the door-to-door pickup and the roomy, climate-controlled … Read more

Full Day Private Long Island Wine Tours from New York City

Full Day Private Long Island Wine Tours from New York City - Pindar Vineyards, five tastes and a bigger name

Long Island’s North Fork wine country makes a fine change from Manhattan’s hard edges, and this private eight-hour outing keeps the day simple: one vehicle, two wineries, and a chauffeur handling the long ride. You leave from Midtown, settle into air-conditioning, and spend the afternoon tasting at Bridge Lane and Pindar. I like the small … Read more

Long Island Wine Tour North Fork Sights Bites Flights Half Day PM

Long Island Wine Tour North Fork Sights Bites Flights Half Day PM - New Suffolk pairs oysters with chocolate

The best part of this North Fork tour is its mix of food, drink, farms, shoreline stops, and local history. Instead of spending the afternoon at one tasting room, you move through Mattituck, New Suffolk, Southold, and Greenport in a private vehicle with a guide who can shape the stops around your interests. I like … Read more

Long Island Wine Tour North Fork Sights, Bites & Flights Full-Day

Long Island Wine Tour North Fork Sights, Bites & Flights Full-Day - Mattituck offers the widest choice

The best part of this North Fork outing is its range. In one day, you can move from a farm stand or speakeasy in Jamesport to an oyster farm, chocolatier, wine stop, and Greenport’s maritime museum without worrying about the road home. Eric builds the day around your interests, so this feels less like a … Read more

Private Luxury Wine Tours of Long Island Pindar Winery

Private Luxury Wine Tours of Long Island Pindar Winery - Two hours at Pindar Vineyards

Long Island’s North Fork is best explored with a driver, and this private tour gives you a relaxed route through three well-known wineries. The centerpiece is Pindar Vineyards, where Nancy leads a guided tasting on a 500-acre estate with vineyard views, music, and a shop filled with bottles and local gifts. I like the private … Read more

Long Island Winery Tour

Long Island Winery Tour - Osprey’s Dominion: wine, lawn, and live music

Long Island’s wine country is best enjoyed with someone else at the wheel. This private tour picks you up anywhere on Long Island, carries your group between wineries, and gives you a relaxed day of tastings, music, and vineyard views without the worry of driving afterward. I like the private vehicle and flexible pickup, especially … Read more

Long Island Wine Tour North Fork Sights Bites Flights Half Day AM

Long Island Wine Tour North Fork Sights Bites Flights Half Day AM - Mattituck: start with wine, flowers, beaches, or bees

The best part of this North Fork outing is its mix of farm, shore, and village life. You are not simply moving from one tasting room to the next. Eric plans a private half-day route that can include wineries, an oyster farm, beaches, gardens, local shops, an apothecary, chocolates, and a walking tour of Greenport. … Read more

The Hamptons and Long Island Wineries Private Tour

The Hamptons and Long Island Wineries Private Tour - Sag Harbor’s Whaling-Village Character

The best part of this 12-hour private tour is the sweep of it. You leave New York City in the morning, see Southampton and Sag Harbor, cross Long Island Sound by ferry, and finish among North Fork vineyards and farm stands. It gives you a quick, well-organized look at several very different corners of Long … Read more

Mattituck Bike Wine Country and Fruit Orchard Tour

Mattituck Bike Wine Country and Fruit Orchard Tour - Riding toward Peconic Bay and The Crushed Olive

Mattituck’s North Fork is made for a slow bike ride: flat roads, working farms, vineyards, Peconic Bay, and enough food stops to keep the pedals turning. This half-day tour covers 13.5 miles with a guide, regular breaks, and a support vehicle that carries your wine, pies, jams, and other purchases. I especially like the vineyard … Read more