Disney's Magical Express Driver – Yes, regardless of whether they handle your luggage. Base tip of $3-5 per party, plus $1-2 per bag. (Note that Disney's Magical Express drivers are not Cast Members. They're Mears–same as the taxis around property.)
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But there are also many Disney service people that do not require tipping. In general, cast members working in the theme parks, with the exceptions of dining and personal care staff mentioned above, doing their regular job in the parks are not allowed to accept tips/bribes/grift/etc.
If you're a family of five, this means a five dollar tip for your housekeeper each day. You're supposed to leave the tip separately each day, rather than at the end of your stay, because there likely will be different people cleaning your room over the course of your visit.
Buffet Service Dining: Servers at Disney's buffets work just as hard, if not harder, than those at traditional table service restaurants. There's a lot more clearing and refilling than at other meals. The norm is to tip buffet server staff the same as traditional table service staff.
Should You Tip Your Driver and How Much? The short answer is: yes, always, and the golden standard is at least 15-20% of the total fare cost. Drivers, like servers, valets, and the barista in your favorite coffee shop, are part of the service economy.
You don't have to tip your hotel housekeeper, but these hardworking staff members are often forgotten when it comes to tipping, so the money can go a long way for them.
You have a couple of options regarding your housekeeping services. If you wish to decline housekeeping service at any time during your stay, you can opt out during the online check-in process by speaking with a Cast Member in person or by placing the “Room Occupied” sign on your door.
Tip $1 per bag when you retrieve your luggage. You do not need to tip when you drop off your bags for storage. Tip from $5 to $10 depending on how involved the request, or a lump sum upon departure. Consider tipping higher if the concierge has gone above and beyond to procure something special.
After all, you want to show your appreciation for their service, but you also don't want to overdo it or feel uncomfortable. If you're short on time, here's a quick answer to your question: The standard tip for valet parking at a 5-star hotel is $5-$10 per vehicle.