From our personal experience, we chartered with TMM 2 years ago after having just completed our ASA certifications. They had us use a checkout skipper; we dropped him at Norman Island that first afternoon and he ferried back to Tortola. We were a group of my husband and I, our 2 college kids + 1 future fiance + 1 college aged cousin. Chartered a 36' catamaran, 4 cabins, 2 heads, no AC. "Kids" were thrilled with the trip and zero complaints!
PS: If you use "owners time" on a boat in TMM's fleet, you still get all the same service & attention from TMM as if you booked with them directly. Next charter we did that on Orion with TMM - Mark the owner is on the site and is great to work with.