A Northeast roadshow — typically New York, Boston, Philadelphia and Washington, D.C., sometimes with stops in Connecticut and New Jersey — can be run by train, private jet or car. Amtrak connects the city centers efficiently, but a chauffeured vehicle gives teams a private workspace, door-to-door timing and flexibility for suburban meetings. Many roadshows combine approaches: local chauffeured cars in each city plus rail or air between cities, or one vehicle for the whole trip when meetings are spread out.

Options compared

Approach Pros Cons
One car for the whole trip Private workspace; luggage stays in car; door to door Long drives (NYC–Boston ~4–4.5 hours)
Train + local cars Fast between downtowns; productive on board Station transfers with luggage
Private jet + local cars Fastest for long legs Cost; airport transfers

Sample itinerary

  • Day 1: New York meetings (hourly car).
  • Day 2: Morning meetings in Stamford or Greenwich en route; afternoon in Boston.
  • Day 3: Boston; train or flight to Washington.
  • Day 4: Washington; train back to New York via Philadelphia.

Read NYC to Boston by car, NYC to Washington by car and Philadelphia day trip.

Logistics tips

  • One coordinator manages all bookings.
  • Share a master itinerary with each chauffeur.
  • Allow for traffic around major cities at rush hour.
  • Plan luggage — roadshow teams often carry materials.

Book

Our long-distance car service and corporate travel cover multi-city itineraries. Read roadshow transportation planning.

Connecticut and New Jersey stops

Many financial firms have offices in Stamford and Greenwich, Connecticut, and in Princeton, Jersey City and Morristown, New Jersey. A car-based roadshow makes it easy to add these suburban meetings between cities without extra transfers. Read Greenwich day trip and Princeton day trip.

Private aviation

For tight schedules, some roadshows fly privately between cities, using FBOs such as Teterboro, with chauffeured cars meeting the aircraft. Read what is an FBO.