The 9 Best Wine Tours & Tastings in Long Island, Long Island

On this private tour from New York City, your morning will be spent visiting the quintessential Hamptons Village of Southampton with its lovely shops, cafes, pristine beaches and ocean front mansions. Then on to Sag Harbor with its 18th Century New England-style homes, infamous yacht club, wind mill and Long Wharf.  Following a harbor-side lunch of locally harvested seafood, you will take a ferry to Shelter Island.  After a relaxing drive across the Island, a second ferry will be taken to the North Fork of Long Island - the third largest wine making region in North America with 29 wineries.  You will enjoy tastings at several different wineries, with a return to New York City early in the evening.  This will be a day to remember!

Inclusions: Private tour, Licensed professional sightseeing guide, New York City hotel pickup and drop-off, Transport by roomy air-conditioned vehicle,

Exclusions: Cost of lunch, refreshments and wine tastings, Gratuities

Uncork an adventure on this guided cycling tour with seasoned guides. Relish in the natural beauty of north fork's wine country from the seat of a single or tandem bicycle of your choice. This excursion highlights the very best the north fork is noted for. Pedal your palate to the beach, vineyard, farm, and orchard on this relaxing ride on relatively flat terrain.

Inclusions: Tandem & Hybrid Bicycles, Bicycle Helmets, Unlimited Refreshments throughout tour, Professional Guides, Privileged Access to Vineyard Fields, Extra-Virgin Olive Oil & Fine Vinegar Samplings, A visit to a Local Farm Stand (Jams, Pies, Fruits and Vegetables, Professional photographs captured by our staff throughout the day, available online for free download, The Love Lane Shopping Experience, Support Vehicle to transport any purchases along the way- wine, jams, pies etc., Social Meet & Greet | Networking OpportunitiesMultiple Photographing Opportunities (Your Group, Scenery, etc)… and anything else we can do to add to ‘Your’ experience

Exclusions: Wine Tastings & Fruit picking (can be added for a fee)

SAFE & SOCIALLY DISTANT ACTIVITY! Enjoy a guided, leisurely bike ride that encompasses hand-picked stops and special treatment from your tour guide in Mattituck, NY. Nature abounds! The tour will stop at a beach, vineyards, and a farm. Herb Infused olive oil and fine vinegar tastings and all equipment are included. We offer a robust experience highlighting the best of the north fork. We select some of our favorite vineyards along the way to include boutique & medium size vineyards for a diverse experience. Enjoy live music at one vineyard. (vineyards, beach, & farm!) You may add wine tastings at one or both vineyards and a catered Mexican-style village lunch for additional fees. Experience the natural beauties the North Fork has to offer all by way of bike.

Inclusions: Professional guide, Refreshments, Bottled water, Use of single or tandem bicycle and helmet, Live entertainment, Artisanal Oil & Fine Vinegar tastings, Professional Camera and Photos Throughout Tour Available for Free download

Exclusions: Alcoholic drinks (available to purchase), Gratuities

First it was California, now it’s Long Island. For a number of years now, the North Fork of Long Island has been gaining respect for producing fine wines. Join this day tour to sample the finest vintages at three carefully picked vineyards on the North Fork. You’ll enjoy round trip transportation from Manhattan, a hearty picnic lunch and a friendly SA guide to walk you through the day.

Inclusions: 13 tastings at 3 different wineries, Hearty picnic lunch, Round-trip transportation from Manhattan, Tour hosts

Exclusions: Glasses/Bottles of Wine available for purchase

Enjoy a day away from Manhattan and journey to the ever-popular Hamptons on Long Island. You will also have the opportunity to explore Sag Harbor, a quaint 300-year-old seaside village. Your day is finished off with a shopping visit to the Tanger Outlets in Riverhead.

Inclusions: Professional tour guide, Transportation by 15-passenger van or a full-sized bus, Sightseeing of Southampton and Sag Harbor, Coupons at Tanger Outlets, Wine tasting (must be over 21 years old), Wi-Fi on bus only

Exclusions: Gratuities, Hotel pickup and drop-off

Relax with family and friends, enjoy live music, and sip on Long Island wine or cider while looking over the beautiful vineyards! We offer tours with tastings and wineries included OR just transportation where you choose and book the tastings. Additional time may be needed leaving from certain locations further away. Wineries subject to change based on availability.

Inclusions: Round-trip private transfer, Professional, suited driver, All taxes, fees and handling charges

Exclusions: Gratuities, Lunch

This vineyard tour offers pick-up from three convenient locations (New York City, Plainview and Medford). Once on board, you will be whisked away to three beautiful vineyards out East on Long Island. Your tour includes tastings at each vineyard for all of our guests. We ensure a relaxing ride for all of our travelers. Guests may bring any kind of snack, drink or food that they like while on board. We just request that they are courteous of the other guests around them as well as our highly certified drivers.

Inclusions: All taxes, fees and handling charges, Wine tasting, Driver/guide, Bottled water, Alcoholic Beverages

Exclusions: Food and drinks, Lunch, Gratuities

Few places in America have the same magic and mythical allure as the Hamptons – playground of the rich and famous. This experience begins with a private helicopter flight from Manhattan to East Hampton. Upon arrival guests are greeted by their local concierge and a climate-controlled luxury vehicle for the day. The Insider Tour includes a tour of Sag Harbor, taking you back almost 400 year in America’s history. You will enjoy an exciting yet relaxing day with seaside dining and award-winning wines and learn about the “who is who” of the Hamptons as you pass by celebrity homes. A gourmet lunch with champagne is served at an elegant local restaurant, followed by private wine tasting in Bridgehampton Wine Country. The Insider Tour also includes a visit to a quintessential Hamptons estate upon request and a visit to the pristine Atlantic Ocean beaches stretching uninterrupted for 20 miles, before heading back to East Hampton Airport to fly home.

Inclusions: Lunch (temporarily substituted by picnic lunch), Private Guided Tour of the Hamptons (wine tasting temporarily excluded), Roundtrip Helicopter Charter

Exclusions: After Hours Surcharges (applicable 19:00-07:00 on weekdays / 19:00-11:00 on weekends), Holiday Surcharges (New Year's Day, Memorial Day, 4th of July, Labor Day, Thanksgiving, Christmas), Wine Tasting (temporarily excluded)

Experience New York’s scenic wine country with a 100% PRIVATE curated food and wine tour of some of the state’s most heralded wineries. Led by a Certified Sommelier as your concierge. Farmland, food & fantastic wine! This trip is held in protected/covered areas indoors during inclement weather. Each trip includes stops at two (2) separate wineries & 1 farm market stop. Note: The tour rotates each week to different wineries. Visit wineries such as Laurel Lake Vineyards, Jamesport Vineyards, Sannino Vineyard, Pellegrini Vineyards, Pindar Vineyards, and Lenz Winery on Long Island. TICKET INCLUDES: • Private, round trip, luxury transportation. • NYC or Long Island pick-up & drop-off. • Wine tastings hosted by our own experienced Sommelier at 2 award-winning wineries. 4 wine selections tasted at each location. (Tasting fees included.)

Inclusions: Tour escort/host, Wine tasting, Air-conditioned vehicle, Alcoholic Beverages, Bottled water, Private transportation, Winery tasting fees

Exclusions: Lunch, Gratuities