I am not a huge fan of QuickBooks Online, however for some situations, it is a good choice. Here is my list of the Pros and Cons to QBO for a winery:

Pros

• Great bank feed integration
• Good integration with Square (there is still an extra step, but it’s easy)
• Up to 5 people can use it simultaneously
• PC and Mac users can both access
• VineSpring has a new integration, but I have not tested it

Cons

• No Custom Summary report (only in the Accountant version)
• Cannot do the 2-step bottling method
• No Inventory value adjustment, only quantity (workaround is to do a JE check)
• Hard to have multiple windows open
• Bank reconciliation is clunky
• The bank reconciliation report does not update after you make changes (for example, if you delete a duplicate transaction, it will still show up on the report)
• No sales by rep report
• Chart of Accounts and Item list will only show up alphabetically (workaround is to use numbers and a dash)
• Payroll is funky and it cannot do job costing, so my usual procedure which is super simple in Desktop does not work. This is not a problem for a super small winery, but once you have staff it becomes a big problem.

I find that the best use for QBO is the small, startup winery where the owner is doing the bookkeeping, because you want to take advantage of as many automatic integrations as possible. You will need some method of processing credit card charges, and Square integrates nicely. However, Square is a short term solution, and as soon as you can justify a true winery program that will handle a Wine Club, you want to get that going so that you can start to capture details about your customers.