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

Private Hike/Wineries/Walkway Over the Hudson/1 night Hotel

Private Hike/Wineries/Walkway Over the Hudson/1 night Hotel - Nostrano for wine, food, and a hillside view

The best thing about this private Hudson Valley escape is the mix: one day of bridge views and wine, followed by a proper uphill hike above Beacon. You get countryside, local vineyards, a famous footbridge, and an overnight stay without having to plan every transfer yourself. I like the freedom of a private vehicle and … 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

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

Private Guided Wine Country Bike Tour in Mattituck

Private Guided Wine Country Bike Tour in Mattituck - New Suffolk and the Peconic Bay pause

The best part of this private Mattituck bike tour is the freedom to shape the day around your group. You can choose a 12, 14.5, 16, or 19-mile route, then work with the East End Bike Tours team to decide which vineyards and tasting stops fit your pace. The roads are mostly flat, with a … Read more

New York City Private Vintage Car Tour and Wine Tasting

New York City Private Vintage Car Tour and Wine Tasting - Midtown from a restored 1920s or 1930s car

The unusual part comes first: this New York outing pairs a three-glass wine tasting with a private ride in a restored car from the 1920s or 1930s. You get a little bar education, a little Manhattan sightseeing, and no need to steer through Midtown traffic. I like the personal format, since your guide serves as … Read more