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

Hudson Valley Wine Tour: NY’s only sommelier-guided tour!

Hudson Valley Wine Tour: NY's only sommelier-guided tour! - Leaving Midtown Manhattan for the Hudson Valley

The best part of this Hudson Valley outing is its sommelier-led approach. You are not simply dropped at a winery and left to sort out the tasting on your own. A wine guide travels with you from Midtown Manhattan, explains the grapes and winemaking process, and helps turn a long bus ride into part of … Read more

NYC: Vintage Wine Tasting and Classic Car Combo Tour

NYC: Vintage Wine Tasting and Classic Car Combo Tour - Starting at 910 7th Avenue

New York’s vintage-car ride is the hook here. You begin at Central Park Cafe, climb into a classic automobile, and roll past Times Square, Bryant Park, Rockefeller Center, Hudson Yards, and the Empire State Building before returning for the tasting portion. It is a neat way to turn a drink outing into a small Midtown … Read more

Hudson Valley Wine and Food Day Trip with Sommelier host from NYC

Hudson Valley Wine and Food Day Trip with Sommelier host from NYC - Benmarl Vineyards and Winery: an example of the first tasting stop

The best part of this Hudson Valley outing is the mix of wine education and easy transport. You leave Manhattan by air-conditioned coach, visit two New York wineries, taste four wines at each, and let a sommelier guide make sense of what is in your glass. I like the locally sourced lunch and the farm … 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

Guided Farm and Wine Country Bike Tour in Mattituck NY

Guided Farm and Wine Country Bike Tour in Mattituck NY - Starting at 10:00 in Mattituck

The best part of this five-and-a-half-hour North Fork bike tour is its mix of places. You are not pedaling from one winery to the next on a single-note tasting crawl. The route links quiet roads, a beach, a farm stand, boutique vineyards, and a tasting of herb-infused oils and fine vinegars. I especially like the … 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