Quick answer: Book early — November–December is peak season and the best vehicles go first. Size shuttles by headcount and window (a 13-seat Sprinter over two loops moves ~26 people), and plan return runs so staff have a safe ride home after drinks. A corporate account keeps it all on one invoice.
The office holiday party is the one event of the year where transportation isn't just convenience — it's a duty. People will be celebrating, many will have a drink, and getting everyone home safely is on the company. A little planning turns that into a non-event.
Book before the December crunch
Late November and December are the busiest weeks of the year for chauffeured vehicles across the GTA. The specific cars and Sprinters you want book up first, so reserve 4–8 weeks ahead for a larger group. Leaving it to the week of the party limits your options.
Size the transport to the party
Guest transport is a simple capacity exercise: how many people, over how long a window, with how many trips per vehicle. The full method — including the vehicles-needed formula — is in our corporate event shuttle planning guide, and if you're weighing one big vehicle against several, see one Sprinter vs several cars.
The part that matters most: the ride home
Arranging safe transport home is the single most valuable thing you can do. Schedule return runs — a continuous loop back to a central point or timed departures — so no one is tempted to drive after drinking. This is also a duty-of-carematter: if staff travel on a company occasion, their safe passage home is reasonably the company's responsibility.
Look after leadership and out-of-town guests
A discreet executive car for leadership or visiting guests, running alongside the group shuttles, adds a considerate touch — and keeps senior people on their own timing.
Put it on one invoice
Rather than chase receipts at year-end, a corporate transportation account consolidates the whole evening — shuttles, executive cars, everything — onto a single, reported invoice.
Let RAO run your holiday transport
Give us the date, the headcount, and the venue, and we'll build the plan, size the fleet, and provide vetted chauffeurs and on-the-ground coordination — one fixed, all-in quote. Request a quote early to lock in the vehicles you want.
Frequently asked
When should we book holiday party transportation?
Book as early as you can — November and December are the busiest weeks of the year for chauffeured vehicles, and the best cars and Sprinters go first. Four to eight weeks out is a sensible minimum for a larger group.
Do you provide rides home after drinks?
Yes. Safe transport home is one of the main reasons companies arrange holiday party transportation. We schedule return runs — a continuous loop or timed departures — so no one drives after drinking.
How many vehicles will we need?
It depends on headcount and how tight the arrival and departure windows are. As a rule, an executive Sprinter (13 seats) doing two loops moves roughly 26 people per window. We'll size it precisely from your numbers.
Can you bill the company directly?
Yes. With a corporate account we consolidate everything onto one invoice with clear reporting — useful at year-end. See our corporate transportation service for how accounts work.