I want to upgrade my 2007 Quicken for Mac to the current Quicken Classic Deluxe, but I have concerns about my data not being compatible. How can I get a trial subscription?
There is no free trial offered by Quicken, Inc.
Three is a 30 day refund policy, Just be sure to buy it from some place reputable and you should have no issues with getting your refund.
I'll let one of the Mac users advise you about upgrading from 2007 to subscription.
You might find this Support Article helpful if/when you decide to request a refund of your subscription: https://www.quicken.com/support/Terms-and-Conditions-For-Exchanging-Canceling-or-Refunding-Quicken-Products/ .
Quicken 2007 data should import pretty cleanly into current Quicken Mac. It's good idea for rebuild your transaction index in Quicken 2007 before trying to convert the file.