New York has the best and worst ground transportation in America, often on the same block. Here's the honest playbook for moving through it — including when you genuinely don't need us.
Honesty first: for one person going Midtown to Downtown on a weekday, the subway beats any car, ours included. $2.90 and no traffic. Where cars win: airport runs with luggage, three-plus people splitting a ride, late nights, multi-stop days, and any time you're in a suit you'd rather not wear onto the 4 train in July.
Crosstown traffic is the slowest mile in America — plan around it, never through it. Going up or down the island, the FDR and West Side Highway are your friends. A good chauffeur knows this; it's why pre-booked cars quote times honestly instead of optimistically.
Hamptons & weekend escapes: summer Fridays, Manhattan to the East End runs 2–3 hours. A chauffeured SUV with the whole group beats the Jitney and lets you start the weekend at pickup, not at arrival.
Use the subway when you're light and flexible. Book a car when you're carrying, gathering, or arriving — and book it ahead, because hailing in the rain at rush hour is a rookie move.