Check Rates & Availability

Careers at Winston

Work Work for Winston

Interested? Enter your info below or call 631-924-1200!

  • Competitive Pay.
  • No initial investment required.
  • Most jobs pay a gratuity, and you keep it all.
  • Drive when you want. Earn what you need.
  • 24/7 dispatching and Call Center assists you.
  • Flexible hours – part or full time, days or nights. Weekends too!
  • All area Airports, Piers, Wine Tours and Weddings.
  • Suffolk, Nassau, Queens, Brooklyn, Manhattan and Westchester, NJ and CT.
  • The most recognized name in Long Island’s transportation business.
  • A national online reservation system that puts passengers in your vehicle.
  • The newest fleet of Smoke-Free vehicles.

You are self-motivated, Independent, Highly professional.  You enjoy working with people and have a desire to exceed our customer expectations.

If you have these qualities, you’ve got what it takes to be part of the Winston Transportation team.

Our objective is to provide prompt, clean, courteous, safe and dependable ground transportation services to Fortune 500 companies, universities and individuals, 24 hours a day, 7 days a week.  We’ve been able to achieve this goal largely through the hard work and dedication of the talented people who work for us.


  • Minimum 24 years old.
  • Proficient in the English language.
  • Motivated individuals with a strong knowledge of our service area.
  • Must be personable and customer service oriented.
  • Current NY driver’s license and a safe driving record.

Airport Shuttle Drivers

NY CDL, class C with P endorsement.

Sedan/Limousine Drivers

NY class E license and Suffolk, Nassau County and/or NYC TLC license required.

For more information: call (631) 924-1200.


Skip to content