GO Winston Transportation Services

Long Island Winery Tours

Starting at $74 per person!

Long Island Winery Tours

Long Island’s North Fork Winery Tours are extremely popular. There’s over 30 wineries to choose from, hundreds of wines to taste, and never a lack of things to do!

Relax with family and friends, listen to soft jazz, and sip on vintage wine while looking over Long Island’s beautiful countryside. Along the way, we can provide you with a picnic lunch at the vineyard or take you to dine at one of the local restaurants.


Luxury Black Sedan (2-4 passengers) $160 per person
(Transportation Only $320)

SUV (4-6 passengers) $165 per person
(Transportation Only $450)


Luxury Van (8-11 passengers) $135 per person
(Transportation Only $510)

Deluxe Sprinter (10-14 passengers) $116 per person
(Transportation Only $660)


Minicoach (25-32 passengers) $90 per person
(Transportation Only $1000)

Coach Bus (35-55 passengers) $74 per person
(Transportation Only $1300)

OUR FAVORITE WINERIES: Baiting Hollow, Macari, Jamesport, Riverhead Ciderhouse, LI Vodka, Osprey.
OR, pick your own! (fee applies)

Your Value Tour includes: Six hours (overall experience), Wine tasting of 9-12 flights (three vineyards), deluxe round-trip transportation, and a professional driver. (Driver gratuities not included.)

Before returning home, you will have the option to make a stop Briemere Farm stand and bakery!


  • Panera Bread Lunch (Classic & Deluxe Pkg)
  • Bottled Water (Classic & Deluxe Pkg)
  • Extra tastings (Deluxe Pkg)
  • Snacks in vehicle (Deluxe Pkg)
  • Cheese and Cracker Platter (Deluxe Pkg)


We have a team dedicated just to Winery Tours to make sure your day goes smoothly. If you have any questions or would like to book your tour:

Call: 631-924-1200

Email: dave@winstontrans.com

Contact Us