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 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

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

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

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

Mattituck New York Guided Farm and Wine Country Bike Tour

Mattituck New York Guided Farm and Wine Country Bike Tour - Pedaling through Mattituck’s farm country

The best part of this Mattituck bike tour is its mix of North Fork countryside and food stops. You pedal past farms and vineyards, pause at the beach, sample fine vinegar and extra-virgin olive oil, and visit two wineries at an easy, social pace. I like the small maximum of 13 people, which gives Nicole, … Read more